US 11,884,647 B2Granted

Compounds and methods for targeting pathogenic blood vessels

AssigneesThe Regents of the University of California, Atengen, Inc.

InventorsHui Sun, Pu Sun, Guo Cheng, Adrian Chichuen Au, Ming Zhong

Life of this patent

Estimating the term…

Abstract

The disclosure provides compounds, and compositions, including pharmaceutical compositions, kits that include the compounds, and methods of using (or administering) and making the compounds. The disclosure further provides compounds or compositions thereof for use in a method of modulating PLXDC1 (TEM7) and/or PLXDC2 or killing pathogenic blood vessles. The disclosure further provides compounds or compositions thereof for use in a method of treating a disease, disorder, or condition that is mediated, at least in part, by PEDF receptors or by angiogenesis.

Claims29

Dependent claims

A compound of Formula (I):

or a pharmaceutically acceptable salt, isotopically enriched analog, stereoisomer, mixture of stereoisomers, or tautomer thereof;
wherein
n is 0, 1, 2, 3 or 4;
R1 is selected from amino, optionally substituted heterocyclyl, optionally substituted cycloheptyl, and optionally substituted heteroaryl;
R2 is selected from H, halo, alkyl, alkenyl, alkynyl, —OH, alkoxy, —CN, —NO2, alkylthio, sulfoxido, sulfonyl, and amino;
R5, R7 and R8 are each independently selected from H, halo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, alkylthio, sulfoxido, sulfonyl, carboxy, ester, —CN, —NO2, amino, and amido;
R6 is selected from halo, alkyl, hydroxy, alkoxy, alkylthio, sulfoxido, sulfonyl, carboxy, ester, —CN, —NO2, amino, amido, sulfinamido, sulfonamido, heterocyclyl, heteroaryl, poly(ethylene glycol), and methoxypoly(ethylene glycol), or
R6 and R7 together with atoms to which they are attached form a cycloalkyl, heterocyclyl, aryl, or heteroaryl;
and
each R9 is independently selected from halo, alkyl, —OH, alkoxy, —CN, and amino;
wherein the compound has at least one of the following:
1) R2 is selected from C2-30alkyl, —OH, C1-40alkoxy, C1-40alkenoxy, C1-40alkynoxy, —NO2, alkylthio, sulfoxido, sulfonyl, and amino, where
a) when R2 is ethyl, then R6 is not methyl or methoxy, and/or
b) when R2 is methoxy, then R6 is not halo, C1-2 alkyl or C1-2 alkoxy;
2) R1 is optionally substituted heteroaryl, optionally substituted bridged heterocyclyl, optionally substituted fused heterocyclyl, or optionally substituted cycloheptyl;
3) R1 is heterocyclyl substituted with one halo, amino, hydroxy, alkoxy, —CN, —NO2, alkyl, carboxy, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, optionally substituted cycloalkyl, optionally substituted heterocyclyl, optionally substituted heteroaryl, poly(ethylene glycol), or methoxypoly(ethylene glycol),
where if the substituent is alkyl, the alkyl is further substituted with one substituent selected from halo, amino, alkoxy, —CN, —NO2, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, cycloalkyl, heterocyclyl, poly(ethylene glycol), methoxypoly(ethylene glycol), pyrrolidinyl and piperidinyl;
or the alkyl is substituted with at least one —OR31, wherein R31 is poly(ethylene glycol) or methoxypoly(ethylene glycol);
4) R1 is amino substituted with at least one substituent selected from alkyl, cycloalkyl, heterocyclyl, heteroaryl, poly(ethylene glycol) or methoxypoly(ethylene glycol) and amino,
where the alkyl is substituted with at least one substituent selected from halo, amino, hydroxy, alkoxy, —CN, —NO2, amido, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, cycloalkyl, heterocyclyl, and heteroaryl;
5) R6 is alkyl substituted with at least one substituent selected from halo, amino, hydroxy, alkoxy, cycloalkoxy, heterocycloalkoxy, aryloxy, heteroaryloxy, poly(ethylene glycol)-oxy, methoxypoly(ethylene glycol)-oxy, —CN, —NO2, oxo, amido, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, heterocyclyl, cycloalkyl, aryl, heteroaryl, poly(ethylene glycol) and methoxypoly(ethylene glycol).

18 more elements

A compound selected from the group consisting of:

