FI67217C - Foerfarande foer framstaellning av farmakologiskt vaerdefulla 1-brom-3-(4-hydroxibensoyl)-indolizinderivat - Google Patents
Foerfarande foer framstaellning av farmakologiskt vaerdefulla 1-brom-3-(4-hydroxibensoyl)-indolizinderivat Download PDFInfo
- Publication number
- FI67217C FI67217C FI802165A FI802165A FI67217C FI 67217 C FI67217 C FI 67217C FI 802165 A FI802165 A FI 802165A FI 802165 A FI802165 A FI 802165A FI 67217 C FI67217 C FI 67217C
- Authority
- FI
- Finland
- Prior art keywords
- bromo
- indolizine
- benzoyl
- hydroxy
- phenyl
- Prior art date
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- 230000000144 pharmacologic effect Effects 0.000 title description 6
- 150000001875 compounds Chemical class 0.000 claims description 63
- -1 3-chloro-4-methylphenyl Chemical group 0.000 claims description 60
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims description 27
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 25
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 19
- 229910052794 bromium Inorganic materials 0.000 claims description 19
- 238000000034 method Methods 0.000 claims description 15
- 239000000460 chlorine Substances 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 11
- 229910052801 chlorine Inorganic materials 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 8
- 238000002360 preparation method Methods 0.000 claims description 7
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- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims description 6
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims description 4
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- 125000001424 substituent group Chemical group 0.000 claims description 3
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 2
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- HCJKTVFUGDWCLN-UHFFFAOYSA-N (3-bromo-4-hydroxyphenyl)-(2-phenylindolizin-3-yl)methanone Chemical compound C1(=CC=CC=C1)C=1C=C2C=CC=CN2C1C(C1=CC(=C(C=C1)O)Br)=O HCJKTVFUGDWCLN-UHFFFAOYSA-N 0.000 claims 1
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- MGDAHPJXXPIXTR-UHFFFAOYSA-N (3-bromo-4-hydroxyphenyl)-[2-(4-fluorophenyl)indolizin-3-yl]methanone Chemical compound FC1=CC=C(C=C1)C=1C=C2C=CC=CN2C1C(C1=CC(=C(C=C1)O)Br)=O MGDAHPJXXPIXTR-UHFFFAOYSA-N 0.000 claims 1
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- IANQTJSKSUMEQM-UHFFFAOYSA-N 1-benzofuran Chemical group C1=CC=C2OC=CC2=C1 IANQTJSKSUMEQM-UHFFFAOYSA-N 0.000 description 1
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- UGQMRVRMYYASKQ-UHTZMRCNSA-N 9-[(2r,3s,4s,5r)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-3h-purin-6-one Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CNC2=O)=C2N=C1 UGQMRVRMYYASKQ-UHTZMRCNSA-N 0.000 description 1
- 229930024421 Adenine Natural products 0.000 description 1
- GFFGJBXGBJISGV-UHFFFAOYSA-N Adenine Chemical compound NC1=NC=NC2=C1N=CN2 GFFGJBXGBJISGV-UHFFFAOYSA-N 0.000 description 1
- 206010002383 Angina Pectoris Diseases 0.000 description 1
- UPQNQVZTPYHCBL-UHFFFAOYSA-N CCC1C(C2=CC=CC=C2N1Br)C(=O)C3=CC(=C(C=C3)O)Br Chemical compound CCC1C(C2=CC=CC=C2N1Br)C(=O)C3=CC(=C(C=C3)O)Br UPQNQVZTPYHCBL-UHFFFAOYSA-N 0.000 description 1
- 208000024172 Cardiovascular disease Diseases 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000699666 Mus <mouse, genus> Species 0.000 description 1
- 206010036030 Polyarthritis Diseases 0.000 description 1
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- 206010040943 Skin Ulcer Diseases 0.000 description 1
