CY1106632T1 - Μεθοδος ληψης παραγωγων [[(πυριδιλ υποκατεστημενου) μεθυλ] θειο] βενζιμιδαζολιου - Google Patents
Μεθοδος ληψης παραγωγων [[(πυριδιλ υποκατεστημενου) μεθυλ] θειο] βενζιμιδαζολιουInfo
- Publication number
- CY1106632T1 CY1106632T1 CY20071100725T CY071100725T CY1106632T1 CY 1106632 T1 CY1106632 T1 CY 1106632T1 CY 20071100725 T CY20071100725 T CY 20071100725T CY 071100725 T CY071100725 T CY 071100725T CY 1106632 T1 CY1106632 T1 CY 1106632T1
- Authority
- CY
- Cyprus
- Prior art keywords
- methyl
- pyridyl substituted
- alkoxy
- obtaining
- benzimidazole derivatives
- Prior art date
Links
- 238000000034 method Methods 0.000 title abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 title 1
- 229940058303 antinematodal benzimidazole derivative Drugs 0.000 title 1
- 150000001556 benzimidazoles Chemical class 0.000 title 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 title 1
- 229910052717 sulfur Inorganic materials 0.000 title 1
- 239000011593 sulfur Substances 0.000 title 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 4
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 abstract 2
- 238000006243 chemical reaction Methods 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 2
- 125000004076 pyridyl group Chemical group 0.000 abstract 2
- YHMYGUUIMTVXNW-UHFFFAOYSA-N 1,3-dihydrobenzimidazole-2-thione Chemical compound C1=CC=C2NC(S)=NC2=C1 YHMYGUUIMTVXNW-UHFFFAOYSA-N 0.000 abstract 1
- HYZJCKYKOHLVJF-UHFFFAOYSA-N 1H-benzimidazole Chemical compound C1=CC=C2NC=NC2=C1 HYZJCKYKOHLVJF-UHFFFAOYSA-N 0.000 abstract 1
- SUBDBMMJDZJVOS-UHFFFAOYSA-N 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole Chemical compound N=1C2=CC(OC)=CC=C2NC=1S(=O)CC1=NC=C(C)C(OC)=C1C SUBDBMMJDZJVOS-UHFFFAOYSA-N 0.000 abstract 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 abstract 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 1
- IQPSEEYGBUAQFF-UHFFFAOYSA-N Pantoprazole Chemical compound COC1=CC=NC(CS(=O)C=2NC3=CC=C(OC(F)F)C=C3N=2)=C1OC IQPSEEYGBUAQFF-UHFFFAOYSA-N 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 230000015572 biosynthetic process Effects 0.000 abstract 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 abstract 1
- 239000003245 coal Substances 0.000 abstract 1
- 150000001875 compounds Chemical class 0.000 abstract 1
- -1 for example Chemical compound 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical group 0.000 abstract 1
- 125000004435 hydrogen atom Chemical class [H]* 0.000 abstract 1
- 229960003174 lansoprazole Drugs 0.000 abstract 1
- MJIHNNLFOKEZEW-UHFFFAOYSA-N lansoprazole Chemical compound CC1=C(OCC(F)(F)F)C=CN=C1CS(=O)C1=NC2=CC=CC=C2N1 MJIHNNLFOKEZEW-UHFFFAOYSA-N 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 abstract 1
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 abstract 1
- 229960000381 omeprazole Drugs 0.000 abstract 1
- 229960005019 pantoprazole Drugs 0.000 abstract 1
- CFZKDDTWZYUZKS-UHFFFAOYSA-N picoline N-oxide Chemical compound CC1=CC=CC=[N+]1[O-] CFZKDDTWZYUZKS-UHFFFAOYSA-N 0.000 abstract 1
- 229960004157 rabeprazole Drugs 0.000 abstract 1
- YREYEVIYCVEVJK-UHFFFAOYSA-N rabeprazole Chemical compound COCCCOC1=CC=NC(CS(=O)C=2NC3=CC=CC=C3N=2)=C1C YREYEVIYCVEVJK-UHFFFAOYSA-N 0.000 abstract 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 abstract 1
- 238000003786 synthesis reaction Methods 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)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pyridine Compounds (AREA)
Abstract
Η εφεύρεση αναφέρεται σε μια μέθοδο για τη λήψη παραγώγων [[(πυριδιλ υποκατεστημένου)μεθυλ]θειο]βενζιμιδαζολίου (I), όπου R1, R3 και R4 ανεξάρτητα αναπαριστούν υδρογόνο, αλκύλιο, αλκοξύ ή φθοριωμένο αλκοξύ με 1 έως 6 άτομα άνθρακα, R2 αναπαριστά άζωτο, αλογόνο, αλκοξύ ή αλογονωμένο αλκοξύ με 1 έως 6 άτομα άνθρακα ή μια -Ο-(CH2)n-OR8 ομάδα, όπου n είναι ένας ακέραιος αριθμός από 1 έως 6 και R8 αναπαριστά υδρογόνο ή μια αλκυλο ομάδα με 1 έως 6 άτομα άνθρακα. Η μέθοδος περιλαμβάνει τα ακόλουθα στάδια: (α) αντίδραση ενός Ν-οξειδίου μεθυλοπυριδίνης με έναν ανυδρίτη καρβοξυλικού οξέος ή σουλφονικού οξέος και (β) αντίδραση του ενδιάμεσου προϊόντος που διαμορφώνεται στο στάδιο (α) με ένα αντίστοιχο μερκαπτοβενζιμιδαζόλιο. Οι ενώσεις (I) είναι χρήσιμες για τη σύνθεση [[(πυριδιλ υποκατεστημένου)μεθυλ]θειο]βενζιμιδαζολίου, για παράδειγμα, ομεπραζόλη, λανσοπραζόλη, ραβεπραζόλη και παντοπραζόλη.
