CS216517B2 - Method of making the substituted n-+l phenoxyalcyl + p- imidazol derivatives - Google Patents
Method of making the substituted n-+l phenoxyalcyl + p- imidazol derivatives Download PDFInfo
- Publication number
- CS216517B2 CS216517B2 CS798708A CS870879A CS216517B2 CS 216517 B2 CS216517 B2 CS 216517B2 CS 798708 A CS798708 A CS 798708A CS 870879 A CS870879 A CS 870879A CS 216517 B2 CS216517 B2 CS 216517B2
- Authority
- CS
- Czechoslovakia
- Prior art keywords
- group
- formula
- imidazole
- ethyl
- acid
- Prior art date
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- 238000004519 manufacturing process Methods 0.000 title claims description 5
- 239000002253 acid Substances 0.000 claims abstract description 18
- 150000003839 salts Chemical class 0.000 claims abstract description 14
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 81
- 150000001875 compounds Chemical class 0.000 claims description 57
- 229910052757 nitrogen Inorganic materials 0.000 claims description 39
- 229910052799 carbon Inorganic materials 0.000 claims description 36
- 238000006243 chemical reaction Methods 0.000 claims description 31
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 25
- -1 lithium aluminum hydride Chemical compound 0.000 claims description 21
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims description 15
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- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical compound [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 11
- PFKFTWBEEFSNDU-UHFFFAOYSA-N carbonyldiimidazole Chemical compound C1=CN=CN1C(=O)N1C=CN=C1 PFKFTWBEEFSNDU-UHFFFAOYSA-N 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 238000000034 method Methods 0.000 claims description 11
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Substances ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims description 11
- KEAYESYHFKHZAL-UHFFFAOYSA-N Sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 10
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- 229910000104 sodium hydride Inorganic materials 0.000 claims description 10
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- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 8
- PXIPVTKHYLBLMZ-UHFFFAOYSA-N Sodium azide Chemical compound [Na+].[N-]=[N+]=[N-] PXIPVTKHYLBLMZ-UHFFFAOYSA-N 0.000 claims description 8
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- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 6
- 230000008569 process Effects 0.000 claims description 6
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- 238000005984 hydrogenation reaction Methods 0.000 claims 1
- SRSRGGYRIOZFAT-UHFFFAOYSA-N methyl 4-(2-chloroethoxy)benzoate Chemical compound COC(=O)C1=CC=C(OCCCl)C=C1 SRSRGGYRIOZFAT-UHFFFAOYSA-N 0.000 claims 1
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Classifications
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- 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
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- 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
- C07D231/12—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 only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
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- 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
- C07D233/56—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Diabetes (AREA)
- Hematology (AREA)
- Cardiology (AREA)
- Heart & Thoracic Surgery (AREA)
- Vascular Medicine (AREA)
- Endocrinology (AREA)
- Obesity (AREA)
- Urology & Nephrology (AREA)
- Emergency Medicine (AREA)
- Pain & Pain Management (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB7848367 | 1978-12-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CS216517B2 true CS216517B2 (en) | 1982-11-26 |
Family
ID=10501705
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CS798708A CS216517B2 (en) | 1978-12-13 | 1979-12-12 | Method of making the substituted n-+l phenoxyalcyl + p- imidazol derivatives |
Country Status (34)
| Country | Link |
