CN101506203B - 治疗代谢病、心血管病和其他病症的作为硬脂酰辅酶a脱饱和酶(scd)抑制剂的2-(吡嗪-2-基)-噻唑和2-(1h-吡唑-3-基)-噻唑衍生物及相关化合物 - Google Patents
治疗代谢病、心血管病和其他病症的作为硬脂酰辅酶a脱饱和酶(scd)抑制剂的2-(吡嗪-2-基)-噻唑和2-(1h-吡唑-3-基)-噻唑衍生物及相关化合物 Download PDFInfo
- Publication number
- CN101506203B CN101506203B CN200780031571XA CN200780031571A CN101506203B CN 101506203 B CN101506203 B CN 101506203B CN 200780031571X A CN200780031571X A CN 200780031571XA CN 200780031571 A CN200780031571 A CN 200780031571A CN 101506203 B CN101506203 B CN 101506203B
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- China
- Prior art keywords
- methyl
- thiazole
- formic acid
- benzyl
- fluoro
- 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=N\C(C)(*)/C=C/C(C)(*(*)=C)/N=C1 Chemical compound CC/C1=N\C(C)(*)/C=C/C(C)(*(*)=C)/N=C1 0.000 description 2
- QGEMHFNZDWWDSV-UHFFFAOYSA-N CC1=C(CNCc2ccccc2)CC(C2=C[Ar]=CC(N(C)Cc(cc3)ccc3F)=N2)=N1 Chemical compound CC1=C(CNCc2ccccc2)CC(C2=C[Ar]=CC(N(C)Cc(cc3)ccc3F)=N2)=N1 QGEMHFNZDWWDSV-UHFFFAOYSA-N 0.000 description 1
- LFQXILYITNIVCS-UHFFFAOYSA-N Cc1c(C(NCc(cc2)ccc2F)=O)[s]c(-c2nc(N(C)Cc(cc3)ccc3OC(F)F)cnc2)n1 Chemical compound Cc1c(C(NCc(cc2)ccc2F)=O)[s]c(-c2nc(N(C)Cc(cc3)ccc3OC(F)F)cnc2)n1 LFQXILYITNIVCS-UHFFFAOYSA-N 0.000 description 1
- ZREBOAPYAYXSLR-UHFFFAOYSA-N Cc1c(C(NCc(cc2)ccc2F)=O)[s]c(-c2nc(N(C)Cc3cccc(OC)c3)cnc2)n1 Chemical compound Cc1c(C(NCc(cc2)ccc2F)=O)[s]c(-c2nc(N(C)Cc3cccc(OC)c3)cnc2)n1 ZREBOAPYAYXSLR-UHFFFAOYSA-N 0.000 description 1
- KVZFTVHPPCRYJN-UHFFFAOYSA-N Cc1c(C(NCc2ccccc2)=N)[s]c(-c2ncc(CCCc3ccccc3)nc2)n1 Chemical compound Cc1c(C(NCc2ccccc2)=N)[s]c(-c2ncc(CCCc3ccccc3)nc2)n1 KVZFTVHPPCRYJN-UHFFFAOYSA-N 0.000 description 1
- QTKLPOWQQUEGNX-UHFFFAOYSA-N Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](CCNC(c(cc3)ccc3F)=O)cc2)n1 Chemical compound Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](CCNC(c(cc3)ccc3F)=O)cc2)n1 QTKLPOWQQUEGNX-UHFFFAOYSA-N 0.000 description 1
- ZLTCYIDFMSNXKL-UHFFFAOYSA-N Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](CCOc(cc3)ccc3F)cc2)n1 Chemical compound Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](CCOc(cc3)ccc3F)cc2)n1 ZLTCYIDFMSNXKL-UHFFFAOYSA-N 0.000 description 1
- ANIJWYCYCAMXLW-UHFFFAOYSA-N Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](Cc(cc3)ccc3S(C)(=O)=O)cc2)n1 Chemical compound Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](Cc(cc3)ccc3S(C)(=O)=O)cc2)n1 ANIJWYCYCAMXLW-UHFFFAOYSA-N 0.000 description 1
- FUJCGBTZOLHJSE-UHFFFAOYSA-N Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](Cc3cccc(F)c3)cc2)n1 Chemical compound Cc1c(C(NCc2cccnc2)=O)[s]c(-c2n[n](Cc3cccc(F)c3)cc2)n1 FUJCGBTZOLHJSE-UHFFFAOYSA-N 0.000 description 1
Classifications
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- 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
- C07D417/02—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 two hetero rings
- C07D417/04—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 two hetero rings directly linked by a ring-member-to-ring-member bond
-
- A—HUMAN NECESSITIES
- 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
- A61K31/41—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
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- A61P3/06—Antihyperlipidemics
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- A—HUMAN NECESSITIES
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- A61P3/10—Drugs for disorders of the metabolism for glucose homeostasis for hyperglycaemia, e.g. antidiabetics
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- A—HUMAN NECESSITIES
