RU92016535A - Способ получения омепразола - Google Patents
Способ получения омепразолаInfo
- Publication number
- RU92016535A RU92016535A RU92016535/04A RU92016535A RU92016535A RU 92016535 A RU92016535 A RU 92016535A RU 92016535/04 A RU92016535/04 A RU 92016535/04A RU 92016535 A RU92016535 A RU 92016535A RU 92016535 A RU92016535 A RU 92016535A
- Authority
- RU
- Russia
- Prior art keywords
- omeprazol
- obtaining
- methoxy
- aqueous phase
- aqueous
- Prior art date
Links
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims 3
- 239000008346 aqueous phase Substances 0.000 claims 2
- YMWUJEATGCHHMB-UHFFFAOYSA-N methylene dichloride Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 claims 2
- XURCIPRUUASYLR-UHFFFAOYSA-N 6-methoxy-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methylsulfanyl]-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1SCC1=NC=C(C)C(OC)=C1C XURCIPRUUASYLR-UHFFFAOYSA-N 0.000 claims 1
- SUBDBMMJDZJVOS-UHFFFAOYSA-N Esomeprazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 claims 1
- NHQDETIJWKXCTC-UHFFFAOYSA-N Meta-Chloroperoxybenzoic acid Chemical compound OOC(=O)C1=CC=CC(Cl)=C1 NHQDETIJWKXCTC-UHFFFAOYSA-N 0.000 claims 1
- -1 alkyl formate Chemical compound 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 238000002425 crystallisation Methods 0.000 claims 1
- 230000005712 crystallization Effects 0.000 claims 1
- 238000000605 extraction Methods 0.000 claims 1
- 230000003993 interaction Effects 0.000 claims 1
- 229960000381 omeprazole Drugs 0.000 claims 1
- 239000012074 organic phase Substances 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- 238000000926 separation method Methods 0.000 claims 1
- 238000003786 synthesis reaction Methods 0.000 claims 1
- 230000002194 synthesizing Effects 0.000 claims 1
Claims (1)
- Предполагаемое изобретение относится к усовершенствованному способу синтеза омепразола, включающему стадии взаимодействия 5-метокси-2-[(4-метокси-3,5-диметил-2-пиридинил)-метилтио] - -IH-бензимидазола с м-хлорпероксибензойной кислотой в растворе метиленхлорида при практически постоянном pH около 8,0-8,6, экстракции реакционной смеси водным NaOH, отделения водной фазы от органической фазы и добавления алкилформата к водной фазе, в результате чего кристаллизуется смепразол.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9002043-9 | 1990-06-07 | ||
SE9002043A SE9002043D0 (sv) | 1990-06-07 | 1990-06-07 | Improved method for synthesis |
PCT/SE1991/000402 WO1991018895A1 (en) | 1990-06-07 | 1991-06-05 | Improved method for synthesis |
Publications (2)
Publication Number | Publication Date |
---|---|
RU92016535A true RU92016535A (ru) | 1995-05-20 |
RU2061693C1 RU2061693C1 (ru) | 1996-06-10 |
Family
ID=20379708
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU9192016535A RU2061693C1 (ru) | 1990-06-07 | 1991-06-05 | Способ получения омепразола |
Country Status (42)
Country | Link |
---|---|
US (1) | US5386032A (ru) |
EP (1) | EP0533752B1 (ru) |
JP (1) | JP2993122B2 (ru) |
KR (1) | KR0178045B1 (ru) |
CN (1) | CN1040536C (ru) |
AP (1) | AP216A (ru) |
AT (1) | ATE162790T1 (ru) |
AU (1) | AU640246B2 (ru) |
BG (1) | BG61265B1 (ru) |
