HK57493A - Oxidized analogs of 17 beta-n-monosubstituted carbamoyl-4-aza 5 alpha-androst-1-en-3-ones - Google Patents

Oxidized analogs of 17 beta-n-monosubstituted carbamoyl-4-aza 5 alpha-androst-1-en-3-ones

Info

Publication number
HK57493A
HK57493A HK574/93A HK57493A HK57493A HK 57493 A HK57493 A HK 57493A HK 574/93 A HK574/93 A HK 574/93A HK 57493 A HK57493 A HK 57493A HK 57493 A HK57493 A HK 57493A
Authority
HK
Hong Kong
Prior art keywords
aza
compound
androst
carbamoyl
compounds
Prior art date
Application number
HK574/93A
Other languages
English (en)
French (fr)
Inventor
Josephine R. Carlin
Gary H. Rasmusson
W.J.A. Vandenheuvel
Original Assignee
Merck & Co. Inc.
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
Application filed by Merck & Co. Inc. filed Critical Merck & Co. Inc.
Publication of HK57493A publication Critical patent/HK57493A/en

Links

Classifications

    • 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
    • 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
    • A61P17/00—Drugs for dermatological disorders
    • 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

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Veterinary Medicine (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Public Health (AREA)
  • Engineering & Computer Science (AREA)
  • Endocrinology (AREA)
  • Diabetes (AREA)
  • Reproductive Health (AREA)
  • Urology & Nephrology (AREA)
  • Dermatology (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Claims (8)

  1. Verbindung der Formel worin
    R   Wasserstoff, Methyl oder Ethyl ist;
    R¹   geradkettiges oder verzweigtes C₁₋₁₂-Alkyl ist, worin einer der Wasserstoffe durch Hydroxy, eine Carboxylgruppe oder einen C₁₋₄-Alkylester substituiert ist, und
    A   -CH=CH ist,
    oder pharmazeutisch annehmbare Salze davon.
  2. Verbindung nach Anspruch 1 der Formel worin
    R   Wasserstoff, Methyl oder Ethyl ist und
    R²   verzweigtes C₃₋₈-Alkyl ist, worin einer der Wasserstoffe durch Hydroxy, eine Carbonsäuregruppe oder eine C₁₋₄-Alkylestergruppe substituiert ist; und
    A   -CH=CH- ist.
  3. Verbindung nach Anspruch 2, worin R Wasserstoff oder Methyl ist, R² verzweigtes C₃₋₈-Alkyl mit einem durch Hydroxy, eine Carbonsäuregruppe oder eine C₁₋₄-Alkylestergruppe substituierten Wasserstoff ist.
  4. Verbindung nach Anspruch 1, welche 17β-N-(2-Hydroxymethyl-2-propyl)carbamoyl-4-aza-5α-androst-1-en-3-on; 17β-N-(2-Carboxy-2-propyl)carbamoyl-4-aza-5α-androst-1-en3-on; 17β-N-(2-Carbomethoxy-2-propyl)carbamoyl-4-aza-5α-androst-1-en-3-on ist.
  5. Verbindung nach Anspruch 4 in im wesentlichen reiner Form.
  6. Verwendung einer Verbindung nach Anspruch 1 zur Herstellung eines zur Behandlung von hyperandrogenen Zuständen von Akne vulgaris, Seborrhöe, weiblichem Hirsutismus und gutartiger Prostatahypertrophie geeigneten Medikaments.
  7. Verwendung einer Verbindung nach Anspruch 1 zur Herstellung eines zur Inhibierung der Testosteron-5α-reduktase geeigneten Medikaments.
  8. Pharmazeutische Zusammensetzung, welche einen pharmazeutisch annehmbaren Träger und eine wirksame Menge einer Verbindung nach Anspruch 1 enthält.
HK574/93A 1986-11-20 1993-06-10 Oxidized analogs of 17 beta-n-monosubstituted carbamoyl-4-aza 5 alpha-androst-1-en-3-ones HK57493A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/932,550 US4845104A (en) 1986-11-20 1986-11-20 Oxidized analogs of 17β-N-monosubstituted-carbamoyl-4-aza-5-α-androstan-3-ones

Publications (1)

Publication Number Publication Date
HK57493A true HK57493A (en) 1993-06-18

Family

ID=25462484

Family Applications (1)

Application Number Title Priority Date Filing Date
HK574/93A HK57493A (en) 1986-11-20 1993-06-10 Oxidized analogs of 17 beta-n-monosubstituted carbamoyl-4-aza 5 alpha-androst-1-en-3-ones

