TW200413401A - Pyrazole derivative, medicinal composition containing the same, medicinal use thereof, and intermediate for production thereof - Google Patents
Pyrazole derivative, medicinal composition containing the same, medicinal use thereof, and intermediate for production thereof Download PDFInfo
- Publication number
- TW200413401A TW200413401A TW092121803A TW92121803A TW200413401A TW 200413401 A TW200413401 A TW 200413401A TW 092121803 A TW092121803 A TW 092121803A TW 92121803 A TW92121803 A TW 92121803A TW 200413401 A TW200413401 A TW 200413401A
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- Taiwan
- Prior art keywords
- group
- alkyl
- fluorenyl
- isopropyl
- methyl
- Prior art date
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- 150000003217 pyrazoles Chemical class 0.000 title claims abstract description 7
- 238000004519 manufacturing process Methods 0.000 title claims description 11
- 239000000203 mixture Substances 0.000 title description 30
- 239000003814 drug Substances 0.000 claims abstract description 81
- 150000003839 salts Chemical class 0.000 claims abstract description 62
- 206010012601 diabetes mellitus Diseases 0.000 claims abstract description 38
- 125000005843 halogen group Chemical group 0.000 claims abstract description 36
- 229940002612 prodrug Drugs 0.000 claims abstract description 23
- 239000000651 prodrug Substances 0.000 claims abstract description 23
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 21
- 201000010099 disease Diseases 0.000 claims abstract description 16
- 201000001421 hyperglycemia Diseases 0.000 claims abstract description 15
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- 235000020824 obesity Nutrition 0.000 claims abstract description 14
- 229940124597 therapeutic agent Drugs 0.000 claims abstract description 10
- 229910052760 oxygen Inorganic materials 0.000 claims abstract description 9
- 230000003449 preventive effect Effects 0.000 claims abstract description 8
- 125000000217 alkyl group Chemical group 0.000 claims description 236
- 150000001875 compounds Chemical class 0.000 claims description 211
- -1 sulfo Fluorenyl Chemical group 0.000 claims description 172
- 239000013589 supplement Substances 0.000 claims description 161
- 125000003983 fluorenyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 claims description 158
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 155
- 239000003112 inhibitor Substances 0.000 claims description 131
- 125000001424 substituent group Chemical group 0.000 claims description 110
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 94
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 83
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 82
- 125000003277 amino group Chemical group 0.000 claims description 81
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- 125000004122 cyclic group Chemical group 0.000 claims description 25
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- WUBVEMGCQRSBBT-UHFFFAOYSA-N tert-butyl 4-(trifluoromethylsulfonyloxy)-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCC(OS(=O)(=O)C(F)(F)F)=CC1 WUBVEMGCQRSBBT-UHFFFAOYSA-N 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 150000005190 tetranitrobenzenes Chemical class 0.000 description 1
- VSAISIQCTGDGPU-UHFFFAOYSA-N tetraphosphorus hexaoxide Chemical compound O1P(O2)OP3OP1OP2O3 VSAISIQCTGDGPU-UHFFFAOYSA-N 0.000 description 1
- 229950000584 tezosentan Drugs 0.000 description 1
- 229940126585 therapeutic drug Drugs 0.000 description 1
