SK283893B6 - Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]- pyrimidin-7-ónu a medziprodukty tohto spôsobu - Google Patents

Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]- pyrimidin-7-ónu a medziprodukty tohto spôsobu Download PDF

Info

Publication number
SK283893B6
SK283893B6 SK743-97A SK74397A SK283893B6 SK 283893 B6 SK283893 B6 SK 283893B6 SK 74397 A SK74397 A SK 74397A SK 283893 B6 SK283893 B6 SK 283893B6
Authority
SK
Slovakia
Prior art keywords
carbon atoms
cycloalkyl
alkyl
sodium
alkyl moiety
Prior art date
Application number
SK743-97A
Other languages
English (en)
Slovak (sk)
Other versions
SK74397A3 (en
Inventor
Peter James Dunn
Albert Shaw Wood
Original Assignee
Pfizer Research And Development Company N. V./S. A.
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=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=SK283893(B6) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Pfizer Research And Development Company N. V./S. A. filed Critical Pfizer Research And Development Company N. V./S. A.
Publication of SK74397A3 publication Critical patent/SK74397A3/sk
Publication of SK283893B6 publication Critical patent/SK283893B6/sk

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D295/00Heterocyclic 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
    • C07D295/22Heterocyclic 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
    • C07D295/26Sulfur atoms
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P13/00Drugs for disorders of the urinary system
    • A61P13/02Drugs for disorders of the urinary system of urine or of the urinary tract, e.g. urine acidifiers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P15/00Drugs for genital or sexual disorders; Contraceptives
    • A61P15/10Drugs for genital or sexual disorders; Contraceptives for impotence
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D231/00Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10Heterocyclic 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
    • C07D231/14Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D241/00Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/02Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
    • C07D241/04Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D403/00Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02Heterocyclic 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
    • C07D403/12Heterocyclic 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D487/00Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02Heterocyclic 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
    • C07D487/04Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Engineering & Computer Science (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Reproductive Health (AREA)
  • Endocrinology (AREA)
  • Urology & Nephrology (AREA)
  • Gynecology & Obstetrics (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Steroid Compounds (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
SK743-97A 1996-06-14 1997-06-10 Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]- pyrimidin-7-ónu a medziprodukty tohto spôsobu SK283893B6 (sk)

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
SK74397A3 SK74397A3 (en) 1998-06-03
SK283893B6 true SK283893B6 (sk) 2004-04-06

Family

ID=10795332

Family Applications (5)

Application Number Title Priority Date Filing Date
SK743-97A SK283893B6 (sk) 1996-06-14 1997-06-10 Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]- pyrimidin-7-ónu a medziprodukty tohto spôsobu
SK1784-2001A SK283895B6 (sk) 1996-06-14 1997-06-10 Spôsob výroby 5[2-etoxy-5-(4-metylpiperazinu-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3- d]pyrimidin-7-ónu
SK1787-2001A SK283897B6 (sk) 1996-06-14 1997-06-10 4-[2-Etoxy-5-(4-metylpiperazin-1-ylsulfonyl)benzamido]-1-metyl-3- n-propylpyrazol-5-karboxamid
SK1783-2001A SK283894B6 (sk) 1996-06-14 1997-06-10 Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo [4,3-d]pyrimidin-7-ónu
SK1786-2001A SK283896B6 (sk) 1996-06-14 1997-06-10 Kyselina 2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl) benzoová

Family Applications After (4)

Application Number Title Priority Date Filing Date
SK1784-2001A SK283895B6 (sk) 1996-06-14 1997-06-10 Spôsob výroby 5[2-etoxy-5-(4-metylpiperazinu-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3- d]pyrimidin-7-ónu
SK1787-2001A SK283897B6 (sk) 1996-06-14 1997-06-10 4-[2-Etoxy-5-(4-metylpiperazin-1-ylsulfonyl)benzamido]-1-metyl-3- n-propylpyrazol-5-karboxamid
SK1783-2001A SK283894B6 (sk) 1996-06-14 1997-06-10 Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo [4,3-d]pyrimidin-7-ónu
SK1786-2001A SK283896B6 (sk) 1996-06-14 1997-06-10 Kyselina 2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl) benzoová

