FI115216B - Menetelmä terapeuttisesti käyttökelpoisen 17beta-N-(2,5-bis(trifluorimetyyli))fenyylikarbamoyyli-4-atsa-5alfa-androst-1-en-3-onin valmistamiseksi - Google Patents

Menetelmä terapeuttisesti käyttökelpoisen 17beta-N-(2,5-bis(trifluorimetyyli))fenyylikarbamoyyli-4-atsa-5alfa-androst-1-en-3-onin valmistamiseksi Download PDF

Info

Publication number
FI115216B
FI115216B FI961231A FI961231A FI115216B FI 115216 B FI115216 B FI 115216B FI 961231 A FI961231 A FI 961231A FI 961231 A FI961231 A FI 961231A FI 115216 B FI115216 B FI 115216B
Authority
FI
Finland
Prior art keywords
compound
formula
aza
bis
androst
Prior art date
Application number
FI961231A
Other languages
English (en)
Finnish (fi)
Swedish (sv)
Other versions
FI961231A (fi
FI961231A0 (fi
Inventor
Kenneth William Batchelor
Stephen Vernon Frye
Original Assignee
Smithkline Beecham Corp
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=22407744&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=FI115216(B) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by Smithkline Beecham Corp filed Critical Smithkline Beecham Corp
Publication of FI961231A publication Critical patent/FI961231A/fi
Publication of FI961231A0 publication Critical patent/FI961231A0/fi
Application granted granted Critical
Publication of FI115216B publication Critical patent/FI115216B/fi

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J3/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom
    • C07J3/005—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by one carbon atom the carbon atom being part of a carboxylic function
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P5/00—Drugs for disorders of the endocrine system
    • A61P5/24—Drugs for disorders of the endocrine system of the sex hormones
    • A61P5/26—Androgens
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
    • C07C235/70—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton
    • C07C235/82—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups and doubly-bound oxygen atoms bound to the same carbon skeleton with the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J41/00—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0066—Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the 17-beta position being substituted by a carbon atom forming part of an amide group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J73/00—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms
    • C07J73/001—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom
    • C07J73/005—Steroids in which the cyclopenta[a]hydrophenanthrene skeleton has been modified by substitution of one or two carbon atoms by hetero atoms by one hetero atom by nitrogen as hetero atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/02—Ortho- or ortho- and peri-condensed systems
    • C07C2603/04—Ortho- or ortho- and peri-condensed systems containing three rings
    • C07C2603/06—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members
    • C07C2603/10—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings
    • C07C2603/12—Ortho- or ortho- and peri-condensed systems containing three rings containing at least one ring with less than six ring members containing five-membered rings only one five-membered ring
    • C07C2603/14—Benz[f]indenes; Hydrogenated benz[f]indenes

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Endocrinology (AREA)
  • Diabetes (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
FI961231A 1993-09-17 1996-03-15 Menetelmä terapeuttisesti käyttökelpoisen 17beta-N-(2,5-bis(trifluorimetyyli))fenyylikarbamoyyli-4-atsa-5alfa-androst-1-en-3-onin valmistamiseksi FI115216B (fi)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US12328093A 1993-09-17 1993-09-17
US12328093 1993-09-17
US9410530 1994-09-16
PCT/US1994/010530 WO1995007927A1 (en) 1993-09-17 1994-09-16 Androstenone derivative

Publications (3)

Publication Number Publication Date
FI961231A FI961231A (fi) 1996-03-15
FI961231A0 FI961231A0 (fi) 1996-03-15
FI115216B true FI115216B (fi) 2005-03-31

Family

ID=22407744

Family Applications (1)

Application Number Title Priority Date Filing Date
FI961231A FI115216B (fi) 1993-09-17 1996-03-15 Menetelmä terapeuttisesti käyttökelpoisen 17beta-N-(2,5-bis(trifluorimetyyli))fenyylikarbamoyyli-4-atsa-5alfa-androst-1-en-3-onin valmistamiseksi

Country Status (41)

Country Link
US (2) US5565467A (no)
EP (1) EP0719278B1 (no)
JP (1) JP2904310B2 (no)
KR (1) KR100364953B1 (no)
CN (1) CN1057771C (no)
AP (1) AP494A (no)
AT (1) ATE162199T1 (no)
AU (1) AU690925B2 (no)
BG (1) BG62363B1 (no)
BR (1) BR1100329A (no)
CA (2) CA2462061A1 (no)
CY (2) CY2219B1 (no)
CZ (1) CZ286069B6 (no)
DE (2) DE69407978T2 (no)
DK (1) DK0719278T3 (no)
EE (1) EE03241B1 (no)
ES (1) ES2113127T3 (no)
FI (1) FI115216B (no)
GR (1) GR3026144T3 (no)
HK (1) HK1004334A1 (no)
HR (1) HRP940563B1 (no)
HU (1) HU220060B (no)
IL (1) IL110978A (no)
IS (1) IS1713B (no)
LU (1) LU91027I2 (no)
MY (1) MY119778A (no)
NL (1) NL300122I2 (no)
NO (2) NO306117B1 (no)
NZ (1) NZ274642A (no)
OA (1) OA10575A (no)
PE (1) PE15095A1 (no)
PL (1) PL180002B1 (no)
RO (1) RO117455B1 (no)
RU (1) RU2140926C1 (no)
SA (1) SA94150231B1 (no)
SG (1) SG52650A1 (no)
SI (1) SI0719278T1 (no)
SK (1) SK281869B6 (no)
TW (1) TW369521B (no)
WO (1) WO1995007927A1 (no)
ZA (2) ZA947119B (no)

