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US 7,615,552 B2Granted
Fused heterocyclic compounds
AssigneeSynta Pharmaceuticals Corp.
InventorsMitsunori Ono, Lijun Sun, Yumiko Wada, Teresa Przewloka, Hao Li, Zachary Demko, Dinesh Chimmanamada
Life of this patent
Estimating the term…
Abstract
This invention provides fused heterocyclic compounds, pharmaceutical compositions of the compounds, and methods of using the compounds for the treatment of, inter alia, IL-12 related disease and disorders.
Claims46
A compound represented by the following structural formula:
- or a pharmaceutically acceptable salt thereof;
- wherein:
- U and V are N;
- Ring D is a phenyl which may be further substituted with one or more substituents;
- A2 is —X—R′-L′-R″ and A1 is a group represented by the following formula:
- Z is N;
- W is O;
- u is 0, 1, 2, 3, or 4;
- X is O, S, S(O), S(O)2, N(Rk), C(O), C(S), C(S)NRk, C(NR), C(NR)NRk, C(O)NRk, C(O)NRkNRk, C(O)ONRk, C(O)NRkO, C(O)O, OC(O), OC(O)O, (C(Rg)(Rg))m, (C(Rg)(Rg))mNRk, (C(Rg)(Rg))mO, (C(Rg)(Rg))mS(O)p, (C(Rg)(Rg))mN═C(Rg), C(Rg)═N, C(Rg)═N—O, C(Rg)═N—S(O)p, C(Rg)═N—NRk, C(Rg)═N—C(CRg)2, (C(Rg)(Rg))mC(Rg)═N, (C(Rg)(Rg))mN═N, (C(Rg)(Rg))mC(Rg)═C(Rg), C(Rg)═C(Rg), N═C(Rg), N(Rk)N═C(Rg), N(Rk)C(Rg)═N, N(Rk)C(Rg)═C(Rg), N═N, N(Rk)N═N, NRkC(O)NRk, NRkC(S)NRk, NRkC(O), NRkC(O)O, NRkC(NR)NRk, NRkC(S)O, NRkS(O)pNRk, OC(O)NRk, OC(S)NRk, OC(NR)NRk, OS(O)pNRk, C(NR)O, S(O)pNRk, or S(O)pNRkNRk;
- R, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted aryl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, —C(O)Rc, —ORk, —SRk, —NRhRj, hydroxylalkyl, nitro, cyano, haloalkyl, aminoalkyl, or —S(O)2Rc;
- R′ is an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, or absent;
- L′ is O, S, S(O), S(O)2, N(Rk), C(O), C(S), C(S)NRk, C(NR), C(NR)NRk, C(O)NRk, C(O)NRkNRk, C(O)ONRk, C(O)NRkO, C(O)O, OC(O), OC(O)O, (C(Rg)(Rg))m, (C(Rg)(Rg))mNRk, (C(Rg)(Rg))mO, (C(Rg)(Rg))mS(O)p, (C(Rg)(Rg))mN═C(Rg), C(Rg)═N, C(Rg)═N—O, C(Rg)═N—S(O)p, C(Rg)═N—NRk, C(Rg)═N—C(CRg)2, (C(Rg)(Rg))mC(Rg)(Rg)═N, (C(Rg)(Rg))mN═N, (C(Rg)(Rg))mC(Rg)═C(Rg), C(Rg)═C(Rg), N═C(Rg), N(Rk)N═C(Rg), N(Rk)C(Rg)═N, N(Rk)C(Rg)═C(Rg), N═N, N(Rk)N═N, NRkC(O)NRk, NRkC(S)NRk, NRkC(O), NRkC(O)O, NRkC(NR)NRk, NRkC(S)O, NRkS(O)pNRk, OC(O)NRk, OC(S)NRk, OC(NR)NRk, OS(O)pNRk, C(NR)O, S(O)pNRk, S(O)pNRkNRk or absent;
- and
- R″ is H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, N(Rk)(CH2)nRg, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —C(S)Rc, —C(NR)Rc, halo, haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, —S(O)Rc, —S(O)2Rc, —P(O)RcRc, —P(S)RcRc, or an optionally substituted alkylcarbonylalkyl;
- Rc is, independently for each occurrence, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, or thioalkoxy;