- 229920002472 Starch Polymers 0.000 description 1
- 241000700605 Viruses Species 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000009858 acid secretion Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000007059 acute toxicity Effects 0.000 description 1
- 231100000403 acute toxicity Toxicity 0.000 description 1
- 229960000643 adenine Drugs 0.000 description 1
- 235000010443 alginic acid Nutrition 0.000 description 1
- 239000000783 alginic acid Substances 0.000 description 1
- 229920000615 alginic acid Polymers 0.000 description 1
- 229960001126 alginic acid Drugs 0.000 description 1
- 150000004781 alginic acids Chemical class 0.000 description 1
- 230000003602 anti-herpes Effects 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000003443 antiviral agent Substances 0.000 description 1
- 206010003246 arthritis Diseases 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 230000001363 autoimmune Effects 0.000 description 1
- 201000004995 autoimmune glomerulonephritis Diseases 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- RFRXIWQYSOIBDI-UHFFFAOYSA-N benzarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC=C(O)C=C1 RFRXIWQYSOIBDI-UHFFFAOYSA-N 0.000 description 1
- CZCHIEJNWPNBDE-UHFFFAOYSA-N benziodarone Chemical compound CCC=1OC2=CC=CC=C2C=1C(=O)C1=CC(I)=C(O)C(I)=C1 CZCHIEJNWPNBDE-UHFFFAOYSA-N 0.000 description 1
- 230000036772 blood pressure Effects 0.000 description 1
- 230000031709 bromination Effects 0.000 description 1
- 238000005893 bromination reaction Methods 0.000 description 1
- 244000309466 calf Species 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 230000015556 catabolic process Effects 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- OFEZSBMBBKLLBJ-BAJZRUMYSA-N cordycepin Chemical compound C1=NC=2C(N)=NC=NC=2N1[C@@H]1O[C@H](CO)C[C@H]1O OFEZSBMBBKLLBJ-BAJZRUMYSA-N 0.000 description 1
- OFEZSBMBBKLLBJ-UHFFFAOYSA-N cordycepine Natural products C1=NC=2C(N)=NC=NC=2N1C1OC(CO)CC1O OFEZSBMBBKLLBJ-UHFFFAOYSA-N 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 230000034994 death Effects 0.000 description 1
- 231100000517 death Toxicity 0.000 description 1
- 238000006731 degradation reaction Methods 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- 230000004069 differentiation Effects 0.000 description 1
- 201000010099 disease Diseases 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000002900 effect on cell Effects 0.000 description 1
- 230000002255 enzymatic effect Effects 0.000 description 1
- 229940071106 ethylenediaminetetraacetate Drugs 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000007903 gelatin capsule Substances 0.000 description 1
- 230000002068 genetic effect Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 230000026030 halogenation Effects 0.000 description 1
- 238000005658 halogenation reaction Methods 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 150000002391 heterocyclic compounds Chemical class 0.000 description 1
- 230000003053 immunization Effects 0.000 description 1
- 238000002649 immunization Methods 0.000 description 1
- 230000001506 immunosuppresive effect Effects 0.000 description 1
- 229960003444 immunosuppressant agent Drugs 0.000 description 1
- 239000003018 immunosuppressive agent Substances 0.000 description 1
- LGQXDKCKVGZOQN-UHFFFAOYSA-N indolizin-1-yl(phenyl)methanone Chemical class C1=CN2C=CC=CC2=C1C(=O)C1=CC=CC=C1 LGQXDKCKVGZOQN-UHFFFAOYSA-N 0.000 description 1
- 239000000543 intermediate Substances 0.000 description 1
