CN101410385B - 具有组胺h3受体活性的苯并噻唑类 - Google Patents
具有组胺h3受体活性的苯并噻唑类 Download PDFInfo
- Publication number
- CN101410385B CN101410385B CN2007800109712A CN200780010971A CN101410385B CN 101410385 B CN101410385 B CN 101410385B CN 2007800109712 A CN2007800109712 A CN 2007800109712A CN 200780010971 A CN200780010971 A CN 200780010971A CN 101410385 B CN101410385 B CN 101410385B
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- China
- Prior art keywords
- compounds
- mixture
- mmol
- benzothiazole
- formula
- 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.)
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- 0 C*(C)(CN(*)C(*)C1)N1C(*1)=Nc2c1c(*)c(*)c(*)c2* Chemical compound C*(C)(CN(*)C(*)C1)N1C(*1)=Nc2c1c(*)c(*)c(*)c2* 0.000 description 3
- YXXTUOXZERUQLJ-UHFFFAOYSA-N C(c(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2)N1CCCCC1 Chemical compound C(c(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2)N1CCCCC1 YXXTUOXZERUQLJ-UHFFFAOYSA-N 0.000 description 1
- QKSMWHZMOWIBTO-UHFFFAOYSA-N C(c(cc1)cc2c1nc(N1CC(CCCC3)N3CC1)[s]2)N1CCCCC1 Chemical compound C(c(cc1)cc2c1nc(N1CC(CCCC3)N3CC1)[s]2)N1CCCCC1 QKSMWHZMOWIBTO-UHFFFAOYSA-N 0.000 description 1
- WTUITDMXFNVHKD-UHFFFAOYSA-N CC(C)N(CC1)CCN1c1nc(ccc(-c2n[o]c(-c3ccccc3)n2)c2)c2[s]1 Chemical compound CC(C)N(CC1)CCN1c1nc(ccc(-c2n[o]c(-c3ccccc3)n2)c2)c2[s]1 WTUITDMXFNVHKD-UHFFFAOYSA-N 0.000 description 1
- SBISADQSDXZPGS-UHFFFAOYSA-N CC(C)N(CC1)CCN1c1nc(ccc(C(N(C)C)=O)c2)c2[s]1 Chemical compound CC(C)N(CC1)CCN1c1nc(ccc(C(N(C)C)=O)c2)c2[s]1 SBISADQSDXZPGS-UHFFFAOYSA-N 0.000 description 1
- BBRYYEMNHJPFDB-UHFFFAOYSA-N CC(C)N(CC1)CCN1c1nc(ccc(C(N2CCCCC2)=O)c2)c2[s]1 Chemical compound CC(C)N(CC1)CCN1c1nc(ccc(C(N2CCCCC2)=O)c2)c2[s]1 BBRYYEMNHJPFDB-UHFFFAOYSA-N 0.000 description 1
- DCPAOAMKWVAYDC-UHFFFAOYSA-N CC(C)N(CC1)CCN1c1nc(ccc(C(N2CCOCC2)=O)c2)c2[s]1 Chemical compound CC(C)N(CC1)CCN1c1nc(ccc(C(N2CCOCC2)=O)c2)c2[s]1 DCPAOAMKWVAYDC-UHFFFAOYSA-N 0.000 description 1
- BGBPKZZCMAEOHI-UHFFFAOYSA-N CC(Nc(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2)=O Chemical compound CC(Nc(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2)=O BGBPKZZCMAEOHI-UHFFFAOYSA-N 0.000 description 1
- QAYSQQZSFQXZOA-UHFFFAOYSA-N COc(nc1)cc(-c(cc2)cc3c2nc(N(CC2)CCN2C2CC2)[s]3)c1Cl Chemical compound COc(nc1)cc(-c(cc2)cc3c2nc(N(CC2)CCN2C2CC2)[s]3)c1Cl QAYSQQZSFQXZOA-UHFFFAOYSA-N 0.000 description 1
- YXXCZHJSELQADZ-UHFFFAOYSA-N N#Cc(cc1)cc2c1[o]c(Cl)n2 Chemical compound N#Cc(cc1)cc2c1[o]c(Cl)n2 YXXCZHJSELQADZ-UHFFFAOYSA-N 0.000 description 1
- OPBTYQOGRDCTMA-UHFFFAOYSA-N N#Cc(cc1)cc2c1[o]c(N(CC1)CCN1C1CC1)n2 Chemical compound N#Cc(cc1)cc2c1[o]c(N(CC1)CCN1C1CC1)n2 OPBTYQOGRDCTMA-UHFFFAOYSA-N 0.000 description 1
- WNSMPYHNDFVJPO-UHFFFAOYSA-N N#Cc(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2 Chemical compound N#Cc(cc1)cc2c1nc(N(CC1)CCN1C1CC1)[s]2 WNSMPYHNDFVJPO-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
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- 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
