UA71994C2 - Glucopyranosyloxypyrazole derivatives, a pharmaceutical composition containing these derivatives and intermediate compounds for the preparation thereof - Google Patents
Glucopyranosyloxypyrazole derivatives, a pharmaceutical composition containing these derivatives and intermediate compounds for the preparation thereof Download PDFInfo
- Publication number
- UA71994C2 UA71994C2 UA2002032522A UA2002032522A UA71994C2 UA 71994 C2 UA71994 C2 UA 71994C2 UA 2002032522 A UA2002032522 A UA 2002032522A UA 2002032522 A UA2002032522 A UA 2002032522A UA 71994 C2 UA71994 C2 UA 71994C2
- Authority
- UA
- Ukraine
- Prior art keywords
- methyl
- glucopyranosyloxy
- pyrazole
- acetyl
- tetra
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title description 113
- 239000008194 pharmaceutical composition Substances 0.000 title description 5
- 238000002360 preparation method Methods 0.000 title description 4
- 125000000217 alkyl group Chemical group 0.000 abstract description 34
- 150000003839 salts Chemical class 0.000 abstract description 19
- 125000005843 halogen group Chemical group 0.000 abstract description 8
- 230000002401 inhibitory effect Effects 0.000 abstract description 8
- 125000003545 alkoxy group Chemical group 0.000 abstract description 7
- 125000004414 alkyl thio group Chemical group 0.000 abstract description 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract description 7
- 206010012601 diabetes mellitus Diseases 0.000 abstract description 6
- 230000000694 effects Effects 0.000 abstract description 6
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- 102000052543 human SLC5A2 Human genes 0.000 abstract 1
- 229910052739 hydrogen Inorganic materials 0.000 abstract 1
- 239000001257 hydrogen Substances 0.000 abstract 1
- 230000003449 preventive effect Effects 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 108
- 238000005481 NMR spectroscopy Methods 0.000 description 71
- 238000000034 method Methods 0.000 description 63
- -1 methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy, tert-butoxy, pentyloxy, isopentyloxy, neopentyloxy, tertpentyloxy group Chemical group 0.000 description 35
- 239000002904 solvent Substances 0.000 description 33
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- 239000004220 glutamic acid Substances 0.000 description 1
- HHLFWLYXYJOTON-UHFFFAOYSA-N glyoxylic acid Chemical compound OC(=O)C=O HHLFWLYXYJOTON-UHFFFAOYSA-N 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
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- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
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- 230000002218 hypoglycaemic effect Effects 0.000 description 1
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- 150000007529 inorganic bases Chemical class 0.000 description 1
- 229910052500 inorganic mineral Inorganic materials 0.000 description 1
- 238000011835 investigation Methods 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
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- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 description 1
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- 125000005905 mesyloxy group Chemical group 0.000 description 1
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- 235000010755 mineral Nutrition 0.000 description 1
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- 230000001333 moisturizer Effects 0.000 description 1
- 239000002808 molecular sieve Substances 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
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- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 description 1
- FVEINXLJOJPHLH-UHFFFAOYSA-N p-tert-Butylbenzyl alcohol Chemical compound CC(C)(C)C1=CC=C(CO)C=C1 FVEINXLJOJPHLH-UHFFFAOYSA-N 0.000 description 1
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- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 239000002504 physiological saline solution Substances 0.000 description 1
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 description 1
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- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