- 230000000968 intestinal effect Effects 0.000 description 1
- 230000003834 intracellular effect Effects 0.000 description 1
- 238000007912 intraperitoneal administration Methods 0.000 description 1
- 238000001990 intravenous administration Methods 0.000 description 1
- 210000003734 kidney Anatomy 0.000 description 1
- 230000003902 lesion Effects 0.000 description 1
- 231100000053 low toxicity Toxicity 0.000 description 1
- 229940083747 low-ceiling diuretics xanthine derivative Drugs 0.000 description 1
- 230000000527 lymphocytic effect Effects 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 230000035800 maturation Effects 0.000 description 1
- 230000002503 metabolic effect Effects 0.000 description 1
- 230000004060 metabolic process Effects 0.000 description 1
- 235000013336 milk Nutrition 0.000 description 1
- 239000008267 milk Substances 0.000 description 1
- 210000004080 milk Anatomy 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 210000004165 myocardium Anatomy 0.000 description 1
- 125000000740 n-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 230000009826 neoplastic cell growth Effects 0.000 description 1
- FPVKHBSQESCIEP-JQCXWYLXSA-N pentostatin Chemical compound C1[C@H](O)[C@@H](CO)O[C@H]1N1C(N=CNC[C@H]2O)=C2N=C1 FPVKHBSQESCIEP-JQCXWYLXSA-N 0.000 description 1
- 208000030428 polyarticular arthritis Diseases 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 230000000750 progressive effect Effects 0.000 description 1
- 230000004144 purine metabolism Effects 0.000 description 1
- 230000001105 regulatory effect Effects 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 231100000019 skin ulcer Toxicity 0.000 description 1
- 210000001082 somatic cell Anatomy 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000000829 suppository Substances 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 239000006188 syrup Substances 0.000 description 1
- 235000020357 syrup Nutrition 0.000 description 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 235000013616 tea Nutrition 0.000 description 1
- 210000001541 thymus gland Anatomy 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 150000007971 urates Chemical class 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- 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
-
- 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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/08—Vasodilators for multiple indications
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Vascular Medicine (AREA)
- Urology & Nephrology (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Obesity (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7923599 | 1979-07-06 | ||
| GB7923599 | 1979-07-06 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI802165A7 FI802165A7 (fi) | 1981-01-07 |
| FI67217B FI67217B (fi) | 1984-10-31 |
| FI67217C true FI67217C (fi) | 1985-02-11 |
Family
ID=10506339
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI802165A FI67217C (fi) | 1979-07-06 | 1980-07-07 | Foerfarande foer framstaellning av farmakologiskt vaerdefulla 1-brom-3-(4-hydroxibensoyl)-indolizinderivat |
Country Status (24)
| Country | Link |
|---|---|
| US (1) | US4400387A (en:Method) |
| EP (1) | EP0022762B1 (en:Method) |
| JP (1) | JPS5618979A (en:Method) |
| AR (1) | AR225314A1 (en:Method) |
| AT (1) | AT375078B (en:Method) |
| AU (1) | AU529725B2 (en:Method) |
| CA (1) | CA1153379A (en:Method) |
| DD (1) | DD151940A5 (en:Method) |