Families Citing this family (78)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0641209A4 (en) * 1992-05-20 1995-08-23 Merck & Co Inc NEW 17-ESTER, AMID AND KETONE DERIVATIVES OF 3-OXO-4-AZASTEROIDS AS 5-ALPHA REDUCTINE INHIBITORS.
AU5323694A (en) * 1992-10-06 1994-04-26 Merck & Co., Inc. 17beta -carboxanilides of 4-aza-5alpha-androstan-3-ones as 5alpha-reductase inhibitors
TW408127B (en) * 1993-09-17 2000-10-11 Glaxo Inc Androstenones
TW382595B (en) * 1993-10-15 2000-02-21 Merck & Co Inc Pharmaceutical composition for use in arresting and reversing androgenic alopecia
US5547957A (en) 1993-10-15 1996-08-20 Merck & Co., Inc. Method of treating androgenic alopecia with 5-α reductase inhibitors
KR100363994B1 (ko) * 1993-10-21 2003-04-10 머크 앤드 캄파니 인코포레이티드 16-치환된-4-아자-안드로스탄5-알파-리덕타제아이소자임1억제제
US5817818A (en) * 1994-09-16 1998-10-06 Glaxo Wellcome Inc. Androstenones
US6001844A (en) * 1995-09-15 1999-12-14 Merck & Co., Inc. 4-Azasteroids for treatment of hyperandrogenic conditions
US5872126A (en) * 1996-09-06 1999-02-16 Merck & Co., Inc. Methods and compositions for treating preterm labor
US5935968A (en) 1997-03-17 1999-08-10 Merck & Co., Inc. Methods for treating polycystic ovary syndrome
GB9717428D0 (en) * 1997-08-19 1997-10-22 Glaxo Group Ltd Pharmaceutical composition
JP2001521000A (ja) * 1997-10-28 2001-11-06 メルク エンド カムパニー インコーポレーテッド 誘発性急性閉尿の予防
CN1429104A (zh) * 1998-03-11 2003-07-09 内部研究股份有限公司 5型和3型17β－羟基类固醇脱氢酶的抑制剂及其用法
EP1321146A3 (en) * 1998-03-11 2004-06-02 Endorecherche Inc. Inhibitors of type 5 and 3 17beta-hydroxysteroid dehydrogenase and methods for their use
US5998427A (en) * 1998-05-14 1999-12-07 Glaxo Wellcome Inc. Androstenones
AU4701299A (en) * 1998-06-23 2000-01-10 Stuart R. Adler Therapeutic applications of estrogenic carboxylic acids
AU2512800A (en) 1999-02-03 2000-08-25 Eli Lilly And Company Alpha1-adrenergic receptor antagonists
ATE301129T1 (de) 1999-05-04 2005-08-15 Strakan Int Ltd Androgen glykoside und die androgenische aktivität davon
US6645974B2 (en) 2001-07-31 2003-11-11 Merck & Co., Inc. Androgen receptor modulators and methods for use thereof
JP4490689B2 (ja) * 2001-10-03 2010-06-30 メルク・シャープ・エンド・ドーム・コーポレイション アンドロゲン受容体調節剤としてのアンドロスタン１７β−カルボキサミド類
DK1468983T3 (da) * 2002-01-25 2008-01-07 Asahi Glass Co Ltd Fremgangsmåde til fremstilling af 2,5-bis(trifluormethyl)nitrobenzen
EP1743656A3 (en) * 2002-04-24 2007-03-07 Boehringer Ingelheim Pharma GmbH & Co. KG Pharmaceutical combination for the treatment of benign prostatic hyperplasia or for the long-term prevention of acute urinary retention
CA2484173A1 (en) * 2002-04-30 2003-11-13 Merck & Co., Inc. 4-azasteroid derivatives as androgen receptor modulators
US7326717B2 (en) * 2003-05-06 2008-02-05 L'oreal Pyrimidine n-oxide compounds for stimulating the growth of keratin fibers and/or reducing loss thereof
US7022854B2 (en) * 2003-07-17 2006-04-04 Dr. Reddy's Laboratories, Limited Forms of dutasteride and methods for preparation thereof
US20050059692A1 (en) * 2003-09-09 2005-03-17 Dr. Reddy's Laboratories Limited Process for the preparation of 17beta-N-[2,5-bis(trifluoromethyl)phenyl] carbamoyl-4-aza-5-alpha-androst-1-en-3-one