- A61K31/496—Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
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- A61K31/4985—Pyrazines or piperazines ortho- or peri-condensed with heterocyclic ring systems
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- C07D263/52—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings condensed with carbocyclic rings or ring systems
- C07D263/54—Benzoxazoles; Hydrogenated benzoxazoles
- C07D263/58—Benzoxazoles; Hydrogenated benzoxazoles 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 in position 2
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- 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
- C07D277/68—Benzothiazoles 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 in position 2
- C07D277/82—Nitrogen atoms
-
- 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
- C07D413/02—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
-
- 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
- C07D417/02—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
-
- 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
- C07D417/06—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 linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
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- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Diabetes (AREA)
- Pulmonology (AREA)
- Endocrinology (AREA)
- Pain & Pain Management (AREA)
- Otolaryngology (AREA)
- Psychiatry (AREA)
- Obesity (AREA)
- Epidemiology (AREA)
- Hospice & Palliative Care (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Hematology (AREA)
- Immunology (AREA)
- Vascular Medicine (AREA)
- Nutrition Science (AREA)
- Anesthesiology (AREA)
- Urology & Nephrology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Gastroenterology & Hepatology (AREA)
- Child & Adolescent Psychology (AREA)
Applications Claiming Priority (14)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP06111820.4 | 2006-03-28 | ||
| EP06111820 | 2006-03-28 | ||
| US78747806P | 2006-03-30 | 2006-03-30 | |
| US60/787,478 | 2006-03-30 | ||
| EP06112425 | 2006-04-10 | ||
| EP06112425.1 | 2006-04-10 | ||
| US79428806P | 2006-04-21 | 2006-04-21 | |
| US60/794,288 | 2006-04-21 | ||
| EP06026875.2 | 2006-12-24 | ||
| EP06026875 | 2006-12-24 | ||
| US90350307P | 2007-02-26 | 2007-02-26 | |
| US60/903,503 | 2007-02-26 | ||
| US12/294,756 US8394842B2 (en) | 2006-03-28 | 2007-03-22 | Benzothiazoles having histamine H3 receptor activity |
| PCT/EP2007/052751 WO2007110364A1 (en) | 2006-03-28 | 2007-03-22 | Benzothiazoles having histamine h3 receptor activity |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101410385A CN101410385A (zh) | 2009-04-15 |
| CN101410385B true CN101410385B (zh) | 2011-08-24 |
Family
ID=43124961
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2007800109712A Expired - Fee Related CN101410385B (zh) | 2006-03-28 | 2007-03-22 | 具有组胺h3受体活性的苯并噻唑类 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US8394842B2 (https=) |
