JP2010540517A - Ｈｉｖプロテアーゼ阻害剤 - Google Patents
Ｈｉｖプロテアーゼ阻害剤 Download PDFInfo
- Publication number
- JP2010540517A JP2010540517A JP2010526914A JP2010526914A JP2010540517A JP 2010540517 A JP2010540517 A JP 2010540517A JP 2010526914 A JP2010526914 A JP 2010526914A JP 2010526914 A JP2010526914 A JP 2010526914A JP 2010540517 A JP2010540517 A JP 2010540517A
- Authority
- JP
- Japan
- Prior art keywords
- amino
- phenyl
- alkyl
- sulfonyl
- phenylalaninamide
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 0 CC(C)(C)OC(N[C@@](C*)CCCC[*+])=O Chemical compound CC(C)(C)OC(N[C@@](C*)CCCC[*+])=O 0.000 description 25
- NVSYANRBXPURRQ-UHFFFAOYSA-N NCc1cccc2c1cccc2 Chemical compound NCc1cccc2c1cccc2 NVSYANRBXPURRQ-UHFFFAOYSA-N 0.000 description 3
- WGQKYBSKWIADBV-UHFFFAOYSA-N NCc1ccccc1 Chemical compound NCc1ccccc1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 3
- HKLYXHWNPAGMMW-UHFFFAOYSA-N NC1c(cccc2)c2C=Cc2c1cccc2 Chemical compound NC1c(cccc2)c2C=Cc2c1cccc2 HKLYXHWNPAGMMW-UHFFFAOYSA-N 0.000 description 2
- OTTYHRLXKGOXLY-UHFFFAOYSA-N NC1c2ccccc2Oc2c1cccc2 Chemical compound NC1c2ccccc2Oc2c1cccc2 OTTYHRLXKGOXLY-UHFFFAOYSA-N 0.000 description 2
- YHXKXVFQHWJYOD-UHFFFAOYSA-N NCc1ccccc1-c1ccccc1 Chemical compound NCc1ccccc1-c1ccccc1 YHXKXVFQHWJYOD-UHFFFAOYSA-N 0.000 description 2
- GVZNCKUASLWREA-JTQLQIEISA-N CC(C)(C)OC(NC(C)(C)CCC[C@@H](C(OC)=O)N)=O Chemical compound CC(C)(C)OC(NC(C)(C)CCC[C@@H](C(OC)=O)N)=O GVZNCKUASLWREA-JTQLQIEISA-N 0.000 description 1
- MBCQGSBXHVWDBE-INIZCTEOSA-N CC(C)(C)OC(NC(C)(C)CCC[C@@H](C(OC)=O)NOC(c1ccccc1)=O)=O Chemical compound CC(C)(C)OC(NC(C)(C)CCC[C@@H](C(OC)=O)NOC(c1ccccc1)=O)=O MBCQGSBXHVWDBE-INIZCTEOSA-N 0.000 description 1
- SMWHLYMESZIVOZ-NVQXNPDNSA-N CC(C)CCN([C@@H](CCCCOCc1ccccc1)C(OC)=O)S(c1ccc([C@H](C)O)cc1)(=O)=O Chemical compound CC(C)CCN([C@@H](CCCCOCc1ccccc1)C(OC)=O)S(c1ccc([C@H](C)O)cc1)(=O)=O SMWHLYMESZIVOZ-NVQXNPDNSA-N 0.000 description 1
- XQVLZDTUAFXUHE-DHLKQENFSA-N CC(C)CCN([C@@H](CCCCOCc1ccccc1)CO)S(c1ccc([C@H](C)O)cc1)(=O)=O Chemical compound CC(C)CCN([C@@H](CCCCOCc1ccccc1)CO)S(c1ccc([C@H](C)O)cc1)(=O)=O XQVLZDTUAFXUHE-DHLKQENFSA-N 0.000 description 1
- HTSWOCBVQAUZNH-IBGZPJMESA-N CC(C)N([C@@H](CCCC(C)(C)NC(OC(C)(C)C)=O)C(OC)=O)S(c(cc1)ccc1N)(=O)=O Chemical compound CC(C)N([C@@H](CCCC(C)(C)NC(OC(C)(C)C)=O)C(OC)=O)S(c(cc1)ccc1N)(=O)=O HTSWOCBVQAUZNH-IBGZPJMESA-N 0.000 description 1
- UTKKCZZBXSXZII-FIBWVYCGSA-N CC(C)N([C@@H](CCCC(C)(C)NC([C@H](C(c1ccccc1)c1ccccc1)N)=O)CO)S(c(cc1)ccc1N)(=O)=O Chemical compound CC(C)N([C@@H](CCCC(C)(C)NC([C@H](C(c1ccccc1)c1ccccc1)N)=O)CO)S(c(cc1)ccc1N)(=O)=O UTKKCZZBXSXZII-FIBWVYCGSA-N 0.000 description 1
- GKSPPFLMZVMJEG-WMCAAGNKSA-O CC(C)N([C@@H](CCCC(C)N)CO)S(c1ccc(CO)cc1)([OH2+])=O Chemical compound CC(C)N([C@@H](CCCC(C)N)CO)S(c1ccc(CO)cc1)([OH2+])=O GKSPPFLMZVMJEG-WMCAAGNKSA-O 0.000 description 1