Country Status (48)

Country Link
US (2) US5955611A (fr)
EP (2) EP0916675B1 (fr)
JP (2) JP2866841B2 (fr)
KR (1) KR100207352B1 (fr)
CN (2) CN1106399C (fr)
AP (1) AP717A (fr)
AR (1) AR003401A1 (fr)
AT (2) ATE246194T1 (fr)
AU (1) AU697684B2 (fr)
BG (1) BG62554B1 (fr)
BR (1) BR9703580A (fr)
CA (1) CA2207694C (fr)
CO (1) CO4780028A1 (fr)
CZ (1) CZ290942B6 (fr)
DE (2) DE69723846T2 (fr)
DK (2) DK0812845T3 (fr)
DZ (1) DZ2247A1 (fr)
EA (1) EA000102B1 (fr)
EG (1) EG24123A (fr)
ES (2) ES2134051T3 (fr)
GB (1) GB9612514D0 (fr)
GR (1) GR3031087T3 (fr)
HK (1) HK1033459A1 (fr)
HN (1) HN1997000072A (fr)
HR (1) HRP970326B1 (fr)
HU (1) HU224497B1 (fr)
ID (1) ID18745A (fr)
IL (3) IL125411A (fr)
IN (5) IN187350B (fr)
IS (2) IS1922B (fr)
MA (1) MA24205A1 (fr)
MX (1) MX9704433A (fr)
NO (2) NO304551B1 (fr)
NZ (1) NZ328084A (fr)
OA (1) OA10426A (fr)
PE (2) PE20011303A1 (fr)
PL (1) PL189333B1 (fr)
PT (1) PT916675E (fr)
RS (2) RS49924B (fr)
SA (1) SA97180124B1 (fr)
SG (1) SG50024A1 (fr)
SI (2) SI0812845T1 (fr)
SK (5) SK283893B6 (fr)
TN (1) TNSN97102A1 (fr)
TR (1) TR199700470A2 (fr)
UA (1) UA27085C2 (fr)
UY (2) UY24585A1 (fr)
ZA (1) ZA975259B (fr)

