DE69633983T2 - Inhibitoren von mikrosomalem triglycerid-transfer-protein und verfahren - Google Patents
Inhibitoren von mikrosomalem triglycerid-transfer-protein und verfahren Download PDFInfo
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- DE69633983T2 DE69633983T2 DE69633983T DE69633983T DE69633983T2 DE 69633983 T2 DE69633983 T2 DE 69633983T2 DE 69633983 T DE69633983 T DE 69633983T DE 69633983 T DE69633983 T DE 69633983T DE 69633983 T2 DE69633983 T2 DE 69633983T2
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- mmol
- amino
- aryl
- piperidinyl
- alkyl
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- Expired - Lifetime
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- 0 CI(NC1(c(cc(*=I)cc2)c2Nc2c1cc(*)cc2)N*)=C Chemical compound CI(NC1(c(cc(*=I)cc2)c2Nc2c1cc(*)cc2)N*)=C 0.000 description 68
- CKTDRCJMKACXBT-UHFFFAOYSA-N C1c2ccccc2C2=CC=CCC12 Chemical compound C1c2ccccc2C2=CC=CCC12 CKTDRCJMKACXBT-UHFFFAOYSA-N 0.000 description 1
- KRBSVBSSVYHDKN-UHFFFAOYSA-N CC(C1)C=CC(C2C=CC=CC22C)=C1C2(CCCCN1CCC(CCC(c2c(C)cc[o]2)=O)CC1)C(NCC(F)(F)F)=O Chemical compound CC(C1)C=CC(C2C=CC=CC22C)=C1C2(CCCCN1CCC(CCC(c2c(C)cc[o]2)=O)CC1)C(NCC(F)(F)F)=O KRBSVBSSVYHDKN-UHFFFAOYSA-N 0.000 description 1
- PPMJFHZZJLWWAL-UHFFFAOYSA-N CC(CC=CC1COc2ccccc2)C1(C)C(NC1CCCC(CCCCC2(C(NCC(C(F)F)F)=O)c3ccccc3C3(C)C2=CC=CC3)CCCC1)=O Chemical compound CC(CC=CC1COc2ccccc2)C1(C)C(NC1CCCC(CCCCC2(C(NCC(C(F)F)F)=O)c3ccccc3C3(C)C2=CC=CC3)CCCC1)=O PPMJFHZZJLWWAL-UHFFFAOYSA-N 0.000 description 1
- VHZDBCLBASLKDU-UHFFFAOYSA-O CC(CNC(C(CCCCN(CC1)CCC1[NH2+]C(C1CCC1)=O)(C1C=CC=CC1)c1ccccc1)=O)(F)F Chemical compound CC(CNC(C(CCCCN(CC1)CCC1[NH2+]C(C1CCC1)=O)(C1C=CC=CC1)c1ccccc1)=O)(F)F VHZDBCLBASLKDU-UHFFFAOYSA-O 0.000 description 1
- HXUKBSOKUCYQJZ-UHFFFAOYSA-N CC(CNC(C1(CCCCN(CC2)CCC2NC(C2C=CCCC2NCc2ccccc2)=O)c2ccccc2-c2ccccc12)=O)(F)F Chemical compound CC(CNC(C1(CCCCN(CC2)CCC2NC(C2C=CCCC2NCc2ccccc2)=O)c2ccccc2-c2ccccc12)=O)(F)F HXUKBSOKUCYQJZ-UHFFFAOYSA-N 0.000 description 1
- RONSHORXXDNYGE-UHFFFAOYSA-N CC(c1ccc[nH]1)(NC1CCN(CCCCC2(C(NCC(C3=CC3)(F)F)O)c3ccccc3-c3ccccc23)CC1)O Chemical compound CC(c1ccc[nH]1)(NC1CCN(CCCCC2(C(NCC(C3=CC3)(F)F)O)c3ccccc3-c3ccccc23)CC1)O RONSHORXXDNYGE-UHFFFAOYSA-N 0.000 description 1
- PUNYOXZUDQNTSI-UHFFFAOYSA-N CC1(C=CC(C2CC2)=CC1)C(NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3-c3c2cccc3)CC1)=O Chemical compound CC1(C=CC(C2CC2)=CC1)C(NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3-c3c2cccc3)CC1)=O PUNYOXZUDQNTSI-UHFFFAOYSA-N 0.000 description 1
- LWBALNSTMJTQCM-UHFFFAOYSA-N CC1CC[IH]CC1 Chemical compound CC1CC[IH]CC1 LWBALNSTMJTQCM-UHFFFAOYSA-N 0.000 description 1