EP1746998A1 (en) * 2004-03-22 2007-01-31 Ranbaxy Laboratories, Ltd. Combination therapy for lower urinary tract symptoms
EP1734963A4 (en) * 2004-04-02 2008-06-18 Merck & Co Inc METHOD FOR TREATING PEOPLE WITH METABOLIC AND ANTHROPOMETRIC DISORDER
JP2008510811A (ja) * 2004-08-25 2008-04-10 メルク エンド カムパニー インコーポレーテッド アンドロゲン受容体モジュレーター
WO2006058781A2 (en) * 2004-12-03 2006-06-08 Proteosys Ag Finasteride, dutasteride and related compounds for preventing/treating neurologically-associated disorders
US20060193804A1 (en) * 2005-02-24 2006-08-31 L'oreal Haircare use of cyclic amine derivatives
EP1865955A4 (en) * 2005-03-25 2009-04-15 Merck & Co Inc TREATMENT OF MALE-HUMAN HUMANS BY TESTOSTERONE SUPPLEMENTATION ASSOCIATED WITH 5ALPHA-REDUCTASE INHIBITOR
WO2007120263A2 (en) * 2005-11-10 2007-10-25 Dr. Reddy's Laboratories Ltd. Preparation of dutasteride
EP1897533A1 (en) * 2006-09-08 2008-03-12 Revotar Biopharmaceuticals AG Use of 1,6-Bis [3-(3-carboxymethylphenyl)-4-(2-alpha -D-mannopyranosyl-oxy)-phenyl] hexane for the preparation of cosmetic compositions
EP1946756A1 (en) * 2007-01-17 2008-07-23 Revotar Biopharmaceuticals AG Use of entacapone in cosmetic, dermatological and pharmaceutical compositions
FR2920309B1 (fr) 2007-08-28 2010-05-28 Galderma Res & Dev Utilisation de travoprost pour traiter la chute des cheveux
US20090076057A1 (en) * 2007-09-13 2009-03-19 Protia, Llc Deuterium-enriched dutasteride
EP2050436A1 (en) 2007-12-21 2009-04-22 Siegfried Generics International AG Pharmaceutical composition containing dutasteride
AR070313A1 (es) * 2008-01-03 2010-03-31 Gador Sa Un procedimiento para preparar una forma solida y cristalina de dutasteride, una forma polimorfica del compuesto (forma iii) y una composicion farmaceutica que incluye dicha forma
FR2929118B1 (fr) 2008-03-28 2010-05-07 Oreal Utilisation de l'association de madecassoside et/ou de terminoloside et d'une arginine pour induire et/ou stimuler la croissance de ces fibres keratiniques humaines et/ou freiner leur chute
FR2929117B1 (fr) 2008-03-28 2010-05-07 Oreal Utilisation de l'association du 2,4-diaminopyrimidine 3-n-oxyde et du madecassosside et/ou du terminoloside pour induire et/ou stimuler la croissance de ces fibres keratiniques humaines et/ou freiner leur chute
US8252947B2 (en) 2008-04-03 2012-08-28 Harbor Therapeutics, Inc. Solid state forms of a pharmaceutical
US20100048598A1 (en) * 2008-08-21 2010-02-25 Sateesh Kandavilli Topical compositions comprising 5-alpha reductase inhibitors
CN101759762B (zh) * 2008-11-06 2013-03-20 天津金耀集团有限公司 4ad在制备度他雄胺中的应用
US8563728B2 (en) * 2009-07-09 2013-10-22 Aurobindo Pharma Ltd. Process for the preparation of Dutasteride
FR2949052B1 (fr) 2009-08-13 2015-03-27 Oreal Procede de traitement cosmetique du cuir chevelu.
EP2468262A1 (en) 2010-12-06 2012-06-27 Krka Tovarna Zdravil, D.D., Novo Mesto Pharmaceutical composition comprising dutasteride
BRPI1103204A2 (pt) * 2011-06-03 2014-02-25 Eurofarma Lab S A Composição farmacêutica para o tratamento de hiperplasia prostática benigna