- XDLNRRRJZOJTRW-UHFFFAOYSA-N thiohypochlorous acid Chemical compound ClS XDLNRRRJZOJTRW-UHFFFAOYSA-N 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- BRNULMACUQOKMR-UHFFFAOYSA-N thiomorpholine Chemical compound C1CSCCN1 BRNULMACUQOKMR-UHFFFAOYSA-N 0.000 description 1
- 108090000721 thyroid hormone receptors Proteins 0.000 description 1
- 102000004217 thyroid hormone receptors Human genes 0.000 description 1
- MTKNGOHFNXIVOS-UHFFFAOYSA-N ticlopidine hydrochloride Chemical compound [H+].[Cl-].ClC1=CC=CC=C1CN1CC(C=CS2)=C2CC1 MTKNGOHFNXIVOS-UHFFFAOYSA-N 0.000 description 1
- 229960002961 ticlopidine hydrochloride Drugs 0.000 description 1
- 229950008411 tilisolol Drugs 0.000 description 1
- 229960005221 timolol maleate Drugs 0.000 description 1
- RBKASMJPSJDQKY-RBFSKHHSSA-N tirilazad Chemical compound O=C([C@@H]1[C@@]2(C)CC=C3[C@@]4(C)C=CC(=O)C=C4CC[C@H]3[C@@H]2C[C@H]1C)CN(CC1)CCN1C(N=1)=CC(N2CCCC2)=NC=1N1CCCC1 RBKASMJPSJDQKY-RBFSKHHSSA-N 0.000 description 1
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- 229950001089 todralazine Drugs 0.000 description 1
- 229960005371 tolbutamide Drugs 0.000 description 1
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- LUBHDINQXIHVLS-UHFFFAOYSA-N tolrestat Chemical compound OC(=O)CN(C)C(=S)C1=CC=CC2=C(C(F)(F)F)C(OC)=CC=C21 LUBHDINQXIHVLS-UHFFFAOYSA-N 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
- 229960004394 topiramate Drugs 0.000 description 1
- 229960005461 torasemide Drugs 0.000 description 1
- 229960002051 trandolapril Drugs 0.000 description 1
- 125000005951 trifluoromethanesulfonyloxy group Chemical group 0.000 description 1
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
- 125000000025 triisopropylsilyl group Chemical group C(C)(C)[Si](C(C)C)(C(C)C)* 0.000 description 1
- 125000005580 triphenylene group Chemical group 0.000 description 1
- 229910052722 tritium Inorganic materials 0.000 description 1
- 210000005239 tubule Anatomy 0.000 description 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 description 1
- 229960003732 tyramine Drugs 0.000 description 1
- DZGWFCGJZKJUFP-UHFFFAOYSA-N tyramine Chemical compound NCCC1=CC=C(O)C=C1 DZGWFCGJZKJUFP-UHFFFAOYSA-N 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 231100000397 ulcer Toxicity 0.000 description 1
- 229960001130 urapidil Drugs 0.000 description 1
- 239000000777 urocortin Substances 0.000 description 1
- 238000009834 vaporization Methods 0.000 description 1
- 230000008016 vaporization Effects 0.000 description 1
- 230000002792 vascular Effects 0.000 description 1
- 230000024883 vasodilation Effects 0.000 description 1
- 229950005709 vatanidipine Drugs 0.000 description 1
- 239000010455 vermiculite Substances 0.000 description 1
- 235000019354 vermiculite Nutrition 0.000 description 1
- 229910052902 vermiculite Inorganic materials 0.000 description 1
- 230000001755 vocal effect Effects 0.000 description 1
- 229960001729 voglibose Drugs 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- SXONDGSPUVNZLO-UHFFFAOYSA-N zenarestat Chemical compound O=C1N(CC(=O)O)C2=CC(Cl)=CC=C2C(=O)N1CC1=CC=C(Br)C=C1F SXONDGSPUVNZLO-UHFFFAOYSA-N 0.000 description 1
- 229950006343 zenarestat Drugs 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H17/00—Compounds containing heterocyclic radicals directly attached to hetero atoms of saccharide radicals
- C07H17/02—Heterocyclic radicals containing only nitrogen as ring hetero atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/04—Anorexiants; Antiobesity agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P3/00—Drugs for disorders of the metabolism
- A61P3/06—Antihyperlipidemics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Diabetes (AREA)
- Cardiology (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Biochemistry (AREA)
