HUP0300583A2 - Eljárás piridilcsoporttal helyettesített metiltiobenzimidazol-származékok előállítására - Google Patents
Eljárás piridilcsoporttal helyettesített metiltiobenzimidazol-származékok előállításáraInfo
- Publication number
- HUP0300583A2 HUP0300583A2 HU0300583A HUP0300583A HUP0300583A2 HU P0300583 A2 HUP0300583 A2 HU P0300583A2 HU 0300583 A HU0300583 A HU 0300583A HU P0300583 A HUP0300583 A HU P0300583A HU P0300583 A2 HUP0300583 A2 HU P0300583A2
- Authority
- HU
- Hungary
- Prior art keywords
- general formula
- group
- alkoxy
- alkyl group
- alkyl
- Prior art date
Links
- OCKJFOHZLXIAAT-UHFFFAOYSA-N 2-methylsulfanyl-1h-benzimidazole Chemical class C1=CC=C2NC(SC)=NC2=C1 OCKJFOHZLXIAAT-UHFFFAOYSA-N 0.000 title abstract 2
- 238000000034 method Methods 0.000 title abstract 2
- PIINXYKJQGMIOZ-UHFFFAOYSA-N 1,2-dipyridin-2-ylethane-1,2-dione Chemical group C=1C=CC=NC=1C(=O)C(=O)C1=CC=CC=N1 PIINXYKJQGMIOZ-UHFFFAOYSA-N 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 5
- 125000003545 alkoxy group Chemical group 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- 239000013067 intermediate product Substances 0.000 abstract 2
- 238000004519 manufacturing process Methods 0.000 abstract 2
- 239000003960 organic solvent Substances 0.000 abstract 2
- KWUOZCQDBYFKRM-UHFFFAOYSA-N 2-methylsulfinyl-1h-benzimidazole Chemical group C1=CC=C2NC(S(=O)C)=NC2=C1 KWUOZCQDBYFKRM-UHFFFAOYSA-N 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 150000001244 carboxylic acid anhydrides Chemical class 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 230000003647 oxidation Effects 0.000 abstract 1
- 238000007254 oxidation reaction Methods 0.000 abstract 1
- CFZKDDTWZYUZKS-UHFFFAOYSA-N picoline N-oxide Chemical class CC1=CC=CC=[N+]1[O-] CFZKDDTWZYUZKS-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
A találmány az (I) általános képletű piridilcsoporttal helyettesítettmetiltiobenzimidazol-származékok, R1, R3 és R4 jelentése egymástólfüggetlenül hidrogénatom, alkil-, alkoxi- vagy fluorozottalkoxicsoport és R2 jelentése nitrocsoport, halogénatom, alkoxi-,halogénezett alkoxicsoport vagy -OR-(CH2)n-OR8 általános képletűcsoport, ahol n értéke 1 és 6 közötti egész szám, mindkét határbeleértendő, és R8 jelentése hidrogénatom vagy alkilcsoport,előállítására vonatkozik. Az eljárás során a megfelelő metilpiridin-N-oxid-származékot (R6CO)2O általános képletű aktivált karbonsav-anhidriddel, ahol R6 jelentése halogénezett alkilcsoport; vagy(R7SO2)2O általános képletű szulfonsav-anhidriddel, ahol R7 jelentésealkilcsoport, halogénezett alkilcsoport vagy alkilcsoporttalhelyettesített arilcsoport; szerves oldószerben reagáltatják, és akapott (V) általános képletű köztiterméket, a képletben R1, R2 és R3jelentése a fent meghatározott és R5 jelentése -OCOR6 vagy -OSO2R7általános képletű csoport, ahol R6 és R7 jelentése a fentmeghatározott, szerves oldószerben egy bázis jelenlétében egy 2-merkaptabenzimidazol-származékkal reagáltatják. A találmány kiterjed apiridilcsoporttjal helyettesített metilszulfinilbenzimidazol-származékoknak egy (I) általános képletű vegyület oxidációjávaltörténő előállítására is, toWábbá az (V) általános képletűköztitermékekre, valamint ezek előállítására is. Ó
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ES200000989A ES2171116B1 (es) | 2000-04-14 | 2000-04-14 | Procedimiento para la obtencion de derivados de (((piridil sustituido)metil)tio)bencimidazol. |
PCT/ES2001/000143 WO2001079194A1 (es) | 2000-04-14 | 2001-04-10 | Procedimiento para la obtención de derivados de [[(piridil sustituido)metil]tio]bencimidazol |
Publications (1)
Publication Number | Publication Date |
---|---|
HUP0300583A2 true HUP0300583A2 (hu) | 2003-07-28 |