1
3-((4-ethylphenyl)sulfonyl)-4-(4- methylpiperazin-1-yl)- 6-(trifluoromethoxy)quinoline
2
3-((4-ethylphenyl)sulfonyl)-4-(piperidin- 1-yl)-6-(trifluoromethoxy)quinoline
3
4-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)morpholine
4
3-((4-ethylphenyl)sulfonyl)-4-(4- methylpiperidin-1-yl)-6- (trifluoromethoxy)quinoline
5
2-(4-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperazin-1-yl)ethan-1-ol
6
3-((4-ethylphenyl)sulfonyl)-4-(4- ethylpiperazin-1-yl)-6- (trifluoromethoxy)quinoline
7
3-((4-ethylphenyl)sulfonyl)-4-(4-methyl- 1,4-diazepan-1-yl)-6- (trifluoromethoxy)quinoline
8
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
9
ethyl 4-(3-((4-ethylphenyl)sulfonyl-6- (trifluoromethoxy)quinolin-4- yl)piperazine-1-carboxylate
10
3-((4-ethylphenyl)sulfonyl)-4-(4-(4- fluorophenyl)piperazin-1-yl)-6- (trifluoromethoxy)quinoline
11
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
12
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl)-4- phenylpiperidin-4-ol
13
3-((4-ethylphenyl)sulfonyl)-4-(4- phenylpiperazin-1-yl)-6- (trifluoromethoxy)quinoline
14
3-((4-ethylphenyl)sulfonyl)-4-(pyrrolidin- 1-yl)-6-(trifluoromethoxy)quinoline
15
1-(3-((4-ethylphenyl)sulfonyl)-6- methoxyquinolin-4-yl)piperidin-4-ol
16
ethyl 4-(3-((4-ethylphenyl)sulfonyl)-6- methoxyquinolin-4-yl)piperazine-1- carboxylate
17
3-((4-ethylphenyl)sulfonyl)-4-(4-(4- fluorophenyl)piperazin-1- yl)-6-methoxyquinoline
18
N-cyclohexyl-3-((4- ethylphenyl)sulfonyl)-6- methoxyquinolin-4-amine
19
3-((4-ethylphenyl)sulfonyl)-N-(4- fluorophenyl)-6-methoxyquinolin- 4-amine
20
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (4-methylpiperazin-1-yl)quinoline
21
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (piperidin-1-yl)quinoline
22
4-(3-((4-ethylphenyl)sulfonyl)-6- methoxyquinolin-4-yl)morpholine
23
3-((4-ethylphenyl)sulfonyl-6-methoxy-4- (4-methylpiperidin-1-yl)quinoline
24
3-((4-ethylphenyl)sulfonyl)-4-(4- ethylpiperazin-1-yl)-6-methoxyquinoline
25
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (pyrrolidin-1-yl)quinoline
26
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (4-phenylpiperazin-1-yl)quinoline
27
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)-6- methoxyquinoline
28
1-(3-((4-ethylphenyl)sulfonyl)-6- methoxyquinolin-4- yl-4-phenylpiperidin-4-ol
29
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (4-methyl-1,4-diazepan-1-yl)quinoline
30
3-((4-ethylphenyl)sulfonyl-4-(4- isopropylpiperazin-1-yl)-6- methoxyquinoline
31
4-(azepan-1-yl)-3-((4- ethylphenyl)sulfonyl)-6- methoxyquinoline
32
3-((4-ethylphenyl)sulfonyl)-6-methyl-4- (4-methylpiperazin-1-yl)quinoline
33
3-((4-ethylphenyl)sulfonyl)-6-methyl-4- (4-methyl-1,4-diazepan-1-yl)quinoline
34
1-(3-((4-ethylphenyl)sulfonyl)-6- methylquinolin-4-yl)piperidin-4-ol
35
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)-6-methyl)quinoline
36
3-((4-ethylphenyl)sulfonyl)-6-methyl-4- (piperidin-1-yl)quinoline
37
3-((4-ethylphenyl)sulfonyl)-6-fluoro-4- (4-methylpiperazin-1-yl)quinoline
38
3-((4-ethylphenyl)sulfonyl)-6-fluoro-4- (4-methyl-1,4-diazepan-1-yl)quinoline
39
1-(3-((4-ethylphenyl)sulfonyl)-6- fluoroquinolin-4-yl)piperidin-4-ol
40
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)-6-fluoroquinoline
41
3-((4-ethylphenyl)sulfonyl-6-fluoro-4- (piperidin-1-yl)quinoline
42
2-(4-(3-((4-ethylphenyl)sulfonyl-6- (trifluoromethoxy)quinolin-4-yl)-1,4- diazepan-1-yl)acetic acid
43
4-([1,4′-bipiperidin]-1yl)-3-((4- methoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
44
1-(3-((4-methoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
45
4-(4-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperazin-1-yl)benzonitrile
46
3-((4-ethylphenyl)sulfonyl)-4-(4- (pyrrolidin-1-yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
47
ethyl)-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidine-4-carboxylate
48
(1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-yl)methanol
49
N-benzyl-3-((4-ethylphenyl)sulfonyl)-N- methyl-6-(trifluoromethoxy)quinolin-4- amine
50
3-((4-ethylphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (trifluoromethoxy)quinolin-4-amine
51
3-((4-ethylphenyl)sulfonyl-4-(1H-1,2,4- triazol-1-yl)-6- (trifluoromethoxy)quinoline
52
8-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)-1,4-dioxa-8-azaspiro[4,5]decane
53
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidine-4-carboxylate acid
54
4-((4-([1,4′-bipiperidin]-1′-yl)-6- (trifluoromethoxy)quinolin-3- yl)sulfonyl)benzonitrile
55
2-(4-([1,4′-bipiperidin]-1′-yl-3-((4- ethylphenyl)sulfonyl)quinolin-6- yl)acetonitrile
56
4-([1,4′-bipiperidin]-1′-yl)-3-((3,4- dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
57
3-((3,4-dimethoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (trifluoromethoxy)quinoline
58
1-(3-((3,4-dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
59
4-([1,4,-bipiperidin]-1′-yl-3-((4- nitrophenyl)sulfonyl-6- (trifluoromethoxy)quinoline
60
4-(4-methyl-1,4-diaxepan-1-yl)-3-((4- nitrophenyl)sulfonyl-6- (trifluoromethoxy)quinoline
61
1-(3-((4-nitrophenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
62
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(4- hydroxypiperidin-1-yl)quinoline-6- carboxylate
63
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)quinoline-6- carboxylate
64
ethyl 4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)quinoline-6- carboxylate
65
3-((4-ethylphenyl)sulfonyl)-4-(4- hydroxypiperidin-1-yl)quinoline-6- carboxylate acid
66
3-((4-ethylphenyl)sulfonyl)-4-(4-methyl- 1,4-diazepan-1-yl)quinoline-6-carboxylate acid
67
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)quinoline-6- carboxylate acid
68
3-((3,4-dimethoxyphenyl)sulfonyl)-N,N- diethyl)l-6-trifluoromethoxy)quinolin-4- amine
69
2-((3-((3,4-dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)amino)ethan-1-ol
70
1-(3-((3,4-dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-3-ol
71
3-((3,4-dimethoxyphenyl)sulfonyl)-N,N- dipropyl-6-(trifluoromethoxy)quinolin-4- amine
72
2,2′-((3-((3,4-dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)azanediyl)bis(ethan-1-ol)
73
2-((3-((3,4-dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)amino)ethan-1-ol
74
N,N-dibutyl-3-((3,4- dimethoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-amine
75
1-(3-((4-ethylphenyl)sulfonyl)-6- nitroquinolin-4-yl)piperidin-4-ol
76
3-((4-ethylphenyl)sulfonyl-4-(4-methyl- 1,4-diazepan-1-yl)-6-nitroquinoline
77
4-([1,4′-bipiperidin]-1′-yl)-3-((4- ethylphenyl)sulfonyl)-6-nitroquinoline
78
N,N-diethyl)l-3-((4-ethylphenyl)sulfonyl)- 6-nitroquinolin-4-amine
79
3-((4-ethylphenyl)sulfonyl)-6-methoxy-4- (1H-1,2,4-triazol-1-yl)quinoline
80
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(1H- 1,2,4-triazol-1-yl)quinoline-6-carboxylate
81
N,N-diethyl)l-3-((4-ethylphenyl)sulfonyl)- 6-(trifluoromethoxy)quinolin-4-amine
82
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-3-ol
83
3-((4-ethylphenyl)sulfonyl)-6-methoxy- N-(4-methylpiperazin-1-yl)quinolin-4- amine
84
ethyl 3-((4-ethylphenyl)sulfonyl)-4-((4- methylpiperazin-1-yl)amino)quinoline-6- carboxylate
85
3-((4-methoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (trifluoromethoxy)quinolin-4-amine
86
3-((4-methoxyphenyl)sulfonyl)-4-(1H- 1,2,4-triazol-1-yl)-6- (trifluoromethoxy)quinoline
87
N,N-dibutyl-3-((4-ethylphenyl)sulfonyl)- 6-(trifluoromethoxy)quinolin-4-amine
88
3-((3,4-dimethoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (trifluoromethoxy)quinolin-4-amine
89
3-((3,4-dimethoxyphenyl)sulfonyl)-4- (1H-1,2,4-triazol-1-yl)-6- (trifluoromethoxy)quinoline
90
N-(4-methylpiperazin-1-yl)-6- (trifluoromethoxy)-3-((4- (trifluoromethoxy)phenyl)sulfonyl)quinolin- 4-amine
91
4-(1H-1,2,4-triazol-1-yl)-6- (trifluoromethoxy)-3-((4- (trifluoromethoxy)phenyl)sulfonyl)quinoline
92
3-((4-butoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (trifluoromethoxy)quinolin-4-amine
93
3-((4-butoxyphenyl)sulfonyl)-4-(1H- 1,2,4-triazol-1-yl)-6- (trifluoromethoxy)quinoline
94
3-((4-methoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6-nitroquinolin-4- amine
95
2-((3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)amino)ethan-1-ol
96
3-((3,4-dimethoxyphenyl)sulfonyl)-6,7- dimethoxy-4-(1H-1,2,4-triazol-1- yl)quinoline
97
3-((4-methoxyphenyl)sulfonyl)-6-nitro-4- (1H-1,2,4-triazol-1-yl)quinoline
98
2-(3-((4-methoxyphenyl)sulfonyl)-4-(1H- 1,2,4-triazol-1-yl)quinolin-6- yl)acetonitrile
99
2-(3-((4-methoxyphenyl)sulfonyl)-4-((4- methylpiperazin-1-yl)amino)quinolin-6- yl)acetonitrile
100
N,N-diethyl)l-2-(4-(3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl)-1,4- diazepan-1-yl)ethan-1-amine
101
N,N-diethyl)l-2-((1-(3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-yl)oxy)ethan-1-amine
102
1′-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl-[1,4′- bipiperidin]-4-ol
103
N,N-diethyl)l-1-(3-((4- ethylphenyl)sulfonyl-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-amine