- NYWZHROBXXKBOH-KZUDCZAMSA-N CCC(CCC[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)N Chemical compound CCC(CCC[C@@H](C(OC)=O)N(C(OC(C)(C)C)=O)C(OC(C)(C)C)=O)N NYWZHROBXXKBOH-KZUDCZAMSA-N 0.000 description 1
- BLQSHSDGTHXPOP-INYXTNAKSA-N CCOC(C(CC=C)NS(c1ccc(C(C)OC([C@@](C(F)(F)F)(c2ccccc2)OC)=O)cc1)(=O)=O)=O Chemical compound CCOC(C(CC=C)NS(c1ccc(C(C)OC([C@@](C(F)(F)F)(c2ccccc2)OC)=O)cc1)(=O)=O)=O BLQSHSDGTHXPOP-INYXTNAKSA-N 0.000 description 1
- JXFJNGKZKXHLEV-FYAHJPHGSA-N CCOC(C(CCCC(C)NC([C@H](C(c1ccccc1)c1ccccc1)NC(OC)=O)=O)N(C(C)C)S(c(cc1)ccc1N)(=O)=O)=O Chemical compound CCOC(C(CCCC(C)NC([C@H](C(c1ccccc1)c1ccccc1)NC(OC)=O)=O)N(C(C)C)S(c(cc1)ccc1N)(=O)=O)=O JXFJNGKZKXHLEV-FYAHJPHGSA-N 0.000 description 1
- NQMWFQMBVMZUNL-YOEHRIQHSA-N CCOC([C@H](CCC[C@H](C)N)N(C(C)C)S(c(cc1)ccc1N)(=O)=O)=O Chemical compound CCOC([C@H](CCC[C@H](C)N)N(C(C)C)S(c(cc1)ccc1N)(=O)=O)=O NQMWFQMBVMZUNL-YOEHRIQHSA-N 0.000 description 1
- YNQLUTRBYVCPMQ-UHFFFAOYSA-N CCc1ccccc1 Chemical compound CCc1ccccc1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 1
- XJTQJERLRPWUGL-UHFFFAOYSA-N ICc1ccccc1 Chemical compound ICc1ccccc1 XJTQJERLRPWUGL-UHFFFAOYSA-N 0.000 description 1
- MGHPNCMVUAKAIE-UHFFFAOYSA-N NC(c1ccccc1)c1ccccc1 Chemical compound NC(c1ccccc1)c1ccccc1 MGHPNCMVUAKAIE-UHFFFAOYSA-N 0.000 description 1
- XBCAHQUVHHVHHL-UHFFFAOYSA-N NCc1cc(cccc2)c2cc1 Chemical compound NCc1cc(cccc2)c2cc1 XBCAHQUVHHVHHL-UHFFFAOYSA-N 0.000 description 1
- RPGCAWCHHYWJIF-LBPRGKRZSA-N N[C@@H](CCCCOCc1ccccc1)C(O)=O Chemical compound N[C@@H](CCCCOCc1ccccc1)C(O)=O RPGCAWCHHYWJIF-LBPRGKRZSA-N 0.000 description 1
- FAYAYUOZWYJNBD-UHFFFAOYSA-N Nc(cc1)cc2c1nc[s]2 Chemical compound Nc(cc1)cc2c1nc[s]2 FAYAYUOZWYJNBD-UHFFFAOYSA-N 0.000 description 1
- LRYUWXNYWAFFAX-UHFFFAOYSA-N [O-][N+](c1ccc(CN=O)cc1)=O Chemical compound [O-][N+](c1ccc(CN=O)cc1)=O LRYUWXNYWAFFAX-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/30—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/37—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
- C07C311/38—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton
- C07C311/39—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/41—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound nitrogen atoms, not being part of nitro or nitroso groups having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring having sulfur atoms of sulfonamide groups and amino groups bound to carbon atoms of six-membered rings of the same carbon skeleton having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
- A61P31/14—Antivirals for RNA viruses
- A61P31/18—Antivirals for RNA viruses for HIV
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/15—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings
- C07C311/16—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom
- C07C311/18—Sulfonamides having sulfur atoms of sulfonamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atom of at least one of the sulfonamide groups bound to hydrogen atoms or to an acyclic carbon atom to an acyclic carbon atom of a hydrocarbon radical substituted by nitrogen atoms, not being part of nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C311/00—Amides of sulfonic acids, i.e. compounds having singly-bound oxygen atoms of sulfo groups replaced by nitrogen atoms, not being part of nitro or nitroso groups
- C07C311/22—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms
- C07C311/29—Sulfonamides, the carbon skeleton of the acid part being further substituted by singly-bound oxygen atoms having the sulfur atom of at least one of the sulfonamide groups bound to a carbon atom of a six-membered aromatic ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
- C07D213/30—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
- C07D277/62—Benzothiazoles
- C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
- C07C2603/30—Ortho- or ortho- and peri-condensed systems containing three rings containing seven-membered rings
- C07C2603/32—Dibenzocycloheptenes; Hydrogenated dibenzocycloheptenes
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Virology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Tropical Medicine & Parasitology (AREA)
- Communicable Diseases (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- AIDS & HIV (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Molecular Biology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Pyridine Compounds (AREA)
- Pyrane Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US99520207P | 2007-09-25 | 2007-09-25 | |
| US18868408P | 2008-08-12 | 2008-08-12 | |
| PCT/US2008/010971 WO2009042093A1 (en) | 2007-09-25 | 2008-09-22 | Hiv protease inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2010540517A true JP2010540517A (ja) | 2010-12-24 |
| JP2010540517A5 JP2010540517A5 (enExample) | 2012-11-29 |
Family
ID=40325396
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010526914A Withdrawn JP2010540517A (ja) | 2007-09-25 | 2008-09-22 | Ｈｉｖプロテアーゼ阻害剤 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US20100093811A1 (enExample) |
| EP (1) | EP2203420A1 (enExample) |
| JP (1) | JP2010540517A (enExample) |
| AU (1) | AU2008305678A1 (enExample) |
| CA (1) | CA2700132A1 (enExample) |
| WO (1) | WO2009042093A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA2762582A1 (en) * | 2009-05-27 | 2010-12-02 | Merck Sharp & Dohme Corp. | Hiv protease inhibitors |
| WO2012055031A1 (en) * | 2010-10-28 | 2012-05-03 | Merck Canada Inc. | Hiv protease inhibitors |
| EP2632908B1 (en) * | 2010-10-29 | 2016-05-25 | Merck Canada Inc. | Sulfonamides as hiv protease inhibitors |
| EP2771332B1 (en) | 2011-10-26 | 2016-06-29 | Merck Canada Inc. | Thiophen and thiazol sulfonamid derivatives as HIV protease inhibitors for the treatment of AIDS |
| CA2882831A1 (en) | 2012-09-11 | 2014-03-20 | Merck Sharp & Dohme Corp. | Hiv protease inhibitors |
| WO2015013835A1 (en) | 2013-07-31 | 2015-02-05 | Merck Sharp & Dohme Corp. | Piperazine derivatives as hiv protease inhibitors |