Families Citing this family (53)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060222647A1 (en) * 1993-05-27 2006-10-05 Beavo Joseph A Methods and compositions for modulating the activity of PDE5
KR100390612B1 (ko) 1997-04-25 2003-07-07 화이자 인코포레이티드 타입 5 시클릭 구아노신 3',5'-모노포스페이트포스포디에스테라제를 억제하는 성기능 장애 치료용피라졸로피리미디논 제조용 중간체의 제조 방법
IL132993A0 (en) * 1997-05-29 2001-03-19 Mochida Pharm Co Ltd Therapeutic agent for erection failure
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
ATE213246T1 (de) * 1997-11-12 2002-02-15 2-phenyl-substituierte imidazotriazinone als phosphodiesterase inhibitoren
ATE247117T1 (de) * 1998-04-20 2003-08-15 Pfizer Pyrazolopyrimidinone cgmp pde5 inhibitoren zur behandlung von sexualfunktionsstörungen
CA2235642C (fr) 1998-05-15 2007-11-13 Torcan Chemical Ltd. Methodes pour preparer le sildenafil
ATE264861T1 (de) * 1998-09-04 2004-05-15 Ortho Mcneil Pharm Inc 5-heterozyklyl-pyrazolo(4,3-d)pyrimidin-7-one für die behandlung von männlichen erectilen dysfunktionen
GB9822238D0 (en) * 1998-10-12 1998-12-09 Pfizer Ltd Process for preparation of pyrazolo[4,3-D]pyrimidin-7-ones and intermediates thereof
GB9823103D0 (en) * 1998-10-23 1998-12-16 Pfizer Ltd Pharmaceutically active compounds
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
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
WO2001019827A1 (fr) * 1999-09-13 2001-03-22 Cipla Ltd. Nouveau procede de synthese du citrate de sildefanile
US6075028A (en) * 1999-09-23 2000-06-13 Graham; Richard Method of treating Tourette's syndrome and related CNS disorders
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
BR0014695A (pt) 1999-10-11 2002-06-18 Pfizer 5-(2-substituìdo-5-heterociclilsulfonilpirid-3-il)-dihi dropirazolo[4,3-d]pirimidin-7-onas como inibidoras de fosfodiesterase
GB0015462D0 (en) * 2000-06-22 2000-08-16 Pfizer Ltd Novel process for the preparation of pyrazolopyrimidinones
US6730786B2 (en) * 2000-06-22 2004-05-04 Pfizer Inc Process for the preparation of pyrazolopyrimidinones
US6667398B2 (en) 2000-06-22 2003-12-23 Pfizer Inc Process for the preparation of pyrazolopyrimidinones
KR100525699B1 (ko) * 2000-06-22 2005-11-03 화이자 인코포레이티드 피라졸로피리미디논의 신규 제조 방법
US6407259B1 (en) 2000-07-28 2002-06-18 Pfizer Inc. Process for the preparation of pyrazoles
EP1176147A1 (fr) * 2000-07-28 2002-01-30 Pfizer Limited Procédé de préparation de pyrazolo[4,3-d]pyrimidin-7-ones et de leurs intermédiaires
EP1176142A1 (fr) * 2000-07-28 2002-01-30 Pfizer Inc. Procédé pour la préparation de 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
ES2302835T3 (es) * 2001-08-28 2008-08-01 Schering Corporation Inhibidores de fosfodiesterasa v policiclicos de guanina.
EP1719772A1 (fr) 2002-05-31 2006-11-08 Schering Corporation Procédé de préparation d'inhibiteurs de la phosphodiesterase v de la xanthine et leur précurseurs
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性冷淡的新吡唑并嘧啶类化合物
PL1633364T3 (pl) 2004-01-05 2008-07-31 Teva Pharma Sposób wytwarzania zasady sildenafilu i cytrynianu sildenafilu
EP1779852A3 (fr) * 2004-01-05 2007-05-09 Teva Pharmaceutical Industries Ltd. Procedes de fabrication de sildenafil base et de son sel citrate
DE102005009240A1 (de) 2005-03-01 2006-09-07 Bayer Healthcare Ag Arzneiformen mit verbesserten pharmakokinetischen Eigenschaften
US8071765B2 (en) * 2006-12-21 2011-12-06 Topharman Shanghai Co., Ltd. Process for the preparation of sildenafil and intermediates thereof
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 (fr) 2008-12-12 2013-08-21 Rhein Siegfried Sa De Cv Composition de sildénafil à libération pulsée et son procédé de préparation
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 (fr) 2016-04-02 2017-10-05 N4 Pharma Uk Limited Nouvelles formes pharmaceutiques du sildénafil
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
US20190328869A1 (en) 2016-10-10 2019-10-31 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

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
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
GB9013750D0 (en) * 1990-06-20 1990-08-08 Pfizer Ltd Therapeutic agents
GB9114760D0 (en) * 1991-07-09 1991-08-28 Pfizer Ltd Therapeutic agents
GB9301192D0 (en) * 1993-06-09 1993-06-09 Trott Francis W Flower shaped mechanised table
KR100390612B1 (ko) * 1997-04-25 2003-07-07 화이자 인코포레이티드 타입 5 시클릭 구아노신 3',5'-모노포스페이트포스포디에스테라제를 억제하는 성기능 장애 치료용피라졸로피리미디논 제조용 중간체의 제조 방법
US6087368A (en) * 1998-06-08 2000-07-11 Bristol-Myers Squibb Company Quinazolinone inhibitors of cGMP phosphodiesterase

