SE7514513L - 15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17BETA OLES FOR USE AS CONTRACTIVE AGENT - Google Patents

15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17BETA OLES FOR USE AS CONTRACTIVE AGENT

Info

Publication number
SE7514513L
SE7514513L SE7514513A SE7514513A SE7514513L SE 7514513 L SE7514513 L SE 7514513L SE 7514513 A SE7514513 A SE 7514513A SE 7514513 A SE7514513 A SE 7514513A SE 7514513 L SE7514513 L SE 7514513L
Authority
SE
Sweden
Prior art keywords
alpha
methylene
dimethyl
propylenedioxy
prepared
Prior art date
Application number
SE7514513A
Other languages
Swedish (sv)
Other versions
SE409329B (en
Inventor
R Wiechert
H Steinbeck
W Elger
Original Assignee
Schering Ag
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 Schering Ag filed Critical Schering Ag
Publication of SE7514513L publication Critical patent/SE7514513L/en
Publication of SE409329B publication Critical patent/SE409329B/en

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • A61K31/567Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol substituted in position 17 alpha, e.g. mestranol, norethandrolone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/56Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/565Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids not substituted in position 17 beta by a carbon atom, e.g. estrane, estradiol
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J1/00Normal steroids containing carbon, hydrogen, halogen or oxygen, not substituted in position 17 beta by a carbon atom, e.g. estrane, androstane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J53/00Steroids in which the cyclopenta(a)hydrophenanthrene skeleton has been modified by condensation with a carbocyclic rings or by formation of an additional ring by means of a direct link between two ring carbon atoms, including carboxyclic rings fused to the cyclopenta(a)hydrophenanthrene skeleton are included in this class
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02PCLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P20/00Technologies relating to chemical industry
    • Y02P20/50Improvements relating to the production of bulk chemicals
    • Y02P20/55Design of synthesis routes, e.g. reducing the use of auxiliary or protecting groups

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Epidemiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)

Abstract

1425636 15,16 - Methylene - estr - 4 - enes SCHERING AG 12 Feb 1973 [11 Feb 1972] 6821/73 Heading C2U [Also in Division A5] Novel steroids of the formula wherein R<SP>1</SP> is C 1-5 alkyl; R<SP>2</SP> is H or acyl; R<SP>3</SP> is H or an optionally substituted aliphatic hydrocarbon group of at most 5 carbon atoms (exclusive of substituents); and X is O or H (OR<SP>4</SP>) in which OR<SP>4</SP> is in the alpha or beta position and R<SP>4</SP> is H or acyl are prepared from steroids of the formulµ wherein Y is a protected keto group and the dotted lines in the rings indicate the presence of a #<SP>5</SP>- or #<SP>5(10)</SP>-double bond and when a #<SP>5(10)</SP>- double bond is present then the 10-H atom is absent, by reduction in the 17-position or conversion to a 17&alpha;-substituted-17#-ol followed when required, by hydrolysis to a free #<SP>4</SP>-3-one and, if desired, by hydrogenation of a 17&alpha;- unsaturated group and/or reduction to a 3-ol and/or acylation of a free OH group. 3,3 - (2<SP>1</SP>,2<SP>1</SP> - Dimethyl - 1<SP>1</SP>,3<SP>1</SP> - propylenedioxy)- 18 - methyl - 15&alpha;,16&alpha; - methylene - #<SP>5</SP> or #<SP>5(10)</SP>- estren-17-one is prepared from 3,3-(2<SP>1</SP>,2<SP>1</SP>-dimethyl - 1<SP>1</SP>,3<SP>1</SP> - propylenedioxy) - 18 - methyl - 19- nor - #<SP>5,16</SP> or <SP>15(10),16</SP> - pregnadien - 20 - one (prepared from the #<SP>4</SP>-3-one and 2,2-dimethyl-1,3- propane-diol) by oxygenation to give the corresponding #<SP>15</SP> - 17&alpha; - ol, reduction of this to the corresponding 20-ol, reaction of this with methylene iodide in the presence of a Zn-Cu couple to give 17&alpha;,20# - dihydroxy - 3,3 - (2<SP>1</SP>,2<SP>1</SP>- dimethyl - 1<SP>1</SP>,3<SP>1</SP> - propylenedioxy) - 18 - methyl- 15&alpha;,16&alpha; - methylene - 19 - nor - #<SP>5</SP>- or #<SP>5(10)</SP>- pregnene and oxidation of this. 3,3-(2<SP>1</SP>,2<SP>1</SP> -dimethyl - 1<SP>1</SP>,3<SP>1</SP> - propylenedioxy) - 15&alpha;,16&alpha;- methylene - #<SP>5</SP> or <SP>15(10)</SP> - estren - 17 - one is prepared similarly via corresponding intermediates. The novel steroids are stated to possess a strong androgenic and anabolic activity or a strong gestagenic activity and they may be made up into pharmaceutical compositions with suitable carriers. The gestagenic compounds can be used, possibly together with estrogens, in contraceptive preparations (see Heading A5B).
SE7514513A 1972-02-11 1975-12-22 15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17 BETA OLES FOR USE AS A CONTRACTIVE AGENT SE409329B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE2207421A DE2207421C3 (en) 1972-02-11 1972-02-11 15?, 16? -Methylene-4-oestrene-17? -ols or acylates, processes for their production and medicaments containing them