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- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 239000012453 solvate Substances 0.000 description 1
- 238000000638 solvent extraction Methods 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
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- 229960002385 streptomycin sulfate Drugs 0.000 description 1
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- 208000024891 symptom Diseases 0.000 description 1
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- 235000020357 syrup Nutrition 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000005424 tosyloxy group Chemical group S(=O)(=O)(C1=CC=C(C)C=C1)O* 0.000 description 1
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- 239000004474 valine Substances 0.000 description 1
- 125000002987 valine group Chemical group [H]N([H])C([H])(C(*)=O)C([H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
- C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
- C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D231/14—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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 to ring carbon atoms
- C07D231/18—One oxygen or sulfur atom
- C07D231/20—One oxygen atom attached in position 3 or 5
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/7042—Compounds having saccharide radicals and heterocyclic rings
- A61K31/7052—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides
- A61K31/7056—Compounds having saccharide radicals and heterocyclic rings having nitrogen as a ring hetero atom, e.g. nucleosides, nucleotides containing five-membered rings with nitrogen as a ring hetero atom
-
- 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
- A61P3/08—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
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Diabetes (AREA)
- Public Health (AREA)
- Molecular Biology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Hematology (AREA)
- Biotechnology (AREA)
- Obesity (AREA)
- Biochemistry (AREA)
- Genetics & Genomics (AREA)
- Endocrinology (AREA)
- Child & Adolescent Psychology (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24680099 | 1999-08-31 | ||
| PCT/JP2000/005678 WO2001016147A1 (fr) | 1999-08-31 | 2000-08-24 | Derives de glucopyranosyloxypyrazole, compositions medicinales renfermant lesdits derives et produits intermediaires obtenus au cours de leur production |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| UA71994C2 true UA71994C2 (en) | 2005-01-17 |
Family
ID=17153879
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| UA2002032522A UA71994C2 (en) | 1999-08-31 | 2000-08-24 | Glucopyranosyloxypyrazole derivatives, a pharmaceutical composition containing these derivatives and intermediate compounds for the preparation thereof |
Country Status (28)
| Country | Link |
|---|---|
| US (4) | US6972283B2 (cs) |
| EP (1) | EP1213296B1 (cs) |
| JP (1) | JP3989730B2 (cs) |
| KR (1) | KR100591585B1 (cs) |
| CN (1) | CN1145635C (cs) |
| AT (1) | ATE264337T1 (cs) |
| AU (1) | AU782330B2 (cs) |
| BG (1) | BG65388B1 (cs) |
| BR (1) | BRPI0013667B8 (cs) |
| CA (1) | CA2382480C (cs) |
| CZ (1) | CZ303372B6 (cs) |
| DE (1) | DE60009929T2 (cs) |
| DK (1) | DK1213296T3 (cs) |
| ES (1) | ES2216937T3 (cs) |
| HU (1) | HU229581B1 (cs) |
| IL (2) | IL148384A0 (cs) |
| MX (1) | MXPA02002271A (cs) |
| NO (1) | NO322703B1 (cs) |
| NZ (1) | NZ517439A (cs) |
| PL (1) | PL203124B1 (cs) |
| PT (1) | PT1213296E (cs) |
| RU (1) | RU2232767C2 (cs) |
| SK (1) | SK286600B6 (cs) |
| TR (1) | TR200201082T2 (cs) |
| TW (1) | TW579378B (cs) |
| UA (1) | UA71994C2 (cs) |
| WO (1) | WO2001016147A1 (cs) |
| ZA (1) | ZA200201991B (cs) |
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| CN118615450A (zh) | 2020-02-17 | 2024-09-10 | 勃林格殷格翰动物保健有限公司 | Sglt-2抑制剂用于预防和/或治疗猫科动物的心脏疾病的用途 |
| JP2024527434A (ja) | 2021-07-28 | 2024-07-24 | ベーリンガー インゲルハイム フェトメディカ ゲーエムベーハー | ネコ科動物を除く非ヒト哺乳動物、特にイヌ科動物における心臓疾患の予防及び／又は治療のためのｓｇｌｔ－２阻害剤の使用 |
| EP4376819A1 (en) | 2021-07-28 | 2024-06-05 | Boehringer Ingelheim Vetmedica GmbH | Use of sglt-2 inhibitors for the prevention and/or treatment of hypertension in non-human mammals |