CA (1) | CA2083605C (ru) |
CZ (1) | CZ279928B6 (ru) |
DE (1) | DE69128832T2 (ru) |
DK (1) | DK0533752T3 (ru) |
DZ (1) | DZ1504A1 (ru) |
EG (1) | EG19392A (ru) |
ES (1) | ES2113378T3 (ru) |
FI (1) | FI102967B1 (ru) |
GR (1) | GR3026642T3 (ru) |
HK (1) | HK1003831A1 (ru) |
HR (1) | HRP920770B1 (ru) |
HU (1) | HU214323B (ru) |
IE (1) | IE911845A1 (ru) |
IL (1) | IL98274A (ru) |
IS (1) | IS1752B (ru) |
LT (1) | LT3584B (ru) |
LV (1) | LV10271B (ru) |
MA (1) | MA22171A1 (ru) |
NO (1) | NO300541B1 (ru) |
NZ (1) | NZ238224A (ru) |
PL (1) | PL165433B1 (ru) |
PT (1) | PT97873B (ru) |
RO (1) | RO111366B1 (ru) |
RU (1) | RU2061693C1 (ru) |
SA (1) | SA91120027B1 (ru) |
SE (1) | SE9002043D0 (ru) |
SG (1) | SG48053A1 (ru) |
SK (1) | SK278505B6 (ru) |
TN (1) | TNSN91042A1 (ru) |
UA (1) | UA32524C2 (ru) |
WO (1) | WO1991018895A1 (ru) |
YU (1) | YU47570B (ru) |
ZA (1) | ZA913779B (ru) |
Families Citing this family (56)
Publication number | Priority date | Publication date | Assignee | Title |
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SE521100C2 (sv) * | 1995-12-15 | 2003-09-30 | Astra Ab | Förfarande för framställning av en bensimidazolförening |
US5840737A (en) | 1996-01-04 | 1998-11-24 | The Curators Of The University Of Missouri | Omeprazole solution and method for using same |
US6699885B2 (en) | 1996-01-04 | 2004-03-02 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and methods of using same |
US6645988B2 (en) * | 1996-01-04 | 2003-11-11 | Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
US6489346B1 (en) | 1996-01-04 | 2002-12-03 | The Curators Of The University Of Missouri | Substituted benzimidazole dosage forms and method of using same |
SK283805B6 (sk) | 1996-09-09 | 2004-02-03 | Slovakofarma, A. S. | Spôsob prípravy omeprazolu |
CA2204580A1 (en) * | 1997-05-06 | 1998-11-06 | Michel Zoghbi | Synthesis of pharmaceutically useful pyridine derivatives |
US6437139B1 (en) | 1997-05-06 | 2002-08-20 | Pdi-Research Laboratories, Inc. | Synthesis of pharmaceutically useful pyridine derivatives |
KR100463031B1 (ko) * | 1997-05-26 | 2005-04-06 | 동아제약주식회사 | 5-메톡시-2-[3,5-디메틸-4-메톡시피리딜메틸)설피닐]-1h-벤즈이미다졸의신규제조방법 |
US6096340A (en) * | 1997-11-14 | 2000-08-01 | Andrx Pharmaceuticals, Inc. | Omeprazole formulation |
US6174548B1 (en) | 1998-08-28 | 2001-01-16 | Andrx Pharmaceuticals, Inc. | Omeprazole formulation |
SE9704183D0 (sv) | 1997-11-14 | 1997-11-14 | Astra Ab | New process |
SI20019A (sl) | 1998-07-13 | 2000-02-29 | LEK, tovarna farmacevtskih in kemi�nih izdelkov, d.d. | Izboljšan postopek sinteze 5-metoksi -2-/(4-metoksi-3,5-dimetil-2-piridil)metil/ sulfinil-1H-benzimidazola |
US6166213A (en) * | 1998-08-11 | 2000-12-26 | Merck & Co., Inc. | Omeprazole process and compositions thereof |
US6191148B1 (en) | 1998-08-11 | 2001-02-20 | Merck & Co., Inc. | Omerazole process and compositions thereof |
US6733778B1 (en) | 1999-08-27 | 2004-05-11 | Andrx Pharmaceuticals, Inc. | Omeprazole formulation |
UA72748C2 (en) * | 1998-11-10 | 2005-04-15 | Astrazeneca Ab | A novel crystalline form of omeprazole |
IL142703A (en) | 1998-11-10 | 2006-04-10 | Astrazeneca Ab | Crystalline form of omeprazole |