HU230730B1 (hu) 2011-06-30 2017-12-28 Richter Gedeon Nyrt Eljárás (5alfa,17béta)-N-[2,5-bisz-(trifluormetil)-fenil]-3-oxo-4-aza-5-androszt-1-én-17-karbonsavamid előállítására
CN103059098B (zh) * 2011-10-24 2015-04-01 成都国为医药科技有限公司 一种度他雄胺的制备方法
US9622981B2 (en) 2011-11-17 2017-04-18 Mylan Inc. Liquid-filled hard gel capsule pharmaceutical formulations
CN102382165B (zh) * 2011-12-02 2014-05-07 华润赛科药业有限责任公司 一种度他雄胺的制备方法
CN103554210A (zh) * 2012-01-05 2014-02-05 中国药科大学 甾体类5α-还原酶抑制剂、其制备方法及其医药用途
CN102532236B (zh) * 2012-01-05 2014-04-16 中国药科大学 甾体类5α-还原酶抑制剂、其制备方法及其医药用途
KR101976137B1 (ko) 2012-01-25 2019-05-09 한미약품 주식회사 두타스테라이드 함유 자가 유화 약물전달 시스템용 조성물 및 이의 제조 방법
EP2838533B1 (en) 2012-04-16 2017-10-04 Case Western Reserve University Compositions and methods of modulating 15-pgdh activity
WO2014002015A1 (en) 2012-06-25 2014-01-03 Ranbaxy Laboratories Limited Pharmaceutical composition comprising dutasteride
WO2014158875A1 (en) * 2013-03-14 2014-10-02 Pellficure Pharmaceuticals Inc. Novel therapy for prostate carcinoma
CN103254268A (zh) * 2013-05-16 2013-08-21 寿光市富康化学工业有限公司 一种制备度他雄胺的工艺
BR102013020508B1 (pt) 2013-08-12 2021-01-12 Ems S/A. Forma de dosagem que compreende um inibidor de esteroide 5-alfa-redutase e um bloqueador alfa, processo para a preparaçãode uma forma de dosagem e uso da forma de dosagem
CA2927730A1 (en) 2013-10-15 2015-05-07 Case Western Reserve University Compositions and methods of modulating short-chain dehydrogenase activity
EP2949319A1 (en) 2014-05-26 2015-12-02 Galenicum Health S.L. Pharmaceutical compositions comprising an active agent
WO2016090373A1 (en) 2014-12-05 2016-06-09 Case Western Reserve University Compositions and methods of modulating s-nitrosylation
KR101590072B1 (ko) 2014-12-23 2016-01-29 한미약품 주식회사 두타스테라이드를 포함하는 자가유화 약물전달 시스템용 조성물
CN113896607B (zh) * 2015-03-13 2024-04-16 陶氏环球技术有限责任公司 利用包含具有含有磷环的配体的铬络合物的催化剂的烯烃低聚反应方法
KR102503428B1 (ko) 2015-12-22 2023-02-24 한미약품 주식회사 두타스테라이드를 포함하는 경구용 연질 캡슐 제형용 포장재
WO2017160106A2 (ko) 2016-03-16 2017-09-21 한미약품 주식회사 두타스테라이드 및 탐수로신 함유 경질 캡슐 복합제 및 그 제조방법
KR101716878B1 (ko) 2016-05-12 2017-03-15 주식회사 유유제약 글리세롤 지방산에스테르유도체 또는 프로필렌글리콜 지방산에스테르유도체를 함유한 두타스테리드와 타다라필의 복합 캡슐제제 조성물 및 이의 제조방법
WO2018102552A1 (en) 2016-11-30 2018-06-07 Case Western Reserve University Combinations of 15-pgdh inhibitors with corcosteroids and/or tnf inhibitors and uses thereof
CN118480009A (zh) 2017-02-06 2024-08-13 卡斯西部储备大学 调节短链脱氢酶活性的组合物和方法
EP3677253A4 (en) 2017-09-01 2020-11-04 JW Pharmaceutical Corporation SOLID PREPARATION INCLUDING DUTASTERIDE AND RELATED PREPARATION PROCESS
KR101996597B1 (ko) 2017-10-13 2019-07-31 주식회사 유유제약 두타스테리드와 타다라필을 용해시킨 경구용 캡슐 제형의 복합제제
WO2019225924A1 (ko) * 2018-05-21 2019-11-28 (주)인벤티지랩 두타스테라이드를 포함하는 마이크로 입자 및 이의 제조 방법
KR102281252B1 (ko) 2018-05-21 2021-07-23 (주)인벤티지랩 두타스테라이드를 포함하는 마이크로 입자 및 이의 제조 방법
CA3120858A1 (en) 2018-11-21 2020-05-28 Case Western Reserve University Compositions and methods of modulating short-chain dehydrogenase activity
KR20200074759A (ko) 2018-12-17 2020-06-25 동국제약 주식회사 두타스테라이드를 함유하는 고형제제
CN116507626A (zh) 2020-05-20 2023-07-28 罗迪奥治疗公司 调节短链脱氢酶活性的组合物和方法
WO2024144084A1 (ko) * 2022-12-26 2024-07-04 주식회사 유영제약 주 1회 투여를 위한 정제 형태의 고함량 두타스테리드 약제학적 조성물 및 이의 제조방법