Publications (2)

Publication Number Publication Date
SE7514513L true SE7514513L (en) 1975-12-22
SE409329B SE409329B (en) 1979-08-13

Family

ID=5836211

Family Applications (3)

Application Number Title Priority Date Filing Date
SE7301935A SE403781B (en) 1972-02-11 1973-02-12 METHOD OF PRODUCING 15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17 BETA OLES
SE7514513A SE409329B (en) 1972-02-11 1975-12-22 15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17 BETA OLES FOR USE AS A CONTRACTIVE AGENT
SE7713896A SE426834B (en) 1972-02-11 1977-12-07 SET TO MAKE 15ALFA, 16ALFA METHYLENE-4-OSTREN-17BETA OILS

Family Applications Before (1)

Application Number Title Priority Date Filing Date
SE7301935A SE403781B (en) 1972-02-11 1973-02-12 METHOD OF PRODUCING 15 ALFA, 16 ALFA-METHYLENE-4-OSTRENE-17 BETA OLES

Family Applications After (1)

Application Number Title Priority Date Filing Date
SE7713896A SE426834B (en) 1972-02-11 1977-12-07 SET TO MAKE 15ALFA, 16ALFA METHYLENE-4-OSTREN-17BETA OILS

Country Status (29)

Country Link
JP (1) JPS5829317B2 (en)
KR (1) KR780000156B1 (en)
AT (1) AT327413B (en)
AU (1) AU467306B2 (en)
BE (1) BE795241A (en)
CA (1) CA997753A (en)
CH (2) CH590883A5 (en)
CS (1) CS193019B2 (en)
DD (1) DD102379A5 (en)
DE (1) DE2207421C3 (en)
DK (1) DK131037B (en)
EG (1) EG10914A (en)
ES (1) ES410933A1 (en)
FI (1) FI52225C (en)
FR (1) FR2181719B1 (en)
GB (1) GB1425636A (en)
GR (1) GR63160B (en)
HU (1) HU165253B (en)
IE (1) IE37266B1 (en)
IL (1) IL41506A (en)
NL (1) NL177217C (en)
NO (2) NO140304C (en)
PH (1) PH9370A (en)
PL (1) PL81084B1 (en)
RO (1) RO73527A (en)
SE (3) SE403781B (en)
SU (1) SU513628A3 (en)
YU (1) YU35035B (en)
ZA (1) ZA73944B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102007027636A1 (en) 2007-06-12 2008-12-18 Bayer Schering Pharma Aktiengesellschaft 17β-Cyano-18α-homo-19-nor-androst-4-ene derivative, its use and the derivative-containing drug
DE102007027637A1 (en) 2007-06-12 2008-12-18 Bayer Schering Pharma Aktiengesellschaft 17β-cyano-19-nor-androst-4-ene derivative, its use and the derivative-containing drug

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT274653B (en) * 1966-11-10 1969-09-25 Alexander Schoeller & Co Kg Stackable, rectangular, closed plastic transport container for fine-grained bulk goods and liquids

Also Published As

Publication number Publication date
GR63160B (en) 1979-09-25
NL177217C (en) 1985-08-16
EG10914A (en) 1976-09-30
ZA73944B (en) 1973-11-28
IL41506A (en) 1976-07-30
RO73527A (en) 1982-02-01
IE37266B1 (en) 1977-06-08
AT327413B (en) 1976-01-26
FI52225C (en) 1977-07-11
FR2181719B1 (en) 1975-11-21
IL41506A0 (en) 1973-04-30
NL7301974A (en) 1973-08-14
NO140304B (en) 1979-04-30
FR2181719A1 (en) 1973-12-07
YU24373A (en) 1979-12-31
JPS5829317B2 (en) 1983-06-22
NL177217B (en) 1985-03-18
HU165253B (en) 1974-07-27
CS193019B2 (en) 1979-09-17
AU5207673A (en) 1974-08-15
SE409329B (en) 1979-08-13
ATA112473A (en) 1975-04-15
SU513628A3 (en) 1976-05-05
SE7713896L (en) 1977-12-07
NO143065B (en) 1980-09-01
BE795241A (en) 1973-08-09
CH590883A5 (en) 1977-08-31
DK131037B (en) 1975-05-20
SE426834B (en) 1983-02-14
PH9370A (en) 1975-10-22
AU467306B2 (en) 1975-11-27
DD102379A5 (en) 1973-12-12
CA997753A (en) 1976-09-28
YU35035B (en) 1980-06-30
PL81084B1 (en) 1975-08-30
NO782754L (en) 1973-08-14
ES410933A1 (en) 1976-03-01
DE2207421A1 (en) 1973-08-16
KR780000156B1 (en) 1978-05-02
JPS4886856A (en) 1973-11-15
NO143065C (en) 1980-12-10
CH593995A5 (en) 1977-12-30
IE37266L (en) 1973-08-11
DE2207421C3 (en) 1981-05-07
NO140304C (en) 1979-08-08
SE403781B (en) 1978-09-04
FI52225B (en) 1977-03-31
DE2207421B2 (en) 1980-07-24
GB1425636A (en) 1976-02-18
DK131037C (en) 1975-10-20

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