US6362202B1 (en) | 1999-03-02 | 2002-03-26 | Sepracor Inc. | Methods and compositions using (−) norcisapride in combination with proton pump inhibitors or H2 receptor antagonists |
US6353005B1 (en) | 1999-03-02 | 2002-03-05 | Sepracor, Inc. | Method and compositions using (+) norcisapride in combination with proton pump inhibitors or H2 receptor antagonist |
US6262085B1 (en) | 1999-08-26 | 2001-07-17 | Robert R. Whittle | Alkoxy substituted Benzimidazole compounds, pharmaceutical preparations containing the same, and methods of using the same |
US6312712B1 (en) | 1999-08-26 | 2001-11-06 | Robert R. Whittle | Method of improving bioavailability |
US6369087B1 (en) | 1999-08-26 | 2002-04-09 | Robert R. Whittle | Alkoxy substituted benzimidazole compounds, pharmaceutical preparations containing the same, and methods of using the same |
US6316020B1 (en) | 1999-08-26 | 2001-11-13 | Robert R. Whittle | Pharmaceutical formulations |
US6312723B1 (en) | 1999-08-26 | 2001-11-06 | Robert R. Whittle | Pharmaceutical unit dosage form |
US6262086B1 (en) | 1999-08-26 | 2001-07-17 | Robert R. Whittle | Pharmaceutical unit dosage form |
US6268385B1 (en) | 1999-08-26 | 2001-07-31 | Robert R. Whittle | Dry blend pharmaceutical formulations |
US6780880B1 (en) * | 1999-08-26 | 2004-08-24 | Robert R. Whittle | FT-Raman spectroscopic measurement |
US6326384B1 (en) | 1999-08-26 | 2001-12-04 | Robert R. Whittle | Dry blend pharmaceutical unit dosage form |
DE19951960C2 (de) | 1999-10-28 | 2002-06-27 | Gruenenthal Gmbh | Verfahren zur Herstellung als Ulkustherapeutika geeigneter Benzimidazol-Derivate |
WO2002062786A1 (en) | 2001-02-02 | 2002-08-15 | Teva Pharmaceutical Industries Ltd. | Processes for the production of substituted 2-(2-pyridylmethyl) sulfinyl-1h-benzimidazoles |
KR100783020B1 (ko) * | 2001-03-23 | 2007-12-07 | 동아제약주식회사 | 2-메틸클로라이드 피리딘 유도체 및 이를 이용한 벤즈이미다졸 유도체의 제조 방법 |
IL159854A0 (en) * | 2001-07-16 | 2004-06-20 | Janssen Pharmaceutica Nv | Improved process for preparing benzimidazole-type compounds |
CA2472103A1 (en) * | 2002-01-25 | 2003-08-07 | Santarus, Inc. | Transmucosal delivery of proton pump inhibitors |
SE0203092D0 (en) | 2002-10-18 | 2002-10-18 | Astrazeneca Ab | Method for the synthesis of a benzimidazole compound |
EP1603537A4 (en) * | 2003-02-20 | 2009-11-04 | Santarus Inc | IMMEDIATE RELEASE OF OMEPRAZOLE ANTACIDAL COMPLEX WITH NEW FORMULATION FOR RAPID AND PROLONGED ELIMINATION OF GASTRIC ACID |
JP2006528181A (ja) * | 2003-07-18 | 2006-12-14 | サンタラス インコーポレイティッド | 酸分泌を阻害するために有用な薬学的製剤ならびにそれらを作製および使用する方法 |
AU2004257864A1 (en) * | 2003-07-18 | 2005-01-27 | Santarus, Inc. | Pharmaceutical formulation and method for treating acid-caused gastrointestinal disorders |
US8993599B2 (en) * | 2003-07-18 | 2015-03-31 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
US20070292498A1 (en) * | 2003-11-05 | 2007-12-20 | Warren Hall | Combinations of proton pump inhibitors, sleep aids, buffers and pain relievers |
US8815916B2 (en) * | 2004-05-25 | 2014-08-26 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
