EA200900690A1 - Способ получения силденафила - Google Patents
Способ получения силденафилаInfo
- Publication number
- EA200900690A1 EA200900690A1 EA200900690A EA200900690A EA200900690A1 EA 200900690 A1 EA200900690 A1 EA 200900690A1 EA 200900690 A EA200900690 A EA 200900690A EA 200900690 A EA200900690 A EA 200900690A EA 200900690 A1 EA200900690 A1 EA 200900690A1
- Authority
- EA
- Eurasian Patent Office
- Prior art keywords
- compound
- formula
- iii
- preparing
- present
- Prior art date
Links
- BNRNXUUZRGQAQC-UHFFFAOYSA-N sildenafil Chemical compound CCCC1=NN(C)C(C(N2)=O)=C1N=C2C(C(=CC=1)OCC)=CC=1S(=O)(=O)N1CCN(C)CC1 BNRNXUUZRGQAQC-UHFFFAOYSA-N 0.000 title abstract 4
- 238000000034 method Methods 0.000 title abstract 2
- 229960003310 sildenafil Drugs 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 11
- 238000004519 manufacturing process Methods 0.000 abstract 3
- 239000000543 intermediate Substances 0.000 abstract 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 abstract 1
- PVOAHINGSUIXLS-UHFFFAOYSA-N 1-Methylpiperazine Chemical compound CN1CCNCC1 PVOAHINGSUIXLS-UHFFFAOYSA-N 0.000 abstract 1
- 101100313649 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) POT1 gene Proteins 0.000 abstract 1
- 101100161758 Yarrowia lipolytica (strain CLIB 122 / E 150) POX3 gene Proteins 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 238000007086 side reaction Methods 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—Ortho-condensed systems
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
Abstract
Настоящее изобретение относится к способу получения соединения формулы (I), включающему стадию превращения соединения, которое выбрано из группы, состоящей из соединений формул (II), (III) или (IV), где Х представляет собой галоген, в ходе одной или более стадий с образованием соединения формулы (I). Изобретение также относится к способу получения фармацевтической композиции, включающей соединение формулы (I) или его фармацевтически приемлемую соль или сольват. Более того, изобретение относится к промежуточным продуктам, пригодным для применения в вышеупомянутых способах, а также к способам их получения.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PCT/CN2006/003530 WO2008074194A1 (en) | 2006-12-21 | 2006-12-21 | A process for the preparation of sildenafil and the intermediates thereof |
| PCT/EP2007/011355 WO2008074512A1 (en) | 2006-12-21 | 2007-12-21 | Process for the preparation of sildenafil |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| EA200900690A1 true EA200900690A1 (ru) | 2009-12-30 |
| EA019160B1 EA019160B1 (ru) | 2014-01-30 |
Family
ID=39267890
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EA200900690A EA019160B1 (ru) | 2006-12-21 | 2007-12-21 | Способ получения силденафила |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US8071765B2 (ru) |
| EP (1) | EP2125821B1 (ru) |
| CN (1) | CN101563348B (ru) |
| AT (1) | ATE516289T1 (ru) |
| EA (1) | EA019160B1 (ru) |
| ES (1) | ES2367976T3 (ru) |
| NO (1) | NO20092573L (ru) |
| PL (1) | PL2125821T3 (ru) |
| PT (1) | PT2125821E (ru) |
| SI (1) | SI2125821T1 (ru) |
| UA (1) | UA99447C2 (ru) |
| WO (2) | WO2008074194A1 (ru) |
Families Citing this family (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8071765B2 (en) * | 2006-12-21 | 2011-12-06 | Topharman Shanghai Co., Ltd. | Process for the preparation of sildenafil and intermediates thereof |
| AT512084A1 (de) | 2011-10-20 | 2013-05-15 | Univ Wien Tech | Diazabicyclo- und diazaspiro-alkanderivate als phosphodiesterase-5 inhibitoren |
| CN102690273B (zh) * | 2012-06-07 | 2014-11-05 | 杭州奥默医药技术有限公司 | 一种西地那非的制备方法 |
| CN102993205B (zh) * | 2012-12-27 | 2015-04-15 | 华润赛科药业有限责任公司 | 一种高收率制备高纯度西地那非游离碱的纯化方法 |