104
5-((3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)amino)pentan-1-ol
105
3-((4-ethylphenyl)sulfonyl)-N-(piperidin- 1-yl)-6-(trifluoromethoxy)quinolin-4- amine
106
3-((4-ethylphenyl)sulfonyl)-N-(pyridin-4- ylmethyl)-6-(trifluoromethoxy)quinolin- 4-amine
107
3-((4-ethylphenyl)sulfonyl)-N-(pyridin-4- yl)-6-(trifluoromethoxy)quinolin-4-amine
108
3-((4-ethylphenyl)sulfonyl)-4-(1H-pyrrole- 1-yl)-6-(trifluoromethoxy)quinoline
109
3-((4-ethylphenyl)sulfonyl)-4-(1H- pylazol-1-yl)-6- (trifluoromethoxy)quinoline
110
3-((4-ethylphenyl)sulfonyl)-4-(1H-1,2,3- triazol-1-yl)-6- (trifluoromethoxy)quinoline
111
4-((3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy) quinolin-4-yl)amino)butan-1-ol
112
4-(1H-benzo[d][1,2,3]triazol-1-yl)-3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
113
1′-(3-((4-methoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl-[1,4′- bipiperidin]-4-ol
114
4-([1,4′-bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl)-6- nitroquinoline
115
2-(4-([1,4′-bipiperidin]-1yl)-3-((4- methoxyphenyl)sulfonyl)quinolin-6- yl)acetonitrile
116
4-([1,4′-bipiperidin]-1′-yl)-6-butoxy-3- ((3,4-dimethoxyphenyl) sulfonyl)quinoline
117
3-((4-ethylphenyl)sulfonyl)-4-(4-methyl- 1H-imidazol-1-yl)-6- (trifluoromethoxy)quinoline
118
3-((4-ethylphenyl)sulfonyl)-4-(1H- imidazol-1-yl)-6- (trifluoromethoxy)quinoline
119
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl) sulfonyl)-6-(trifluoromethoxy)quinoline
120
4-([1,4′-bipiperidin]-1′-yl)-6- (trifluoromethoxy)-3-((4- (trifluoromethoxy)phenyl)sulfonyl)quinoline
121
4-([1,4′-bipiperidin]-1′-yl)-3-((3,4- dimethoxyphenyl)sulfonyl)-6- (methylthio)quinoline
122
4-([1,4′-bipiperidin]-1′-yl)-3-((3,4- dimethoxyphenyl)sulfonyl)-6,7- dimethoxyquinoline
123
6-butoxy-3-((3,4- dimethoxyphenyl)sulfonyl)-N,N- diethyl)lquinolin-4-amine
124
N,N-dibutyl-3-((3,4- dimethoxyphenyl)sulfonyl)-6- (methythio)quinolin-4-amine
125
3-((4-ethylphenyl)sulfonyl)-4-(1H- tetrazol-1-yl)-6- (trifluorotmethoxy)quinoline
126
N-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)morpholin-4-amine
127
4-(4-ethylphenyl)-1-(3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
128
ethyl 4-(4-(4-ethylphenyl)-4- hydroxypiperidin-1-yl)-3-((4- ethylphenyl)sulfonyl)quinoline-6- carboxylate
129
4-(4-ethylphenyl)-1-(3-((4- methoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
130
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(4- hydroxy-[1,4′-bipiperidin]-1′- yl)quinoline-6-carboxylate
131
ethyl 4-(4-(2-(diethyl)lamino)ethyl)-1,4- diazepan-1-yl)-3-((4- ethylphenyl)sulfonyl)quinoline-6- carboxylate
132
ethyl 4-(4-(2- (diethyl)laminotethoxy)piperidin-1-yl)-3- ((4-ethylphenyl)sulfonyl)quinoline-6- carboxylate
133
ethyl 4-(1H-benzo[d][1,2,3]triazol-1-yl)-3- ((4-ethylphenyl)sulfonyl)quinoline-6- carboxylate
134
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(1H- imidazol-1-yl)quinoline-6-carboxylate
135
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(3- hydroxypiperidin-1-yl)quinoline-6- carboxylate
136
ethyl 4-([1,4′-bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
137
ethyl 4-(3-hydroxypiperidin-1-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
138
ethyl 4-(4-hydroxy-[1,4′-bipiperidin]-1′- yl-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
139
ethyl 4-(4-(2-(diethyl)lamino)ethyl)-1,4- diazepan-1-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
140
ethyl 4-(4-(2- (diethyl)lamino)ethoxy)piperidin-1-yl)-3- ((4-methoxyphenyl)sulfonyl)quinoline-6- carboxylate
141
ethyl 4-(1H-imidazol-1-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
142
ethyl 4-(1H-benzo[d][1,2,3]triazol-1-yl)- 3-((4-methoxyphenyl)sulfonyl)quinoline- 6-carboxylate
143
4-([1,4′-bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl-N- methyl)quinoline-6-carboxamide
144
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (4-methyl-1,4-diazepan-1-yl)quinoline-6- carboxylate
145
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl)-4-(4- methoxyphenyl)piperidin-4-ol
146
1-(3-((4-ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl)-4-(3- methoxyphenyl)piperidin-4-ol
147
4-(benzo[d][1,3]dioxol-5-yl)-1-(3-((4- ethylphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
148
ethyl 3-((4-ethylphenyl)sulfonyl)-4-(4- hydroxy-4-(4-methoxyphenylpiperidin- 1-yl)quinoline-6-carboxylate
149
ethyl 3-((4-ethylphenyl)sulfonyl-4-(4- hydroxy-4-(3-methoxyphenyl)piperidin- 1-yl)quinoline-6-carboxylate
150
4-(3-methoxyphenyl)-1-(3-((4- methoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)piperidin-4-ol
151
3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (trifluoromethoxy)quinoline
152
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
153
1′-(3-((3,4-dimethoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
154
3-((3,4-dimethoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylthio)quinoline
155
ethyl 4-(dibutylamino)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
156
ethyl 4-(bis(2-hydroxyethyl)amino)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
157
ethyl 4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)quinoline-6- carboxylate
158
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)quinoline-6- carboxylate
159
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-6- (methylthio)quinoline
160
3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylthio)quinoline
161
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- hydroxy-[1,4′-bipiperidin]-1′- yl)quinoline-6-carboxylate
162
1′-(3-((4-butoxyphenyl)sulfonyl-6- (methylthio)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
163
3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylsulfinyl)quinoline
164
3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylsulfonyl)quinoline
165
N,N-diethyl)l-3-((4- methoxyphenyl)sulfonyl-4-(4-methyl- 1,4-diazepan-1-yl)quinoline-6- carboxamide
166
N-(2-(diethyl)lamino)ethyl)-3-((4- methoxyphenyl)sulfonyl)-4-(4-methyl- 1,4-diazepan-1-yl)quinoline-6- carboxamide
167
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinoline
168
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
169
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-6- (methylsulfonyl)quinoline
170
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfonyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
171
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)piperidin-1- yl)quinoline-6-carboxylate
172
ethyl 3-((4-butoxyphenyl)sulfonyl-4-(4- (4-methylpiperazin-1-yl)piperidin-1- yl)quinoline-6-carboxylate
173
ethyl 4-(4-(azepan-1-yl)piperidin-1-yl)-3- ((4-ethoxyphenyl)sulfonyl)quinoline-6- carboxylate
174
ethyl 4-(3-hydroxy-[1,4′-bipiperidin]-1′- yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
175
ethyl 4-(4-(hydroxymethyl)-[1,4′- bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxylate
176
ethyl 4-(4-(azepan-1-yl)piperidin-1-yl)-3- ((4-butoxyphenyl)sulfonyl)quinoline-6- carboxylate
177
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(3- hydroxy-[1,4′-bipiperidin]-1′- yl)quinoline-6-carboxylate
178
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (hydroxymethyl)-[1,4′-bipiperidin]-1′- yl)quinoline-6-carboxylate
179
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (4-(2-(piperidin-1-yl)ethyl)-1,4-diazepan- 1-yl)quinoline-6-carboxylate
180
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (4-(2-(pyrrolidin-1-yl)ethyl)-1,4- diazepan-1-yl)quinoline-6-carboxylate
181
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (2-(piperidin-1-yl)ethyl)-1,4-diazepan-1- yl)quinoline-6-carboxylate
182
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (2-(pyrrolidin-1-yl)ethyl)-1,4-diazepan-1- yl)quinoline-6-carboxylate
183
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (1H-1,2,4-triazol-1-yl)quinoline-6- carboxylate
184
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (1H-1,2,3-triazol-1-yl)quinoline-6- carboxylate
185
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- (1H-tetrazol-1-yl)quinoline-6-carboxylate
186
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1H-tetrazol-1-yl)quinoline-6-carboxylate
187
4-(3-((4-butoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)thiomorpholine
188
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1H-1,2,4-triazol-1-yl)quinoline-6- carboxylate
189
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1H-1,2,3-triazol-1-yl)quinoline-6- carboxylate
190
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1H-1,2,4-triazol-1-yl)quinoline-6- carboxylate
191
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- thiomorpholinoquinoline-6-carboxylate
192
3-((4-butoxyphenyl)sulfonyl)-N- isopropyl-4-(4-methyl-1,4-diazepan-1- yl)quinoline-6-carboxamide
193
3-((4-butoxyphenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-N- ((4R,5S,6R)-2,4,5-trihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-3- yl)quinoline-6-carboxamide
