EA199700061A1 - Способ получения силденафила - Google Patents

Способ получения силденафила

Info

Publication number
EA199700061A1
EA199700061A1 EA199700061A EA199700061A EA199700061A1 EA 199700061 A1 EA199700061 A1 EA 199700061A1 EA 199700061 A EA199700061 A EA 199700061A EA 199700061 A EA199700061 A EA 199700061A EA 199700061 A1 EA199700061 A1 EA 199700061A1
Authority
EA
Eurasian Patent Office
Prior art keywords
obtaining
sildenafil
compounds
formula
cyclization
Prior art date
Application number
EA199700061A
Other languages
English (en)
Other versions
EA000102B1 (ru
Inventor
Питер Джеймз Данн
Элберт Шо Вуд
Original Assignee
Пфайзер Рисерч Энд Дивелопмент Компани Н.В./С.А.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=10795332&utm_source=***_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=EA199700061(A1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Пфайзер Рисерч Энд Дивелопмент Компани Н.В./С.А. filed Critical Пфайзер Рисерч Энд Дивелопмент Компани Н.В./С.А.
Publication of EA199700061A1 publication Critical patent/EA199700061A1/ru
Publication of EA000102B1 publication Critical patent/EA000102B1/ru

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/22—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with hetero atoms directly attached to ring nitrogen atoms
    • C07D295/26—Sulfur atoms
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00—Drugs for disorders of the urinary system
    • A61P13/02—Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00—Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10—Drugs for genital or sexual disorders; Contraceptives for impotence
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • 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
    • C07D231/14—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 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/04—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
    • 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

Abstract

Способ получения соединения формулы Iзаключающийся в циклизации соединения формулы II
EA199700061A 1996-06-14 1997-06-11 Способ получения 5-[2-этокси-5-(4-метилпиперазин-1-илсульфонил)-фенил]-1-метил-3-н-пропил-1,6-дигидро-7н-пиразоло [4,3-d]пиримидин-7-она EA000102B1 (ru)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GBGB9612514.1A GB9612514D0 (en) 1996-06-14 1996-06-14 Novel process

Publications (2)

Publication Number Publication Date
EA199700061A1 true EA199700061A1 (ru) 1997-12-30
EA000102B1 EA000102B1 (ru) 1998-08-27

Family

ID=10795332

Family Applications (1)

Application Number Title Priority Date Filing Date
EA199700061A EA000102B1 (ru) 1996-06-14 1997-06-11 Способ получения 5-[2-этокси-5-(4-метилпиперазин-1-илсульфонил)-фенил]-1-метил-3-н-пропил-1,6-дигидро-7н-пиразоло [4,3-d]пиримидин-7-она

Country Status (48)

Country Link
US (2) US5955611A (ru)
EP (2) EP0812845B1 (ru)
JP (2) JP2866841B2 (ru)
KR (1) KR100207352B1 (ru)
CN (2) CN1106399C (ru)
AP (1) AP717A (ru)
AR (1) AR003401A1 (ru)
AT (2) ATE246194T1 (ru)
AU (1) AU697684B2 (ru)
BG (1) BG62554B1 (ru)
BR (1) BR9703580A (ru)
CA (1) CA2207694C (ru)
CO (1) CO4780028A1 (ru)
CZ (1) CZ290942B6 (ru)
DE (2) DE69700321T2 (ru)
DK (2) DK0812845T3 (ru)
DZ (1) DZ2247A1 (ru)
EA (1) EA000102B1 (ru)
EG (1) EG24123A (ru)
ES (2) ES2134051T3 (ru)
GB (1) GB9612514D0 (ru)
GR (1) GR3031087T3 (ru)
HK (1) HK1033459A1 (ru)
HN (1) HN1997000072A (ru)
HR (1) HRP970326B1 (ru)
HU (1) HU224497B1 (ru)
ID (1) ID18745A (ru)
IL (3) IL121000A (ru)
IN (5) IN187350B (ru)
IS (2) IS1922B (ru)
MA (1) MA24205A1 (ru)
MX (1) MX9704433A (ru)
NO (2) NO304551B1 (ru)
NZ (1) NZ328084A (ru)
OA (1) OA10426A (ru)
PE (2) PE20011303A1 (ru)
PL (1) PL189333B1 (ru)
PT (1) PT916675E (ru)
RS (2) RS49924B (ru)
SA (1) SA97180124B1 (ru)
SG (1) SG50024A1 (ru)
SI (2) SI0812845T1 (ru)
SK (5) SK283894B6 (ru)
TN (1) TNSN97102A1 (ru)
TR (1) TR199700470A2 (ru)
UA (1) UA27085C2 (ru)
UY (2) UY24585A1 (ru)
ZA (1) ZA975259B (ru)

