JP5735634B2 - スフィンゴシン−1−リン酸受容体1アゴニストとしての4−(5−イソオキサゾリルまたは5−ピラゾリル−1,2,4−オキサジアゾール−3−イル)−マンデル酸アミド化合物 - Google Patents
スフィンゴシン−1−リン酸受容体1アゴニストとしての4−(5−イソオキサゾリルまたは5−ピラゾリル−1,2,4−オキサジアゾール−3−イル)−マンデル酸アミド化合物 Download PDFInfo
- Publication number
- JP5735634B2 JP5735634B2 JP2013506294A JP2013506294A JP5735634B2 JP 5735634 B2 JP5735634 B2 JP 5735634B2 JP 2013506294 A JP2013506294 A JP 2013506294A JP 2013506294 A JP2013506294 A JP 2013506294A JP 5735634 B2 JP5735634 B2 JP 5735634B2
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- Japan
- Prior art keywords
- phenyl
- hydroxy
- trifluoromethyl
- acetamide
- oxadiazol
- 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.)
- Expired - Fee Related
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- 0 CC(*)(C1)C*1NC Chemical compound CC(*)(C1)C*1NC 0.000 description 2
- AWRSDLWBHOVPLM-UHFFFAOYSA-N CC(C1)(CN1C(CCNC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O)=O)O Chemical compound CC(C1)(CN1C(CCNC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O)=O)O AWRSDLWBHOVPLM-UHFFFAOYSA-N 0.000 description 1
- WVRKHFSDURCGFL-GKOGFXNCSA-N C[C@H](C#N)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O Chemical compound C[C@H](C#N)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O WVRKHFSDURCGFL-GKOGFXNCSA-N 0.000 description 1
- LDGOTHYJHKJQQI-UHFFFAOYSA-N N#CC1(CC1)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O Chemical compound N#CC1(CC1)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O LDGOTHYJHKJQQI-UHFFFAOYSA-N 0.000 description 1
- YXCQSMKIRXQDHI-UHFFFAOYSA-N NC(C(C#N)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O)=O Chemical compound NC(C(C#N)NC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O)=O YXCQSMKIRXQDHI-UHFFFAOYSA-N 0.000 description 1
- GYHKODORJRRYBU-CLFYSBASSA-N O/N=C(/c1ccccc1)\Cl Chemical compound O/N=C(/c1ccccc1)\Cl GYHKODORJRRYBU-CLFYSBASSA-N 0.000 description 1
- HXJUTPCZVOIRIF-UHFFFAOYSA-N O=S1(CCCC1)=O Chemical compound O=S1(CCCC1)=O HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
- ICDIVHMFUVHALM-UHFFFAOYSA-N OC(C(NCCc1c[nH]cn1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 Chemical compound OC(C(NCCc1c[nH]cn1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 ICDIVHMFUVHALM-UHFFFAOYSA-N 0.000 description 1
- ORYAMGWVNJOICC-UHFFFAOYSA-N OC(C(NCCc1c[s]cn1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 Chemical compound OC(C(NCCc1c[s]cn1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 ORYAMGWVNJOICC-UHFFFAOYSA-N 0.000 description 1
- RBCGLLBOGZKJQQ-UHFFFAOYSA-N OC(C(NCc1c[s]cc1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 Chemical compound OC(C(NCc1c[s]cc1)=O)c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1 RBCGLLBOGZKJQQ-UHFFFAOYSA-N 0.000 description 1
- WATWRRWJXMTBSG-UHFFFAOYSA-N OC(c1n[o]c(-c2ccccc2)c1C(F)(F)F)=O Chemical compound OC(c1n[o]c(-c2ccccc2)c1C(F)(F)F)=O WATWRRWJXMTBSG-UHFFFAOYSA-N 0.000 description 1
- QXCJZOWWTZPCDU-UHFFFAOYSA-N OCCCNC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O Chemical compound OCCCNC(C(c(cc1)ccc1-c1n[o]c(-c2c(C(F)(F)F)c(-c3ccccc3)n[o]2)n1)O)=O QXCJZOWWTZPCDU-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/4245—Oxadiazoles
-
- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/427—Thiazoles not condensed and containing further heterocyclic rings
-
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- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- 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
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
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- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/4965—Non-condensed pyrazines
- A61K31/497—Non-condensed pyrazines containing further heterocyclic rings
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- A—HUMAN NECESSITIES
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- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/506—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim not condensed and containing further heterocyclic rings
-
- A—HUMAN NECESSITIES
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- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
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- A—HUMAN NECESSITIES
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- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A61P37/02—Immunomodulators
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
- C07D417/14—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 containing three or more hetero rings
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Epidemiology (AREA)
- Immunology (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Rheumatology (AREA)
- Obesity (AREA)
- Surgery (AREA)