|---|---|
| US (2) | US4602016A (no) |
| JP (1) | JPS585197B2 (no) |
| KR (1) | KR830001243B1 (no) |
| AR (1) | AR227637A1 (no) |
| AT (1) | AT373879B (no) |
| AU (1) | AU517892B2 (no) |
| BE (1) | BE880584A (no) |
| CA (1) | CA1108137A (no) |
| CH (1) | CH644597A5 (no) |
| CS (1) | CS216517B2 (no) |
| DD (1) | DD147943A5 (no) |
| DE (1) | DE2950019A1 (no) |
| DK (1) | DK471479A (no) |
| EG (1) | EG14227A (no) |
| ES (1) | ES486782A0 (no) |
| FI (1) | FI70888C (no) |
| FR (1) | FR2444031A1 (no) |
| GB (1) | GB2038821B (no) |
| GR (1) | GR73003B (no) |
| HU (1) | HU183016B (no) |
| IE (1) | IE49318B1 (no) |
| IL (1) | IL58917A (no) |
| IT (1) | IT1194900B (no) |
| LU (1) | LU81985A1 (no) |
| NL (1) | NL177749C (no) |
| NO (1) | NO153135C (no) |
| NZ (1) | NZ192360A (no) |
| PH (1) | PH15056A (no) |
| PL (1) | PL134005B1 (no) |
| PT (1) | PT70571A (no) |
| SE (1) | SE444937B (no) |
| SU (1) | SU878195A3 (no) |
| YU (1) | YU301879A (no) |
| ZA (1) | ZA796708B (no) |
Families Citing this family (31)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4350696A (en) * | 1980-03-08 | 1982-09-21 | Pfizer Inc. | Imidazole derivatives, process for their preparation and pharmaceutical compositions thereof |
| US4444775A (en) * | 1981-06-22 | 1984-04-24 | Ciba-Geigy Corporation | Substituted imidazo[1,5-A]pyridines |
| DE3148291A1 (de) * | 1981-12-05 | 1983-06-09 | Basf Ag, 6700 Ludwigshafen | Harnstoffderivate, verfahren zu ihrer herstellung und ihre verwendung zur bekaempfung unerwuenschten pflanzenwuchses |
| JPS58113178A (ja) * | 1981-12-28 | 1983-07-05 | Yamanouchi Pharmaceut Co Ltd | 「お」−（１−イミダゾリル）アルキルオキシ（またはチオ）ベンゼン誘導体 |
| US4588732A (en) * | 1982-12-21 | 1986-05-13 | Ciba-Geigy Corporation | Certain imidazo(1,5-a)pyridine derivatives and their use as thromboxane synthetase inhibitors |
| US4470986A (en) * | 1982-12-21 | 1984-09-11 | Ciba-Geigy Corporation | Certain imidazo (1,5-A) pyridine aliphatic carboxylic acid derivatives and their use as selective thromboxane inhibitors |
| NL8301550A (nl) * | 1983-05-03 | 1984-12-03 | Gist Brocades Nv | Imidazolethanol esters. |
| US4511573A (en) * | 1983-05-17 | 1985-04-16 | Ciba-Geigy Corporation | 3-Substituted-2-(heteroaryl) indoles |
| PH22076A (en) * | 1983-08-25 | 1988-05-20 | Daiichi Seiyaku Co | Benzocycloalkane derivative |
| IT1212791B (it) * | 1983-11-24 | 1989-11-30 | Medea Res Srl | Derivato imidazolico adattivita' vasodilatatrice ed antitrombotica, sua preparazione e composizioni farmaceutiche che lo contengono. |
| ES8601148A1 (es) * | 1984-12-10 | 1985-11-16 | Ferrer Int | Procedimiento de obtencion de nuevos derivados imidazoliletoxiindanicos. |
| US4894385A (en) * | 1985-01-16 | 1990-01-16 | Sankyo Company Limited | Imidazole derivatives as inhibitors of TXA2 synthesis |
| SU1739848A3 (ru) | 1986-01-28 | 1992-06-07 | Санкио Компани Лимитед (Фирма) | Способ получени производных тианафтена или их фармацевтически приемлемых солей |
| ATE90076T1 (de) | 1986-03-27 | 1993-06-15 | Merck Frosst Canada Inc | Tetrahydrocarbazole ester. |
| JPS63179840A (ja) * | 1986-07-24 | 1988-07-23 | Yamanouchi Pharmaceut Co Ltd | 新規化学物質 |
| ATE57925T1 (de) * | 1987-04-03 | 1990-11-15 | Cl Pharma | Neue 2-thienyloxyessigsaeurederivate, ein verfahren zu ihrer herstellung und diese enthaltende pharmazeutische praeparate. |
| JPH01125372A (ja) * | 1988-09-12 | 1989-05-17 | Yamanouchi Pharmaceut Co Ltd | イミダゾリルアルキルオキシベンゼン誘導体 |
| DE4204686A1 (de) * | 1992-02-17 | 1993-08-19 | Gruenenthal Gmbh | Imidazolylphenolderivate, diese enthaltende arzneimittel sowie ein verfahren zur herstellung dieser verbindungen und arzneimitteln |
| EP0757677B1 (en) * | 1994-04-26 | 2003-06-18 | Syntex (U.S.A.) LLC | Benzocyclohexylimidazolethione derivatives |
| WO1999045905A2 (en) * | 1998-03-13 | 1999-09-16 | Pozen Inc. | Prophylaxis and treatment of migraine headaches with thromboxane synthetase inhibitors and/or receptor antagonists |
| ES2172436B1 (es) | 2000-10-31 | 2004-01-16 | Almirall Prodesfarma Sa | Derivados de indolilpiperidina como agentes antihistaminicos y antialergicos. |