- Rg, for each occurrence, is independently, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, thioalkoxy, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc,—OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, or azide;
- Rh and Rj, for each occurrence, are independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl;
- or Rh and Rj taken together with the N to which they are attached is an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, or an optionally substituted heteroaryl;
- Rk, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, or an optionally substituted heteroaryl;
- m, for each occurrence, is independently 1, 2, 3, 4, 5, 6, 7, or 8;
- and
- p, for each occurrence, is independently 0, 1, or 2;
- Y is (CH(Rg))m, C(O), C(NR), O, S, S(O), S(O)2, N(Rk), or absent;
- R3 is Rg, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, or —P(O)RcRc;
- R2 and R4 are, independently for each occurrence, H, an optionally substituted alkyl, an optionally substituted alkylcarbonyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, azide, an optionally substituted alkylcarbonylalkyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted aralkyl, an optionally substituted heteroaryl, an optionally substituted heteroaralkyl, or isothionitro;
- or R2 and R4 taken together are ═O, ═S, or ═NR;
- G is:
- Hydrazide;
- Hydrazone;
- Hydrazine;
- Hydroxylamine;
- Oxime;
- Amide;
- Ester;
- Carbonate;
- Carbamate;
- Thiocarbamate;
- —NRk—C(NR)—NRk—;
- —NRk—C(O)—NRk—;
- —NRk—C(S)—NRk—;
- —NRk—S(O)2—NRk—;
- Phosphoryl;
- an optionally substituted -Cyclyl-;
- an optionally substituted -Heterocyclyl-;
- an optionally substituted -Aryl-;
- an optionally substituted -Heteroaryl-;
- an optionally substituted -Heteroarylalkyl-;
- an optionally substituted -Heteroaryl-NRk—;
- an optionally substituted -Heteroaryl-S—;
- an optionally substituted -Heteroarylalkyl-O—;
- —Si(ORk)2—;
- —B(ORk)—
- —C(NR)—NRk—;
- —N(Rk)—CRgRg—C(O)—;
- —C(O)—ON(Rk)—;
- —C(O)—N(Rk)O—;
- —C(S)—ON(Rk)—;
- —C(S)—N(Rk)O—;
- —C(N(Rk))—ON(Rk)—;
- —C(N(Rk))—NRkO—;
- —OS(O)2—N(Rk)N(Rk)—;
- —OC(O)—N(Rk)N(Rk)—;
- —OC(S)—N(Rk)N(Rk)—;
- —OC(N(Rk))—N(Rk)N(Rk)—;
- —N(Rk)N(Rk)S(O)2O—;
- —N(Rk)N(Rk)C(S)O—;
- —N(Rk)N(Rk)C(N(Rk))O—;
- —OP(O)(Rc)O—;
- —N(Rk)P(O)(Rc)O—;
- —OP(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)N(Rk)—;
- —P(O)(Rc)O—;
- —P(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)—;
- —OP(O)Rc)—;
- —O-alkyl-heterocyclyl-N(Rk)—;
- —N(Rk)CHRgC(O)N(Rk)CHRgC(O)—;
- —N(Rk)CHRgC(O)—;
- —N(Rk)C(O)CHRg—;
- —C(O)N(Rk)CHRgC(O)—;
- or absent;
- n, for each occurrence, is independently 0, 1, 2, 3, 4, 5, 6, or 7;
- and
- wherein when G is absent, R3 is an optionally substituted alkyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, nitro, cyano, halo, ORk, SRk, or NRhRj.
