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US 2003/0171585 A1Published application
Anti-inflammatory compounds
OwnerMalcolm K. Scott, Pauline J. Sanfilippo +4inventors
InventorsMalcolm K. Scott, Pauline J. Sanfilippo, Louis J. Fitzpatrick III, Richard Cordova, Kevin Pan, Joseph Meschino
Life of this patent
Estimating the term…
Abstract
This invention relates to anti-inflammatory compounds, methods of making such compounds and methods of using such compounds having the following structure: 1
Claims105
A compound having the formula:
- 7
- wherein X is a single bond, hydrogen, sulfur or NR5, (CH2)n wherein n is an integer from 1 to 3;
- —HC═CH—;
- and —CHxW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sufonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine.
- Y is —CH2— or hydrogen,
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted- or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile
26 more elements
A compound having the formula:
- 8
- wherein X is hydrogen;
- R1 is selected from the group consisting of hydrogen and halogen group;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2- C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine;
- Y is hydrogen;
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl, alkynyl, phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrite;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy, carbonylamino;
- or sulfone;
- and
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted- or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine.
14 more elements
A compound having the formula:
- 9
- wherein X is hydrogen;
- Y is hydrogen,
- R1 is selected from hydrogen and halogen;
- R2 is selected from phenyl and halophenyl;
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- and
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted-or unsubstituted thiophene, furan, pyrrol, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine.
17 more elements
A compound having the formula:
- 10
- wherein X is hydrogen;
- Y is hydrogen;
- R1 is selected from hydrogen and halogen;
- R2 is selected from phenyl and halophenyl;
- R3 is selected from hydrogen and lower alkyl;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- and
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrite:
- a heteroaromatic ring such as substituted-or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine.
11 more elements
A compound having the formula:
- 11
- wherein X is hydrogen;
- Y is hydrogen;
- R1 is selected from hydrogen and halogen;
- R2 is selected from phenyl and halophenyl;
- R3 is selected from hydrogen and lower alkyl,
- Z is carbonyl;
- and
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrite;
- a heteroaromatic ring such as substituted-or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine.
8 more elements
An antiinflammatory composition comprising a pharmaceutically acceptable carrier and an antiinflammatory-effective amount of a compound having the formula.
- 12
- wherein X is a single bond, hydrogen, sulfur or NR5, (CH2)n wherein n is an integer from 1 to 3, —HC═CH—;
- and —CHxW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine;
- Y is —CH2— or hydrogen;
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted-or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of:
- hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile.
26 more elements
A method of making a compound having the formula:
- 13
- wherein X is a single bond, hydrogen, sulfur or NR5, (CH2)n wherein n is an integer from 1 to 3;
- —HC═CH—;
- and —CHxW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine;
- Y is —CH2— or hydrogen;
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sufonamido or nitrile;
- a heteroaromatic ring such as substituted- or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of:
- hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile comprising the steps of
- (1) reacting R2CH2CN with a compound having the formula (II) in the presence of nBuLI:
- 14
- to obtain a compound having the formula (III)
- 15
- (2) reacting said compound of formula (III) with LAH to form a compound of formula (IV):
- 16
- and
- (3) reacting said compound of formula (IV) with compound selected from the group consisting of (a) sodium acetate and R4COCl, (b) CDI and R4CO2H, (c) EtN═C═N(CH2)3NMe2·HCl;
- (d) R4CO2H;
- (e) ClCO2R4, (f) ClC═O(NHR4), and (g) R4SO2Cl to obtain a compound of formula (I)
37 more elements
A method of making a compound having the formula:
- 17
- wherein X is a single bond, hydrogen, sulfur or NR5 , (CH2)n wherein n is an integer from 1 to 3;
- —HC═CH—;
- and —CHxW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine,
- R3 is chosen from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted-or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sufonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile comprising the steps of
- (1) reacting R2CH2CN with a compound having the formula (II) in the presence of nBuLI;
- 18
- to obtain a compound having the formula (III)
- 19
- (2) reacting said compound of formula (III) with CH2Cl2 in the presence of KNH2 and liquid NH3 to obtain a compound having formula (V):
- 20
- (3) reacting said compound of formula (V) with LAH to form a compound of formula (VI):
- 21
- and
- (4) reacting said compound of formula (VI) with compound selected from the group consisting of:
- (a) sodium acetate and R4COCl;
- (b) CDl and R4CO2H;
- (c) EtN═C═N(CH2)3NMe2·HCl;
- (d) R4CO2H;
- (e) ClCO2R4;
- (f) ClC═O(NHR4), and (g) R4SO2Cl to obtain a compound of formula (I)
41 more elements
A method of making a compound having the formula:
- 22
- wherein X is a single bond, hydrogen, sulfur or NR5, (CH2)n wherein n is an integer from 1 to 3, —HC═CH—;
- and —CHnW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine;
- wherein Y is —CH2— or hydrogen;
- R3 is hydrogen;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone:
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted- or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of:
- hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile comprising the steps of
- (1) reacting DiBAL with a compound having the formula (VII)
- 23
- to obtain a compound having the formula (VIII)
- 24
- (2) reacting said compound of formula (VIII) with Rink resin to give a resin-bound compound of formula (IX).