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KR20010012995A (ko) * 1997-05-29 2001-02-26 모치다 에이 발기부전 치료제
US6399618B1 (en) 1997-07-09 2002-06-04 Cardiome Pharma Corp Compositions and methods for modulating sexual activity
GB9722520D0 (en) 1997-10-24 1997-12-24 Pfizer Ltd Compounds
IL135462A0 (en) * 1997-11-12 2001-05-20 Bayer Ag 2-phenyl substituted imidazotriazinones as phosphodiesterase inhibitors
EA200000969A1 (ru) * 1998-04-20 2001-06-25 Пфайзер Инк. ИНГИБИТОРЫ цГМБ ФДЭ5 НА ОСНОВЕ ПИРАЗОЛПИРИМИДИНОНА ДЛЯ ЛЕЧЕНИЯ ПОЛОВЫХ ДИСФУНКЦИЙ
CA2235642C (en) 1998-05-15 2007-11-13 Torcan Chemical Ltd. Processes for preparing sildenafil
US6077841A (en) * 1998-09-04 2000-06-20 Janssen Pharmaceutica, N.V. 5-heterocyclyl pyrazolo[4,3-d]pyrimidin-7-ones for the treatment of male erectile dysfunction
GB9822238D0 (en) * 1998-10-12 1998-12-09 Pfizer Ltd Process for preparation of pyrazolo[4,3-D]pyrimidin-7-ones and intermediates thereof
GB9823102D0 (en) 1998-10-23 1998-12-16 Pfizer Ltd Pharmaceutically active compounds
GB9823101D0 (en) 1998-10-23 1998-12-16 Pfizer Ltd Pharmaceutically active compounds
GB9823103D0 (en) * 1998-10-23 1998-12-16 Pfizer Ltd Pharmaceutically active compounds
KR100353014B1 (ko) * 1998-11-11 2002-09-18 동아제약 주식회사 발기부전 치료에 효과를 갖는 피라졸로피리미디논 화합물
US6087362A (en) * 1999-03-16 2000-07-11 Pentech Pharmaceuticals, Inc. Apomorphine and sildenafil composition
CN1094492C (zh) * 1999-06-21 2002-11-20 杭州神鹰医药化工有限公司 西地那非的制备方法
WO2000078760A1 (fr) * 1999-06-21 2000-12-28 The Biochemical Pharmaceutical Factory Of Zhuhai Sez Procede de preparation de sildenafil, agent et procede d'obtention d'un comprime mixte a base de sildenafil et de chlorhydrate d'apomorphine
CN1077108C (zh) * 1999-07-13 2002-01-02 成都地奥制药集团有限公司 用于制备药物昔多芬的前体化合物
AU1888800A (en) * 1999-09-13 2001-04-17 Cipla Limited A novel process for the synthesis of sildenafil citrate
US6075028A (en) * 1999-09-23 2000-06-13 Graham; Richard Method of treating Tourette's syndrome and related CNS disorders
CZ20021151A3 (cs) 1999-10-11 2003-03-12 Pfizer Inc. 5-(2-substituovaný-5-heterocyklylsulfonylpyrid-3-yl)-dihydropyrazolo[4,3-d]-pyrimidin-7-ony jako inhibitory fosfodiesterasy
TWI265925B (en) * 1999-10-11 2006-11-11 Pfizer Pyrazolo[4,3-d]pyrimidin-7-ones useful in inhibiting type 5 cyclic guanosine 3',5'-monophosphate phosphodiesterases(cGMP PDE5), process and intermediates for their preparation, their uses and composition comprising them
GB0015462D0 (en) * 2000-06-22 2000-08-16 Pfizer Ltd Novel process for the preparation of pyrazolopyrimidinones
US6667398B2 (en) 2000-06-22 2003-12-23 Pfizer Inc Process for the preparation of pyrazolopyrimidinones
PT1296983E (pt) * 2000-06-22 2005-02-28 Pfizer Novo processo para a preparacao de pirazolopirimidinonas