Family Cites Families (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AU527030B2 (en) * 1978-04-13 1983-02-10 Merck & Co., Inc. 4-aza-17-substituted-5a-androstan-3-ones
US4191759A (en) * 1978-04-13 1980-03-04 Merck & Co., Inc. N-substituted-17β-carbamoylandrost-4-en-3-one 5α reductase inhibitors
US4377584A (en) * 1978-04-13 1983-03-22 Merck & Co., Inc. 4-Aza-17β-substituted-5α-androstan-3-one-reductase inhibitors
US4220775A (en) * 1979-03-15 1980-09-02 Merck & Co., Inc. Preparation of 4-aza-17-substituted-5α-androstan-3-ones useful as 5α-reductase inhibitors
US4317817A (en) * 1979-08-27 1982-03-02 Richardson-Merrell Inc. Novel steroid 5α-reductase inhibitors
DK465481A (da) * 1980-11-21 1982-05-22 Hoffmann La Roche Fremgangsmaade til fremstilling af d-homostemoider
EP0314199B1 (en) * 1984-02-27 1991-09-18 Merck & Co. Inc. 17 beta-substituted-4-aza-5 alpha-androstenones and their use as 5 alpha-reductase inhibitors
US4760071A (en) * 1984-02-27 1988-07-26 Merck & Co., Inc. 17β-N-monosubstituted carbamoyl-4-aza-5α-androst-1-en-3-ones which are active as testosterone 5α-reductase inhibitors
NZ211145A (en) * 1984-02-27 1988-10-28 Merck & Co Inc 4-aza-5-alpha-androst-1-en-3-ones and pharmaceutical compositions
US5049562A (en) * 1984-02-27 1991-09-17 Merck & Co., Inc. 17β-acyl-4-aza-5α-androst-1-ene-3-ones as 5α-reductase inhibitors
GB8505862D0 (en) * 1985-03-07 1985-04-11 Erba Farmitalia Steroidic 5alpha-reductase inhibitors
DE3780778T2 (de) * 1986-11-20 1993-01-14 Merck & Co Inc Topisches arzneimittel enthaltend 17-beta-methoxy-carbonyl-4-methyl-4-aza-5-alpha-androst-1-en-3-one.
US4845104A (en) * 1986-11-20 1989-07-04 Merck & Co., Inc. Oxidized analogs of 17β-N-monosubstituted-carbamoyl-4-aza-5-α-androstan-3-ones
US4888336A (en) * 1987-01-28 1989-12-19 Smithkline Beckman Corporation Steroid 5-alpha-reductase inhibitors
US5110939A (en) * 1987-01-28 1992-05-05 Smithkline Beecham Corporation Intermediates in the preparation of steriod 5-alpha-reductase inhibitors
US4814324A (en) * 1987-03-06 1989-03-21 Merck & Co., Inc. Sterol inhibitors of testosterone 5α-reductase
DE3888378T2 (de) * 1987-04-03 1994-09-29 Merck & Co Inc Behandlung von Prostatacarcinoma mit 17-beta-n-monosubstituierten-Carbamoyl-4-aza-5-alpha-Androst-1-en-3-onen.
EP0285382B1 (en) * 1987-04-03 1994-04-13 Merck & Co. Inc. Treatment of androgenic alopecia with 17beta-n-monosubstituted-carbamoyl-4-aza-5alpha-androst-1-en-3-ones
US5041433A (en) * 1987-04-29 1991-08-20 Smithkline Beecham Corporation 11-keto or hydroxy 3,5-diene steroids as inhibitors of steriod 5-α-reductase
ZA883034B (en) * 1987-04-29 1989-03-29 Smithkline Beckman Corp Steroid 5-alpha-reductase inhibitors
US4910226A (en) * 1987-04-29 1990-03-20 Smithkline Beckman Corporation Steroid 5-alpha-reductase inhibitors
NZ225100A (en) * 1987-06-29 1991-09-25 Merck & Co Inc Reaction of steroids (including 4-azasteroids) with a silylating agent in the presence of a quinone to introduce a delta' double bond and silylated intermediates
AU627466B2 (en) * 1988-05-25 1992-08-27 Smithkline Beckman Corporation Aromatic steroid 5-alpha-reductase inhibitors
US4954446A (en) * 1988-05-25 1990-09-04 Smithkline Beecham Corporation Aromatic steroid 5-α-reductase inhibitors
US5237061A (en) * 1988-10-31 1993-08-17 Merck & Co., Inc. Methods of synthesizing benign prostatic hypertropic agents and their intermediates
US4937237A (en) * 1988-12-23 1990-06-26 Smithkline Beckman Corporation Phosphinic acid substituted aromatic steroids as inhibitors of steroid 5-60 -reductase