- YWZIUUUHENIXAW-UHFFFAOYSA-N CC1CN(C2)C2CC1 Chemical compound CC1CN(C2)C2CC1 YWZIUUUHENIXAW-UHFFFAOYSA-N 0.000 description 1
- HMOFSQOXKNSVQO-UHFFFAOYSA-N CCCCCC1(C(C)=O)c2ccccc2C2=C1CCC=C2 Chemical compound CCCCCC1(C(C)=O)c2ccccc2C2=C1CCC=C2 HMOFSQOXKNSVQO-UHFFFAOYSA-N 0.000 description 1
- BNGHXQZWXDMHJS-UHFFFAOYSA-N CCCCCC1(C(C)=O)c2ccccc2C2C=CC=CC12 Chemical compound CCCCCC1(C(C)=O)c2ccccc2C2C=CC=CC12 BNGHXQZWXDMHJS-UHFFFAOYSA-N 0.000 description 1
- IHPHPGLJYCDONF-UHFFFAOYSA-N CCCNC(C)=O Chemical compound CCCNC(C)=O IHPHPGLJYCDONF-UHFFFAOYSA-N 0.000 description 1
- HKMJZKXCLSXNLK-UHFFFAOYSA-N CCCNC(C1(CCCCO)c2ccccc2-c2ccccc12)=O Chemical compound CCCNC(C1(CCCCO)c2ccccc2-c2ccccc12)=O HKMJZKXCLSXNLK-UHFFFAOYSA-N 0.000 description 1
- HHWNMRUIRWBBCD-FFRRXALGSA-N C[C@]1(C=CC=CC11)c2ccccc2C1(CCCCN(CC1)CCC1NC(/C(/SN)=C(\C)/N)OC)C(NCC(F)(F)F)=O Chemical compound C[C@]1(C=CC=CC11)c2ccccc2C1(CCCCN(CC1)CCC1NC(/C(/SN)=C(\C)/N)OC)C(NCC(F)(F)F)=O HHWNMRUIRWBBCD-FFRRXALGSA-N 0.000 description 1
- LQQKHWUVRBYGOY-UHFFFAOYSA-N C[NH+](c(cc1)ccc1OC)[O-] Chemical compound C[NH+](c(cc1)ccc1OC)[O-] LQQKHWUVRBYGOY-UHFFFAOYSA-N 0.000 description 1
- CSAPESWNZDOAFU-UHFFFAOYSA-N Cc(c(C(O)=O)c1)ccc1Cl Chemical compound Cc(c(C(O)=O)c1)ccc1Cl CSAPESWNZDOAFU-UHFFFAOYSA-N 0.000 description 1
- TVPYXYNZWZXRFB-QYWGSMEESA-N Cc(cc1)ccc1OC(OCCC1(C(CCCN=C)=O)c2ccccc2[C@@H]2C=CC=CC12)=O Chemical compound Cc(cc1)ccc1OC(OCCC1(C(CCCN=C)=O)c2ccccc2[C@@H]2C=CC=CC12)=O TVPYXYNZWZXRFB-QYWGSMEESA-N 0.000 description 1
- CFGKYGLGWYPPSU-UHFFFAOYSA-N Cc1cc(Cl)c(C(NC2CCN(CCCCC3(C(NCC(F)(F)F)=O)c4ccccc4-c4ccccc34)CC2)=O)c(Cl)c1 Chemical compound Cc1cc(Cl)c(C(NC2CCN(CCCCC3(C(NCC(F)(F)F)=O)c4ccccc4-c4ccccc34)CC2)=O)c(Cl)c1 CFGKYGLGWYPPSU-UHFFFAOYSA-N 0.000 description 1
- BFCAGYKRIZHKOV-UHFFFAOYSA-N NC(c(cccc1)c1-c1nc(cccc2)c2[s]1)=O Chemical compound NC(c(cccc1)c1-c1nc(cccc2)c2[s]1)=O BFCAGYKRIZHKOV-UHFFFAOYSA-N 0.000 description 1
- XJBJSPGVZKSQNR-ONEGZZNKSA-N NN(CC(F)(F)F)C(C1(C/C=C/CC(CC2)=CCCC2C(CCc2ccccc22)C2=O)c(cc(cc2)F)c2-c(cc2)c1cc2F)=O Chemical compound NN(CC(F)(F)F)C(C1(C/C=C/CC(CC2)=CCCC2C(CCc2ccccc22)C2=O)c(cc(cc2)F)c2-c(cc2)c1cc2F)=O XJBJSPGVZKSQNR-ONEGZZNKSA-N 0.000 description 1
- GJFXKINCRVNWIJ-JXOUPMOCSA-N O=C(C(CCCC1)[C@@H]1c1ccccc1)NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3C3=C2CCC=C3)CC1 Chemical compound O=C(C(CCCC1)[C@@H]1c1ccccc1)NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3C3=C2CCC=C3)CC1 GJFXKINCRVNWIJ-JXOUPMOCSA-N 0.000 description 1
- ODESAAFTNLKMBG-UHFFFAOYSA-N O=C(C1(CCCCN(CC2)CCC2NC(c(cc(cc2)F)c2F)=O)c2ccccc2-c2c1cccc2)NCC(F)(F)F Chemical compound O=C(C1(CCCCN(CC2)CCC2NC(c(cc(cc2)F)c2F)=O)c2ccccc2-c2c1cccc2)NCC(F)(F)F ODESAAFTNLKMBG-UHFFFAOYSA-N 0.000 description 1