Country Status (11)

Country Link
US (1) US4845104A (de)
EP (1) EP0271220B1 (de)
JP (1) JP2592870B2 (de)
AT (1) ATE72249T1 (de)
CA (1) CA1284636C (de)
CY (1) CY1700A (de)
DE (1) DE3776520D1 (de)
DK (1) DK165371C (de)
ES (1) ES2032452T3 (de)
HK (1) HK57493A (de)
IE (1) IE61020B1 (de)

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US5138063A (en) * 1984-02-27 1992-08-11 Merck & Co., Inc. 17β-methoxycarbonyl-4-aza-androsten-1-en-3-ones
US5151429A (en) * 1984-02-27 1992-09-29 Merck & Co., Inc. 17β-acyl-4-aza-5α-androst-1-ene-3-ones as 5α reductase inhibitors
US5571817A (en) * 1984-02-27 1996-11-05 Merck & Co., Inc. Methods of treating androgenic alopecia with finasteride [17β-N-mono-substituted-carbamoyl-4-aza-5-α-androst-1-en-ones]
US5120742A (en) * 1984-02-27 1992-06-09 Merck & Co., Inc. 17 β-acyl-4-aza-5 α-androst-1-ene-3-ones as 5 α-reductase inhibitors
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
US5084574A (en) * 1988-04-18 1992-01-28 Merck & Co., Inc. Dehydrogenation process
US5237061A (en) * 1988-10-31 1993-08-17 Merck & Co., Inc. Methods of synthesizing benign prostatic hypertropic agents and their intermediates
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
US5162332A (en) * 1990-06-20 1992-11-10 Merck & Co., Inc. Selected 17 β-polyaroyl-4-aza-5 α-androst-1-en-3-ones as steroidal reductase inhibitors
US5151430A (en) * 1990-06-20 1992-09-29 Merck & Co., Inc. Specific 17β-thiobenzoyl-4-aza-5α-androst-1-en-3-ones as antiandrogen agents
US5091380A (en) * 1990-06-28 1992-02-25 Merck & Co., Inc. N-monosubstituted adamantyl/norbornanyl 17β-carbamides of 3-carboxy-androst-3,5-dienes as testosterone 5α-reductase inhibitors
US5075450A (en) * 1990-06-28 1991-12-24 Merck & Co., Inc. Intermediates in the synthesis of 17β-acyl-3-carboxy-androsta-3,5-dienes
IL101243A (en) * 1991-03-20 1999-12-22 Merck & Co Inc Pharmaceutical preparations for the treatment of benign prostatic hyperplasia containing steroid history
US5196411A (en) * 1991-08-16 1993-03-23 Merck & Co., Inc. 17β-acyl-3-carboxy-androsta-3,5-dienes as testosterone 5α-reductase inhibitors
US5304562A (en) * 1991-10-09 1994-04-19 Ciba-Geigy Corporation 17β-substituted Aza-androstane derivatives
CA2084799C (en) 1991-12-17 2003-01-28 Glenn J. Gormley Method of prevention of prostatic carcinoma with 17 beta-n-monosubstituted-carbamoyl-4-aza-5 alpha-androst-1 -en-3-ones
ATE165368T1 (de) * 1991-12-20 1998-05-15 Glaxo Wellcome Inc Inhibitoren von testosteron-5-alpha reductase.
EP0641204B1 (de) * 1992-05-20 2000-08-16 Merck & Co. Inc. 17-ether und thioether von 4-aza-steroiden
DE69326008T2 (de) * 1992-05-20 2000-03-02 Merck & Co., Inc. 17-amino-substituierte 4-azasteroide als 5-alpha-reductase inhibitoren
US5237064A (en) * 1992-05-20 1993-08-17 Merck & Co., Inc. Process for producing 7β-substituted-aza-5αandrostan-3-ones
ATE195129T1 (de) * 1992-05-20 2000-08-15 Merck & Co Inc 4-azasteroide als 5-alpha-reduktase
CZ283894A3 (en) * 1992-05-20 1995-09-13 Merck & Co Inc 7beta-substituted 4-aza-5alpha-cholestanones, their use for the preparation of pharmaceutical preparations and pharmaceutical compositions containing thereof
CA2135173A1 (en) * 1992-05-20 1993-11-25 Bruce E. Witzel Ester derivatives of 4-aza-steroids
JPH07506575A (ja) * 1992-05-21 1995-07-20 アンドルシェルシュ・インコーポレイテッド テストステロン５α−レダクターゼ活性の阻害剤
GB9216329D0 (en) * 1992-07-31 1992-09-16 Erba Carlo Spa 17beta-substituted 4-aza-5alpha-androstan-3-one derivatives