US6730786B2 (en) 2000-06-22 2004-05-04 Pfizer Inc Process for the preparation of pyrazolopyrimidinones
EP1176147A1 (en) * 2000-07-28 2002-01-30 Pfizer Limited Process for the preparation of pyrazolo[4,3-d]pyrimidin-7-ones and intermediates thereof
EP1176142A1 (en) * 2000-07-28 2002-01-30 Pfizer Inc. Process for the preparation of pyrazoles
US6407259B1 (en) 2000-07-28 2002-06-18 Pfizer Inc. Process for the preparation of pyrazoles
US6821978B2 (en) 2000-09-19 2004-11-23 Schering Corporation Xanthine phosphodiesterase V inhibitors
CN1127506C (zh) * 2001-06-29 2003-11-12 刘宝顺 一种治疗阳痿的新化合物
CA2457944C (en) * 2001-08-28 2009-09-29 Schering Corporation Polycyclic guanine phosphodiesterase v inhibitors
SI1509525T1 (sl) 2002-05-31 2006-12-31 Schering Corp Postopek priprave inhibitorjev ksantinske fosfodiesteraze V in njihovih prekurzorjev
DE10232113A1 (de) 2002-07-16 2004-01-29 Bayer Ag Vardenafil Hydrochlorid Trihydrat enthaltende Arzneimittel
CN100374441C (zh) 2003-06-06 2008-03-12 天津倍方科技发展有限公司 二氢吡咯[2，3-d]嘧啶-4-酮衍生物，其制备方法及其制药用途
CN100360531C (zh) * 2003-12-18 2008-01-09 中国人民解放军军事医学科学院放射与辐射医学研究所 用于预防或治疗阳萎和***的新吡唑并嘧啶类化合物
EP1779852A3 (en) * 2004-01-05 2007-05-09 Teva Pharmaceutical Industries Ltd. Processes for the production of sildenafil base and citrate salt
PT1633364E (pt) * 2004-01-05 2008-05-29 Teva Pharma Métodos para a produção de sildenafil base e sal citrato de sildenafil
DE102005009240A1 (de) 2005-03-01 2006-09-07 Bayer Healthcare Ag Arzneiformen mit verbesserten pharmakokinetischen Eigenschaften
WO2008074194A1 (fr) 2006-12-21 2008-06-26 Topharman Shanghai Co., Ltd. Procédé de préparation du sildénafil et de ses intermédiaires
ES2310144B1 (es) 2007-06-15 2010-01-12 Galenicum Health, S.L. Intermedios para la preparacion de un inhibidor de la fosfodiesterasa tipo 5.
EP2374460A4 (en) 2008-12-12 2013-08-21 Rhein Siegfried Sa De Cv SILDENAFIL COMPOSITION WITH PULSED RELEASE AND METHOD FOR PRODUCING THIS COMPOSITION
MX2010006227A (es) 2010-06-07 2011-12-14 World Trade Imp Exp Wtie Ag Nuevos derivados 1,4-diazepanos, inhibidores de pde-5.
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
CN103044330B (zh) * 2013-01-14 2018-11-13 常州亚邦制药有限公司 西地那非中间体4-氨基-1-甲基-3-正丙基吡唑-5-甲酰胺的绿色合成新工艺
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
CN105753870B (zh) * 2016-04-01 2018-05-22 重庆康刻尔制药有限公司 一种西地那非杂质f及其制备方法和应用
WO2017168174A1 (en) 2016-04-02 2017-10-05 N4 Pharma Uk Limited New pharmaceutical forms of sildenafil
CN105837578A (zh) * 2016-04-05 2016-08-10 重庆康刻尔制药有限公司 一种西地那非杂质d的合成方法
WO2018069316A2 (en) 2016-10-10 2018-04-19 Transgene Sa Immunotherapeutic product and mdsc modulator combination therapy
CN113493459B (zh) * 2020-04-07 2022-12-13 广州白云山医药集团股份有限公司白云山制药总厂 Pde5抑制剂化合物及其制备方法和应用
CN112961160A (zh) * 2021-03-05 2021-06-15 遂成药业股份有限公司 一种西地那非的改良合成工艺
CN113754612B (zh) * 2021-10-26 2023-09-26 山东安舜制药有限公司 一种西地那非中间体的制备方法