| EP (1) | EP1999120B1 (https=) |
| JP (1) | JP2009531376A (https=) |
| KR (1) | KR101280333B1 (https=) |
| CN (1) | CN101410385B (https=) |
| AU (1) | AU2007229492B2 (https=) |
| CA (1) | CA2645581A1 (https=) |
| EA (1) | EA015569B1 (https=) |
| ES (1) | ES2388681T3 (https=) |
| IL (1) | IL193441A0 (https=) |
| MX (1) | MX2008011123A (https=) |
| NZ (1) | NZ570524A (https=) |
| SG (1) | SG170785A1 (https=) |
| WO (1) | WO2007110364A1 (https=) |
| ZA (1) | ZA200806985B (https=) |
Families Citing this family (27)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20030236259A1 (en) * | 2002-02-05 | 2003-12-25 | Rolf Hohlweg | Novel aryl- and heteroarylpiperazines |
| MX2007015675A (es) | 2005-07-04 | 2008-02-20 | Novo Nordisk As | Antagonistas del receptor de histamina h3. |
| EP2038256A1 (en) * | 2006-05-23 | 2009-03-25 | TransTech Pharma, Inc | 6- (4-cyclopropylpiperazin-1-yl) -2 ' -methyl- [3, 4 ']-bipyridine and its use as a medicament |
| EP2402324A1 (en) * | 2006-05-29 | 2012-01-04 | High Point Pharmaceuticals, LLC | Benzodioxolylcyclopropylpiperazinylpyridazines |
| EP2014656A3 (en) * | 2007-06-11 | 2011-08-24 | High Point Pharmaceuticals, LLC | New heteocyclic h3 antagonists |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| US8153813B2 (en) * | 2007-12-20 | 2012-04-10 | Abbott Laboratories | Benzothiazole and benzooxazole derivatives and methods of use |
| AR073431A1 (es) * | 2009-03-24 | 2010-11-03 | Sanofi Aventis | Derivados de azacarbolinas 9h- pirrolo (2,3-b:5,4-c) dipiridina , su preparacion y si utilizacion terapeutica |
| US8481547B2 (en) * | 2009-12-18 | 2013-07-09 | Janssen Pharmaceutica Nv | Substituted benzothiazole and benzoxazole derivatives useful as inhibitors of DPP-1 |
| MX354852B (es) * | 2010-09-02 | 2018-03-22 | Suven Life Sciences Ltd Star | Compuestos de heterociclilo comoligandos del receptor h3 de la histamina. |
| EP2766349B1 (de) | 2011-03-08 | 2016-06-01 | Sanofi | Mit carbozyklen oder heterozyklen substituierte oxathiazinderivate, verfahren zu deren herstellung, diese verbindungen enthaltende arzneimittel und deren verwendung |
| WO2012120056A1 (de) | 2011-03-08 | 2012-09-13 | Sanofi | Tetrasubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2683704B1 (de) | 2011-03-08 | 2014-12-17 | Sanofi | Verzweigte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| EP2683699B1 (de) | 2011-03-08 | 2015-06-24 | Sanofi | Di- und trisubstituierte oxathiazinderivate, verfahren zu deren herstellung, ihre verwendung als medikament sowie sie enthaltendes arzneimittel und deren verwendung |
| US8828994B2 (en) | 2011-03-08 | 2014-09-09 | Sanofi | Di- and tri-substituted oxathiazine derivatives, method for the production thereof, use thereof as medicine and drug containing said derivatives and use thereof |
| CA2836487A1 (en) * | 2011-06-09 | 2012-12-13 | Rhizen Pharmaceuticals Sa | Novel compounds as modulators of gpr-119 |
