DK168627B1 - Analogifremgangsmåde til fremstilling af (thio)pyridoylimidazol-2-(thi)oner eller et pharmaceutisk acceptabelt syre/baseadditionssalt deraf - Google Patents
Analogifremgangsmåde til fremstilling af (thio)pyridoylimidazol-2-(thi)oner eller et pharmaceutisk acceptabelt syre/baseadditionssalt deraf Download PDFInfo
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- DK168627B1 DK168627B1 DK095482A DK95482A DK168627B1 DK 168627 B1 DK168627 B1 DK 168627B1 DK 095482 A DK095482 A DK 095482A DK 95482 A DK95482 A DK 95482A DK 168627 B1 DK168627 B1 DK 168627B1
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- 150000003839 salts Chemical class 0.000 title claims abstract description 16
- 239000002253 acid Substances 0.000 title claims abstract description 13
- 238000000034 method Methods 0.000 title claims description 21
- 230000008569 process Effects 0.000 title claims description 13
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- 125000000446 sulfanediyl group Chemical group *S* 0.000 title claims description 4
- 150000001875 compounds Chemical class 0.000 claims description 63
- -1 pyridoyl halide Chemical class 0.000 claims description 14
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 10
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- MSYBLBLAMDYKKZ-UHFFFAOYSA-N hydron;pyridine-3-carbonyl chloride;chloride Chemical compound Cl.ClC(=O)C1=CC=CN=C1 MSYBLBLAMDYKKZ-UHFFFAOYSA-N 0.000 description 1
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- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 1
- CHKVPAROMQMJNQ-UHFFFAOYSA-M potassium bisulfate Chemical compound [K+].OS([O-])(=O)=O CHKVPAROMQMJNQ-UHFFFAOYSA-M 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- GKKCIDNWFBPDBW-UHFFFAOYSA-M potassium cyanate Chemical compound [K]OC#N GKKCIDNWFBPDBW-UHFFFAOYSA-M 0.000 description 1
- RPDAUEIUDPHABB-UHFFFAOYSA-N potassium ethoxide Chemical compound [K+].CC[O-] RPDAUEIUDPHABB-UHFFFAOYSA-N 0.000 description 1
- 229910001414 potassium ion Inorganic materials 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000010970 precious metal Substances 0.000 description 1
- AQHHHDLHHXJYJD-UHFFFAOYSA-N propranolol Chemical compound C1=CC=C2C(OCC(O)CNC(C)C)=CC=CC2=C1 AQHHHDLHHXJYJD-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
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- 230000029058 respiratory gaseous exchange Effects 0.000 description 1
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- 239000000523 sample Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
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- 235000002906 tartaric acid Nutrition 0.000 description 1
- PUGUQINMNYINPK-UHFFFAOYSA-N tert-butyl 4-(2-chloroacetyl)piperazine-1-carboxylate Chemical compound CC(C)(C)OC(=O)N1CCN(C(=O)CCl)CC1 PUGUQINMNYINPK-UHFFFAOYSA-N 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- UBZYKBZMAMTNKW-UHFFFAOYSA-J titanium tetrabromide Chemical compound Br[Ti](Br)(Br)Br UBZYKBZMAMTNKW-UHFFFAOYSA-J 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- YONPGGFAJWQGJC-UHFFFAOYSA-K titanium(iii) chloride Chemical compound Cl[Ti](Cl)Cl YONPGGFAJWQGJC-UHFFFAOYSA-K 0.000 description 1
- 125000003944 tolyl group Chemical group 0.000 description 1
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- 229910001428 transition metal ion Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- FEONEKOZSGPOFN-UHFFFAOYSA-K tribromoiron Chemical compound Br[Fe](Br)Br FEONEKOZSGPOFN-UHFFFAOYSA-K 0.000 description 1
- 150000003628 tricarboxylic acids Chemical class 0.000 description 1
- WFKWXMTUELFFGS-UHFFFAOYSA-N tungsten Chemical compound [W] WFKWXMTUELFFGS-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 239000010937 tungsten Substances 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229940102001 zinc bromide Drugs 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/84—Sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two 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