| DE (1) | DE3060097D1 (en:Method) |
| DK (1) | DK146962C (en:Method) |
| ES (1) | ES493139A0 (en:Method) |
| FI (1) | FI67217C (en:Method) |
| GR (1) | GR69280B (en:Method) |
| HU (1) | HU182151B (en:Method) |
| IE (1) | IE49994B1 (en:Method) |
| IN (1) | IN151594B (en:Method) |
| NO (1) | NO153496C (en:Method) |
| NZ (1) | NZ193926A (en:Method) |
| OA (1) | OA06563A (en:Method) |
| PL (1) | PL125597B1 (en:Method) |
| PT (1) | PT71424A (en:Method) |
| SU (1) | SU993817A3 (en:Method) |
| YU (1) | YU171880A (en:Method) |
| ZA (1) | ZA803434B (en:Method) |
Families Citing this family (21)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6103702A (en) * | 1999-05-24 | 2000-08-15 | Board Of Trustees Of The University Of Illinois | Use of adenosine deaminase inhibitors to treat systemic inflammatory response syndrome |
| EP1200102A1 (en) * | 1999-07-22 | 2002-05-02 | Supergen, Inc. | Methods for treating autoimmune diseases |
| FR2805460A1 (fr) | 2000-02-25 | 2001-08-31 | Oreal | Compositions de teinture des fibres keratiniques contenant des derives d'indolizine cationiques et procede de teinture |
| FR2838123B1 (fr) * | 2002-04-04 | 2005-06-10 | Sanofi Synthelabo | Nouveaux derives d'indolozine-1,2,3 substituee, inhibiteurs selectifs du b-fgf |
| JP4048166B2 (ja) * | 2002-11-18 | 2008-02-13 | 三井製糖株式会社 | 血糖値上昇抑制剤及び体脂肪蓄積抑制剤並びに食用材料 |
| FR2859997B1 (fr) * | 2003-09-18 | 2006-02-03 | Sanofi Synthelabo | Nouveaux derives d'indolizine 1,2,3,6,7,8 substituee, inhibiteurs des fgfs, leur procede de preparation et les compositions pharmaceutiques les contenant. |
| AR051780A1 (es) * | 2004-11-29 | 2007-02-07 | Japan Tobacco Inc | Compuestos en anillo fusionados que contienen nitrogeno y utilizacion de los mismos |
| FR2896247B1 (fr) | 2006-01-13 | 2008-02-29 | Sanofi Aventis Sa | Composes dimeres agonistes des recepteurs des fgfs (fgfrs), leur procede de preparation et leur application en therapeutique |
| WO2010113942A1 (ja) * | 2009-03-31 | 2010-10-07 | キッセイ薬品工業株式会社 | インドリジン誘導体及びその医薬用途 |
| US20100261666A1 (en) * | 2009-04-14 | 2010-10-14 | The Board Of Trustees Of The University Of Illinois | Compositions and methods for the treatment of myocardial dysfunction associated with sirs or sepsis |
| ES2549926T3 (es) * | 2010-09-29 | 2015-11-03 | Kissei Pharmaceutical Co., Ltd. | Derivados (aza)indolizínicos como inhibidores de la xantina-oxidasa |
| DK3348557T3 (da) * | 2015-09-10 | 2020-07-20 | Jiangsu Atom Bioscience And Pharmaceutical Co Ltd | Imidazo[1,2-a]pyridiner til behandling eller forebyggelse af hyperurekæmi eller gigt |
| CN108084186B (zh) | 2016-11-16 | 2021-06-25 | 江苏新元素医药科技有限公司 | Urat1抑制剂及其应用 |
| WO2018090921A1 (zh) | 2016-11-16 | 2018-05-24 | 江苏新元素医药科技有限公司 | Urat1抑制剂及其应用 |
| CN108727267B (zh) * | 2017-05-26 | 2022-05-13 | 江苏新元素医药科技有限公司 | 一类urat1抑制剂及其应用 |
| EP3632904B1 (en) * | 2017-05-26 | 2022-04-20 | Jiangsu Atom Bioscience and Pharmaceutical Co., Ltd. | Urat1 inhibitors for promoting uric acid excretion |
| KR102750849B1 (ko) * | 2018-01-19 | 2025-01-08 | 쑤저우 시노벤트 파마슈티칼즈 씨오., 엘티디. | 헤테로시클릭 화합물, 제조 방법 및 의약품에서의 이의 용도 |
| CN110283167A (zh) * | 2018-11-14 | 2019-09-27 | 贵州省中国科学院天然产物化学重点实验室 | 一种抗心率失常药物布托普洛嗪的制备方法 |
| WO2022169974A1 (en) | 2021-02-05 | 2022-08-11 | Nexys Therapeutics, Inc. | Inhibitors of urat1 and pharmaceutical uses thereof |
| WO2023221078A1 (en) * | 2022-05-20 | 2023-11-23 | Jiangsu Atom Bioscience And Pharmaceutical Co., Ltd. | Solid forms of a compound for treating or preventing hyperuricemia or gout |