81 more elements
A compound of formula (I):
- or a pharmaceutically acceptable salt thereof;
- wherein,
- Ring D is a phenyl which may be further substituted with one or more substituents;
- U and V are each N;
- Z is N;
- W is O;
- u is 0, 1, 2, 3, or 4;
- X is O, S, S(O), S(O)2, N(Rk), C(O), C(S), C(S)NRk, C(NR), C(NR)NRk, C(O)NRk, C(O)NRk, C(O)NRkNRk, C(O)ONRk, C(O)NRkO, C(O)O, OC(O), OC(O)O, (C(Rg)(Rg))m, (C(Rg)(Rg))mNRk, (C(Rg)(Rg))mO, (C(Rg)(Rg))mS(O)p, (C(Rg)(Rg))mN═C(Rg), C(Rg)═N, C(Rg)═N—O, C(Rg)═N—S(O)p, C(Rg)═N—NRk, C(Rg)═N—C(CRg)2, (C(Rg)(Rg))mC(Rg)═N, (C(Rg)(Rg))mN═N, (C(Rg)(Rg))mC(Rg)═C(Rg), C(Rg)═C(Rg), N═C(Rg), N(Rk)N═C(Rg), N(Rk)C(Rg)═N, N(Rk)C(Rg)═C(Rg), N═N, N(Rk)N═N, NRkC(O)NRk, NRkC(S)NRk, NRkC(O), NRkC(O)O, NRkC(NR)NRk, NRkC(S)O, NRkS(O)pNRk, OC(O)NRk, OC(S)NRk, OC(NR)NRk, OS(O)pNRk, C(NR)O, S(O)pNRk, or S(O)pNRkNRk;
- w is 0 or 1;
- R, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted aryl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, —C(O)Rc, —ORk, —SRk, —NRhRj, hydroxylalkyl, nitro, cyano, haloalkyl, aminoalkyl, or —S(O)2Rc;
- R′ is an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally Substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, or absent;
- L′ is O, S, S(O), S(O)2, N(Rk), C(O), C(S), C(S)NRk, C(NR), C(NR)NRk, C(O)NRk, C(O)NRkNRk, C(O)ONRk, C(O)NRkO, C(O)O, OC(O), OC(O)O, (C(Rg)(Rg))m, (C(Rg)(Rg))mNRk, (C(Rg)(Rg))mO, (C(Rg)(Rg))mS(O)p, (C(Rg)(Rg))mN═C(Rg), C(Rg)═N, C(Rg)═N—O, C(Rg)═N—S(O)p, C(Rg)═N—NRk, C(Rg)═N—C(CRg)2, (C(Rg)(Rg))mC(Rg)═N, (C(Rg)(Rg))mN═N, (C(Rg)(Rg))mC(Rg)═C(Rg), C(Rg)═C(Rg), N═C(Rg), N(Rk)N═C(Rg) N(Rk)C(Rg)═N, N(Rk)C(Rg)═C(Rg), N═N, N(Rk)N═N, NRkC(O)NRk, NRkC(S)NRk, NRkC(O), NRkC(O)O, NRkC(NR)NRk, NRkC(S)O, NRkS(O)pNRk, OC(O)NRk, OC(S)NRk, OC(NR)NRk, OS(O)pNRk, C(NR)O, S(O)pNRk, S(O)pNRkNRk or absent;
- and
- R″ is H, an optionally substituted alkyl, an optionally substituted cycloalkyl, an optionally substituted cyclyl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, an optionally substituted aryl, an optionally substituted heteroaryl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, N(Rk)(CH2)nRg, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —C(S)Rc, —C(NR)Rc, halo, haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, —S(O)Rc, —S(O)2Rc, —P(O)RcRc, —P(S)RcRc, or an optionally substituted alkylcarbonylalkyl;
- Y is (CH(Rg))m, C(O), C(NR), O, S, S(O), S(O)2, N(Rk), or absent,
- R3 is Rg, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, or —P(O)RcRc;
- R2 and R4 are, independently for each occurrence, H, an optionally substituted alkyl, an optionally substituted alkylcarbonyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, haloalkyl, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, azide, an optionally substituted alkylcarbonylalkyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aryl, an optionally substituted aralkyl, an optionally substituted heteroaryl, an optionally substituted heteroaralkyl, or isothionitro;
- or R2 and R4 taken together are ═O, ═S, or ═NR;