194
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1H-imidazol-1-yl)quinoline-6- carboxylate
195
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(1- oxidothiomorpholino)quinoline-6- carboxylate
196
ethyl 3-((4-butoxyphenyl)sulfonyl)-4- (1,1-dioxidothiomorpholino)quinoline-6- carboxylate
197
4-(3-((4-butoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)thiomorpholine 1-oxide
198
4-(3-((4-butoxyphenyl)sulfonyl)-6- (trifluoromethoxy)quinolin-4- yl)thiomorpholine 1,1-dioxide
199
3-((4-butoxyphenyl)sulfonyl)-N,N- diethyl)l-4-(4-methyl-1,4-diazepan-1- yl)quinoline-6-carboxamide
200
3-((4-butoxyphenyl)sulfonyl)-N-(2- hydroxyethyl)-4-(4-methyl-1,4-diazepan- 1-yl)quinoline-6-carboxamide
201
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-N,N- diethyl)quinoline-6-carboxamide
202
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-N-(2- hydroxyethyl)quinoline-6-carboxamide
203
4-([1,4′-bipiperidin]-1′-yl)-3-((4- butoxyphenyl)sulfonyl)-N- ethyl)quinoline-6-carboxamide
204
4-(1H-imidazol-1-yl)-3-((4- methoxyphenyl)sulfonyl)-N-((4R,5S,6R)- 2,4,5-trihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-3- yl)quinoline-6-carboxamide
205
4-(1H-benzo[d][1,2,3]triazol-1-yl)-3-((4- methoxyphenyl)sulfonyl)-N-((4R,5S,6R)- 2,4,5-trihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-3- yl)quinoline-6-carboxamide
206
3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)-4-(4-(2-(piperidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
207
3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)-4-(4-(2-(pyrrolidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
208
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-3-ol
209
3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(piperidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
210
3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(pyrrolidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
211
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (4-methyl-1,4-diazepan-1-yl)piperidin-1- yl)quinoline-6-carboxylate
212
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- morpholinopiperidin-1-yl)quinoline-6- carboxylate
213
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (4-fluorophenyl)piperazin-1-yl)quinoline- 6-carboxylate
214
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (4-(2-hydroxyethyl)piperazin-1- yl)piperidin-1-yl)quinoline-6-carboxylate
215
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- phenyl-[1,4′-bipiperidin]-1′-yl)quinoline- 6-carboxylate
216
ethyl 4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3- ((4-butoxyphenyl)sulfonyl)quinoline-6- carboxylate
217
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- thiomorpholinopiperidin-1-yl)quinoline- 6-carboxylate
218
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylthio)quinoline
219
4-([1,4′-bipiperidin]-1′-yl)-3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
220
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- methyl-1,4-diazepan-1-yl)-6- (methylsulfinyl)quinoline
221
4-([1,4′-bipiperidin]-1′-yl)-3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylsulflnyl)quinoline
222
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-[1,4′- bipiperidin]-3-ol
223
1′-(3-((4-(heplyloxy)phenyl)sulfonyl)-6- (methylthio)quinolin-4-yl-[1,4′- bipiperidin]-4-ol
224
1′-(3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-ol
225
ethyl 3-((4-methoxyphenyl)sulfonyl)-4- ((4-methylpiperazin-1- yl)amino)quinoline-6-carboxylate
226
3-((4-methoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (methylthio)quinolin-4-amine
227
3-((4-methoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (methylsulfinyl)quinolin-4-amine
228
3-((4-methoxyphenyl)sulfonyl)-N-(4- methylpiperazin-1-yl)-6- (methylsulfonyl)quinolin-4-amine
229
4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4- yl)piperidin-4-yl)morpholine
230
2-(4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
231
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- butoxyphenyl)sulfonyl)-6- (methylthio)quinoline
232
1′-(3-((4-butoxyphenyl)sulfonyl-6- (methylthio)quinolin-4-yl)-4- phenyl-[1,4′-bipiperidin]-4-ol
233
3-((4-butoxyphenyl)sulfonyl)-4-(4-(4-(4- fluorophenyl)piperazin-1-yl)piperidin-1- yl)-6-(methylthio)quinoline
234
3-((4-butoxyphenyl)sulfonyl)-4-(4-(4- methyl-1,4-diazepan-1-yl)piperidin-1-yl)- 6-(methylthio)quinoline
235
4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)morpholine
236
2-(4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
237
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinoline
238
1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-4-phenyl- [1,4′-bipiperidin]-4-ol
239
3-((4-butoxyphenyl)sulfonyl)-4-(4-(4-(4- fluorophenyl)piperazin-1-yl)piperidin-1- yl)-6-(methylsulfinyl)quinoline
240
(1′-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)methanol
241
3-((4-butoxyphenyl)sulfonyl)-4-(4-(4- methyl-1,4-diazepan-1-yl)piperidin-1-yl)- 6-(methylsulfinyl)quinoline
242
N,N-diethyl)l-2-(4-((4-(4-methyl-1,4- diazepan-1-yl)-6-(methylthio)quinolin-3- yl)sulfonyl)phenoxy)ethan-1-amine
243
4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-piperidin-4- yl)thiomoroholine
244
ethyl 3-((4-butoxyphenyl)sulfonyl)-4-(4- (1-oxidothiomoroholino)piperidin-1- yl)quinoline-6-carboxylate
245
4-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)thiomorpholine
246
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)piperidin-1-yl)- 6-(methylthio)quinoline
247
1′-(3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-[1,4′- bipiperidin]-3-ol
248
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)-4-(4-(2-(piperidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
249
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- (4-methyl-1,4-diazepan-1-yl)piperidin-1- yl)-6-(methylthio)quinoline
250
2-(4-(1-(3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
251
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
252
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- methylpiperazin-1-yl)-6- (methylthio)quinoline
253
3-((4-(heptyloxy)phenyl)sulfonyl-4-(4- (4-methylpiperazin-1-yl)piperidin-1-yl)- 6-(methylsulfinyl)quinoline
254
1′-(3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-3-ol
255
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(piperidin-1- yl)ethyl)-1,4-diazepan-1-yl)quinoline
256
3-((4-(heplyloxy)phenyl)sulfonyl)-4-(4- (4-methyl-1,4-diazepan-1-yl)piperidin-1- yl)-6-(methylsulfinyl)quipoline
257
2-(4-(1-(3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
258
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
259
3-((4-heptyloxy)phenyl)sulfonyl)-4-(4- methylpiperazin-1-yl)-6- (methylsulfinyl)quinoline
260
3-((4-methoxyphenyl)sulfonyl)-4-((4- methylpiperazn-1-yl)amino)-N- ((4R,5S,6R)-2,4,5-trihydroxy-6- (hydroxymethyl)tetrahydro-2H-pyran-3- yl)quinoline-6-carboxamide
262
1′-(3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-4-phenyl- [1,4′-bipiperidin]-4-ol
263
1′-(3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-4-phenyl- [1,4′-bipiperidin]-4-ol
264
3-((4-(decyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
265
1′-(3-((4-(decyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-3-ol
266
3-((4-(decyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(piperidin-1- yl)ethyl)-1,4-diazepan-l-yl)quinoline
267
3-((4-(decyloxy)phenyl)sulfonyl)-4-(4-(4- methyl-1,4-diazepan-1-yl)piperidin-1-yl)- 6-(methylsulfinyl)quinoline
268
2-(4-(1-(3-((4- (decyloxy)phenyl)sulfonyl-6- methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
269
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (decyloxy)phenyl)sulfonyl-6- (methylsulfinyl)quinoline
270
1′-(3-((4-(decyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-4-phenyl- [1,4′-bipiperidin]-4-ol
271
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- (4-(2-mPEGoxyethyl)piperazin-1- yl)piperidin-1-yl)-6- (methylthio)quinoline
272
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)-4-(4-(2-(pyrrolidin-1- yl)ethyl)piperazin-1-yl)quinoline
273
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- (1-methylpiperidin-4-yl)piperazin-1-yl)- 6-(methylthio)quinoline
274
4-(4-(1-benzylpyrrolidin-3-yl)piperazin- 1-yl)-3-((4-(heptyloxy)phenyl)sulfonyl)- 6-(methylthio)quinoline
275
4-(4-((1-benzylpiperidin-4- yl)methyl)piperazin-1-yl)-3- ((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
276
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(pyrrolidin-1- yl)ethyl)piperazin-1-yl)quinoline
277
4-(4-(1-ethylpiperidin-4-yl)piperazin-1- yl)-3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
278
4-(4-(1-benzylpyrrolidin-3-yl)piperazin-1- yl)-3-((4-(heptyloxy)phenyl)sulfonyl)- 6-(methylsulfinyl)quinoline
279
4-(4-((1-benzylpiperidin-4- yl)methyl)piperazin-1-yl)-3- ((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
280