| CN1665538A (zh) * | 2002-07-09 | 2005-09-07 | B·M·R·A·有限公司 | 血栓烷a2受体拮抗剂和cox－2抑制剂的药物组合 |
| JP2007508242A (ja) * | 2003-08-07 | 2007-04-05 | ビー．エム．アール．エイ． コーポレイション ベスローテン フェンノートシャップ | トロンボキサンａ２受容体アンタゴニストとシクロオキシゲネーゼ−１の阻害剤との組み合わせを伴う組成物および方法 |
| KR101275814B1 (ko) * | 2006-06-23 | 2013-06-18 | 삼성에스디아이 주식회사 | 분산제 화합물 및 그의 제조방법 |
| EP2234608A2 (en) | 2007-12-11 | 2010-10-06 | Viamet Pharmaceuticals, Inc. | Metalloenzyme inhibitors using metal binding moieties in combination with targeting moieties |
| CN101811974B (zh) * | 2010-04-15 | 2012-12-12 | 合肥医工医药有限公司 | 4-(3-(二甲氨基)丙氧基)-3,5-二甲氧基苯甲酸、其制法及医药用途 |
| CN101851209B (zh) * | 2010-06-21 | 2012-09-19 | 合肥医工医药有限公司 | 咪唑乙基香草酸醚、其制备方法及其医药用途 |
| CN104718188B (zh) * | 2012-05-22 | 2018-08-21 | 基因泰克公司 | N-取代的苯甲酰胺类及其在治疗疼痛中的用途 |
| CA2891056A1 (en) | 2012-10-26 | 2014-05-01 | Merck Sharp & Dohme Corp. | N-substituted indazole sulfonamide compounds with selective activity in voltage-gated sodium channels |
| EP4538258A4 (en) * | 2022-06-13 | 2025-07-30 | Hefei Inst Of Pharmaceutical Industry Co Ltd | IMIDAZOLIDINYL VANILLIC ACID ETHER DERIVATIVE AND ITS USE |
| CN114736161B (zh) * | 2022-06-13 | 2022-09-13 | 南京医工医药技术有限公司 | 咪唑烷基香草酸醚衍生物及其用途 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3534061A (en) * | 1967-12-04 | 1970-10-13 | Parke Davis & Co | N-(alpha-(p-methoxyphenyl)-beta-nitrostyryl)-phenoxyalkyl pyrroles |
| US4085209A (en) * | 1975-02-05 | 1978-04-18 | Rohm And Haas Company | Preparation and safening effect of 1-substituted imidazole metal salt complexes |
| US4078071A (en) * | 1976-03-08 | 1978-03-07 | Syntex (U.S.A.) Inc. | Derivatives of substituted N-alkyl imidazoles |
| JPS5951943B2 (ja) * | 1978-08-21 | 1984-12-17 | キツセイ薬品工業株式会社 | 新規なイミダゾ−ル誘導体 |
-
1979
- 1979-11-07 DK DK471479A patent/DK471479A/da not_active Application Discontinuation
- 1979-11-19 US US06/095,755 patent/US4602016A/en not_active Expired - Lifetime
- 1979-12-10 AR AR279215A patent/AR227637A1/es active
- 1979-12-10 GB GB7942535A patent/GB2038821B/en not_active Expired
- 1979-12-11 ZA ZA00796708A patent/ZA796708B/xx unknown
- 1979-12-11 GR GR60727A patent/GR73003B/el unknown
- 1979-12-11 SE SE7910204A patent/SE444937B/sv unknown
- 1979-12-11 HU HU79PI699A patent/HU183016B/hu unknown
- 1979-12-11 ES ES486782A patent/ES486782A0/es active Granted
- 1979-12-11 YU YU03018/79A patent/YU301879A/xx unknown
- 1979-12-11 FI FI793868A patent/FI70888C/fi not_active IP Right Cessation
- 1979-12-11 IT IT41669/79A patent/IT1194900B/it active
- 1979-12-11 PT PT70571A patent/PT70571A/pt unknown
- 1979-12-11 NL NLAANVRAGE7908899,A patent/NL177749C/xx not_active IP Right Cessation
- 1979-12-11 NZ NZ192360A patent/NZ192360A/xx unknown
- 1979-12-11 IL IL58917A patent/IL58917A/xx unknown
- 1979-12-12 CA CA341,691A patent/CA1108137A/en not_active Expired
- 1979-12-12 DE DE19792950019 patent/DE2950019A1/de not_active Ceased
- 1979-12-12 CS CS798708A patent/CS216517B2/cs unknown
- 1979-12-12 AT AT0783379A patent/AT373879B/de not_active IP Right Cessation
- 1979-12-12 IE IE2403/79A patent/IE49318B1/en unknown
- 1979-12-12 JP JP54161382A patent/JPS585197B2/ja not_active Expired
- 1979-12-12 SU SU792854456A patent/SU878195A3/ru active
- 1979-12-12 EG EG743/79A patent/EG14227A/xx active
- 1979-12-12 NO NO794069A patent/NO153135C/no unknown
- 1979-12-12 BE BE0/198542A patent/BE880584A/fr not_active IP Right Cessation
- 1979-12-12 AU AU53725/79A patent/AU517892B2/en not_active Ceased
- 1979-12-12 PL PL1979220351A patent/PL134005B1/pl unknown
- 1979-12-12 FR FR7930438A patent/FR2444031A1/fr active Granted
- 1979-12-12 LU LU81985A patent/LU81985A1/fr unknown
- 1979-12-12 KR KR1019790004397A patent/KR830001243B1/ko not_active Expired
- 1979-12-13 PH PH23412A patent/PH15056A/en unknown
- 1979-12-13 CH CH1106279A patent/CH644597A5/de not_active IP Right Cessation
- 1979-12-13 DD DD79217645A patent/DD147943A5/de unknown
-
1985
- 1985-03-21 US US06/714,422 patent/US4636500A/en not_active Expired - Fee Related
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