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 |
---|---|
CY1106632T1 true CY1106632T1 (el) | 2012-01-25 |
Family
ID=8493207
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CY20071100725T CY1106632T1 (el) | 2000-04-14 | 2007-05-31 | Μεθοδος ληψης παραγωγων [[(πυριδιλ υποκατεστημενου) μεθυλ] θειο] βενζιμιδαζολιου |
Country Status (18)
Country | Link |
---|---|
US (1) | US6723852B2 (el) |
EP (1) | EP1411053B1 (el) |
JP (1) | JP2003531144A (el) |
KR (1) | KR100757346B1 (el) |
CN (1) | CN1214027C (el) |
AT (1) | ATE363479T1 (el) |
AU (1) | AU780314B2 (el) |
CA (1) | CA2405304C (el) |
CY (1) | CY1106632T1 (el) |
DE (1) | DE60128736T2 (el) |
DK (1) | DK1411053T3 (el) |
ES (2) | ES2171116B1 (el) |
HU (1) | HUP0300583A2 (el) |
MX (1) | MXPA02010039A (el) |
NO (1) | NO323468B1 (el) |
NZ (1) | NZ521930A (el) |
PT (1) | PT1411053E (el) |
WO (1) | WO2001079194A1 (el) |
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. |
AU2003303240A1 (en) * | 2002-12-19 | 2004-07-14 | Eva Pharmaceutical Industries Ltd. | Solid states of pantoprazole sodium, processes for preparing them and processes for preparing known pantoprazole sodium hydrates |
WO2004080961A2 (en) * | 2003-03-12 | 2004-09-23 | Teva Pharmaceutical Industries Ltd. | Crystalline and amorphous solids of pantoprazole and processes for their preparation |
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 |
CA2607583A1 (en) * | 2005-05-06 | 2007-04-05 | Medichem, S.A. | Pantoprazole free acid form iii |
CA2645467C (en) * | 2006-03-10 | 2012-04-24 | Arigen Pharmaceuticals, Inc. | Pyridine derivative having anti-helicobacter pylori activity |
WO2008001392A2 (en) * | 2006-06-30 | 2008-01-03 | Msn Laboratories Limited | An improved process for the preparation of pantoprazole and its pharmaceutically acceptable salts |
WO2008075462A1 (ja) * | 2006-12-18 | 2008-06-26 | Arigen Pharmaceuticals, Inc. | 胃酸分泌抑制作用を併せ持つヘリコバクター・ピロリ除菌剤 |
WO2009010937A1 (en) | 2007-07-17 | 2009-01-22 | Ranbaxy Laboratories Limited | Process for the preparation op 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 CN CNB018088791A patent/CN1214027C/zh not_active Expired - Fee Related
- 2001-04-10 KR KR1020027013675A patent/KR100757346B1/ko not_active IP Right Cessation
- 2001-04-10 CA CA2405304A patent/CA2405304C/en not_active Expired - Fee Related
- 2001-04-10 DE DE60128736T patent/DE60128736T2/de not_active Expired - Lifetime
- 2001-04-10 NZ NZ521930A patent/NZ521930A/en unknown
- 2001-04-10 EP EP01919463A patent/EP1411053B1/en not_active Expired - Lifetime
- 2001-04-10 US US10/204,604 patent/US6723852B2/en not_active Expired - Fee Related
- 2001-04-10 PT PT01919463T patent/PT1411053E/pt unknown
- 2001-04-10 HU HU0300583A patent/HUP0300583A2/hu unknown
- 2001-04-10 MX MXPA02010039A patent/MXPA02010039A/es active IP Right Grant
- 2001-04-10 JP JP2001576794A patent/JP2003531144A/ja active Pending
- 2001-04-10 ES ES01919463T patent/ES2284629T3/es not_active Expired - Lifetime
- 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 AT AT01919463T patent/ATE363479T1/de not_active IP Right Cessation
-
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 |
---|---|
WO2001079194A1 (es) | 2001-10-25 |
DE60128736D1 (de) | 2007-07-12 |
NO20024858L (no) | 2002-12-06 |
AU780314B2 (en) | 2005-03-17 |
ATE363479T1 (de) | 2007-06-15 |
MXPA02010039A (es) | 2004-08-19 |
DK1411053T3 (da) | 2007-09-24 |
ES2171116A1 (es) | 2002-08-16 |
CA2405304A1 (en) | 2002-10-07 |
ES2284629T3 (es) | 2007-11-16 |
CN1214027C (zh) | 2005-08-10 |
ES2171116B1 (es) | 2003-08-01 |
WO2001079194A9 (es) | 2003-05-08 |
KR20030030990A (ko) | 2003-04-18 |
US20030036656A1 (en) | 2003-02-20 |
NO323468B1 (no) | 2007-05-21 |
CN1427836A (zh) | 2003-07-02 |
EP1411053B1 (en) | 2007-05-30 |
AU4655101A (en) | 2001-10-30 |
NZ521930A (en) | 2004-07-30 |
KR100757346B1 (ko) | 2007-09-11 |
NO20024858D0 (no) | 2002-10-08 |
EP1411053A1 (en) | 2004-04-21 |
DE60128736T2 (de) | 2008-02-07 |
US6723852B2 (en) | 2004-04-20 |
CA2405304C (en) | 2011-01-18 |
HUP0300583A2 (hu) | 2003-07-28 |
JP2003531144A (ja) | 2003-10-21 |
PT1411053E (pt) | 2007-07-12 |
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