US4946834A (en) * 1988-12-23 1990-08-07 Smithkline Beecham Corporation Phosphonic acid substituted steroids as steroid 5α-reductase inhibitors
US4970205A (en) * 1988-12-23 1990-11-13 Smithkline Beecham Corporation Sulfonic acid substituted aromatic steroids as inhibitors of steroid 5-α-reductase
US4882319A (en) * 1988-12-23 1989-11-21 Smithkline Beckman Corporation Phosphonic acid substituted aromatic steroids as inhibitors of steroid 5-α-reductase
US5026882A (en) * 1988-12-23 1991-06-25 Smithkline Beecham Corporation Phosphinic acid substituted steroids as inhibitors of steroid 5α-reductase
US4966897A (en) * 1989-08-15 1990-10-30 Merrell Dow Pharmaceuticals Inc. 4-substituted 17β-(cyclopropyloxy)androst-5-en-3β-ol and related compounds useful as C17-20 lyase inhibitors
US4966898A (en) * 1989-08-15 1990-10-30 Merrell Dow Pharmaceuticals Inc. 4-substituted 17β-(cyclopropylamino)androst-5-en-3β-ol and related compounds useful as C17-20 lyase inhibitors
CA2023157A1 (en) * 1989-08-21 1991-02-22 Gary H. Rasmusson 17 beta-acyl-4-aza-5 alpha-androst-1-ene-3-ones as 5 alpha-reductase inhibitors
US5032586A (en) * 1989-08-24 1991-07-16 Smithkline Beecham Corporation 7-keto or hydroxy 3,5-diene steroids as inhibitors of steroid 5-alpha reductase
US5021575A (en) * 1989-11-13 1991-06-04 Merck & Co., Inc. Method for introducing a 1,2 double bond into azasteroids
US5100917A (en) * 1989-12-29 1992-03-31 Merrell Dow Pharmaceuticals Inc. Novel a-nor-steroid-3-carboxylic acid derivatives
GB9002922D0 (en) * 1990-02-09 1990-04-04 Erba Carlo Spa 17 beta-substituted-4-aza-5 alpha-androstan-3-one derivatives and process for their preparation
US5061802A (en) * 1990-06-20 1991-10-29 Merck & Co. Inc. 17β-aminobenzoyl-4-aza-5α-androst-1-en-3-ones as benign prostatic hypertrophy agents
US5098908A (en) * 1990-06-20 1992-03-24 Merck & Co., Inc. 17β-hydroxybenzoyl-4-aza-5α-androst-1-en-3-ones as testosterone reductase inhibitors
EP0462664A3 (en) * 1990-06-20 1992-11-25 Merck & Co. Inc. Specific 17beta-thiobenzoyl-4-aza-5alpha-androst-1-en-3-ones as antiandrogenic agents
EP0462665A3 (en) * 1990-06-20 1993-06-30 Merck & Co. Inc. Selected 17beta-polyaroyl-4-aza-5alpha-androst-1-en-3-ones as steroidal reductase inhibitors
EP0462662A3 (en) * 1990-06-20 1992-08-19 Merck & Co. Inc. 17beta-n-monosubstituted adamantyl/norbornanyl carbamoyl-4-aza-5alpha-androst-1-en-3-ones and androstan-3-ones
US5318961A (en) * 1990-08-01 1994-06-07 Merrell Dow Pharmaceuticals Inc. 4-amino-Δ4-steroids and their use as 5α-reductase inhibitors
AU637247B2 (en) * 1990-08-01 1993-05-20 Merrell Dow Pharmaceuticals Inc. 4-amino-delta4-steroids and their use as 5alpha-reductase inhibitors
NZ239141A (en) * 1990-08-01 1994-04-27 Merrell Dow Pharma 4-amino-delta-4,6-steroids; preparatory processes and pharmaceutical compositions
US5120847A (en) * 1990-08-27 1992-06-09 Merck & Co., Inc. Process for iodinating or brominating the α-methylenic carbon of a secondary amide
US5091534A (en) * 1990-08-27 1992-02-25 Merck & Co., Inc. Trialkylsilyl trifluoromethanesulfonate mediated α-methylenic carbon functionalization of 4-AZA-5α-androstan-3-one steroids
US5061803A (en) * 1990-09-24 1991-10-29 Merck & Co., Inc. Process for making 17-beta alkanoyl 3-oxo-4-aza-5-α-androst-1-enes
US5061801A (en) * 1990-09-24 1991-10-29 Merck & Co., Inc. Intermediate for making 3-oxo-4-aza-androst-1-ene 17β-ketones
CA2050824A1 (en) * 1990-09-24 1992-03-25 John M. Williams Process for making 3-oxo-4-aza-androst-1-ene 17-.beta.-ketones
IE76452B1 (en) * 1990-10-29 1997-10-22 Sankyo Co Azasteroid compounds for the treatment of prostatic hypertrophy their preparation and use