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- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Heart & Thoracic Surgery (AREA)
- Urology & Nephrology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Emergency Medicine (AREA)
- Endocrinology (AREA)
- Pain & Pain Management (AREA)
- Rheumatology (AREA)
- Physical Education & Sports Medicine (AREA)
- Biomedical Technology (AREA)
- Child & Adolescent Psychology (AREA)
- Vascular Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP2002232074 | 2002-08-08 | ||
| JP2002321729 | 2002-11-05 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200413401A true TW200413401A (en) | 2004-08-01 |
| TWI341843B TWI341843B (https=) | 2011-05-11 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW092121803A TW200413401A (en) | 2002-08-08 | 2003-08-08 | Pyrazole derivative, medicinal composition containing the same, medicinal use thereof, and intermediate for production thereof |
Country Status (18)
| Country | Link |
|---|---|
| US (2) | US7375087B2 (https=) |
| EP (1) | EP1544208B1 (https=) |
| JP (1) | JP4540475B2 (https=) |
| KR (1) | KR100985502B1 (https=) |
| AT (1) | ATE469161T1 (https=) |
| AU (1) | AU2003254847B2 (https=) |
| BR (1) | BRPI0313290B1 (https=) |
| CA (1) | CA2494179C (https=) |
| DE (1) | DE60332743D1 (https=) |
| ES (1) | ES2345250T3 (https=) |
| IL (1) | IL166748A0 (https=) |
| MX (1) | MXPA05001549A (https=) |
| NO (1) | NO330456B1 (https=) |
| NZ (1) | NZ538117A (https=) |
| PL (1) | PL213095B1 (https=) |
| RU (1) | RU2356906C2 (https=) |
| TW (1) | TW200413401A (https=) |
| WO (1) | WO2004014932A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI655198B (zh) * | 2013-11-08 | 2019-04-01 | 美國禮來大藥廠 | 作為ＳＧＬＴ１抑制劑之４－｛４－［（１Ｅ）－４－（２，９－二氮螺［５.５］十一－２－基）丁－１－烯－１－基）－２－甲基苄基｝－５－（丙－２－基）－１Ｈ－吡唑－３－基β－D－葡萄哌喃糖苷乙酸鹽或其水合物 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2000025598A1 (en) | 1998-11-03 | 2000-05-11 | Dandy A/S | Sucrose fatty acid esters for use as increased release of active ingredients |
| PL213095B1 (pl) * | 2002-08-08 | 2013-01-31 | Kissei Pharmaceutical | Pochodna pirazolu, kompozycja farmaceutyczna, srodek do leczenia lub hamowania choroby i zastosowanie pochodnej pirazolu |
| JP2004137245A (ja) * | 2002-08-23 | 2004-05-13 | Kissei Pharmaceut Co Ltd | ピラゾール誘導体、それを含有する医薬組成物、その医薬用途及びその製造中間体 |
| JP4606876B2 (ja) * | 2002-08-27 | 2011-01-05 | キッセイ薬品工業株式会社 | ピラゾール誘導体、それを含有する医薬組成物及びその医薬用途 |
| KR20050089156A (ko) * | 2002-12-04 | 2005-09-07 | 깃세이 야쿠힌 고교 가부시키가이샤 | 고혈당증에 기인하는 질환의 예방 또는 치료제 |
| AU2003289440A1 (en) * | 2002-12-25 | 2004-07-22 | Kissei Pharmaceutical Co., Ltd. | Nitrogen-containing heterocycic derivatives, medicinal compositions containing the same and medicinal use thereof |
| US7803838B2 (en) | 2004-06-04 | 2010-09-28 | Forest Laboratories Holdings Limited | Compositions comprising nebivolol |
| US7838552B2 (en) | 2004-06-04 | 2010-11-23 | Forest Laboratories Holdings Limited | Compositions comprising nebivolol |
| DE102004028241B4 (de) * | 2004-06-11 | 2007-09-13 | Sanofi-Aventis Deutschland Gmbh | Neue Fluorglykosidderivate von Pyrazolen, diese Verbindungen enthaltende Arzneimittel und Herstellung dieser Arzneimittel |
| EP1813611B1 (en) * | 2004-11-18 | 2014-10-01 | Kissei Pharmaceutical Co., Ltd. | 1-substituted-3- beta-d-glycopyranosylated nitrogenous hetero- cyclic compounds and medicines containing the same |
| FR2878523B1 (fr) * | 2004-11-30 | 2007-09-14 | Oreal | Nouveaux derives sulfamides et leur utilisation cosmetique |
| US7887824B2 (en) | 2004-11-30 | 2011-02-15 | L'oreal | Sulfamide derivatives and cosmetic use thereof |