- Pain & Pain Management (AREA)
- Endocrinology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hematology (AREA)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US32731510P | 2010-04-23 | 2010-04-23 | |
| US61/327,315 | 2010-04-23 | ||
| PCT/US2011/033364 WO2011133734A1 (en) | 2010-04-23 | 2011-04-21 | 4 - (5 - isoxazolyl or 5 - pyrrazolyl -1,2,4- oxadiazol - 3 - yl) -mandelic acid amides as sphingosin- 1 - phosphate 1 rreceptor agonists |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2013525369A JP2013525369A (ja) | 2013-06-20 |
| JP2013525369A5 JP2013525369A5 (https=) | 2014-05-22 |
| JP5735634B2 true JP5735634B2 (ja) | 2015-06-17 |
Family
ID=44069927
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2013506294A Expired - Fee Related JP5735634B2 (ja) | 2010-04-23 | 2011-04-21 | スフィンゴシン−1−リン酸受容体1アゴニストとしての4−(5−イソオキサゾリルまたは5−ピラゾリル−1,2,4−オキサジアゾール−3−イル)−マンデル酸アミド化合物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8835470B2 (https=) |
| EP (1) | EP2560969B1 (https=) |
| JP (1) | JP5735634B2 (https=) |
| CN (1) | CN103119038B (https=) |
| ES (1) | ES2548683T3 (https=) |
| WO (1) | WO2011133734A1 (https=) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8822510B2 (en) | 2010-07-20 | 2014-09-02 | Bristol-Myers Squibb Company | Substituted 3-phenyl-1,2,4-Oxadiazole compounds |
| EP2619190B1 (en) | 2010-09-24 | 2015-08-12 | Bristol-Myers Squibb Company | Substituted oxadiazole compounds and their use as s1p1 agonists |
| EP2635573B1 (en) | 2010-11-03 | 2014-10-01 | Bristol-Myers Squibb Company | Heterocyclic compounds as s1p1 agonists for the treatment of autoimmune and vascular diseases |
| US9115054B2 (en) | 2013-02-21 | 2015-08-25 | Bristol-Myers Squibb Company | Tetrahydronaphthalenyl compounds useful as sipi agonists |
| MX2015014688A (es) * | 2013-04-22 | 2016-02-19 | Abbvie Inc | Tiazoles y usos de los mismos. |
| EP2878339A1 (en) * | 2013-12-02 | 2015-06-03 | Siena Biotech S.p.A. | SIP3 antagonists |
| MA40082B1 (fr) | 2014-08-20 | 2019-09-30 | Bristol Myers Squibb Co | Nouveau compose de substitution sphingosine phosphate utile traitement maladie rhumatisme |
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| DE4102024A1 (de) | 1991-01-24 | 1992-07-30 | Thomae Gmbh Dr K | Biphenylderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| US6069143A (en) | 1994-12-20 | 2000-05-30 | Smithkline Beecham Corporation | Fibrinogen receptor antagonists |
| JP4430941B2 (ja) * | 2002-01-18 | 2010-03-10 | メルク エンド カムパニー インコーポレーテッド | Edg受容体作動薬 |
| WO2003061567A2 (en) | 2002-01-18 | 2003-07-31 | Merck & Co., Inc. | Selective s1p1/edg1 receptor agonists |
| ATE448193T1 (de) | 2002-01-18 | 2009-11-15 | Merck & Co Inc | ßN-(BENZYL)AMINOALKYL CARBOXYLATE, PHOSPHINATE, PHOSPHONATE UND TETRAZOLE ALS EDG REZEPTORAGONISTENß |
| JP2005531506A (ja) | 2002-03-01 | 2005-10-20 | メルク エンド カムパニー インコーポレーテッド | Edg受容体作動薬としてのアミノアルキルホスホネートおよび関連化合物 |
| PT1497019E (pt) | 2002-04-23 | 2015-09-10 | Bristol Myers Squibb Co | Compostos de pirrolotriazina anilina úteis como inibidores de quinase |
| JP2005533058A (ja) | 2002-06-17 | 2005-11-04 | メルク エンド カムパニー インコーポレーテッド | Edg受容体アゴニストとしての1−((5−アリール−1,2,4−オキサジアゾール−3−イル)ベンジル)アゼチジン−3−カルボキシラートおよび1−((5−アリール−1,2,4−オキサジアゾール−3−イル)ベンジル)ピロリジン−3−カルボキシラート |
| DE60335827D1 (de) | 2002-12-20 | 2011-03-03 | Merck Sharp & Dohme | 1-(amino)indane als edg-rezeptoragonisten |
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| CL2004001120A1 (es) | 2003-05-19 | 2005-04-15 | Irm Llc | Compuestos derivados de amina sustituidas con heterociclos, inmunosupresores; composicion farmaceutica; y uso para tratar enfermedades mediadas por interacciones de linfocito, tales como enfermedades autoinmunes, inflamatorias, infecciosas, cancer. |
| MXPA05012459A (es) | 2003-05-19 | 2006-02-22 | Irm Llc | Compuestos y composiciones inmunosupresoras. |
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-
2011
- 2011-04-21 ES ES11717430.0T patent/ES2548683T3/es active Active
- 2011-04-21 US US13/642,755 patent/US8835470B2/en active Active
- 2011-04-21 CN CN201180031281.1A patent/CN103119038B/zh not_active Expired - Fee Related
- 2011-04-21 JP JP2013506294A patent/JP5735634B2/ja not_active Expired - Fee Related
- 2011-04-21 EP EP11717430.0A patent/EP2560969B1/en not_active Not-in-force
- 2011-04-21 WO PCT/US2011/033364 patent/WO2011133734A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| US8835470B2 (en) | 2014-09-16 |
| CN103119038A (zh) | 2013-05-22 |
| CN103119038B (zh) | 2016-05-04 |
| JP2013525369A (ja) | 2013-06-20 |
| ES2548683T3 (es) | 2015-10-20 |
| WO2011133734A1 (en) | 2011-10-27 |
| US20130045964A1 (en) | 2013-02-21 |
| EP2560969A1 (en) | 2013-02-27 |
| EP2560969B1 (en) | 2015-08-12 |
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