| US9834526B2 (en) | 2013-12-19 | 2017-12-05 | Merck Sharp & Dohme Corp. | HIV protease inhibitors |
| US9994587B2 (en) | 2014-03-06 | 2018-06-12 | Merck Sharp & Dohme Corp. | HIV protease inhibitors |
| WO2015138220A1 (en) | 2014-03-10 | 2015-09-17 | Merck Sharp & Dohme Corp. | Piperazine derivatives as hiv protease inhibitors |
| EP3212196A4 (en) | 2014-10-29 | 2018-07-11 | Wisconsin Alumni Research Foundation | Boronic acid inhibitors of hiv protease |
| CN111356456A (zh) | 2017-01-23 | 2020-06-30 | 夏威夷大学 | 2-芳基磺酰胺基-iV-芳基乙酰胺衍生的Stat3抑制剂 |
| US12083099B2 (en) | 2020-10-28 | 2024-09-10 | Accencio LLC | Methods of treating symptoms of coronavirus infection with viral protease inhibitors |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB8927913D0 (en) * | 1989-12-11 | 1990-02-14 | Hoffmann La Roche | Amino acid derivatives |
| US5413999A (en) * | 1991-11-08 | 1995-05-09 | Merck & Co., Inc. | HIV protease inhibitors useful for the treatment of AIDS |
| IS2334B (is) * | 1992-09-08 | 2008-02-15 | Vertex Pharmaceuticals Inc., (A Massachusetts Corporation) | Aspartyl próteasi hemjari af nýjum flokki súlfonamíða |
| US5484926A (en) * | 1993-10-07 | 1996-01-16 | Agouron Pharmaceuticals, Inc. | HIV protease inhibitors |
| IL111991A (en) * | 1994-01-28 | 2000-07-26 | Abbott Lab | Liquid pharmaceutical composition of HIV protease inhibitors in organic solvent |
| IL129871A (en) * | 1994-05-06 | 2003-11-23 | Pharmacia & Upjohn Inc | Process for preparing 4-phenyl-substituted octanoyl-oxazolidin-2-one intermediates that are useful for preparing pyran-2-ones useful for treating retroviral infections |
| US7388008B2 (en) * | 2004-08-02 | 2008-06-17 | Ambrilia Biopharma Inc. | Lysine based compounds |
| EP2121589A2 (en) * | 2006-12-18 | 2009-11-25 | University of Massachusetts | Crystal structures of hiv-1 protease inhibitors bound to hiv-1 protease |
-
2008
- 2008-09-22 WO PCT/US2008/010971 patent/WO2009042093A1/en not_active Ceased
- 2008-09-22 AU AU2008305678A patent/AU2008305678A1/en not_active Abandoned
- 2008-09-22 JP JP2010526914A patent/JP2010540517A/ja not_active Withdrawn
- 2008-09-22 US US12/523,200 patent/US20100093811A1/en not_active Abandoned
- 2008-09-22 EP EP08833679A patent/EP2203420A1/en not_active Withdrawn
- 2008-09-22 CA CA2700132A patent/CA2700132A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| AU2008305678A1 (en) | 2009-04-02 |
| EP2203420A1 (en) | 2010-07-07 |
| CA2700132A1 (en) | 2009-04-02 |
| US20100093811A1 (en) | 2010-04-15 |
| WO2009042093A1 (en) | 2009-04-02 |
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| A521 | Request for written amendment filed |
Free format text: JAPANESE INTERMEDIATE CODE: A523 Effective date: 20110921 |
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| A621 | Written request for application examination |
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