- C07D233/70—One oxygen atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Optical Fibers, Optical Fiber Cores, And Optical Fiber Bundles (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Luminescent Compositions (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Saccharide Compounds (AREA)
- Steroid Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US24088981A | 1981-03-05 | 1981-03-05 | |
| US24088981 | 1981-03-05 | ||
| US31431281 | 1981-10-23 | ||
| US06/314,312 US4405628A (en) | 1981-03-05 | 1981-10-23 | 4-Pyridylimidazolones and method of use |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| DK95482A DK95482A (da) | 1982-09-06 |
| DK168627B1 true DK168627B1 (da) | 1994-05-09 |
Family
ID=26933806
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK095482A DK168627B1 (da) | 1981-03-05 | 1982-03-04 | Analogifremgangsmåde til fremstilling af (thio)pyridoylimidazol-2-(thi)oner eller et pharmaceutisk acceptabelt syre/baseadditionssalt deraf |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US4405628A (enExample) |
| EP (1) | EP0059948B1 (enExample) |
| KR (1) | KR890000765B1 (enExample) |
| AT (1) | ATE16489T1 (enExample) |
| AU (1) | AU557590B2 (enExample) |
| CA (1) | CA1190550A (enExample) |
| DE (1) | DE3267352D1 (enExample) |
| DK (1) | DK168627B1 (enExample) |
| ES (2) | ES510087A0 (enExample) |
| GB (1) | GB2096600B (enExample) |
| GR (1) | GR76518B (enExample) |
| HK (1) | HK61686A (enExample) |
| IE (1) | IE52387B1 (enExample) |
| IL (1) | IL65137A (enExample) |
| MY (1) | MY8600700A (enExample) |
| NO (1) | NO157175C (enExample) |
| NZ (1) | NZ199885A (enExample) |
| PH (1) | PH18345A (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4367236A (en) * | 1981-11-04 | 1983-01-04 | Merrell Dow Pharmaceuticals Inc. | Method for the treatment of cardiac failure with alkanoylimidazol-2-one derivatives |
| US4552880A (en) * | 1983-02-15 | 1985-11-12 | Merrell Dow Pharmaceuticals Inc. | Aroylimidazolones |
| US4532250A (en) * | 1983-11-23 | 1985-07-30 | American Hospital Supply Corporation | 5-Heteroarylimidazol-2-ones having cardiotonic activity |
| US4556665A (en) * | 1984-07-09 | 1985-12-03 | Schering A.G. | Cardiotonic 1,3-dihydro-4-[[(imidazol-1-yl)aryl]carbonyl]imidazol-2-ones |
| US4803278A (en) * | 1984-07-30 | 1989-02-07 | Merrell Dow Pharmaceuticals, Inc. | Preparation of 1,3-dihydro-4-pyridoyl-2H-imidazol-2-ones |
| CA1262732C (en) * | 1984-07-30 | 1989-11-07 | PREPARATION OF 1,3-DIHYDRO-4-PYRIDOYL-2H-IMIDAZOL-2-ONES | |
| ZA881807B (en) * | 1987-03-20 | 1988-09-05 | Merrell Dow Pharmaceuticals Inc. | Method for reducing reperfusion injury with imidazol-2-thiones |
| US4999365A (en) * | 1987-03-20 | 1991-03-12 | Merrell Dow Pharmaceuticals Inc. | Method of reducing reperfusion injury with imidazol-2-thiones |
| ZA887662B (en) * | 1987-10-19 | 1989-06-28 | Merrell Dow Pharma | Method for reducing reperfusion injury with imidazol-2-thione-carboxamides |
| WO1992000282A1 (en) * | 1990-06-29 | 1992-01-09 | The Upjohn Company | Substituted 1-(alkoxyphenyl)piperazines with cns and antihypertensive activity |
| US7772188B2 (en) | 2003-01-28 | 2010-08-10 | Ironwood Pharmaceuticals, Inc. | Methods and compositions for the treatment of gastrointestinal disorders |
| US7879802B2 (en) | 2007-06-04 | 2011-02-01 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders |
| US8969514B2 (en) | 2007-06-04 | 2015-03-03 | Synergy Pharmaceuticals, Inc. | Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases |
| JP2011522828A (ja) | 2008-06-04 | 2011-08-04 | シナジー ファーマシューティカルズ インコーポレイテッド | 胃腸障害、炎症、癌、およびその他の障害の治療のために有用なグアニル酸シクラーゼのアゴニスト |
| JP2011528375A (ja) | 2008-07-16 | 2011-11-17 | シナジー ファーマシューティカルズ インコーポレイテッド | 胃腸障害、炎症、癌、およびその他の障害の治療のために有用なグアニル酸シクラーゼのアゴニスト |
| US9616097B2 (en) | 2010-09-15 | 2017-04-11 | Synergy Pharmaceuticals, Inc. | Formulations of guanylate cyclase C agonists and methods of use |