| US7772191B2 (en) | 2005-05-10 | 2010-08-10 | Boehringer Ingelheim International Gmbh | Processes for preparing of glucopyranosyl-substituted benzyl-benzene derivatives and intermediates therein |
| JP4888840B2 (ja) * | 2005-07-22 | 2012-02-29 | 味の素株式会社 | ピラゾール−ｏ−グリコシド誘導体の調製方法及び前記方法の新規中間体 |
| KR100982088B1 (ko) * | 2005-08-31 | 2010-09-13 | 에프. 호프만-라 로슈 아게 | 11베타-ｈｓｄ1 억제제로서의 피라졸론 유도체 |
| UY30082A1 (es) | 2006-01-11 | 2007-08-31 | Boehringer Ingelheim Int | Forma cristalina de 1-(1-metiletil)-4`-((2-fluoro-4-metoxifenil)metil)-5`- metil-1h-pirazol-3`-o-b-d-glucopiranosido, un metodo para su preparacion y el uso de la misma para preparar medicamentos |
| JP2009167103A (ja) * | 2006-05-02 | 2009-07-30 | Taisho Pharmaceutical Co Ltd | ピラゾリル５−チオグリコシド化合物 |
| PE20080697A1 (es) * | 2006-05-03 | 2008-08-05 | Boehringer Ingelheim Int | Derivados de benzonitrilo sustituidos con glucopiranosilo, composiciones farmaceuticas que contienen compuestos de este tipo, su uso y procedimiento para su fabricacion |
| PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
| TW200812995A (en) | 2006-05-19 | 2008-03-16 | Taisho Pharmaceutical Co Ltd | C-phenyl glycitol compound |
| JP5230613B2 (ja) | 2006-05-23 | 2013-07-10 | テラコス・インコーポレイテッド | グルコース輸送体阻害剤およびその使用方法 |
| RU2434862C2 (ru) | 2006-06-29 | 2011-11-27 | Тайсо Фармасьютикал Ко., Лтд. | С-фенил-1-тиоглюцитолы |
| AU2007332476A1 (en) | 2006-12-14 | 2008-06-19 | Taisho Pharmaceutical Co., Ltd. | 1-phenyl 1-thio-D-glucitol derivative |
| BRPI0809607A2 (pt) * | 2007-04-02 | 2014-09-30 | Theracos Inc | Composto, composição farmacêutica, combinação farmacêutica, e, método para tratar uma doença |
| RU2355396C2 (ru) * | 2007-07-09 | 2009-05-20 | Государственное учреждение Научно-исследовательский институт акушерства, гинекологии и перинатологии Томского научного центра Сибирского отделения Российской академии медицинских наук (ГУ НИИ АГиП ТНЦ СО РАМН) | Средство и способ профилактики гемореологических нарушений у беременных со стертыми формами гиперандрогении и фето-плацентарной недостаточностью |
| PE20090938A1 (es) * | 2007-08-16 | 2009-08-08 | Boehringer Ingelheim Int | Composicion farmaceutica que comprende un derivado de benceno sustituido con glucopiranosilo |
| MX2010002027A (es) | 2007-08-23 | 2010-03-15 | Theracos Inc | Derivados de bencilbenceno y metodos de uso. |
| UA101004C2 (en) | 2007-12-13 | 2013-02-25 | Теракос, Инк. | Derivatives of benzylphenylcyclohexane and use thereof |
| EP2228378B1 (en) * | 2007-12-27 | 2015-09-09 | Kissei Pharmaceutical Co., Ltd. | Monosebacate of pyrazole derivative |
| MX2011001855A (es) * | 2008-08-22 | 2011-03-24 | Theracos Inc | Procesos para la preparacion de inhibidores de sglt2. |
| MY155418A (en) * | 2008-08-28 | 2015-10-15 | Pfizer | Dioxa-bicyclo[3.2.1]octane-2,3,4-triol derivatives |
| BRPI1008560B1 (pt) | 2009-02-13 | 2021-08-31 | Boehringer Ingelheim International Gmbh | Composição farmacêutica compreendendo um inibidor de sglt2, um inibidor de dpp-iv e opcionalmente um outro agente antidiabético e usos dos mesmos |
| AP2011005795A0 (en) | 2009-02-13 | 2011-08-31 | Boehringer Ingelheim Int | SGLT-2 inhibitor for treating type 1 diabetes mellitus, type 2 diabetes mellitus, impaired glucose tolerance or hyperglycemia. |
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| AU2010295722B2 (en) * | 2009-09-15 | 2015-04-16 | Janssen Pharmaceutica, N.V. | Use of alpha-methylglucoside (AMG) as an indicator for glucose absorption and excretion |
| JP5758900B2 (ja) | 2009-09-30 | 2015-08-05 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | グルコピラノシル置換ベンジルベンゼン誘導体の調製方法 |