3-((4-(heptyloxy)phenyl)sulfonyl)-4-(4- (4-(2-mPEGoxyethyl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
281
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylthio)-4-(4-(2-(piperidin-1- yl)ethyl)piperazin-1-yl)quinoline
282
3-((4-(heptyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(2-(piperidin-1- yl)ethyl)piperazin-1-yl)quinoline
283
3-((4-(decyloxy)phenyl)sulfonyl)-4-(4-(1- ethylpiperidin-4-yl)piperazin-1-yl)-6- (methylsulfinyl)quinoline
284
2-(4-(1-(3-((4-((3,7- dimethyloctyl)oxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
285
3-((4-(decyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
286
4-(1′-(3-((4-(decyloxy)phenyl)sulfonyl)- 6-(methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)morpholine
287
3-((4(decyloxy)phenyl)sulfonyl)-4-(4-(4- methyl-1,4-diazepan-1-yl)-[1,4′- bipiperidin]-1yl)-6- (methylsulfinyl)quinoline
288
1″-(3-((4-(decyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl-[1,4′:1′,4″- terpiperidin]-3-ol
289
4-([1,4′:1,4″-terpiperidin]-1″-yl)-3-((4- ((3,7- dimethyloctyl)oxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
290
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (decyloxy)-3-fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinoline
291
2-(4-(1-(3-((4-(decyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
292
2-(4-(1′-(3-((4- (decyloxy)phenyl)sulfonyl-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethan-1- ol
293
N,N-diethyl)l-6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin- amine
294
N-ethyl-N-isopropyl-6,7-dimethoxy-3- ((4-methoxyphenyl)sulfonyl)quinolin-4- amine
295
N,N-dibutyl-6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- amine
296
N1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- N1,N2,N2-triethylethane-1,2-diamine
297
N1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- N2,N2-diethyl)lethane-1,2-diamine
298
N1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)-N3,N3-diethyl)lpropane-1,3-diamine
299
N1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)-N4,N4-diethyl)lbutane-1,4-diamine
300
N3-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)-N1,N1-diethyl)lbutane-1,3-diamine
301
2-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperazin-1-yl)ethan-1-ol
302
3-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperazin-1-yl)-N,N-diethyl)lpropan-1- amine
303
1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-4-ol
304
(1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-3-yl)methanol
305
1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)pyrrolidin-3-ol
306
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-((1S,4S)-5- methyl-2,5-diazabicyclo[2,2,1]heptan-2- yl)quinoline
307
4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- N,N-dimethyl-1,4-diazepane-1- carboxamide
308
1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 4-phenylpiperidin-4-ol
309
methyl 4-(1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-4-yl)benzoate
310
4-(1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-4-yl)-N-methylbenzamide
311
6,7-dimethoxy-4-(4-(4- methoxyphenyl)piperidin-1-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline
312
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-(4-(4- (pyrrolidin-1-ylmethyl)phenyl)piperidin- 1-yl)quinoline
313
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-(3- phenylpyrrolidin-1-yl)quinoline
314
4-(3-(benzo[d][1,3]dioxol-5- yl)pyrrolidin-1-yl)-6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinoline
315
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-(4- phenylpiperazin-1-yl)quinoline
316
6,7-dimethoxy-4-(4-(4- methoxyphenyl)piperazin-1-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline
317
ethyl 4-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperazin-1-yl)benzoate
318
4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1-(4-methoxyphenyl)piperazin-2-one
319
N-cyclohexyl-4-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperazin-1-yl)benzamide
320
4-([1,4′-bipiperidin]-1′-yl)-6,7- dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinoline
321
1-(1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-4-yl)pyrrolidin-2-one
322
(1-(1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4- yl)piperidin-4-yl)pyrrolidin-2- yl)methanol
323
2-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1,4-diazepan-1-yl)ethan-1-ol
324
7-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1-isobutyldecahydropyrido[4,3- e][1,4]oxazepine
325
1-((4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1,4-diazepan-1-yl)methyl)cyclopentan-1- ol
326
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-(4-(oxelan-3- yl)-1,4-diaxepan-1-yl)quinoline
327
6-chloro-2-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1,4-diazepan-1-yl)benzo[d]thiazole
328
1-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 4-methyl-1,4-diazepan-5-one
329
6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)-4-(4- (tetrahydro-2H-thiopyran-4-yl)-1,4- diazepan-1-yl)quinoline
330
4-(4-(6,7-dimethoxy-3-((4- methoxyphenyl)sulfonyl)quinolin-4-yl)- 1,4-diazepan-1-yl)tetrahydro-2H- thiopyran 1,1-dioxide
331
4-([1,4′-bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl)-N,N- dimethylquinoline-6-carboxamide
332
3-((4-methoxyphenyl)sulfonyl)-N,N- dimethyl-4-(4-(2-oxopyrrolidin-1- yl)piperidin-1-yl)quinoline-6-carboxamid
333
4-(4-(2-(dimethylamino)-2-oxoethyl)-1,4- diazepan-1-yl)-3-((4- methoxyphenyl)sulfonyl)-N,N- dimethyl)quinoline-6-carboxamide
334
4-([1,4′-bipiperidin]-1′-yl)-3-((4- methoxyphenyl)sulfonyl)-N- methylquinoline-6-carboxamide
335
3-((4-methoxyphenyl)sulfonyl)-N- methyl-4-(4-methyl-1,4-diazepan-1- yl)quinoline-6-carboxamide
336
4-(4-(2-(hydroxymethyl)pyrrolidin-1- yl)piperidin-1-yl)-3-((4- methoxyphenyl)sulfonyl)-N- methylquinoline-6-carboxamide
337
4([1,4′-bipiperidin]-1′-yl)-N-(2- (diethyl)lamino)ethyl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxamide
338
N-(2-(diethyl)lamino)ethyl)-4-(1- isobutyloctahydropyrido[4,3- e][1,4]oxazepin-7(5H)-yl)-3-((4- methoxyphenyl)sulfonyl)quinoline-6- carboxamide
339
2-(4-(1-(3-((4- (dodecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethan-1-ol
340
2-(4-(1′-(3-((4- (dodecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethan-1- ol
341
3-((4-(dodecyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
342
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (dodecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
343
1″-(3-((4-(dodecyloxy)phenyl)sulfonyl)- 6-(methylsulfinyl)quinolin- 4-yl)-[1,4′:1′,4″-terpiperidin]-3-ol
344
2-(4-(1-(6-(methylsulfinyl)-3-((4- (tetradecyloxy)phenyl)sulfonyl)quinolin- 4-yl)piperidin-4-yl)piperazin-1-yl)ethan- 1-ol
345
2-(4-(1′-(6-(methylsulfinyl)-3-((4- (tetradecyloxy)phenyl)sulfonyl)quinolin- 4-yl)-[1,4′-bipiperidin]-4-yl)piperazin-1- yl)ethan-1-ol
346
4-(4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (tetradecyloxy)phenyl)sulfonyl)quinoline
347
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-6- (methyl(λ1-oxidanyl)-λ3-sulfanyl)-3- ((4-(tetradecyloxy)phenyl)sulfonyl)quinoline
348
1″-(6-(methyl(λ1-oxidanyl)-λ3-sulfanyl)- 3-((4- (tetradecyloxy)phenyl)sulfonyl)quinolin- 4-yl)-[1,4′:1,4″-terpiperidin]-3-ol
349
1-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)piperidin-4- yl)pyrrolidin-2-one
350
(1-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)piperidin-4- yl)pyrrolidin-2-yl)methanol
351
2-(4-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-1,4-diazepan- 1-yl)ethan-1-ol
352
7-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-1- isobutyldecahydropyrido[4,3- e][1,4]oxazepine
353
4-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-N-(2,2,2- trifluoroethyl)-1,4-diazepane-1- sulfonamide
354
1-((4-(3-((4-butoxyphenyl)sulfonyl-6- (methylthio)quinolin-4-yl)-1,4-diazepan- 1-yl)methyl)cyclopentan-1-ol
355
3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)-4-(4-(oxelan-3-yl)-1,4- diazepan-1-yl)quinoline
356
2-(4-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-1,4-diazepan- 1-yl)-6-chlorobenzo[d]thiazole
357
1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-4-methyl-1,4- diazepan-5-one
358
3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)-4-(4-(tetrahydro-2H- thiopyran-4-yl)-1,4-diaxepan-1- yl)quinoline
359
4-(4-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)-1,4-diazepan- 1-yl)tetrahydro-2H-thiopyran 1,1-dioxide
360
3-((4-methoxyphenyl)sulfonyl)-N- methyl-4-methylamino)quinoline- 6-carboxamide
361
1-(1-(3-((4-butoxyphenyl)sulfonyl)-6- (methylthio)quinolin-4-yl)piperidin-4- yl)pyrrolidin-2-one
362
2-(4-(1-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethanol
363
4-([1,4′:1,4″-terpiperidin]-1″-yl)-3-((4- (dodecyloxy)-3-fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinoline
364
1″-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
365
2-(4-(1-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethanol
366
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((3- fluoro-4-(tetradecyloxy)phenylsulfonyl)- 6-(methylsulfinyl)quinoline
367
1″-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
368
2-(4-(1′-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
369
2-(4-(1′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
370
3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
371
3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
372
1″-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl-[1,4′:1′,4″- terpiperidin]-4-ol
373
1″-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-4-ol
374
1″-(3-((4-(dodecyloxy)phenyl)sulfonyl)- 6-(methylsulfinyl)quinolin-4-yl)- [1,4′:1′,4″-terpiperidin]-4-ol
375
1″-(6-(methylsulfinyl)-3-((4- (tetradecyloxy)phenyl)sulfonyl)quinolin- 4-yl)-[1,4′:1′,4″-terpiperidin]-4-ol
376
2-(4-(1-(3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)piperidin-4- yl)piperazin-1-yl)ethanol
377
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
378
1″-(3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
379
3-((4-methoxyphenyl)sulfonyl)-N,N- dimethyl-4-(4-methyl-1,4-diazepan-1- yl)quinoline-6-carboxamide
380
2-(4-(1-(6-(methylsulfinyl)-3-((4- (undecyloxy)phenyl)sulfonyl)quinolin-4- yl)piperidin-4-yl)piperazin-1-yl)ethanol
381
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-6- (methylsulfinyl)-3-((4- (undecyloxy)phenyl)sulfonyl)quinoline
382
1″-(6-(methylsulfinyl)-3-((4- (undecyloxy)phenyl)sulfonyl)quinolin-4- yl)-[1,4,:1′,4″-terpiperidin]-4-ol
383
1″-(6-(methylsulfinyl)-3-((4- (undecyloxy)phenyl)sulfonyl)quinolin-4- yl)-[1,4′:1′,4″-terpiperidin]-3-ol
384
2-(4-((4-([1,4′:1′,4″-terpiperidin]-1″-yl)-6- (methylsulfinyl)quinolin-3- yl)sulfonyl)phenoxy)-N,N- diethyl)lethanamine
385
2-(4-(1′-(3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)pipeiazin-1-yl)ethanol
386
3-((4-(hexadecyloxy)phenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
387
2-(4-(1′-(3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
388
3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
389
1′-(3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
390
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
391
3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
392
3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- methyl-1,4-diazepan-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
393
4-(1′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)quinoline
394
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
395
3-((2-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
396
3-((3,5-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
397
3-((2,3-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
398
4-(4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
399
3-((3-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
400
4-(1′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)thiomorpholine
401
1-(4-(1′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-ylethanone
402
3-((3-fluoro-4- (tetradecyloxylphenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfonyl)quinoline
403
(S)-1″-(3-((4- (dodecyloxy)phenyl)sulfonyl)-6-((S)- methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
404
(S)-1″-(3-((4- (dodecyloxy)phenyl)sulfollyl)-6-((R)- methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
405
(R)-1″-(3-((4- (dodecyloxy)phenyl)sulfonyl)-6-((S)- methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
406
(R)-1″-(3-((4- (dodecyloxy)phenyl)sulfonyl)-6-((R)- methylsulfinyl)quinolin-4-yl)-[1,4′:1′,4″- terpiperidin]-3-ol
407
(R)-2-(4-(1′-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazn-1-yl)ethanol
408
(S)-2-(4-(1′-(3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
409
(R)-2-(4-(1′′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
410
(S)-2-(4-(1′-(3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinolin-4-yl)-[1,4′- bipiperidin]-4-yl)piperazin-1-yl)ethanol
411
3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
412
3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4- isopropylpipeiazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
413
3-((4-(dodecyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
414
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
415
3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
416
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
417
3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
418
3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
419
3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
420
3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
421
3-((2,3-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
422
3-((2,3-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
423
3-((2,3-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
424
3-((2,3-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
425
3-((2,3-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
426
3-((2,3-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1yl)-6- (methylsulfinyl)quinoline
427
3-((2,3-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpipendin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
428
3-((4-(dodecyloxy)-3,5- difluorophenyl)sulfonyl)-4-(4-(4- methylpiperazn-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
429
3-((4-(dodecyloxy)-3,5- difluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
430
3-((4-(dodecyloxy)-3,5- difluorophenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
431
3-((4-(dodecyloxy)-3,5- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
432
3-((3,5-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- ethylpiperazn-1-yl-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
433
3-((3,5-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
434
3-((3,5-difluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)pipeiaxip-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
435
3-((3,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
436
3-((3,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
437
3-((3,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
438
3-((3,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
439
3-((4-(dodecyloxy)-2- fluorophenyl)sulfonyl)-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
440
3-((4-(dodecyloxy)-2- fluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
441
3-((4-(dodecyloxy)-2- fluorophenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
442
3-((4-(dodecyloxy)-2- fluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
443
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((2-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
444
3-((2-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
445
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((2-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- methylsulfinyl)quinoline
446
3-((2-fluoro-4- (hexadecyloxy)phenyl)sulfonyl-4-(4-(4- methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
447
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((2-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
448
3-((2-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
449
4-(4-(4-(1-ethylpiperidin-4-yl)piperazn- 1-yl)piperidin-1-yl)-3-((2-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
450
4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3-((4- (dodecyloxy)-2,3- difluorophenyl)sulfonyl-6- (methylsulfinyl)quinoline
451
3-((4-(dodecyloxy)phenyl)sulfonyl)-4-(4- (4-ethylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
452
3-((4-(dodecyloxy)phenyl)sulfonyl)-4-(4- (4-isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
453
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (tetradecyloxy)phenyl)sulfonyl)quinoline
454
4-(4-(4-isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (tetradecyloxy)phenyl)sulfonyl)quinoline
455
(R)-4-(4-(4-methylpiperazn-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
456
(S)-4-(4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
457
(R)-4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
458
(S)-4-(4-(4-ethylpiperazn-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
459
(R)-4-(4-(4-cyclopropylpiperazin-1-yl)- [1,4′-bipiperidin]-1′-yl)-6- (methylsulfinyl)-3-((4- (octadecyloxy)phenyl)sulfonyl)quinoline
460
(S)-4-(4-(4-cyclopropylpiperazin-1-yl)- [1,4′-bipiperidin]-1′-yl)-6- (methylsulfinyl)-3-((4- (octadecyloxy)phenyl)sulfonyl)quinoline
461
3-((4-(icosyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
462
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
463
(R)-4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
464
(S)-4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
465
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
466
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-ethylpiperazn-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