Family
ID=8493207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HU0300583A HUP0300583A2 (hu) | 2000-04-14 | 2001-04-10 | Eljárás piridilcsoporttal helyettesített metiltiobenzimidazol-származékok előállítására |
Country Status (18)
Country | Link |
---|---|
US (1) | US6723852B2 (hu) |
EP (1) | EP1411053B1 (hu) |
JP (1) | JP2003531144A (hu) |
KR (1) | KR100757346B1 (hu) |
CN (1) | CN1214027C (hu) |
AT (1) | ATE363479T1 (hu) |
AU (1) | AU780314B2 (hu) |
CA (1) | CA2405304C (hu) |
CY (1) | CY1106632T1 (hu) |
DE (1) | DE60128736T2 (hu) |
DK (1) | DK1411053T3 (hu) |
ES (2) | ES2171116B1 (hu) |
HU (1) | HUP0300583A2 (hu) |
MX (1) | MXPA02010039A (hu) |
NO (1) | NO323468B1 (hu) |
NZ (1) | NZ521930A (hu) |
PT (1) | PT1411053E (hu) |
WO (1) | WO2001079194A1 (hu) |
Families Citing this family (16)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ES2185459B1 (es) | 2000-10-02 | 2003-12-16 | Dinamite Dipharma Spa | Procedimiento para la obtencion de pantoprazol y compuestos intermedios para el mismo. |
US7507829B2 (en) * | 2002-12-19 | 2009-03-24 | Teva Pharmaceuticals Industries, Ltd | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
ES2245277T1 (es) * | 2003-03-12 | 2006-01-01 | Teva Pharmaceutical Industries Limited | Solidos cristalinos y amorfos de pantoprazol y procedimientos para su preparacion. |
MXPA05013316A (es) * | 2003-06-10 | 2006-03-17 | Teva Pharma | Proceso para preparar bencimidazoles 2[-(piridinil)metil]sulfinil-sustituidos y derivados clorados novedosos de pantoprazol. |
ITMI20031813A1 (it) * | 2003-09-23 | 2005-03-24 | Dinamite Dipharma S P A In Forma A Bbreviata Diph | Procedimento per la preparazione di pantoprazolo e suoi sali. |
KR100771659B1 (ko) * | 2005-03-23 | 2007-10-30 | 주식회사 카이로제닉스 | 판토프라졸 및 그 중간체의 제조방법 |
EP1893602A2 (en) * | 2005-05-06 | 2008-03-05 | Medichem, S.A. | Pantoprazole free acid form iii |
CN101400670B (zh) * | 2006-03-10 | 2012-10-10 | 阿利健制药有限公司 | 具有抗幽门螺杆菌作用的吡啶衍生物 |
WO2008001392A2 (en) * | 2006-06-30 | 2008-01-03 | Msn Laboratories Limited | An improved process for the preparation of pantoprazole and its pharmaceutically acceptable salts |
RU2451682C2 (ru) * | 2006-12-18 | 2012-05-27 | Ариджен Фармасьютикалз, Инк. | ПРЕПАРАТ ПРОТИВ Helicobacter pylori, ИНГИБИРУЮЩИЙ СЕКРЕЦИЮ ЖЕЛУДОЧНОГО СОКА |
US20100210847A1 (en) * | 2007-07-17 | 2010-08-19 | Ranbaxy Laboratories Limited | Process for the preparation of pantoprazole sodium and pantoprazole sodium sesquihydrate |
US20090076089A1 (en) * | 2007-09-17 | 2009-03-19 | Protia, Llc | Deuterium-enriched pantoprazole |
CN102020637B (zh) * | 2010-12-13 | 2014-09-10 | 浙江华义医药有限公司 | 5-二氟甲氧基-2-[[(3,4-二甲氧基-2-吡啶基)甲基]硫基]-1h-苯并咪唑制备法 |
CN103242297A (zh) * | 2013-05-20 | 2013-08-14 | 湖北宜恒茶油产业科技有限责任公司 | 一种5-二氟甲氧基-2-[[(4-氯-3-甲氧基-2-吡啶基)甲基]硫代]-1h-苯并咪唑一水合物的制备方法 |
CN103664886A (zh) * | 2013-12-06 | 2014-03-26 | 威海迪素制药有限公司 | 2-[[[4-(3-甲氧基丙氧基)-3-甲基吡啶-2-基]甲基]硫代]-1h-苯并咪唑的制备方法 |
CN105399729B (zh) * | 2015-12-21 | 2018-04-17 | 山东金城医药化工有限公司 | 奥美拉唑的合成方法 |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE8204879D0 (sv) * | 1982-08-26 | 1982-08-26 | Haessle Ab | Novel chemical intermediates |
HU195220B (en) * | 1983-05-03 | 1988-04-28 | Byk Gulden Lomberg Chem Fqb | Process for production of new fluor-alkoxi-benzimidasole-derivatives and medical compositions containig them |
ZA854287B (en) * | 1984-06-16 | 1986-02-26 | Byk Gulden Lomberg Chem Fab | Dialkoxypyridines,process for their preparation,their use and medicaments containing them |
JPS6150978A (ja) * | 1984-08-16 | 1986-03-13 | Takeda Chem Ind Ltd | ピリジン誘導体およびその製造法 |
FR2593178B1 (fr) * | 1986-01-20 | 1988-04-29 | Esteve Labor Dr | Derives de 2-benzimidazolylalkylthio (ou sulfinyle ou sulfonyle) leur preparation et leur application en tant que medicaments. |