- 25
- (3) reacting said compound of formula (IX) with sodium triacetoxyborohydride to form a compound of formula (X):
- 26
- (4) reacting said compound of formula (X) with R4CO2H in the presence of HATU and DIEA followed by treatment with TFA to form a compound of formula (I):
29 more elements
A method of making a compound having the formula:
- 27
- wherein X is a single bond, hydrogen, sulfur or NR5, (CH2)n wherein n is an integer from 1 to 3;
- —HC═CH—;
- and —CHxW wherein W may be oxygen, sulfur or NR5;
- R1 is from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- R2 is a phenyl group in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl(C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile, a heteroaromatic ring selected from the group consisting of substituted- or unsubstituted thiophene, furan, pyrrole, or pyridine;
- wherein Y is —CH2— or hydrogen;
- R3 is hydrogen;
- Z is selected from the group consisting of carbonyl;
- carboxy;
- carbonylamino;
- or sulfone;
- R4 is straight- or branched-chain alkyl having from 2 to 12 carbon atoms;
- phenylloweralkyl in which said phenyl group is substituted with hydrogen or with one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile;
- a heteroaromatic ring such as substituted- or unsubstituted thiophene, furan, pyrrole, pyridine, or a heteroaromatic ring connected by a lower alkyl chain wherein said heteroaromatic ring is chosen from substituted-or unsubstituted thiophene, furan, pyrrole or pyridine;
- and
- R5 is selected from the group consisting of:
- hydrogen;
- alkyl;
- cycloalkyl;
- alkenyl;
- alkynyl;
- phenyl, in which said phenyl group is substituted with hydrogen or from one to three substituent groups each selected from the group consisting of lower alkyl (C2-C6), lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido, or nitrile;
- phenyl lower alkyl in which said phenyl group is substituted with hydrogen or with from one to three substituent groups each selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, halo, carboxy, carboalkoxy, amino, amido, sulfonamido or nitrile comprising the steps of
- (1) reacting said compound of formula (XII) with Merrifield resin to form a compound of formula (XIII):
- 28
- to obtain a compound of formula XIII
- 29
- (2) reacting said compound of formula XIII with a compound of formula XIV and an appropriate acid R4CO2H
- 30
- to obtain a compound of formula (I)
28 more elements
A method of treating inflammatory conditions comprising applying to the skin of a mammal a compound formula (I).
76 A compound according to claim 1, having the name N-(2-thienyl)carbonyl-1,2,2-triphenylcyclopropylmethylamine.
79 A compound according to claim 1, having the name N-(2-pyridine)acetyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
80 A compound according to claim 1, having the name N-(4-n-butoxyphenyl)acetyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
81 A compound according to claim 1, having the name N-(2,4-difluorophenyl)acetyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
82 A compound according to claim 1, having the name N-(2-thiophene)carbonyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
83 A compound according to claim 1, having the name N-(3-cyanophenyl)acetyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
84 A compound according to claim 1, having the name N-(2,4-difluorophenyl)carbonyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
85 A compound according to claim 1, having the name N-(4-fluorophenyl)acetyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
86 A compound according to claim 1, having the name N-(4,5-dichlorophenyl)carbonyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
87 A compound according to claim 1, having the name N-(3-methylphenyl)acetyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
88 A compound according to claim 1, having the name N-(phenyl)acetyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
89 A compound according to claim 1, having the name N-(5-chloro-2-benzothiophene)acetyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
90 A compound according to claim 1, having the name N-(2,4-difluorophenyl)carbonyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
91 A compound according to claim 1, having the name N-(4-trifluoromethylphenyl)acetyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
92 A compound according to claim 1, having the name N-(phenyl)acetyl-2-(4-trifluoromethylphenyl)-3,3-diphenylpropylamine.
93 A compound according to claim 1, having the name N-(4-fluorophenyl)acetyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
94 A compound according to claim 1, having the name N-(3,5-bis-trifluorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
95 A compound according to claim 1, having the name N-(4-chlorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
96 A compound according to claim 1, having the name N-(3,4-dichlorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
97 A compound according to claim 1, having the name N-(2-fluorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
98 A compound according to claim 1, having the name N-(2-fluorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
99 A compound according to claim 1, having the name N-(4-fluorophenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
100 A compound according to claim 1, having the name N-(4-trifluoromethylphenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
101 A compound according to claim 1, having the name N-(3,5-bistrifluoromethylphenyl)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
102 A compound according to claim 1, having the name N-(2-thiophene)carbonyl-2-(4-iodomethylphenyl-3,3-diphenylpropylamine.
103 A compound according to claim 1, having the name N-(5-methyl-2-thiophene)carbonyl-2-(4-iodomethylphenyl)-3,3-diphenylpropylamine.
104 A compound according to claim 1, having the name N-(4-chlorophenyl)carbonyl-2-(3,4-methylenedioxyphenyl)-3,3-diphenylpropylamine.
105 A compound according to claim 1, having the name N-(2-propyl)carbonyl-1,2,2-triphenylcyclopropylmethylamine.
Dependencies are inferred from the claim text.