| CA3100941C (en) | 2011-03-01 | 2024-03-05 | Synergy Pharmaceuticals Inc. | Process of preparing guanylate cyclase c agonists |
| HK1218629A1 (zh) | 2013-02-25 | 2017-03-03 | Bausch Health Ireland Limited | 用於结肠清洁的鸟苷酸环化酶受体激动剂 |
| AU2014235215A1 (en) | 2013-03-15 | 2015-10-01 | Synergy Pharmaceuticals Inc. | Agonists of guanylate cyclase and their uses |
| EP2968439A2 (en) | 2013-03-15 | 2016-01-20 | Synergy Pharmaceuticals Inc. | Compositions useful for the treatment of gastrointestinal disorders |
| WO2014197720A2 (en) | 2013-06-05 | 2014-12-11 | Synergy Pharmaceuticals, Inc. | Ultra-pure agonists of guanylate cyclase c, method of making and using same |
| US20160184387A1 (en) | 2013-08-09 | 2016-06-30 | Dominique Charmot | Compounds and methods for inhibiting phosphate transport |
| CN114340631A (zh) | 2019-05-21 | 2022-04-12 | 阿德利克斯股份有限公司 | 用于降低患者的血清磷酸盐的组合 |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2441933A (en) * | 1945-07-30 | 1948-05-18 | Hoffmann La Roche | Substituted imidazolones and process of making them |
| US3538104A (en) * | 1969-02-28 | 1970-11-03 | Geigy Chem Corp | Pyridyl-2-imidazolones |
| NZ193935A (en) * | 1979-06-18 | 1985-05-31 | Richardson Merrell Inc | 4-aroyl-imidazol-2-one derivatives;pharmaceutical compositions |
| ZA803332B (en) * | 1979-06-18 | 1981-01-28 | Richardson Merrell Inc | Novel 4-aroylimidazol-2-ones |
| PH18106A (en) * | 1981-02-18 | 1985-03-21 | Merrell Dow Pharma | Novel-4-aroylimidazol-2-ones |
-
1981
- 1981-10-23 US US06/314,312 patent/US4405628A/en not_active Expired - Lifetime
-
1982
- 1982-03-01 PH PH26929A patent/PH18345A/en unknown
- 1982-03-01 CA CA000397351A patent/CA1190550A/en not_active Expired
- 1982-03-01 IL IL65137A patent/IL65137A/xx not_active IP Right Cessation
- 1982-03-02 AU AU81037/82A patent/AU557590B2/en not_active Ceased
- 1982-03-02 GR GR67455A patent/GR76518B/el unknown
- 1982-03-02 NZ NZ199885A patent/NZ199885A/en unknown
- 1982-03-03 ES ES510087A patent/ES510087A0/es active Granted
- 1982-03-04 DK DK095482A patent/DK168627B1/da not_active IP Right Cessation
- 1982-03-04 AT AT82101706T patent/ATE16489T1/de active
- 1982-03-04 KR KR8200933A patent/KR890000765B1/ko not_active Expired
- 1982-03-04 DE DE8282101706T patent/DE3267352D1/de not_active Expired
- 1982-03-04 IE IE491/82A patent/IE52387B1/en not_active IP Right Cessation
- 1982-03-04 EP EP82101706A patent/EP0059948B1/en not_active Expired
- 1982-03-04 GB GB8206412A patent/GB2096600B/en not_active Expired
- 1982-03-04 NO NO820686A patent/NO157175C/no unknown
-
1983
- 1983-01-25 ES ES519254A patent/ES519254A0/es active Granted
-
1986
- 1986-08-21 HK HK616/86A patent/HK61686A/xx not_active IP Right Cessation
- 1986-12-30 MY MY700/86A patent/MY8600700A/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| GB2096600B (en) | 1985-06-05 |
| NZ199885A (en) | 1985-04-30 |
| ES8402827A1 (es) | 1984-03-01 |
| GB2096600A (en) | 1982-10-20 |
| DK95482A (da) | 1982-09-06 |
| AU557590B2 (en) | 1986-12-24 |
| US4405628A (en) | 1983-09-20 |
| AU8103782A (en) | 1982-09-09 |
| EP0059948A1 (en) | 1982-09-15 |
| DE3267352D1 (en) | 1985-12-19 |
| IE820491L (en) | 1982-09-05 |
| PH18345A (en) | 1985-06-05 |
| NO157175B (no) | 1987-10-26 |
| EP0059948B1 (en) | 1985-11-13 |
| ATE16489T1 (de) | 1985-11-15 |
| HK61686A (en) | 1986-08-29 |
| IE52387B1 (en) | 1987-10-14 |
| NO820686L (no) | 1982-09-06 |
| NO157175C (no) | 1988-02-03 |
| KR890000765B1 (ko) | 1989-04-05 |
| GR76518B (enExample) | 1984-08-10 |
| ES8305352A1 (es) | 1983-04-16 |
| ES519254A0 (es) | 1984-03-01 |
| IL65137A0 (en) | 1982-05-31 |
| IL65137A (en) | 1987-02-27 |
| CA1190550A (en) | 1985-07-16 |
| MY8600700A (en) | 1986-12-31 |
| KR830009046A (ko) | 1983-12-17 |
| ES510087A0 (es) | 1983-04-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| B1 | Patent granted (law 1993) | ||
| PBP | Patent lapsed |