JPH0674272B2 (ja) * | 1986-11-13 | 1994-09-21 | エーザイ株式会社 | ピリジン誘導体及びそれを含有する潰瘍治療剤 |
ES2026761A6 (es) * | 1990-10-31 | 1992-05-01 | Genesis Para La Investigacion | Procedimiento de obtencion del omeprazol. |
ES2024357A6 (es) * | 1990-12-05 | 1992-02-16 | Genesis Para La Investigacion | Procedimiento de obtencion de halohidrato de 2-halometil-3,5-dimetil-4-metoxipiri-dina. |
ES2036948B1 (es) * | 1991-11-21 | 1994-09-01 | Genesis Para La Investigacion | Procedimiento de obtencion de compuestos derivados de piridina. |
WO1995011897A1 (fr) * | 1993-10-29 | 1995-05-04 | Yoshitomi Pharmaceutical Industries, Ltd. | Compose de pyridine et son utilisation en tant que remede |
JP3828648B2 (ja) * | 1996-11-14 | 2006-10-04 | 武田薬品工業株式会社 | 2−(2−ピリジルメチルスルフィニル)ベンズイミダゾール系化合物の結晶およびその製造法 |
ID18983A (id) * | 1996-12-04 | 1998-05-28 | Lilly Co Eli | Pirazola sebagai inhibitor sekresi fosfolipase a2 non-pankreas pada manusia |
GB9921578D0 (en) * | 1999-09-13 | 1999-11-17 | Cipla Limited | Omeprazole synthesis |
-
2000
- 2000-04-14 ES ES200000989A patent/ES2171116B1/es not_active Expired - Fee Related
-
2001
- 2001-04-10 EP EP01919463A patent/EP1411053B1/en not_active Expired - Lifetime
- 2001-04-10 HU HU0300583A patent/HUP0300583A2/hu unknown
- 2001-04-10 JP JP2001576794A patent/JP2003531144A/ja active Pending
- 2001-04-10 PT PT01919463T patent/PT1411053E/pt unknown
- 2001-04-10 US US10/204,604 patent/US6723852B2/en not_active Expired - Fee Related
- 2001-04-10 DE DE60128736T patent/DE60128736T2/de not_active Expired - Lifetime
- 2001-04-10 KR KR1020027013675A patent/KR100757346B1/ko not_active IP Right Cessation
- 2001-04-10 NZ NZ521930A patent/NZ521930A/en unknown
- 2001-04-10 CA CA2405304A patent/CA2405304C/en not_active Expired - Fee Related
- 2001-04-10 WO PCT/ES2001/000143 patent/WO2001079194A1/es active IP Right Grant
- 2001-04-10 DK DK01919463T patent/DK1411053T3/da active
- 2001-04-10 AU AU46551/01A patent/AU780314B2/en not_active Ceased
- 2001-04-10 CN CNB018088791A patent/CN1214027C/zh not_active Expired - Fee Related
- 2001-04-10 AT AT01919463T patent/ATE363479T1/de not_active IP Right Cessation
- 2001-04-10 MX MXPA02010039A patent/MXPA02010039A/es active IP Right Grant
- 2001-04-10 ES ES01919463T patent/ES2284629T3/es not_active Expired - Lifetime
-
2002
- 2002-10-08 NO NO20024858A patent/NO323468B1/no not_active IP Right Cessation
-
2007
- 2007-05-31 CY CY20071100725T patent/CY1106632T1/el unknown
Also Published As
Publication number | Publication date |
---|---|
DE60128736T2 (de) | 2008-02-07 |
CY1106632T1 (el) | 2012-01-25 |
DE60128736D1 (de) | 2007-07-12 |
NO20024858L (no) | 2002-12-06 |
CN1214027C (zh) | 2005-08-10 |
WO2001079194A9 (es) | 2003-05-08 |
WO2001079194A1 (es) | 2001-10-25 |
NO20024858D0 (no) | 2002-10-08 |
DK1411053T3 (da) | 2007-09-24 |
PT1411053E (pt) | 2007-07-12 |
CA2405304A1 (en) | 2002-10-07 |
ES2171116B1 (es) | 2003-08-01 |
MXPA02010039A (es) | 2004-08-19 |
NO323468B1 (no) | 2007-05-21 |
CA2405304C (en) | 2011-01-18 |
ATE363479T1 (de) | 2007-06-15 |
JP2003531144A (ja) | 2003-10-21 |
CN1427836A (zh) | 2003-07-02 |
AU4655101A (en) | 2001-10-30 |
KR100757346B1 (ko) | 2007-09-11 |
US20030036656A1 (en) | 2003-02-20 |
US6723852B2 (en) | 2004-04-20 |
AU780314B2 (en) | 2005-03-17 |
ES2284629T3 (es) | 2007-11-16 |
NZ521930A (en) | 2004-07-30 |
ES2171116A1 (es) | 2002-08-16 |
EP1411053A1 (en) | 2004-04-21 |
KR20030030990A (ko) | 2003-04-18 |
EP1411053B1 (en) | 2007-05-30 |
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Legal Events
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FD9A | Lapse of provisional protection due to non-payment of fees |