- Rc, for each occurrence, is independently, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, or thioalkoxy;
- Rg, for each occurrence, is independently, H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl, haloalkyl, —ORk, —SRk, —NRhRj, hydroxylalkyl, alkylcarbonylalkyl, mercaptoalkyl, aminoalkyl, sulfonylalkyl, sulfonylaryl, thioalkoxy, —C(O)Rc, —OC(O)Rc, —SC(O)Rc, —NRkC(O)Rc, —C(S)Rc, —OC(S)Rc, —SC(S)Rc, —NRkC(S)Rc, —C(NR)Rc, —OC(NR)Rc, —SC(NR)Rc, —NRkC(NR)Rc, —SO2Rc, —S(O)Rc, —NRkSO2Rc, —OS(O)2Rc, —OP(O)RcRc, —P(O)RcRc, halo, aminoalkyl, mercaptoalkyl, cyano, nitro, nitroso, or azide;
- Rh and Rj, for each occurrence, are independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl;
- or Rh and Rj taken together with the N to which they are attached is an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, or an optionally substituted heteroaryl;
- Rk, for each occurrence, is independently H, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted cyclyl, an optionally substituted cycloalkyl, an optionally substituted heterocyclyl, an optionally substituted heterocycloalkyl, an optionally substituted aralkyl, an optionally substituted heteroaralkyl, an optionally substituted aryl, an optionally substituted heteroaryl;
- G is:
- Hydrazide;
- Hydrazone;
- Hydrazine;
- Hydroxylamine;
- Oxime;
- Amide;
- Ester;
- Carbonate;
- Carbamate;
- Thiocarbamate;
- —NRk—C(NR)—NRk—;
- —NRk—C(O)—NRk—;
- —NRk—C(S)—NRk—;
- —NRk—S(O)2—NRk—;
- Phosphoryl;
- an optionally substituted -Cyclyl-;
- an optionally substituted -Heterocyclyl-;
- an optionally substituted -Aryl-;
- an optionally substituted -Heteroaryl-;
- an optionally substituted -Heteroarylalkyl-;
- an optionally substituted -Heteroaryl-NRk—;
- an optionally substituted -Heteroaryl-S—;
- an optionally substituted -Heteroarylalkyl-O—;
- —Si(ORk)2—;
- —B(ORk)—
- —C(NR)—NRk—;
- —N(Rk)—CRgRg—C(O)—;
- —C(O)—ON(Rk)—;
- —C(O)—N(Rk)O—;
- —C(S)—ON(Rk)—;
- —C(S)—N(Rk)O—;
- —C(N(Rk))—ON(Rk)—;
- —C(N(Rk))—NRkO—;
- —OS(O)2—N(Rk)N(Rk)—;
- —OC(O)—N(Rk)N(Rk)—;
- —OC(S)—N(Rk)N(Rk)—;
- —OC(N(Rk))—N(Rk)N(Rk)—;
- —N(Rk)N(Rk)S(O)2O—;
- —N(Rk)N(Rk)C(S)O—;
- —N(Rk)N(Rk)C(N(Rk))O—;
- —OP(O)(Rc)O—;
- —N(Rk)P(O)(Rc)O—;
- —OP(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)N(Rk)—;
- —P(O)(Rc)O—;
- —P(O)(Rc)N(Rk)—;
- —N(Rk)P(O)(Rc)—;
- —OP(O)(Rc)—;
- —O-alkyl-heterocyclyl-N(Rk)—;
- —N(Rk)CHRgC(O)N(Rk)CHRgC(O)—;
- —N(Rk)CHRgC(O)—;
- —N(Rk)C(O)CHRg—;
- —C(O)N(Rk)CHRgC(O)—;
- or absent, each of which is optionally substituted;
- m, for each occurrence, is independently 1, 2, 3, 4, 5, 6, 7, or 8;
- n, for each occurrence, is independently 0, 1, 2, 3, 4, 5, 6, or 7;
- p, for each occurrence, is independently 0, 1, or 2;
- wherein if w is 0 and R′ and L′ are absent, then R″ is an optionally substituted cycloalkyl, an optional substituted cyclyl, an optionally substituted aryl, an optionally substituted heterocycloalkyl, an optionally substituted heterocyclyl, or an optionally substituted heteroaryl.