Also Published As

Publication number Publication date
NO972481L (no) 1997-12-15
NO306115B1 (no) 1999-09-20
YU25497A (sh) 1998-12-23
IS6634A (is) 2002-11-25
CA2207694A1 (fr) 1997-12-14
BR9703580A (pt) 1998-11-10
HU9701048D0 (en) 1997-08-28
DZ2247A1 (fr) 2002-12-18
SK283894B6 (sk) 2004-04-06
UY24585A1 (es) 1997-12-02
GB9612514D0 (en) 1996-08-14
DK0916675T3 (da) 2003-10-27
SI0916675T1 (en) 2003-12-31
PL320555A1 (en) 1997-12-22
EP0916675A2 (fr) 1999-05-19
EG24123A (en) 2008-07-06
AU697684B2 (en) 1998-10-15
EP0812845B1 (fr) 1999-07-14
HUP9701048A3 (en) 2000-10-30
EP0916675A3 (fr) 1999-07-14
TNSN97102A1 (fr) 2005-03-15
ID18745A (id) 1998-05-07
HRP970326B1 (en) 2000-10-31
PT916675E (pt) 2003-11-28
RS49924B (sr) 2008-09-29
PE20011303A1 (es) 2001-12-25
DE69700321D1 (de) 1999-08-19
IN187319B (fr) 2002-03-23
JP3058863B2 (ja) 2000-07-04
IN187318B (fr) 2002-03-23
EA199700061A1 (ru) 1997-12-30
IS4503A (is) 1997-12-15
CN1149206C (zh) 2004-05-12
CZ290942B6 (cs) 2002-11-13
IL125411A0 (en) 1999-03-12
AR003401A1 (es) 1998-08-05
JPH11171879A (ja) 1999-06-29
DK0812845T3 (da) 1999-11-29
DE69723846D1 (de) 2003-09-04
CA2207694C (fr) 1999-11-23
BG62554B1 (bg) 2000-02-29
CZ181197A3 (cs) 1998-03-18
KR100207352B1 (en) 1999-07-15
NO985064L (no) 1997-12-15
RS20060484A (en) 2007-04-10
MX9704433A (es) 1998-11-30
IS1922B (is) 2004-03-15
NZ328084A (en) 1998-08-26
PE1299A1 (es) 1999-01-13
IL125411A (en) 2000-02-29
SK283897B6 (sk) 2004-04-06
AP9701009A0 (en) 1997-07-31
IS1923B (is) 2004-03-15
IL121000A0 (en) 1997-11-20
GR3031087T3 (en) 1999-12-31
MA24205A1 (fr) 1997-12-31
IN187317B (fr) 2002-03-23
ES2201397T3 (es) 2004-03-16
NO304551B1 (no) 1999-01-11
ATE182150T1 (de) 1999-07-15
SA97180124A (ar) 2005-12-03
PL189333B1 (pl) 2005-07-29
AP717A (en) 1999-01-04
CO4780028A1 (es) 1999-05-26
RS49653B (sr) 2007-09-21
SI0812845T1 (en) 1999-12-31
AU2487897A (en) 1997-12-18
IL121000A (en) 2000-02-29
UA27085C2 (uk) 2000-02-28
CN1168376A (zh) 1997-12-24
HK1033459A1 (en) 2001-08-31
ATE246194T1 (de) 2003-08-15
DE69700321T2 (de) 1999-11-04
SK74397A3 (en) 1998-06-03
CN1282740A (zh) 2001-02-07
SK283896B6 (sk) 2004-04-06
EP0916675B1 (fr) 2003-07-30
JPH1081688A (ja) 1998-03-31
CN1106399C (zh) 2003-04-23
SA97180124B1 (ar) 2006-02-08
HRP970326A2 (en) 1998-06-30
SG50024A1 (en) 1998-06-15
NO985064D0 (no) 1998-10-30
ZA975259B (en) 1997-12-15
HUP9701048A2 (hu) 1998-12-28
TR199700470A2 (xx) 1998-01-21
EP0812845A1 (fr) 1997-12-17
JP2866841B2 (ja) 1999-03-08
IN187320B (fr) 2002-03-23
US6066735A (en) 2000-05-23
US5955611A (en) 1999-09-21
OA10426A (en) 2001-12-07
DE69723846T2 (de) 2004-03-04
ES2134051T3 (es) 1999-09-16
HU224497B1 (hu) 2005-10-28
BG101569A (en) 1998-01-30
EA000102B1 (ru) 1998-08-27
HN1997000072A (es) 1997-12-26
SK283895B6 (sk) 2004-04-06
UY24612A1 (es) 2000-09-29
KR980002051A (ko) 1998-03-30
NO972481D0 (no) 1997-05-30
IN187350B (fr) 2002-03-30