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US4871843A (en) * 1983-10-18 1989-10-03 Dropic-Societe Civile De Gestion De Droits De Propriete Industrielle Cyclic benzenesulfonamides, process for their preparation and their use as active substance of pharmaceutical compositions
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US6087368A (en) * 1998-06-08 2000-07-11 Bristol-Myers Squibb Company Quinazolinone inhibitors of cGMP phosphodiesterase

Also Published As

Publication number Publication date
HU9701048D0 (en) 1997-08-28
ZA975259B (en) 1997-12-15
DE69723846D1 (de) 2003-09-04
BG62554B1 (bg) 2000-02-29
AR003401A1 (es) 1998-08-05
EP0916675A2 (en) 1999-05-19
TNSN97102A1 (fr) 2005-03-15
BG101569A (en) 1998-01-30
KR100207352B1 (en) 1999-07-15
EP0812845B1 (en) 1999-07-14
SK283897B6 (sk) 2004-04-06
SI0812845T1 (en) 1999-12-31
NO985064L (no) 1997-12-15
SA97180124A (ar) 2005-12-03
JP3058863B2 (ja) 2000-07-04
ATE246194T1 (de) 2003-08-15
PT916675E (pt) 2003-11-28
IL125411A (en) 2000-02-29
JPH1081688A (ja) 1998-03-31
PL320555A1 (en) 1997-12-22
IN187318B (ru) 2002-03-23
CO4780028A1 (es) 1999-05-26
HU224497B1 (hu) 2005-10-28
NO985064D0 (no) 1998-10-30
RS20060484A (en) 2007-04-10
US5955611A (en) 1999-09-21
EP0916675B1 (en) 2003-07-30
IN187350B (ru) 2002-03-30
SK283894B6 (sk) 2004-04-06
UY24585A1 (es) 1997-12-02
EA000102B1 (ru) 1998-08-27
IN187317B (ru) 2002-03-23
SK283896B6 (sk) 2004-04-06
UA27085C2 (ru) 2000-02-28
IN187319B (ru) 2002-03-23
OA10426A (en) 2001-12-07
AU697684B2 (en) 1998-10-15
CZ181197A3 (cs) 1998-03-18
ATE182150T1 (de) 1999-07-15
GR3031087T3 (en) 1999-12-31
IS1922B (is) 2004-03-15
SK74397A3 (en) 1998-06-03
KR980002051A (ko) 1998-03-30
MX9704433A (es) 1998-11-30
DE69700321T2 (de) 1999-11-04
DE69723846T2 (de) 2004-03-04
CN1106399C (zh) 2003-04-23
AP717A (en) 1999-01-04
HRP970326A2 (en) 1998-06-30
IL121000A0 (en) 1997-11-20
BR9703580A (pt) 1998-11-10
IN187320B (ru) 2002-03-23
SK283893B6 (sk) 2004-04-06
PE1299A1 (es) 1999-01-13
IL125411A0 (en) 1999-03-12
SI0916675T1 (en) 2003-12-31
HRP970326B1 (en) 2000-10-31
IL121000A (en) 2000-02-29
DK0812845T3 (da) 1999-11-29
RS49653B (sr) 2007-09-21
NO306115B1 (no) 1999-09-20
PL189333B1 (pl) 2005-07-29
JPH11171879A (ja) 1999-06-29
NO972481L (no) 1997-12-15
MA24205A1 (fr) 1997-12-31
EG24123A (en) 2008-07-06
JP2866841B2 (ja) 1999-03-08
EP0916675A3 (en) 1999-07-14
SK283895B6 (sk) 2004-04-06
CN1168376A (zh) 1997-12-24
AU2487897A (en) 1997-12-18
SG50024A1 (en) 1998-06-15
TR199700470A2 (xx) 1998-01-21
SA97180124B1 (ar) 2006-02-08
CN1282740A (zh) 2001-02-07
NZ328084A (en) 1998-08-26
NO972481D0 (no) 1997-05-30
HK1033459A1 (en) 2001-08-31
DZ2247A1 (fr) 2002-12-18
RS49924B (sr) 2008-09-29
IS1923B (is) 2004-03-15
DE69700321D1 (de) 1999-08-19
UY24612A1 (es) 2000-09-29
EP0812845A1 (en) 1997-12-17
IS6634A (is) 2002-11-25
ES2134051T3 (es) 1999-09-16
HN1997000072A (es) 1997-12-26
IS4503A (is) 1997-12-15
US6066735A (en) 2000-05-23
DK0916675T3 (da) 2003-10-27
HUP9701048A3 (en) 2000-10-30
CN1149206C (zh) 2004-05-12
CA2207694C (en) 1999-11-23
HUP9701048A2 (hu) 1998-12-28
YU25497A (sh) 1998-12-23
ID18745A (id) 1998-05-07
CZ290942B6 (cs) 2002-11-13
PE20011303A1 (es) 2001-12-25
ES2201397T3 (es) 2004-03-16
GB9612514D0 (en) 1996-08-14
AP9701009A0 (en) 1997-07-31
CA2207694A1 (en) 1997-12-14
NO304551B1 (no) 1999-01-11

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