467
(R)-3-((4-(docosyloxy)phenyl)sulfonyl)- 4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
468
(S)-3-((4-(docosyloxy)phenyl)sulfonyl)- 4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl-6- (methylsulfinyl)quinoline
469
(R)-3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
470
(S)-3-((4-(dodecyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4- ethylpiperazin-1-yl)-[1,4′-bipiperidin]-1′- yl)-6-(methylsulfinyl)quinoline
471
(R)-4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
472
(S)-4-(4-(4-ethylpiperazin-1-yl-[1,4′- bipiperidin]-1′-yl-3-((3-fluoro-4- (tetradecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
473
(R)-3-((4-(dodecyloxy)phenyl)sulfonyl)- 4-(4-(4-isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfinyl)quinoline
474
(S)-3-((4-(dodecyloxy)phenyl)sulfonyl)- 4-(4-(4-isopropylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsutriny)quinoline
475
(R)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
476
(S)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4- (4-methylpiperazin-1-yl)-[1,4′-bipiperidin]- 1′-yl)-6-(methylsulfinyl)quinoline
477
(R)-4-(4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
478
(S)-4-(4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
479
(R)-4-([1,4′:1′,4′′-terpiperidin]-1″-yl)-3- ((4-(dodecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
480
(S)-4-([1,4′:1′,4″-terpiperidin]-1″-yl)-3- ((4-(dodecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
481
3-((4-(hexadecyloxy)phenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylthio)quinoline
482
3-((4-(hexadecyloxy)phenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfonyl)quinoline
483
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
484
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-(1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
485
(R)-4-(4-(4-(1-ethylpiperidin-4- yl)piperazin-1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfonyl)quinoline
486
(S)-4-(4-(4-(1-ethylpiperidin-4- yl)piperazin-1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfonyl)quinoline
487
(R)-3-((4-(docosyloxy)phenyl)sulfonyl)- 4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
488
(S)-3-((4-(docosyloxy)phenyl)sulfonyl)- 4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
489
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6-(methylsulfinyl)-3- ((4- (tetracosyloxy)phenyl)sulfonyl)quinoline
490
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6-(methylsulfinyl)-3- ((4- (tetracosyloxy)phenyl)sulfonyl)quinoline
491
4-(4-(4-ethylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((4- (hexacosyloxy)phenyl)sulfonyl)-6- (methylsulfonyl)quinoline
492
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (hexacosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
493
3-((4-(icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(4-propylpiperazin- 1-yl-[1,4′-bipiperidin]-1′-yl)quinoline
494
4-(4-(4-butylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
495
3-((4-(docosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)-4-(4-(4-propylpiperazin- 1-yl)-[1,4′-bipiperidin]-1′-yl)quinoline
496
4-(4-(4-butylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl-3-((4- (docosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
497
3-((4-(hexadecyloxy)phenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylthio)quinoline
498
3-((4-(hexadecyloxy)phenyl)sulfonyl)-4- (4-(4-methylpiperazin-1-yl)-[1,4′- bipiperidin]-1′-yl)-6- (methylsulfonyl)quinoline
499
4-(4-(4-(1-ethylpiperidin-4-yl)piperazn- 1-yl)piperidin-1-yl)-3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
500
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
501
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3- ((4-(hexadecyloxy)phenyl)sulfonyl)-6- methoxyquinoline
502
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3- ((4-(hexadecyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
503
4-(4-(4-(1-ethylolneridin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
504
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
505
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- methoxyquinoline
506
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
507
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6-(methylthio)-3- ((4-(octadecyloxy)phenyl)sulfonyl)quinoline
508
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6-(methylsulfinyl)-3- ((4- (octadecyloxy)phenyl)sulfonyl)quinoline
509
4-(4-(4-(1-ethylolneridin-4-yl)piperazin- 1-yl)piperidin-1-yl)-6-methoxy-3-((4- (octadecyloxy)phenyl)sulfonyl)quinoline
510
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (octadecyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
511
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-6- methylthio)quinoline
512
4-(4-(4-(1-ethylolneridin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
513
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-6- methoxyquinoline
514
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-6- methoxyquinoline
515
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylthio)quinoline
516
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfiny)quinoline
517
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- methoxyquinoline
518
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((4- (icosyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
519
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (icosyloxy)phenyl)sulfonyl-6- (methylthio)quinoline
520
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (icosyloxy)phenyl)sulfonyl)-6- (methylsulfinyl)quinoline
521
4-(4-(4-(1-ethylolneridin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (icosyloxy)phenyl)sulfonyl)-6- methoxyquinoline
522
4-(4-(4-(I-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((3-fluoro-4- (icosyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
523
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-(1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylthio)quinoline
524
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-(1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfonyl)quinoline
525
3-((4-(docosyloxy)phenyl)sulfonyl-4-(4- (4-(1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6-methoxyquinoline
526
3-((4-(docosyloxy)phenyl)sulfonyl)-4-(4- (4-(1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
527
3-((4-(docosyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylthio)quinoline
528
3-((4-(docosyloxy)-3- fluorophenyl)sulfonyl-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (methylsulfinyl)quinoline
529
3-((4-(docosyloxy)-3- fluorophenyl)sulfonyl-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6-methoxyquinoline
530
3-((4-(docosyloxy)-3- fluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
531
3-((4-(docosyloxy)-3,5- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
532
3-((4-(docosyloxy)-2,3- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
533
3-((4-(docosyloxy)-2- fluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
534
3-((3,5-difluoro-4- (icosyloxy)phenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
535
3-((2,3-difluoro-4- (icosyloxy)phenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
536
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((2-fluoro-4- (icosyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
537
3-((3,5-difluoro-4- (octadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
538
3-((2,3-difluoro-4- (octadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
539
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((2-fluoro-4- (octadecyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
540
3-((3,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
541
3-((2,3-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
542
4-(4-(4-(1-ethylpiperidin-4-yl)piperazin- 1-yl)piperidin-1-yl)-3-((2-fluoro-4- (hexadecyloxy)phenyl)sulfonyl)-6- (trifluoromethoxy)quinoline
543
3-((2,6-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
544
3-((2,6-difluoro-4- (octadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
545
3-(42,6-difluoro-4- (icosyloxy)phenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
546
3-((4-(docosyloxy)-2,6- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
547
3-((2,5-difluoro-4- (hexadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
548
3-((2,5-difluoro-4- (octadecyloxy)phenyl)sulfonyl)-4-(4-(4- (1-ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
549
3-((2,5-difluoro-4- (icosyloxy)phenyl)sulfonyl-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline and
550
3-((4-(docosyloxy)-2,5- difluorophenyl)sulfonyl)-4-(4-(4-(1- ethylpiperidin-4-yl)piperazin-1- yl)piperidin-1-yl)-6- (trifluoromethoxy)quinoline
or a pharmaceutically acceptable salt, isotopically enriched analog, stereoisomer, mixture of stereoisomers, or tautomer thereof.