| AU2012322095B2 (en) * | 2011-10-14 | 2017-06-29 | Ambit Biosciences Corporation | Heterocyclic compounds and use thereof as modulators of type III receptor tyrosine kinases |
| HK1220446A1 (en) * | 2013-06-10 | 2017-05-05 | Astellas Pharma Inc. | Bicyclic nitrogen-containing aromatic heterocyclic amide compound |
| JP6802194B2 (ja) | 2015-06-22 | 2020-12-16 | アクテリオン ファーマシューティカルズ リミテッドActelion Pharmaceuticals Ltd | Nadphオキシダーゼ4阻害剤 |
| BR112018068066B1 (pt) * | 2016-03-11 | 2023-11-28 | Ac Immune Sa | Compostos bicíclicos e seu uso, composição diagnóstica e farmacêutica, misturas, métodos de coleção de dados para diagnóstico, para determinar uma predisposição a, para monitorar transtorno residual e para prever a capacidade de resposta de um paciente sofrendo de transtorno ou anormalidade associado com agregados de alfa-sinucleína, métodos para determinar a quantidade de agregados de alfa-sinucleína e para preparar um composto, kit teste e kit para preparar uma preparação radio farmacêutica |
| CN106588808A (zh) * | 2017-02-26 | 2017-04-26 | 长沙深橙生物科技有限公司 | 一种苯并[d]恶唑衍生物的制备方法 |
| US11407753B2 (en) | 2017-06-05 | 2022-08-09 | Ptc Therapeutics, Inc. | Compounds for treating Huntington's disease |
| MX2020009957A (es) | 2018-03-27 | 2021-01-15 | Ptc Therapeutics Inc | Compuestos para el tratamiento de enfermedad de hungtinton. |
| PL3814357T3 (pl) | 2018-06-27 | 2024-09-16 | Ptc Therapeutics, Inc. | Związki heterocykliczne i heteroarylowe do leczenia choroby huntingtona |
| EP3814345B8 (en) * | 2018-06-27 | 2024-10-30 | PTC Therapeutics, Inc. | Heteroaryl compounds for treating huntington's disease |
| WO2020231977A1 (en) | 2019-05-13 | 2020-11-19 | Ptc Therapeutics, Inc. | Compounds for treating huntington's disease |
| KR102682408B1 (ko) * | 2021-05-12 | 2024-07-05 | 에이치케이이노엔 주식회사 | 신규한 벤조티아졸 유도체, 이의 제조방법 및 이의 간질환 예방 또는 치료 용도 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2825407A1 (de) * | 1977-06-10 | 1978-12-14 | Science Union & Cie | Piperazindithiocarbonsaeurederivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel |
| US6130217A (en) * | 1995-09-20 | 2000-10-10 | Pfizer Inc | Compounds enhancing antitumor activity of other cytotoxic agents |
| CN1333771A (zh) * | 1998-11-20 | 2002-01-30 | 明治制果株式会社 | 苯并噁唑衍生物及含有该衍生物作为有效成份的药物 |
Family Cites Families (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NO156497C (no) | 1984-10-18 | 1987-09-30 | Helge Boe | Anordning for sammenfoeyning av to plateformede elementer. |
| DE3511110A1 (de) | 1985-03-27 | 1986-10-02 | Dr. Karl Thomae Gmbh, 7950 Biberach | Neue pyridazinone, ihre herstellung und diese verbindungen enthaltende arzneimittel |
| PH25772A (en) | 1985-08-30 | 1991-10-18 | Novo Industri As | Insulin analogues, process for their preparation |
| FI91859C (fi) | 1987-06-17 | 1994-08-25 | Eisai Co Ltd | Analogiamenetelmä antiallergisena aineena aktiivisen bentsotiatsolijohdannaisen valmistamiseksi |