| WO2023006747A1 (en) | 2021-07-28 | 2023-02-02 | Boehringer Ingelheim Vetmedica Gmbh | Use of sglt-2 inhibitors for the prevention and/or treatment of renal diseases in non-human mammals |
| JP2025501336A (ja) | 2021-12-30 | 2025-01-17 | ニューアムステルダム ファーマ ベー．フェー． | オビセトラピブとｓｇｌｔ２阻害剤との組み合わせ |
| EP4531810A1 (en) | 2022-05-25 | 2025-04-09 | Boehringer Ingelheim Vetmedica GmbH | Aqueous pharmaceutical compositions comprising sglt-2 inhibitors |
| AR132054A1 (es) | 2023-03-06 | 2025-05-21 | Boehringer Ingelheim Vetmedica Gmbh | Sistemas y métodos para la administración de composiciones farmacéuticas líquidas, en particular que comprenden uno o más inhibidores de sglt-2 |
| TW202446389A (zh) | 2023-04-24 | 2024-12-01 | 荷蘭商新阿姆斯特丹製藥公司 | 非晶形奧比特拉(obicetrapib)與sglt2抑制劑之組合 |
| US20240390317A1 (en) | 2023-05-24 | 2024-11-28 | Boehringer Ingelheim Vetmedica Gmbh | Combination treatment and/or prevention of cardiac diseases in non-human mammals comprising one or more sglt-2 inhibitors and pimobendan and/or telmisartan |
| TW202508455A (zh) | 2023-05-24 | 2025-03-01 | 德商百靈佳殷格翰維美迪加股份有限公司 | 包含一或多種sglt-2抑制劑及替米沙坦(telmisartan)之非人類哺乳動物之腎臟疾病及/或高血壓之組合治療及/或預防 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5274111A (en) * | 1992-04-07 | 1993-12-28 | American Home Products Corporation | Trifluoromethyl substituted 1H-pyrazoles and derivatives thereof |
| US5264451A (en) * | 1992-04-07 | 1993-11-23 | American Home Products Corporation | Process for treating hyperglycemia using trifluoromethyl substituted 3H-pyrazol-3-ones |
| EP2163555A1 (en) | 2000-11-02 | 2010-03-17 | Ajinomoto Co., Inc. | New pyrazole derivatives and diabetic medicine containing them |
| EP1432720A1 (en) | 2001-09-05 | 2004-06-30 | Bristol-Myers Squibb Company | O-pyrazole glucoside sglt2 inhibitors and method of use |
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2000
- 2000-08-24 DK DK00954963T patent/DK1213296T3/da active
- 2000-08-24 PT PT00954963T patent/PT1213296E/pt unknown
- 2000-08-24 JP JP2001519711A patent/JP3989730B2/ja not_active Expired - Fee Related
- 2000-08-24 CZ CZ20020665A patent/CZ303372B6/cs not_active IP Right Cessation
- 2000-08-24 RU RU2002107975/04A patent/RU2232767C2/ru active
- 2000-08-24 SK SK287-2002A patent/SK286600B6/sk not_active IP Right Cessation
- 2000-08-24 CA CA002382480A patent/CA2382480C/en not_active Expired - Lifetime
- 2000-08-24 PL PL364800A patent/PL203124B1/pl unknown
- 2000-08-24 MX MXPA02002271A patent/MXPA02002271A/es active IP Right Grant
- 2000-08-24 KR KR1020027002744A patent/KR100591585B1/ko not_active Expired - Lifetime
- 2000-08-24 DE DE60009929T patent/DE60009929T2/de not_active Expired - Lifetime
- 2000-08-24 WO PCT/JP2000/005678 patent/WO2001016147A1/ja active IP Right Grant
- 2000-08-24 NZ NZ517439A patent/NZ517439A/xx not_active IP Right Cessation
- 2000-08-24 EP EP00954963A patent/EP1213296B1/en not_active Expired - Lifetime
- 2000-08-24 BR BRPI0013667A patent/BRPI0013667B8/pt not_active IP Right Cessation
- 2000-08-24 CN CNB008137722A patent/CN1145635C/zh not_active Expired - Lifetime
- 2000-08-24 TR TR2002/01082T patent/TR200201082T2/xx unknown
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- 2000-08-24 UA UA2002032522A patent/UA71994C2/uk unknown
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- 2000-08-24 ES ES00954963T patent/ES2216937T3/es not_active Expired - Lifetime
- 2000-08-24 AU AU67275/00A patent/AU782330B2/en not_active Expired
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- 2000-08-31 TW TW089117757A patent/TW579378B/zh not_active IP Right Cessation
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2002
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- 2002-02-27 NO NO20020968A patent/NO322703B1/no not_active IP Right Cessation
- 2002-02-27 BG BG106451A patent/BG65388B1/bg unknown
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2004
- 2004-01-20 US US10/759,138 patent/US6972283B2/en not_active Expired - Lifetime
- 2004-11-03 US US10/979,154 patent/US20050137143A1/en not_active Abandoned
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2005
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