IL101243A (en) * 1991-03-20 1999-12-22 Merck & Co Inc Pharmaceutical preparations for the treatment of benign prostatic hyperplasia containing steroid history
IL101245A0 (en) * 1991-03-20 1992-11-15 Merck & Co Inc Pharmaceutical compositions for the treatment of prostatic cancer
WO1992018132A1 (en) * 1991-04-17 1992-10-29 Merck & Co., Inc. Pharmaceutical combination for the treatment of benign prostatic hyperplasia comtaining a 5 alpha-reductase inhibitor
GB9115676D0 (en) * 1991-07-19 1991-09-04 Erba Carlo Spa Process for the preparation of 17 beta substituted-4-aza-5 alpha-androstan-3-one derivatives
US5304562A (en) * 1991-10-09 1994-04-19 Ciba-Geigy Corporation 17β-substituted Aza-androstane derivatives
ATE165368T1 (de) * 1991-12-20 1998-05-15 Glaxo Wellcome Inc Inhibitoren von testosteron-5-alpha reductase.
JP3164389B2 (ja) * 1991-12-25 2001-05-08 三共株式会社 ４−アザステロイド類
JPH07508038A (ja) * 1992-05-20 1995-09-07 メルク　エンド　カンパニー　インコーポレーテッド ４−アザステロイドの１７−エーテル及びチオエーテル
WO1993023050A1 (en) * 1992-05-20 1993-11-25 Merck & Co., Inc. NEW DELTA-17 AND DELTA-20 OLEFINIC AND SATURATED 17β-SUBSTITUTED-4-AZA-5α-ANDROSTAN-3-ONES AS 5α-REDUCTASE INHIBITORS
DE69329856D1 (de) * 1992-05-20 2001-02-15 Merck & Co Inc Ester derivate von 4-aza-steroiden
JPH07508034A (ja) * 1992-05-20 1995-09-07 メルク　エンド　カンパニー　インコーポレーテッド １７−アミノ置換４−アザステロイド５α−レダクターゼ阻害剤
HUT71484A (en) * 1992-05-20 1995-11-28 Merck & Co Inc Process for producing of 7beta-substituted-4-aza-5alpha-cholestan-ones as 5-alpha-reductase inhibitors and pharmaceuticals compositions containing them
US5710275A (en) * 1992-05-20 1998-01-20 Merck & Co., Inc. 7β-substituted-4-aza-5α-androstan-3-ones as 5α-reductase inhibitors
EP0641209A4 (en) * 1992-05-20 1995-08-23 Merck & Co Inc NEW 17-ESTER, AMID AND KETONE DERIVATIVES OF 3-OXO-4-AZASTEROIDS AS 5-ALPHA REDUCTINE INHIBITORS.
AU4251993A (en) * 1992-05-20 1993-12-13 Merck & Co., Inc. Substituted 4-aza-5A-androstan-ones as 5A-reductase inhibitors
US5620986A (en) * 1992-05-20 1997-04-15 Merck & Co., Inc. 17 urea, thiourea, thiocarbamyl and carbamyl4-azasteroid 5-reductase inhibitors useful in the prevention and treatment of hyperandrogenic disorders
GB9210880D0 (en) * 1992-05-21 1992-07-08 Smithkline Beecham Corp Compounds
KR950701527A (ko) * 1992-05-21 1995-04-28 라브리 페르낭 테스토스테론 5α 환원효소 활성 저해제(INHIBITORS OF TESTOSTERONE 5α-REDUCTASE ACTIVITY)
GB9216329D0 (en) * 1992-07-31 1992-09-16 Erba Carlo Spa 17beta-substituted 4-aza-5alpha-androstan-3-one derivatives
GB9216284D0 (en) * 1992-07-31 1992-09-16 Erba Carlo Spa Fluorinated 17beta-substituted 4-aza-5alpha-androstane-3-one derivatives
HU212459B (en) * 1992-10-02 1996-06-28 Richter Gedeon Vegyeszet Process for producing new 17-beta-substituted 4-aza-androstane-derivatives and pharmaceutical compositions containing them
US5278159A (en) * 1992-10-06 1994-01-11 Merck & Co., Inc. Aryl ester derivatives of 3-oxo-4-aza-androstane 17-β-carboxylates as 5-α-reductase inhibitors
AU5323694A (en) * 1992-10-06 1994-04-26 Merck & Co., Inc. 17beta -carboxanilides of 4-aza-5alpha-androstan-3-ones as 5alpha-reductase inhibitors
IL107611A0 (en) * 1992-11-18 1994-02-27 Smithkline Beecham Corp Steroid compounds and pharmaceutical compositions containing them
AP459A (en) * 1992-12-18 1996-02-14 Glaxo Wellcome Inc Substituted 6-azaandrostenones.
US5380728A (en) * 1993-02-10 1995-01-10 Merck & Co., Inc. Aldehyde metabolite of 17β-N-monosubstituted-carbamoyl-4-aza-5α-a
US5438061A (en) * 1993-07-16 1995-08-01 Merck & Co., Inc. 7-substituted-δ4-6-azasteroid derivatives as 5α-reductase inhibitors
TW408127B (en) * 1993-09-17 2000-10-11 Glaxo Inc Androstenones