79 more elements
A compound selected from the group consisting of:
- N-(6,7-Dimethoxy-4-morpholin-4-yl-quinazolin-2-yl)-N′-(3-methyl-benzylidene)-hydrazine;
- (6,7-Dimethoxy-4-morpholin-4-yl-quinazolin-2-yl)-(2,3-dimethyl-1H-indol-5-yl)-amine;
- 2-(2-Methoxy-ethoxy)-4-morpholin-4-yl-6-m-tolyl-quinazoline;
- [4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-quinazolin-6-yl]-phenyl-amine;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-m-tolyl-quinazoline;
- 4-Morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-6-m-tolyl-quinazoline;
- 2-Methyl-1-(4-morpholin-4-yl-6-m-tolyl-quinazolin-2-yloxy)-propan-2-ol;
- 2-(4-Morpholin-4-yl-6-m-tolyl-quinazolin-2-yloxy)-ethanol;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-phenyl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-(3-trifluoromethyl-phenyl)-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-p-tolyl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-(5-methyl-thiophen-2-yl)-4-morpholin-4-yl-quinazoline;
- 3-{2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazolin-6-yl}-benzonitrile
- 3-{2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazolin-6-yl}-benzamide;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-(3-methoxy-phenyl)-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-(3,4-dimethyl-phenyl)-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-(3,5-dimethyl-phenyl)-4-morpholin-4-yl-quinazoline;
- 6-Benzofuran-2-yl-2-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-phenoxy-quinazoline;
- 6-(4-Chloro-phenyl)-2-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-6-(4-methoxy-phenyl)-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-(4-trifluoromethyl-phenyl)-quinazoline;
- 6-(4-Fluoro-phenyl)-2-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazoline;
- 6-(2-Chloro-phenoxy)-2-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazoline;
- 6-(3-Chloro-phenoxy) -2-[2-(3,4-dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazoline;
- 2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-6-p-tolyloxy-quinazoline;
- 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-p-tolyl-quinazoline;
- 6-(4-Fluoro-phenyl)-4-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-quinazoline;
- {2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazolin-6-yl}-m-tolyl-amine;
- {2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazolin-6-yl}-p-tolyl-amine;
- {2-[2-(3,4-Dimethoxy-phenyl)-ethoxy]-4-morpholin-4-yl-quinazolin-6-yl}-o-tolyl-amine;
- Methyl-[2-(4-morpholin-4-yl-6-naphthalen-2-yl-quinazolin-2-yloxy)-ethyl]-amine;
- 4-Morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-6-naphthalen-2-yl-quinazoline;
- 6-(1H-Indol-3yl)-4-morpholin-4-yl-2-(2-morpholin-4-yl-ethoxy)-quinazoline;
- 4-Chloro-2-{2-[2-(4-methyl-piperazin-1-yl)-ethylamino]-4-morpholin-4-yl-quinazolin-6-yl}-phenol;
- 4-Chloro-2-{2-[2-(4-methyl-piperazin-1-yl)-ethylamino]-4-morpholin-4-yl-quinazolin-6-yl}-phenol;
- 6-(3-Chloro-phenyl)-2-(3-methoxy-propyl)-4-morpholin-4-yl-quinazoline;
- 6-(1,5-Dimethyl-1H-imidazol-2-yl)-2-(2-methoxy-ethoxy)-4-morpholin-4-yl-quinazoline;
- [2-(2-Methoxy-ethoxy)-4-morpholin-4-yl-quinazolin-6-yl]-methyl-pyridin-2-yl-amine;
- (2,3-Dimethyl-1H-indol-6-yl)-[2-(2-methoxy-ethoxy)-4-morpholin-4-yl-quinazolin-6-yl]-amine;
- 1-(4-Morpholin-4-yl-6-m-tolylamino-quinazolin-2-yl)-3-phenyl-urea;
- N-Benzylidene-N′-[4-morpholin-4-yl-6-(toluene-3-sulfonyl)-quinazolin-2-yl]-hydrazine;
- N-(3-Methyl-benzylidene)-N′-(4-morpholin-4-yl-6-m-tolyloxy-quinazolin-2-yl)-hydrazine;
- N-(4-Morpholin-4-yl-6-m-tolyloxy-quinazolin-2-yl)-2-phenyl-acetamide;
- 6-(4,5-Dimethyl-imidazol-1-yl)-4-morpholin-4-yl-2-(2-pyridin-2-yl-ethoxy)-quinazoline;
- 3-[2-(6-Benzofuran-3-yl-4-morpholin-4-yl-quinazolin-2-yloxy)-ethyl]-oxazolidin-2-one;
- 3-{2-[6-(1H-Indol-4-yloxy)-4-morpholin-4-yl-quinazolin-2-yloxy]-ethyl}-oxazolidin-2-one;
- and
- pharmaceutically acceptable salts thereof.
46 more elements
Dependencies are inferred from the claim text.