| WO2025237171A1 (zh) * | 2024-05-11 | 2025-11-20 | 广州市联瑞制药有限公司 | 嘧啶并五元氮杂环酚类化合物及其应用 |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SU430639A1 (ru) | 1972-06-05 | 1978-02-28 | Московский Ордена Ленина И Ордена Трудового Красного Знамени Государственный Университет Им.М.В.Ломоносова | Способ получени 1-пиридилиндолизинов |
| FI61030C (fi) * | 1976-02-19 | 1982-05-10 | Sanofi Sa | Foerfarande foer framstaellning av terapeutiskt verkande 2-substituerade-1- eller 3-benzoyl-indolizinderivat |
| GB1518443A (en) * | 1976-02-19 | 1978-07-19 | Labaz | Indolizine derivatives and process for preparing the same |
-
1980
- 1980-06-04 NZ NZ193926A patent/NZ193926A/en unknown
- 1980-06-09 ZA ZA00803434A patent/ZA803434B/xx unknown
- 1980-06-10 GR GR62170A patent/GR69280B/el unknown
- 1980-06-20 AU AU59487/80A patent/AU529725B2/en not_active Ceased
- 1980-06-20 PT PT71424A patent/PT71424A/pt unknown
- 1980-06-26 IN IN738/CAL/80A patent/IN151594B/en unknown
- 1980-06-30 EP EP80870035A patent/EP0022762B1/fr not_active Expired
- 1980-06-30 IE IE1349/80A patent/IE49994B1/en unknown
- 1980-06-30 US US06/164,838 patent/US4400387A/en not_active Expired - Lifetime
- 1980-06-30 DE DE8080870035T patent/DE3060097D1/de not_active Expired
- 1980-07-01 YU YU01718/80A patent/YU171880A/xx unknown
- 1980-07-02 AR AR281618A patent/AR225314A1/es active
- 1980-07-02 OA OA57151A patent/OA06563A/xx unknown
- 1980-07-03 SU SU802942500A patent/SU993817A3/ru active
- 1980-07-04 NO NO802015A patent/NO153496C/no unknown
- 1980-07-04 JP JP9216080A patent/JPS5618979A/ja active Pending
- 1980-07-04 DK DK291180A patent/DK146962C/da not_active IP Right Cessation
- 1980-07-04 HU HU801674A patent/HU182151B/hu not_active IP Right Cessation
- 1980-07-04 ES ES493139A patent/ES493139A0/es active Granted
- 1980-07-04 CA CA000355421A patent/CA1153379A/en not_active Expired
- 1980-07-04 PL PL1980225479A patent/PL125597B1/pl unknown
- 1980-07-04 DD DD80222415A patent/DD151940A5/de unknown
- 1980-07-07 FI FI802165A patent/FI67217C/fi not_active IP Right Cessation
- 1980-07-07 AT AT0354380A patent/AT375078B/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IE801349L (en) | 1981-01-06 |
| EP0022762B1 (fr) | 1981-11-25 |
| EP0022762A1 (fr) | 1981-01-21 |
| PL225479A1 (en:Method) | 1981-10-30 |
| DK291180A (da) | 1981-01-07 |
| DD151940A5 (de) | 1981-11-11 |
| IN151594B (en:Method) | 1983-06-04 |
| US4400387A (en) | 1983-08-23 |
| AR225314A1 (es) | 1982-03-15 |
| DK146962C (da) | 1984-08-06 |
| ES8105710A1 (es) | 1981-06-16 |
| NZ193926A (en) | 1984-05-31 |
| OA06563A (fr) | 1981-07-31 |
| CA1153379A (en) | 1983-09-06 |
| ZA803434B (en) | 1981-05-27 |
| ATA354380A (de) | 1983-11-15 |
| DK146962B (da) | 1984-02-27 |
| AT375078B (de) | 1984-06-25 |
| AU529725B2 (en) | 1983-06-16 |
| ES493139A0 (es) | 1981-06-16 |
| DE3060097D1 (en) | 1982-01-28 |
| JPS5618979A (en) | 1981-02-23 |
| FI67217B (fi) | 1984-10-31 |
| HU182151B (en) | 1983-12-28 |
| AU5948780A (en) | 1981-01-15 |
| GR69280B (en:Method) | 1982-05-13 |
| NO802015L (no) | 1981-01-07 |
| FI802165A7 (fi) | 1981-01-07 |
| PT71424A (en) | 1980-07-01 |
| YU171880A (en) | 1983-10-31 |
| NO153496B (no) | 1985-12-23 |
| SU993817A3 (ru) | 1983-01-30 |
| NO153496C (no) | 1986-05-14 |
| IE49994B1 (en) | 1986-01-22 |
| PL125597B1 (en) | 1983-05-31 |
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| FI75347C (fi) | Foerfarande foer framstaellning av farmakologiskt vaerdefulla furo-(3,4-c)-pyridinderivat. | |
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