| DE3837825A1 (de) | 1988-11-08 | 1990-05-10 | Hoechst Ag | Neue insulinderivate, ihre verwendung und eine sie enthaltende pharmazeutische zubereitung |
| JP2869561B2 (ja) * | 1989-05-22 | 1999-03-10 | 大塚製薬株式会社 | 血小板粘着抑制剤 |
| JP2637303B2 (ja) | 1991-04-16 | 1997-08-06 | 明治製菓株式会社 | 新規ベンゾチアゾール誘導体 |
| DE4223589A1 (de) | 1992-07-17 | 1994-01-20 | Fluehs Drehtechnik Gmbh | Ventiloberteil |
| WO1994022846A1 (en) | 1993-03-30 | 1994-10-13 | Pfizer Inc. | Compounds enhancing antitumor activity of other cytotoxic agents |
| JP3193560B2 (ja) | 1993-04-16 | 2001-07-30 | 明治製菓株式会社 | 新規ベンゾオキサゾール誘導体 |
| JP2837956B2 (ja) | 1993-06-21 | 1998-12-16 | ノボ ノルディスク アクティーゼルスカブ | Asp▲上B28▼インスリン結晶 |
| EP1132404A3 (en) | 1993-09-17 | 2002-03-27 | Novo Nordisk A/S | Acylated insulin |
| US5504188A (en) | 1994-06-16 | 1996-04-02 | Eli Lilly And Company | Preparation of stable zinc insulin analog crystals |
| EP0876379A1 (en) | 1996-01-17 | 1998-11-11 | Novo Nordisk A/S | Fused 1,2,4-thiadiazine and fused 1,4-thiazine derivatives, their preparation and use |
| JP3520177B2 (ja) | 1996-05-09 | 2004-04-19 | 明治製菓株式会社 | セロトニン5−ht3受容体部分活性薬 |
| JP2000514041A (ja) | 1996-07-26 | 2000-10-24 | ドクター・レディーズ・リサーチ・ファウンデーション | 抗糖尿病、低脂血、抗高血圧特性を有するチアゾリジンジオン化合物、それらの調製法、及びその薬学的組成物 |
| IL128332A0 (en) | 1996-08-30 | 2000-01-31 | Novo Nordisk As | GLP-1 derivatives |
| ES2199366T3 (es) | 1996-12-31 | 2004-02-16 | Dr. Reddy's Laboratories Ltd. | Compuestos heterociclicos, procedimiento para su preparacion y composiciones farmaceuticas que los contienen y su uso en el tratamiento de diabetes y enfermedades relacionadas. |
| DE69727837T2 (de) | 1997-05-02 | 2004-12-30 | Dr. Reddy's Research Foundation, Hyderabad | Neue antidiabetische verbindungen mit hypolipidimischen und antihypertensiven eigenschaften, verfahren zu ihrer herstellung und ihre enthaltenden arzneimittel |
| US6613942B1 (en) | 1997-07-01 | 2003-09-02 | Novo Nordisk A/S | Glucagon antagonists/inverse agonists |
| BR9810378A (pt) | 1997-07-01 | 2000-08-29 | Novo Nordisk As | Composto,uso do mesmo, composição farmacêutica, e, processos de tratar a diabete do tipo i ou do tipo ii, de tratar a hiperglicemia, e de diminuir a glicose do sangue em um mamìfero |
| RU2215004C2 (ru) | 1997-07-16 | 2003-10-27 | Ново Нордиск А/С | Конденсированное производное 1,2,4-тиадиазина, фармацевтическая композиция и способ получения лекарственного препарата |
| EP0927992A4 (en) | 1997-07-17 | 1999-09-15 | Sony Corp | MAGNETIC RECORDING MEDIUM AND MAGNETIC RECORDING / REPRODUCING DEVICE COMPRISING SAME |
| WO1999019313A1 (en) | 1997-10-27 | 1999-04-22 | Dr. Reddy's Research Foundation | Novel tricyclic compounds and their use in medicine; process for their preparation and pharmaceutical compositions containing them |
| US6440961B1 (en) | 1997-10-27 | 2002-08-27 | Dr. Reddy's Research Foundation | Tricyclic compounds and their use in medicine: process for their preparation and pharmaceutical compositions containing them |
| PL342447A1 (en) | 1997-10-27 | 2001-06-04 | Agouron Pharma | Substituted 4-amino thiazol-2-yl compounds as inhibitors of cyclin-dependent kinases |