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- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/48—Drugs for disorders of the endocrine system of the pancreatic hormones
- A61P5/50—Drugs for disorders of the endocrine system of the pancreatic hormones for increasing or potentiating the activity of insulin
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- A—HUMAN NECESSITIES
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
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- A—HUMAN NECESSITIES
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- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
-
- 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)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Dermatology (AREA)
- Endocrinology (AREA)
- Emergency Medicine (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Rheumatology (AREA)
- Pain & Pain Management (AREA)
- Physical Education & Sports Medicine (AREA)
- Child & Adolescent Psychology (AREA)
- Nutrition Science (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US82342506P | 2006-08-24 | 2006-08-24 | |
| US60/823,425 | 2006-08-24 | ||
| PCT/US2007/018554 WO2008024390A2 (en) | 2006-08-24 | 2007-08-22 | 2- (pyrazin-2-yl) -thiazole and 2- (1h-pyraz0l-3-yl) -thiazole derivatives as well as related compounds as stearoyl-coa desaturase (scd) inhibitors for the treatment of metabolic, cardiovascular and other disorders |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101506203A CN101506203A (zh) | 2009-08-12 |
| CN101506203B true CN101506203B (zh) | 2013-10-16 |
Family
ID=38951374
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN200780031571XA Expired - Fee Related CN101506203B (zh) | 2006-08-24 | 2007-08-22 | 治疗代谢病、心血管病和其他病症的作为硬脂酰辅酶a脱饱和酶(scd)抑制剂的2-(吡嗪-2-基)-噻唑和2-(1h-吡唑-3-基)-噻唑衍生物及相关化合物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US8314138B2 (https=) |
| EP (1) | EP2086970B1 (https=) |
| JP (1) | JP2010501567A (https=) |
| KR (1) | KR20090040478A (https=) |
| CN (1) | CN101506203B (https=) |
| AU (1) | AU2007288245A1 (https=) |
| BR (1) | BRPI0719122A2 (https=) |
| CA (1) | CA2661017A1 (https=) |
| MX (1) | MX2009002019A (https=) |
| RU (1) | RU2009110254A (https=) |
| WO (1) | WO2008024390A2 (https=) |
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| CN101535303B (zh) | 2006-08-15 | 2012-07-18 | 诺瓦提斯公司 | 适合用于治疗与升高的脂质水平有关的疾病的杂环化合物 |
| CN101595105B (zh) | 2006-12-20 | 2013-01-23 | 诺瓦提斯公司 | 作为scd抑制剂的2-取代的5元杂环化合物 |
| JP2010524861A (ja) * | 2007-04-20 | 2010-07-22 | メルク フロスト カナダ リミテツド | ステアロイル−補酵素aデルタ−9デサチュラーゼの阻害剤としての新規な複素環式芳香族化合物 |
| WO2009073973A1 (en) * | 2007-12-11 | 2009-06-18 | Merck Frosst Canada Ltd. | Novel heteroaromatic compounds as inhibitors of stearoyl-coenzyme a delta-9 desaturase |
| WO2009103739A1 (en) * | 2008-02-20 | 2009-08-27 | Novartis Ag | Heterocyclic inhibitors of stearoyl-coa desaturase |
| GB0810913D0 (en) * | 2008-06-13 | 2008-07-23 | Smithkline Beecham Corp | Comppounds |
| US20110184027A1 (en) * | 2008-09-25 | 2011-07-28 | Glenmark Pharmaceuticals S.A. | Tissue selective stearoyl-coa desaturase 1 inhibitors and cell based screening assay for their identification |
| DE102008057364A1 (de) | 2008-11-14 | 2010-05-20 | Bayer Schering Pharma Aktiengesellschaft | Substituierte Aryl-Verbindungen und ihre Verwendung |
| DE102009041241A1 (de) | 2009-09-11 | 2011-08-04 | Bayer Schering Pharma Aktiengesellschaft, 13353 | Substituierte Aryl-Verbindungen und ihre Verwendung |