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| EA021983B1 (ru) | 2009-11-02 | 2015-10-30 | Пфайзер Инк. | Производные диоксабицикло[3.2.1]октан-2,3,4-триола |
| WO2011107494A1 (de) | 2010-03-03 | 2011-09-09 | Sanofi | Neue aromatische glykosidderivate, diese verbindungen enthaltende arzneimittel und deren verwendung |
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| DE2319280A1 (de) * | 1973-04-17 | 1974-11-07 | Bayer Ag | 1-substituierte pyrazolone-(5), verfahren zu ihrer herstellung sowie ihre verwendung als arzneimittel |
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| ATE455785T1 (de) * | 2000-11-02 | 2010-02-15 | Ajinomoto Kk | Neue pyrazolderivate und diese enthaltende mittel gegen diabetes |
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2003
- 2003-08-07 PL PL375473A patent/PL213095B1/pl unknown
- 2003-08-07 WO PCT/JP2003/010048 patent/WO2004014932A1/ja not_active Ceased
- 2003-08-07 RU RU2005106259/04A patent/RU2356906C2/ru not_active IP Right Cessation
- 2003-08-07 MX MXPA05001549A patent/MXPA05001549A/es active IP Right Grant
- 2003-08-07 NZ NZ538117A patent/NZ538117A/en not_active IP Right Cessation
- 2003-08-07 BR BRPI0313290A patent/BRPI0313290B1/pt not_active IP Right Cessation
- 2003-08-07 ES ES03784564T patent/ES2345250T3/es not_active Expired - Lifetime
- 2003-08-07 AT AT03784564T patent/ATE469161T1/de not_active IP Right Cessation
- 2003-08-07 KR KR1020057002286A patent/KR100985502B1/ko not_active Expired - Fee Related
- 2003-08-07 DE DE60332743T patent/DE60332743D1/de not_active Expired - Lifetime
- 2003-08-07 CA CA2494179A patent/CA2494179C/en not_active Expired - Fee Related
- 2003-08-07 AU AU2003254847A patent/AU2003254847B2/en not_active Ceased
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- 2003-08-07 JP JP2004527355A patent/JP4540475B2/ja not_active Expired - Fee Related
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- 2003-08-08 TW TW092121803A patent/TW200413401A/zh not_active IP Right Cessation
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- 2005-02-08 IL IL16674805A patent/IL166748A0/xx active IP Right Grant
- 2005-03-08 NO NO20051209A patent/NO330456B1/no not_active IP Right Cessation
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| TWI655198B (zh) * | 2013-11-08 | 2019-04-01 | 美國禮來大藥廠 | 作為ＳＧＬＴ１抑制劑之４－｛４－［（１Ｅ）－４－（２，９－二氮螺［５.５］十一－２－基）丁－１－烯－１－基）－２－甲基苄基｝－５－（丙－２－基）－１Ｈ－吡唑－３－基β－D－葡萄哌喃糖苷乙酸鹽或其水合物 |
Also Published As
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|---|---|
| BRPI0313290B1 (pt) | 2016-12-06 |
| MXPA05001549A (es) | 2005-05-05 |
| AU2003254847B2 (en) | 2009-06-04 |
| JPWO2004014932A1 (ja) | 2005-12-02 |
| US7655632B2 (en) | 2010-02-02 |
| EP1544208A4 (en) | 2007-05-02 |
| WO2004014932A1 (ja) | 2004-02-19 |
| HK1082743A1 (zh) | 2006-06-16 |
| RU2356906C2 (ru) | 2009-05-27 |
| NO20051209L (no) | 2005-04-15 |
| PL375473A1 (en) | 2005-11-28 |
| BR0313290A (pt) | 2005-07-05 |
| ATE469161T1 (de) | 2010-06-15 |
| US20080312153A1 (en) | 2008-12-18 |
| NZ538117A (en) | 2007-01-26 |
| IL166748A0 (en) | 2006-01-15 |
| DE60332743D1 (de) | 2010-07-08 |
| EP1544208A1 (en) | 2005-06-22 |
| PL213095B1 (pl) | 2013-01-31 |
| ES2345250T3 (es) | 2010-09-20 |
| US7375087B2 (en) | 2008-05-20 |
| NO330456B1 (no) | 2011-04-18 |
| CA2494179A1 (en) | 2004-02-19 |
| EP1544208B1 (en) | 2010-05-26 |
| RU2005106259A (ru) | 2005-08-27 |
| KR100985502B1 (ko) | 2010-10-05 |
| US20060166899A1 (en) | 2006-07-27 |
| KR20050059067A (ko) | 2005-06-17 |
| AU2003254847A1 (en) | 2004-02-25 |
| CA2494179C (en) | 2012-04-24 |
| TWI341843B (https=) | 2011-05-11 |
| JP4540475B2 (ja) | 2010-09-08 |
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