US8906940B2 (en) * | 2004-05-25 | 2014-12-09 | Santarus, Inc. | Pharmaceutical formulations useful for inhibiting acid secretion and methods for making and using them |
JP5173191B2 (ja) | 2004-09-13 | 2013-03-27 | 武田薬品工業株式会社 | 酸化化合物の製造方法及び製造装置 |
SI1802584T1 (sl) * | 2004-10-11 | 2010-01-29 | Ranbaxy Lab Ltd | Postopki za pripravo substituiranih sulfoksidov |
KR100641534B1 (ko) | 2005-07-28 | 2006-11-01 | 한미약품 주식회사 | 에스오메프라졸 및 그의 염의 제조방법 |
CA2631581C (en) | 2005-12-01 | 2011-05-03 | Auspex Pharmaceuticals, Inc. | Substituted phenethylamines with serotoninergic and/or norepinephrinergic activity |
EP1801110A1 (en) | 2005-12-22 | 2007-06-27 | KRKA, tovarna zdravil, d.d., Novo mesto | Esomeprazole arginine salt |
WO2007129328A2 (en) * | 2006-05-09 | 2007-11-15 | Cadila Healthcare Limited | Process for preparing 2-[pyridinyl]sulfinyl-substituted benzimidazoles |
US20090092658A1 (en) * | 2007-10-05 | 2009-04-09 | Santarus, Inc. | Novel formulations of proton pump inhibitors and methods of using these formulations |
EA200900985A1 (ru) | 2007-01-31 | 2009-12-30 | Крка, Товарна Здравил, Д. Д., Ново Место | Способ получения оптически чистого омепразола |
WO2008140859A1 (en) | 2007-03-15 | 2008-11-20 | Auspex Pharmaceuticals, Inc. | Deuterated venlafaxines and 0-desmetylvenlafaxines with serotoninergic and / or norepinephrinergic activity |
WO2009122435A2 (en) * | 2008-03-31 | 2009-10-08 | Council Of Scientific & Industrial Research | A simultaneous method for the preparation of a mixture of 3- acetoxy-17-acetamido-16-formyl-androst-5,17-diene and 3- acetoxy-2'-chloro-5-androsteno[17,16-b]pyridine |
WO2010134099A1 (en) | 2009-05-21 | 2010-11-25 | Cadila Healthcare Limited | One pot process for preparing omeprazole and related compounds |
CN102786513A (zh) * | 2011-05-18 | 2012-11-21 | 中国医学科学院药物研究所 | 奥美拉唑晶e型物质及制备方法与在药品和保健品中应用 |
CN104203938A (zh) | 2012-01-21 | 2014-12-10 | 朱比兰特生命科学有限公司 | 用于制备2-吡啶基甲基亚硫酰基苯并咪唑、它们的类似物和光学活性对映体的方法 |
TW202126317A (zh) | 2019-09-24 | 2021-07-16 | 美商普拉塔生技公司 | 用於治療發炎和免疫疾病之組成物和方法 |
Family Cites Families (12)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
IN148930B (ru) * | 1977-09-19 | 1981-07-25 | Hoffmann La Roche | |
SE7804231L (sv) * | 1978-04-14 | 1979-10-15 | Haessle Ab | Magsyrasekretionsmedel |
US4307102A (en) * | 1981-02-19 | 1981-12-22 | Sterling Drug Inc. | Phenanthro[2,3-c]pyrazole |
SE8300736D0 (sv) * | 1983-02-11 | 1983-02-11 | Haessle Ab | Novel pharmacologically active compounds |
ZW4585A1 (en) * | 1984-04-19 | 1985-11-20 | Hoffmann La Roche | Imidazole derivatives |
IL76839A (en) * | 1984-10-31 | 1988-08-31 | Byk Gulden Lomberg Chem Fab | Picoline derivatives,processes for the preparation thereof and pharmaceutical compositions containing the same |
SE8500996D0 (sv) * | 1985-03-01 | 1985-03-01 | Haessle Ab | Method of treatment |
SE8600658D0 (sv) * | 1986-02-14 | 1986-02-14 | Haessle Ab | Novel composition of matter |
FI91754C (fi) * | 1986-12-02 | 1994-08-10 | Tanabe Seiyaku Co | Analogiamenetelmä lääkeaineena käyttökelpoisen imidatsolijohdannaisen valmistamiseksi |
DE3722810A1 (de) * | 1987-07-10 | 1989-01-19 | Hoechst Ag | Substituierte benzimidazole, verfahren zu deren herstellung, diese enthaltende pharmazeutische zubereitungen und deren verwendung |