| DE102008057344A1 (de) | 2008-11-14 | 2010-05-20 | Bayer Schering Pharma Aktiengesellschaft | Aminoalkyl-substituierte Aryl-Verbindungen und ihre Verwendung |
| DE102009041242A1 (de) | 2009-09-11 | 2011-12-15 | Bayer Schering Pharma Aktiengesellschaft | Heterocyclisch substituierte Aryl-Verbindungen und ihre Verwendung |
| DE102008057343A1 (de) | 2008-11-14 | 2010-05-20 | Bayer Schering Pharma Aktiengesellschaft | Heterocyclisch substituierte Aryl-Verbindungen und ihre Verwendung |
| FR2938538B1 (fr) * | 2008-11-17 | 2011-08-05 | Univ Nice Sophia Antipolis | Procede de preparation d'acides et d'esters boroniques en presence de magnesium metallique |
| CA2750564A1 (en) | 2009-02-17 | 2010-08-26 | Merck Canada Inc. | Novel spiro compounds useful as inhibitors of stearoyl-coenzyme a delta-9 desaturase |
| EP2459568A4 (en) | 2009-07-28 | 2013-02-27 | Merck Frosst Canada Ltd | NEW SPIRO COMPOUNDS AS AN INHIBITORS OF STEAROYL COENZYME A DELTA 9 DESATURASE |
| BR112012007509A2 (pt) * | 2009-10-01 | 2016-11-22 | Novartis Ag | derivados pirazóis que modulam estearoil-coa dessaturase |
| AR088020A1 (es) | 2010-06-30 | 2014-05-07 | Ironwood Pharmaceuticals Inc | Compuestos heterociclicos como estimuladores de sgc |
| EP2637659B1 (en) | 2010-11-09 | 2016-05-18 | Ironwood Pharmaceuticals, Inc. | Sgc stimulators |
| WO2013056148A2 (en) | 2011-10-15 | 2013-04-18 | Genentech, Inc. | Methods of using scd1 antagonists |
| CN106117194A (zh) | 2011-12-27 | 2016-11-16 | 铁木医药有限公司 | 可用作sgc刺激剂的2‑苄基、3‑(嘧啶‑2‑基)取代的吡唑类 |
| WO2013134546A1 (en) | 2012-03-07 | 2013-09-12 | Mayo Foundation For Medical Education And Research | Methods and materials for treating cancer |
| BR112014029365A2 (pt) | 2012-05-22 | 2017-06-27 | Hoffmann La Roche | inibidores seletivos de células indiferenciadas |
| CN103694195B (zh) * | 2013-09-18 | 2016-04-06 | 华东师范大学 | 芳香杂环类小分子有机化合物及衍生物、制备方法及医药用途 |
| WO2016022955A1 (en) | 2014-08-07 | 2016-02-11 | Mayo Foundation For Medical Education And Research | Compounds and methods for treating cancer |
| WO2016101118A1 (en) | 2014-12-23 | 2016-06-30 | Merck Sharp & Dohme Corp. | Amidoethyl azole orexin receptor antagonists |
| US11970486B2 (en) | 2016-10-24 | 2024-04-30 | Janssen Pharmaceutica Nv | Compounds and uses thereof |
| EA201991650A1 (ru) | 2017-01-06 | 2020-01-20 | Юманити Терапьютикс, Инк. | Способы лечения неврологических расстройств |
| CA3083000A1 (en) | 2017-10-24 | 2019-05-02 | Yumanity Therapeutics, Inc. | Compounds and uses thereof |
| BR112020019191A2 (pt) | 2018-03-23 | 2021-01-05 | Yumanity Therapeutics, Inc. | Compostos e seus usos |
| MD3784664T2 (ro) | 2018-04-26 | 2025-06-30 | Pfizer | Derivați de 2-amino-piridină sau de 2-amino-pirimidină utilizați ca inhibitori de kinaze dependente de cicline |
| MX2021008903A (es) | 2019-01-24 | 2021-11-04 | Yumanity Therapeutics Inc | Compuestos y usos de los mismos. |
| EA202192047A1 (ru) | 2019-11-13 | 2021-12-08 | Юманити Терапьютикс, Инк. | Соединения и их применение |
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| EP2086970B1 (en) | 2014-02-26 |
| AU2007288245A1 (en) | 2008-02-28 |
| WO2008024390A2 (en) | 2008-02-28 |
| MX2009002019A (es) | 2009-03-09 |
| BRPI0719122A2 (pt) | 2013-12-10 |
| RU2009110254A (ru) | 2010-09-27 |
| EP2086970A2 (en) | 2009-08-12 |
| JP2010501567A (ja) | 2010-01-21 |
| WO2008024390A3 (en) | 2008-04-17 |
| CA2661017A1 (en) | 2008-02-28 |
| CN101506203A (zh) | 2009-08-12 |
| KR20090040478A (ko) | 2009-04-24 |
| US8314138B2 (en) | 2012-11-20 |
| US20100239520A1 (en) | 2010-09-23 |
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