Also Published As

Publication number Publication date
NL300122I2 (nl) 2003-09-01
DE10399022I1 (de) 2004-01-15
US5565467A (en) 1996-10-15
JPH09502731A (ja) 1997-03-18
BG100410A (bg) 1996-09-30
LU91027I2 (fr) 2004-04-28
NZ274642A (en) 1997-11-24
RU2140926C1 (ru) 1999-11-10
HU220060B (hu) 2001-10-28
ATE162199T1 (de) 1998-01-15
SK281869B6 (sk) 2001-08-06
DK0719278T3 (da) 1998-09-14
NO306117B1 (no) 1999-09-20
NL300122I1 (nl) 2003-06-02
AP494A (en) 1996-05-15
PE15095A1 (es) 1995-06-04
CN1131424A (zh) 1996-09-18
ZA947119B (en) 1995-05-26
HRP940563A2 (en) 1997-02-28
FI961231A (fi) 1996-03-15
AP9400669A0 (en) 1994-10-31
CA2462061A1 (en) 1995-03-23
DE69407978T2 (de) 1998-05-07
AU690925B2 (en) 1998-05-07
ES2113127T3 (es) 1998-04-16
CY2004002I2 (el) 2009-11-04
CN1057771C (zh) 2000-10-25
AU7875194A (en) 1995-04-03
SG52650A1 (en) 1998-09-28
NO961080L (no) 1996-03-15
CY2219B1 (en) 2003-04-18
CY2004002I1 (el) 2009-11-04
CA2170047A1 (en) 1995-03-23
BR1100329A (pt) 2000-06-13
HRP940563B1 (en) 2000-10-31
WO1995007927A1 (en) 1995-03-23
DE10399022I2 (de) 2012-09-13
FI961231A0 (fi) 1996-03-15
EE03241B1 (et) 1999-12-15
HU9600656D0 (en) 1996-05-28
CZ74596A3 (en) 1996-09-11
SI0719278T1 (en) 1998-06-30
NO961080D0 (no) 1996-03-15
SA94150231B1 (ar) 2005-05-04
EP0719278B1 (en) 1998-01-14
OA10575A (en) 2002-06-25
IS4205A (is) 1995-03-18
US5846976A (en) 1998-12-08
TW369521B (en) 1999-09-11
HK1004334A1 (en) 1998-11-20
JP2904310B2 (ja) 1999-06-14
IS1713B (is) 1998-12-30
CZ286069B6 (cs) 2000-01-12
PL180002B1 (pl) 2000-11-30
PL313492A1 (en) 1996-07-08
CA2170047C (en) 2004-11-09
NO2003003I2 (no) 2007-06-11
BG62363B1 (bg) 1999-09-30
MY119778A (en) 2005-07-29
KR100364953B1 (ko) 2003-04-08
ZA947118B (en) 1995-05-26
RO117455B1 (ro) 2002-03-29
IL110978A0 (en) 1994-11-28
HUT73850A (en) 1996-09-30
SK34796A3 (en) 1996-07-03
IL110978A (en) 1999-01-26
EP0719278A1 (en) 1996-07-03
GR3026144T3 (en) 1998-05-29
DE69407978D1 (de) 1998-02-19

Similar Documents

Publication Publication Date Title
FI115216B (fi) Menetelmä terapeuttisesti käyttökelpoisen 17beta-N-(2,5-bis(trifluorimetyyli))fenyylikarbamoyyli-4-atsa-5alfa-androst-1-en-3-onin valmistamiseksi
EP0719277B1 (en) Androstenones
EP0674651B1 (en) Substituted 6-azaandrostenones
US5998427A (en) Androstenones
US5708001A (en) Substituted 6-azaandrostenones
US5817818A (en) Androstenones
JP3824636B2 (ja) アンドロステノン
WO1996030391A1 (en) Substituted 6-azacholesten-3-ones

Legal Events

Date Code Title Description
FG Patent granted

Ref document number: 115216

Country of ref document: FI

SPCF Supplementary protection certificate application filed

Spc suppl protection certif: L20050011

SPCX Supplementary protection certificate: correction

Spc suppl protection certif: 257

Extension date: 20170719

PC Transfer of assignment of patent

Owner name: GLAXO GROUP LIMITED

MA Patent expired