1,096 more elements

Dependencies are inferred from the claim text.

Facts

Application: 17/072,844Filed 16 Oct 2020 · us provisional application
Priority: 18 Oct 2019
Published: US 2021/0147385 A120 May 2021
Granted: 30 Jan 2024
Term ends: Not estimatedThe source records don’t support an estimate.

Classification20 codes

C07D 401/14
Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a…:…
A61P 35/00
Antineoplastic agents
C07D 215/42
Nitrogen atoms: attached in position 4
C07D 215/44
Attached in position 4: with aryl radicals attached to said nitrogen atoms

Family

Application62/916,983Us provisional application · filed 18 Oct 2019
US 2021/0147385 A1Pre-grant publication · published 20 May 2021
US 11,884,647 B2This patent

From the US filing history. Foreign family members aren’t listed.

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Abstract

A compound of Formula (I):

or a pharmaceutically acceptable salt, isotopically enriched analog, stereoisomer, mixture of stereoisomers, or tautomer thereof;
wherein
n is 0, 1, 2, 3 or 4;
R1 is selected from amino, optionally substituted heterocyclyl, optionally substituted cycloheptyl, and optionally substituted heteroaryl;
R2 is selected from H, halo, alkyl, alkenyl, alkynyl, —OH, alkoxy, —CN, —NO2, alkylthio, sulfoxido, sulfonyl, and amino;
R5, R7 and R8 are each independently selected from H, halo, alkyl, alkenyl, alkynyl, hydroxy, alkoxy, alkylthio, sulfoxido, sulfonyl, carboxy, ester, —CN, —NO2, amino, and amido;
R6 is selected from halo, alkyl, hydroxy, alkoxy, alkylthio, sulfoxido, sulfonyl, carboxy, ester, —CN, —NO2, amino, amido, sulfinamido, sulfonamido, heterocyclyl, heteroaryl, poly(ethylene glycol), and methoxypoly(ethylene glycol), or
R6 and R7 together with atoms to which they are attached form a cycloalkyl, heterocyclyl, aryl, or heteroaryl;
and
each R9 is independently selected from halo, alkyl, —OH, alkoxy, —CN, and amino;
wherein the compound has at least one of the following:
1) R2 is selected from C2-30alkyl, —OH, C1-40alkoxy, C1-40alkenoxy, C1-40alkynoxy, —NO2, alkylthio, sulfoxido, sulfonyl, and amino, where
a) when R2 is ethyl, then R6 is not methyl or methoxy, and/or
b) when R2 is methoxy, then R6 is not halo, C1-2 alkyl or C1-2 alkoxy;
2) R1 is optionally substituted heteroaryl, optionally substituted bridged heterocyclyl, optionally substituted fused heterocyclyl, or optionally substituted cycloheptyl;
3) R1 is heterocyclyl substituted with one halo, amino, hydroxy, alkoxy, —CN, —NO2, alkyl, carboxy, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, optionally substituted cycloalkyl, optionally substituted heterocyclyl, optionally substituted heteroaryl, poly(ethylene glycol), or methoxypoly(ethylene glycol),
where if the substituent is alkyl, the alkyl is further substituted with one substituent selected from halo, amino, alkoxy, —CN, —NO2, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, cycloalkyl, heterocyclyl, poly(ethylene glycol), methoxypoly(ethylene glycol), pyrrolidinyl and piperidinyl;
or the alkyl is substituted with at least one —OR31, wherein R31 is poly(ethylene glycol) or methoxypoly(ethylene glycol);
4) R1 is amino substituted with at least one substituent selected from alkyl, cycloalkyl, heterocyclyl, heteroaryl, poly(ethylene glycol) or methoxypoly(ethylene glycol) and amino,
where the alkyl is substituted with at least one substituent selected from halo, amino, hydroxy, alkoxy, —CN, —NO2, amido, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, cycloalkyl, heterocyclyl, and heteroaryl;
5) R6 is alkyl substituted with at least one substituent selected from halo, amino, hydroxy, alkoxy, cycloalkoxy, heterocycloalkoxy, aryloxy, heteroaryloxy, poly(ethylene glycol)-oxy, methoxypoly(ethylene glycol)-oxy, —CN, —NO2, oxo, amido, carboxy, ester, alkylthio, sulfoxido, sulfonyl, sulfinamido, sulfonamido, heterocyclyl, cycloalkyl, aryl, heteroaryl, poly(ethylene glycol) and methoxypoly(ethylene glycol).

18 more elements

Facts

Application

17/072,844Filed 16 Oct 2020 · us provisional application

Priority

18 Oct 2019

Published

US 2021/0147385 A120 May 2021

Granted

30 Jan 2024

Term ends

Not estimatedThe source records don’t support an estimate.

Classification20 codes

C07D 401/14
Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a…:…
A61P 35/00
Antineoplastic agents
C07D 215/42
Nitrogen atoms: attached in position 4
C07D 215/44
Attached in position 4: with aryl radicals attached to said nitrogen atoms