- DFLRMLFDCAVUCO-UHFFFAOYSA-N O=C(C1(CCCCN(CC2)CCC2NC(c(cccn2)c2SCC(F)(F)F)=O)c(cccc2)c2C2=C1CCC=C2)NCC(F)(F)F Chemical compound O=C(C1(CCCCN(CC2)CCC2NC(c(cccn2)c2SCC(F)(F)F)=O)c(cccc2)c2C2=C1CCC=C2)NCC(F)(F)F DFLRMLFDCAVUCO-UHFFFAOYSA-N 0.000 description 1
- GFYFSZREODBUKB-UHFFFAOYSA-N O=C(C1CCCCC1)NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3-c3ccccc23)CC1 Chemical compound O=C(C1CCCCC1)NC1CCN(CCCCC2(C(NCC(F)(F)F)=O)c3ccccc3-c3ccccc23)CC1 GFYFSZREODBUKB-UHFFFAOYSA-N 0.000 description 1
- BAYGVMXZJBFEMB-UHFFFAOYSA-N Oc1ccc(C(F)(F)F)cc1 Chemical compound Oc1ccc(C(F)(F)F)cc1 BAYGVMXZJBFEMB-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/445—Non condensed piperidines, e.g. piperocaine
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
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- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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- C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
- C07D211/94—Oxygen atom, e.g. piperidine N-oxide
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
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- C—CHEMISTRY; METALLURGY
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
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- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
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- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
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- G—PHYSICS
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- G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
- G01N2800/00—Detection or diagnosis of diseases
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Applications Claiming Priority (5)
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| US472067 | 1990-01-31 | ||
| US39190195A | 1995-02-21 | 1995-02-21 | |
| US391901 | 1995-02-21 | ||
| US08/472,067 US5739135A (en) | 1993-09-03 | 1995-06-06 | Inhibitors of microsomal triglyceride transfer protein and method |
| PCT/US1996/000824 WO1996026205A1 (en) | 1995-02-21 | 1996-02-01 | Inhibitors of microsomal triglyceride transfer protein and method |
Publications (2)
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|---|---|
| DE69633983D1 DE69633983D1 (de) | 2005-01-05 |
| DE69633983T2 true DE69633983T2 (de) | 2005-12-22 |
Family
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| DE69633983T Expired - Lifetime DE69633983T2 (de) | 1995-02-21 | 1996-02-01 | Inhibitoren von mikrosomalem triglycerid-transfer-protein und verfahren |
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