| EP0971917B1 (en) | 1997-12-02 | 2002-02-06 | Dr. Reddy's Research Foundation | Thiazolidinedione and oxazolidinedione derivatives having antidiabetic, hypolipidaemic and antihypertensive properties |
| JPH11199573A (ja) | 1998-01-07 | 1999-07-27 | Yamanouchi Pharmaceut Co Ltd | 5ht3受容体作動薬及び新規ベンゾチアゾール誘導体 |
| US6353018B1 (en) | 1998-10-21 | 2002-03-05 | Novo Nordisk A/S | Compounds, their preparation and use |
| JP2002527507A (ja) | 1998-10-21 | 2002-08-27 | ノボ ノルディスク アクティーゼルスカブ | 新規化合物類、それらの調製及び使用 |
| WO2000023451A1 (en) | 1998-10-21 | 2000-04-27 | Novo Nordisk A/S | New compounds, their preparation and use |
| EP1123292A1 (en) | 1998-10-21 | 2001-08-16 | Novo Nordisk A/S | New compounds, their preparation and use |
| EP1123269A1 (en) | 1998-10-21 | 2001-08-16 | Novo Nordisk A/S | New compounds, their preparation and use |
| JP2002527502A (ja) | 1998-10-21 | 2002-08-27 | ノボ ノルディスク アクティーゼルスカブ | 新規化合物、それらの調製及び使用 |
| WO2000029409A1 (de) | 1998-11-17 | 2000-05-25 | Bayer Aktiengesellschaft | Neue heterocyclyl-substituierte oxazolidon-derivate |
| CZ20011831A3 (cs) | 1998-12-18 | 2001-10-17 | Novo Nordisk A/S | Kondenzované 1,2,4-thiadiazinové deriváty, jejich příprava a pouľití |
| WO2000041121A1 (en) | 1999-01-07 | 2000-07-13 | Ccrewards.Com | Method and arrangement for issuance and management of digital coupons and sales offers |
| WO2000042026A1 (en) | 1999-01-15 | 2000-07-20 | Novo Nordisk A/S | Non-peptide glp-1 agonists |
| WO2000063189A1 (en) | 1999-04-16 | 2000-10-26 | Novo Nordisk A/S | Crystalline r- guanidines, arginine or (l) -arginine (2s) -2- ethoxy -3-{4- [2-(10h -phenoxazin -10-yl)ethoxy]phenyl}propanoate |
| PL351492A1 (en) | 1999-04-16 | 2003-04-22 | Reddys Lab Ltd Dr | Novel polymorphic forms of an antidiabetic agent: process for their preparation and pharmaceutical compositions containing them |
| WO2000063191A1 (en) | 1999-04-16 | 2000-10-26 | Dr. Reddy's Research Foundation | Novel polymorphic forms of an antidiabetic agent: process for their preparation and a pharmaceutical composition containing them |
| EP1171414A1 (en) | 1999-04-20 | 2002-01-16 | Novo Nordisk A/S | Compounds, their preparation and use |
| AU3958200A (en) | 1999-04-20 | 2000-11-02 | Novo Nordisk A/S | New compounds, their preparation and use |
| EP1171438A1 (en) | 1999-04-20 | 2002-01-16 | Novo Nordisk A/S | Compounds, their preparation and use |
| WO2000063190A1 (en) | 1999-04-20 | 2000-10-26 | Novo Nordisk A/S | New compounds, their preparation and use |
| GB0003254D0 (en) | 2000-02-11 | 2000-04-05 | Darwin Discovery Ltd | Heterocyclic compounds and their therapeutic use |
| AU2001251083A1 (en) | 2000-03-31 | 2001-10-15 | Ortho-Mcneil Pharmaceutical, Inc. | Method for using 2-aryloxyalkylaminobenzoxazoles and 2-aryloxyalkylaminobenzothiazoles as h3 antagonists |
| AU2001247906A1 (en) | 2000-03-31 | 2001-10-15 | Ortho-Mcneil Pharmaceutical, Inc. | Phenyl-substituted indoles and indazoles |