| CN103755709B (zh) * | 2014-01-15 | 2016-05-25 | 广东药学院 | 西地那非衍生物的微波辅助制备方法 |
| CN105017255A (zh) * | 2014-04-25 | 2015-11-04 | 浙江泰康药业集团有限公司 | 西地那非制备工艺 |
| CN105085526B (zh) * | 2014-05-15 | 2017-08-01 | 重庆圣华曦药业股份有限公司 | 一种改进的西地那非制备方法 |
| CN104370915A (zh) * | 2014-11-06 | 2015-02-25 | 成都医路康医学技术服务有限公司 | 枸橼酸西地那非的制备方法 |
| CN107880047A (zh) * | 2015-07-23 | 2018-04-06 | 青岛华之草医药科技有限公司 | 一种枸橼酸西地那非化合物 |
| CN106117212B (zh) * | 2016-06-25 | 2019-10-11 | 吉林医药学院 | 一种改进的西地那非合成工艺 |
| EP3522920A2 (en) | 2016-10-10 | 2019-08-14 | Transgene SA | Immunotherapeutic product and mdsc modulator combination therapy |
| CN108558890A (zh) * | 2018-06-28 | 2018-09-21 | 重庆康刻尔制药有限公司 | 一种西地那非中间体合成方法 |
| CN109970744A (zh) * | 2019-04-10 | 2019-07-05 | 重庆康刻尔制药有限公司 | 一种枸橼酸西地那非中间体的合成方法 |
| CN115872998B (zh) * | 2021-08-03 | 2024-09-20 | 山东特珐曼药业有限公司 | 西地那非及其中间体的制备方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB9013750D0 (en) | 1990-06-20 | 1990-08-08 | Pfizer Ltd | Therapeutic agents |
| GB9301192D0 (en) | 1993-06-09 | 1993-06-09 | Trott Francis W | Flower shaped mechanised table |
| GB9612514D0 (en) | 1996-06-14 | 1996-08-14 | Pfizer Ltd | Novel process |
| CA2235642C (en) * | 1998-05-15 | 2007-11-13 | Torcan Chemical Ltd. | Processes for preparing sildenafil |
| CN1134419C (zh) | 1999-07-27 | 2004-01-14 | 北京三雄高新技术开发有限责任公司 | 有用的昔多芬中间体及其制备 |
| AU1888800A (en) | 1999-09-13 | 2001-04-17 | Cipla Limited | A novel process for the synthesis of sildenafil citrate |
| GB0106661D0 (en) * | 2001-03-16 | 2001-05-09 | Pfizer Ltd | Pharmaceutically active compounds |
| CN1208337C (zh) | 2001-09-04 | 2005-06-29 | 广州白云山医药科技发展有限公司 | 喜勃酮的制备方法 |
| CN1176081C (zh) | 2002-04-29 | 2004-11-17 | 广州白云山医药科技发展有限公司 | 制备喜勃酮用的中间体及其制备方法 |
| US8071765B2 (en) * | 2006-12-21 | 2011-12-06 | Topharman Shanghai Co., Ltd. | Process for the preparation of sildenafil and intermediates thereof |
-
2006
- 2006-12-21 US US12/448,425 patent/US8071765B2/en not_active Expired - Fee Related
- 2006-12-21 WO PCT/CN2006/003530 patent/WO2008074194A1/zh not_active Ceased
- 2006-12-21 CN CN2006800566709A patent/CN101563348B/zh active Active
-
2007
- 2007-12-21 UA UAA200906452A patent/UA99447C2/ru unknown
- 2007-12-21 EP EP07857066A patent/EP2125821B1/en active Active
- 2007-12-21 EA EA200900690A patent/EA019160B1/ru not_active IP Right Cessation
- 2007-12-21 AT AT07857066T patent/ATE516289T1/de not_active IP Right Cessation
- 2007-12-21 PT PT07857066T patent/PT2125821E/pt unknown
- 2007-12-21 WO PCT/EP2007/011355 patent/WO2008074512A1/en not_active Ceased
- 2007-12-21 SI SI200730732T patent/SI2125821T1/sl unknown
- 2007-12-21 PL PL07857066T patent/PL2125821T3/pl unknown
- 2007-12-21 ES ES07857066T patent/ES2367976T3/es active Active
-
2009
- 2009-07-07 NO NO20092573A patent/NO20092573L/no not_active Application Discontinuation
Also Published As
| Publication number | Publication date |
|---|---|
| US8071765B2 (en) | 2011-12-06 |
| CN101563348B (zh) | 2011-08-24 |
| EP2125821A1 (en) | 2009-12-02 |
| UA99447C2 (ru) | 2012-08-27 |
| PT2125821E (pt) | 2011-07-27 |
| SI2125821T1 (sl) | 2011-11-30 |
| WO2008074512A1 (en) | 2008-06-26 |
| US20100048897A1 (en) | 2010-02-25 |
| ES2367976T3 (es) | 2011-11-11 |
| NO20092573L (no) | 2009-09-18 |
| PL2125821T3 (pl) | 2011-12-30 |
| EA019160B1 (ru) | 2014-01-30 |
| ATE516289T1 (de) | 2011-07-15 |
| WO2008074194A1 (en) | 2008-06-26 |
| EP2125821B1 (en) | 2011-07-13 |
| CN101563348A (zh) | 2009-10-21 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): AM AZ BY KZ KG MD TJ TM |
|
| MM4A | Lapse of a eurasian patent due to non-payment of renewal fees within the time limit in the following designated state(s) |
Designated state(s): RU |