SE9002206D0 (sv) * | 1990-06-20 | 1990-06-20 | Haessle Ab | New compounds |
WO1993006097A1 (en) * | 1991-09-20 | 1993-04-01 | Merck & Co., Inc. | Novel process for the preparation of anti-ulcer agents |
-
1990
- 1990-06-07 SE SE9002043A patent/SE9002043D0/xx unknown
-
1991
- 1991-05-17 ZA ZA913779A patent/ZA913779B/xx unknown
- 1991-05-20 DZ DZ910065A patent/DZ1504A1/fr active
- 1991-05-22 NZ NZ238224A patent/NZ238224A/en not_active IP Right Cessation
- 1991-05-27 IL IL9827491A patent/IL98274A/en not_active IP Right Cessation
- 1991-05-30 IE IE184591A patent/IE911845A1/en not_active IP Right Cessation
- 1991-06-04 TN TNTNSN91042A patent/TNSN91042A1/fr unknown
- 1991-06-05 PL PL91297169A patent/PL165433B1/pl not_active IP Right Cessation
- 1991-06-05 SG SG1996006672A patent/SG48053A1/en unknown
- 1991-06-05 RU RU9192016535A patent/RU2061693C1/ru not_active IP Right Cessation
- 1991-06-05 DK DK91910929.8T patent/DK0533752T3/da active
- 1991-06-05 JP JP3510790A patent/JP2993122B2/ja not_active Expired - Fee Related
- 1991-06-05 EP EP91910929A patent/EP0533752B1/en not_active Expired - Lifetime
- 1991-06-05 CA CA002083605A patent/CA2083605C/en not_active Expired - Lifetime
- 1991-06-05 UA UA93004176A patent/UA32524C2/ru unknown
- 1991-06-05 MA MA22445A patent/MA22171A1/fr unknown
- 1991-06-05 ES ES91910929T patent/ES2113378T3/es not_active Expired - Lifetime
- 1991-06-05 RO RO92-01512A patent/RO111366B1/ro unknown
- 1991-06-05 HU HU9203855A patent/HU214323B/hu unknown
- 1991-06-05 DE DE69128832T patent/DE69128832T2/de not_active Expired - Fee Related
- 1991-06-05 AU AU80807/91A patent/AU640246B2/en not_active Ceased
- 1991-06-05 WO PCT/SE1991/000402 patent/WO1991018895A1/en active IP Right Grant
- 1991-06-05 PT PT97873A patent/PT97873B/pt not_active IP Right Cessation
- 1991-06-05 AT AT91910929T patent/ATE162790T1/de not_active IP Right Cessation
- 1991-06-05 YU YU99291A patent/YU47570B/sh unknown
- 1991-06-06 CZ CS911726A patent/CZ279928B6/cs unknown
- 1991-06-06 EG EG35291A patent/EG19392A/xx active
- 1991-06-06 SK SK1726-91A patent/SK278505B6/sk unknown
- 1991-06-07 CN CN91103923A patent/CN1040536C/zh not_active Expired - Fee Related
- 1991-06-07 AP APAP/P/1991/000274A patent/AP216A/en active
- 1991-06-07 IS IS3711A patent/IS1752B/is unknown
- 1991-07-29 SA SA91120027A patent/SA91120027B1/ar unknown
- 1991-10-18 KR KR1019910701379A patent/KR0178045B1/ko not_active IP Right Cessation
-
1992
- 1992-10-01 HR HR920770A patent/HRP920770B1/xx not_active IP Right Cessation
- 1992-12-04 BG BG97146A patent/BG61265B1/bg unknown
- 1992-12-04 FI FI925529A patent/FI102967B1/fi active
- 1992-12-04 NO NO924682A patent/NO300541B1/no unknown
-
1993
- 1993-05-25 US US08/067,406 patent/US5386032A/en not_active Expired - Lifetime
- 1993-08-10 LV LVP-93-1020A patent/LV10271B/xx unknown
- 1993-12-30 LT LTIP1711A patent/LT3584B/lt not_active IP Right Cessation
-
1998
- 1998-04-08 HK HK98102920A patent/HK1003831A1/xx not_active IP Right Cessation
- 1998-04-14 GR GR980400843T patent/GR3026642T3/el unknown
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