| JP4101053B2 (ja) | 2000-08-10 | 2008-06-11 | 田辺三菱製薬株式会社 | プロリン誘導体及びその医薬用途 |
| US20030073672A1 (en) | 2001-09-05 | 2003-04-17 | Breitenbucher J. Guy | Method for treating allergies using substituted pyrazoles |
| US7576084B2 (en) | 2001-10-12 | 2009-08-18 | Choongwae Pharma Corporation | Reverse-turn mimetics and method relating thereto |
| EP1474401A2 (en) * | 2002-02-05 | 2004-11-10 | Novo Nordisk A/S | Novel aryl- and heteroarylpiperazines |
| US7449464B2 (en) * | 2003-03-12 | 2008-11-11 | Kudos Pharmaceuticals Limited | Phthalazinone derivatives |
| WO2004101559A1 (en) * | 2003-05-07 | 2004-11-25 | Abbott Laboratories | Fused bicyclic-substituted amines as histamine-3 receptor ligands |
| TW200538433A (en) | 2004-02-24 | 2005-12-01 | Irm Llc | Immunosuppressant compounds and compositiions |
| CN101312968A (zh) | 2005-09-23 | 2008-11-26 | 记忆药物公司 | 吲唑、苯并噻唑、苯并异噻唑、苯并异噁唑、吡唑并吡啶、异噻唑并吡啶及其制备和用途 |
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Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2825407A1 (de) * | 1977-06-10 | 1978-12-14 | Science Union & Cie | Piperazindithiocarbonsaeurederivate, verfahren zu ihrer herstellung und sie enthaltende arzneimittel |
| US6130217A (en) * | 1995-09-20 | 2000-10-10 | Pfizer Inc | Compounds enhancing antitumor activity of other cytotoxic agents |
| CN1333771A (zh) * | 1998-11-20 | 2002-01-30 | 明治制果株式会社 | 苯并噁唑衍生物及含有该衍生物作为有效成份的药物 |
Non-Patent Citations (5)
| Title |
|---|
| JP特开平11-199573A 1999.07.27 |
| JP特开平4-316565A 1992.11.06 |
| Megumi Yamada, et al..A New 5-HT3 Receptor Ligand. II. Structure-Activity Analysis of 5-HT3 Receptor Agonist Action in the Gut.《Chem. Pharm. Bull. 》.1998,第46卷(第3期),445-451. * |
| Satoshi Yoshida,et al..Orally Active Benzoxazole Derivative as 5-HT3 Receptor Partial Agonist for Treatment of Diarrhea-Predominant Irritable Bowel Syndrome.《J. Med. Chem.》.2005,第48卷7075-7079. * |
| Yasuo Sato, et al..Benzoxazole Derivatives as Novel 5-HT3 Receptor Partial in the Gut.《J. Med. Chem. 》.1998,第41卷3015-3021. * |
Also Published As
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|---|---|
| AU2007229492A1 (en) | 2007-10-04 |
| WO2007110364A1 (en) | 2007-10-04 |
| JP2009531376A (ja) | 2009-09-03 |
| CA2645581A1 (en) | 2007-10-04 |
| EP1999120A1 (en) | 2008-12-10 |
| AU2007229492B2 (en) | 2011-11-03 |
| ZA200806985B (en) | 2010-12-29 |
| EP1999120B1 (en) | 2012-06-27 |
| EA015569B1 (ru) | 2011-10-31 |
| MX2008011123A (es) | 2008-09-30 |
| NZ570524A (en) | 2011-08-26 |
| KR20080104042A (ko) | 2008-11-28 |
| US8772285B2 (en) | 2014-07-08 |
| HK1129102A1 (en) | 2009-11-20 |
| KR101280333B1 (ko) | 2013-07-02 |
| CN101410385A (zh) | 2009-04-15 |
| US20100298316A1 (en) | 2010-11-25 |
| US20130079340A1 (en) | 2013-03-28 |
| US8394842B2 (en) | 2013-03-12 |
| SG170785A1 (en) | 2011-05-30 |
| IL193441A0 (en) | 2009-05-04 |
| EA200870376A1 (ru) | 2009-04-28 |
| ES2388681T3 (es) | 2012-10-17 |
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