US5302589A (en) * 1992-08-07 1994-04-12 Glaxo, Inc. Heterocyclic inhibitors of 5-α-testosterone reductase
US5324734A (en) * 1992-09-15 1994-06-28 Merck & Co., Inc. Oxidization metabolites of 5-α-23-methyl-4-aza-21-nor-chol-1-ene-3, 20-dione
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
JPH08504813A (ja) * 1992-12-18 1996-05-28 メルク エンド カンパニー インコーポレーテッド １７β−Ｎ−モノ置換−カルバモイル−４−アザ−５α−アンドロスト−１−エン−３−オンを含む慢性前立腺炎の治療に有用な薬剤の製造法
US5380728A (en) * 1993-02-10 1995-01-10 Merck & Co., Inc. Aldehyde metabolite of 17β-N-monosubstituted-carbamoyl-4-aza-5α-a
US5359071A (en) * 1993-03-12 1994-10-25 Merck & Co., Inc. 15-substituted 4-azasteroids
US5621104A (en) * 1993-03-24 1997-04-15 Merck & Co., Inc. Substituted 3-phenanthridinone derivatives as 5-alpha-reductase inhibitors
DE69405760T2 (de) * 1993-06-28 1998-04-09 Merck & Co Inc 4-aza-pregnan-5-alpha-reductase isozym 1 inhibitoren
TW369521B (en) * 1993-09-17 1999-09-11 Smithkline Beecham Corp Androstenone derivative
TW408127B (en) * 1993-09-17 2000-10-11 Glaxo Inc Androstenones
US5470976A (en) * 1994-09-07 1995-11-28 Merck & Co., Inc. Process for the stereoselective reduction of steroid enelactams
US5817818A (en) * 1994-09-16 1998-10-06 Glaxo Wellcome Inc. Androstenones
US5541322A (en) * 1994-10-14 1996-07-30 Glaxo Wellcome Inc. Synthesis of 6-azaandrostenones
US5543417A (en) * 1994-10-21 1996-08-06 Merck & Co., Inc. Combination method of treating acne using 4-AZA-5α-cholestan-ones and 4-AZA-5α-androstan-ones as selective 5α-reductase inhibitors with anti-bacterial, keratolytic, or anti-inflammatory agents
IT1271325B (it) * 1994-12-23 1997-05-27 Poli Ind Chimica Spa Composti diastereomericamente puri derivati da 3-oxo e 3-tioxo-4-azaandrostani e loro uso come antiandrogeni
US5656613A (en) * 1995-01-04 1997-08-12 Merck & Co., Inc. Treatment of hyperandrogenic conditions
US5670643A (en) * 1995-03-16 1997-09-23 Glaxo Wellcome Inc. Method for preparing finasteride
US5998427A (en) * 1998-05-14 1999-12-07 Glaxo Wellcome Inc. Androstenones
TWI233932B (en) * 2001-08-24 2005-06-11 Theravance Inc Process for purifying glycopeptide phosphonate derivatives
US7531658B2 (en) 2006-01-20 2009-05-12 Apotex Pharmachem Inc. Process for the preparation of 17-N-substituted-carbamoyl-4-aza-androst-1-en-3-ones

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US4104285A (en) * 1977-04-22 1978-08-01 Hoffmann-La Roche Inc. Taurine and glycine derivatives
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GB8505862D0 (en) * 1985-03-07 1985-04-11 Erba Farmitalia Steroidic 5alpha-reductase inhibitors

Also Published As

Publication number Publication date
DK165371B (da) 1992-11-16
US4845104A (en) 1989-07-04
DK607287D0 (da) 1987-11-19
JP2592870B2 (ja) 1997-03-19
ATE72249T1 (de) 1992-02-15
ES2032452T3 (es) 1993-02-16
JPS63139195A (ja) 1988-06-10
DE3776520D1 (de) 1992-03-12
IE873122L (en) 1988-05-20
DK607287A (da) 1988-05-21
EP0271220B1 (de) 1992-01-29
IE61020B1 (en) 1994-09-07
EP0271220A1 (de) 1988-06-15
DK165371C (da) 1993-04-05
CA1284636C (en) 1991-06-04
CY1700A (en) 1994-01-14

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Legal Events

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PC Patent ceased (i.e. patent has lapsed due to the failure to pay the renewal fee)

Effective date: 20031111

PC Patent ceased (i.e. patent has lapsed due to the failure to pay the renewal fee)