Similar Documents

Publication Publication Date Title
SK283893B6 (sk) Spôsob výroby 5-[2-etoxy-5-(4-metylpiperazin-1-ylsulfonyl)- fenyl]-1-metyl-3-n-propyl-1,6-dihydro-7H-pyrazolo[4,3-d]- pyrimidin-7-ónu a medziprodukty tohto spôsobu
US4861792A (en) Hydantoin derivatives for treating complications of diabetes
CA1248532A (fr) Derives de pyrazolo¬3,4-b|pyridine; methode de preparation
SK285215B6 (sk) Spôsob prípravy sildenafilu a jeho medziprodukty
CZ20012713A3 (cs) Způsob přípravy pyrazol[4,3-d]pyrimidin-7-onových sloučenin a jejich meziprodukty
US4841068A (en) 3-hydroxy pyrazole derivatives
KR20020052213A (ko) 6-메틸-2-(4-메틸-페닐)-이미다조[1,2-a]피리미딘-3-(N,N-디메틸-아세트아미드) 및 중간체의 제조 방법
US5185449A (en) Process and intermediate for certain bis-aza-bicyclic anxiolytic agents
US3113950A (en) Process for the preparation of cyclohepta [b] pyrrol-8(1h)-one derivatives
KR900003852B1 (ko) 방향족-1,4-옥스아제핀-온 및 -티온, 및 이의 제법
EP0519600B1 (fr) Procédé et intermédiaires de fabrication de dérivés d'isoquinoline
US5106978A (en) Process and intermediates for the preparation of spiro(isoquinoline-4(1H), 3'-pyrrolidine)-1,2', 3,5'(2H)-tetrones which are useful as aldose reductase inhibitors
KR100393744B1 (ko) 1,2,3,9-테트라하이드로-9-메틸-3-[(2-메틸-1h-이미다졸-1-일)메틸]-4h-카바졸-4-온의 제조방법
JP4373033B2 (ja) ピラゾロ[3,2−c]−1,2,4−トリアゾール化合物、1,2,4−トリアゾロ[3,4−b]チアジアジン化合物、及びその合成法
KR100364226B1 (ko) 7-할로-1-시클로프로필-6-플루오로-4-옥소-1,4-디히드로-[1.8]나프티리딘-3-카복실레이트의 제조방법
US5455350A (en) Process and intermediate for certain bis-aza-bicyclic anxiolytic agents
EP1196399A1 (fr) Procede de preparation de composes benzisothiazole substitues

Legal Events

Date Code Title Description
PC4A Assignment and transfer of rights

Owner name: PFIZER IRELAND PHARMACEUTICALS, RINGASKIDDY, C, IE

Free format text: FORMER OWNER: PFIZER IRELAND PHARMACEUTICALS, DUN LAOGHAIRE, COUNTY DUBLIN, IE

Effective date: 20110131

MM4A Patent lapsed due to non-payment of maintenance fees

Effective date: 20130610