CH614217A5 - Process for the preparation of 1,3,5(10)-8alpha-oestratrienes - Google Patents

Process for the preparation of 1,3,5(10)-8alpha-oestratrienes

Info

Publication number
CH614217A5
CH614217A5 CH1035978A CH1035978A CH614217A5 CH 614217 A5 CH614217 A5 CH 614217A5 CH 1035978 A CH1035978 A CH 1035978A CH 1035978 A CH1035978 A CH 1035978A CH 614217 A5 CH614217 A5 CH 614217A5
Authority
CH
Switzerland
Prior art keywords
compounds
hydroxy
alpha
keto
oestratrienes
Prior art date
Application number
CH1035978A
Inventor
Klaus Prezewowsky
Henry Laurent
Helmut Hofmeister
Rudolf Wiechert
Friedmund Neumann
Yukishige Nishino
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
Priority claimed from DE2336431A external-priority patent/DE2336431C2/en
Priority claimed from DE19742426777 external-priority patent/DE2426777A1/en
Application filed by Schering Ag filed Critical Schering Ag
Publication of CH614217A5 publication Critical patent/CH614217A5/en

Links

Classifications

    • 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
    • C07J1/0051Estrane derivatives
    • C07J1/0066Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa
    • C07J1/007Estrane derivatives substituted in position 17 beta not substituted in position 17 alfa the substituent being an OH group free esterified or etherified
    • C07J1/0074Esters
    • 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
    • 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
    • C07J1/0051Estrane derivatives
    • C07J1/0059Estrane derivatives substituted in position 17 by a keto group
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J15/00Stereochemically pure steroids containing carbon, hydrogen, halogen or oxygen having a partially or totally inverted skeleton, e.g. retrosteroids, L-isomers
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J31/00Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C07J31/006Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J41/00Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring
    • C07J41/0033Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005
    • C07J41/0072Normal steroids containing one or more nitrogen atoms not belonging to a hetero ring not covered by C07J41/0005 the A ring of the steroid being aromatic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J43/00Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Veterinary Medicine (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Engineering & Computer Science (AREA)
  • Public Health (AREA)
  • Urology & Nephrology (AREA)
  • Endocrinology (AREA)
  • Reproductive Health (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Catalysts (AREA)

Abstract

1,3,5(10)-8 alpha -oestratrienes of the following formula <IMAGE> in which R<1> is acyl and R<2> is lower alkyl are prepared. These compounds are obtained by oxidising a corresponding 3-hydroxy-13-R<2>-8 alpha -oestra-1,3,5(10)-trien-17-one with lead tetraacylate and rearranging the reaction product in the presence of a strong acid. The corresponding 1,3-hydroxy compounds are likewise prepared from the 1,3-diacyl compounds and can be converted into the corresponding diethers. The reduction of 17-keto compounds I into corresponding 17ss-hydroxy compounds is also described. The conversion of the said 17-keto compounds into 17ss-hydroxy-17 alpha R<4> compounds by reacting the 17-keto compounds with an organometallic compound which supplies the radical R<4>, which is a saturated or unsaturated, optionally substituted hydrocarbon group, is also described. The said compounds display favourable oestrogenic dissociation and can be used for the treatment of manifestations of oestrogen deficiency.
CH1035978A 1973-07-13 1974-07-12 Process for the preparation of 1,3,5(10)-8alpha-oestratrienes CH614217A5 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE2336431A DE2336431C2 (en) 1973-07-13 1973-07-13 1.3-oxygenated 8-alpha-estratrienes, processes for their production and pharmaceuticals containing them
DE19742426777 DE2426777A1 (en) 1974-05-31 1974-05-31 1,3-Oxygenated-8-alpha-oestratrienes for post-menopausal disorders - with vaginotropic, but low uterotrophic activity

Publications (1)

Publication Number Publication Date
CH614217A5 true CH614217A5 (en) 1979-11-15

Family

ID=25765510

Family Applications (2)

Application Number Title Priority Date Filing Date
CH964674A CH609064A5 (en) 1973-07-13 1974-07-12 Process for the preparation of dihydroxy-1,3,5(10)-8alpha-oestratrienes or their ethers or esters
CH1035978A CH614217A5 (en) 1973-07-13 1974-07-12 Process for the preparation of 1,3,5(10)-8alpha-oestratrienes

Family Applications Before (1)

Application Number Title Priority Date Filing Date
CH964674A CH609064A5 (en) 1973-07-13 1974-07-12 Process for the preparation of dihydroxy-1,3,5(10)-8alpha-oestratrienes or their ethers or esters

Country Status (18)

Country Link
JP (1) JPS5821639B2 (en)
AT (1) ATA575574A (en)
AU (1) AU477010B2 (en)
CA (1) CA1030951A (en)
CH (2) CH609064A5 (en)
CS (2) CS182260B2 (en)
DD (1) DD114066A5 (en)
DK (1) DK133051C (en)
ES (1) ES428226A1 (en)
FI (1) FI54131C (en)
FR (1) FR2236505B1 (en)
GB (1) GB1479934A (en)
HU (1) HU169791B (en)
IE (1) IE39872B1 (en)
IL (1) IL45259A (en)
NO (1) NO742546L (en)
SE (1) SE7409151L (en)
SU (1) SU626705A3 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020096485A1 (en) * 2018-11-08 2020-05-14 Шамиль Сионович ИЛЬЯСОВ Treatment for breast cancer, including triple-negative breast cancer

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE2551214C2 (en) * 1975-11-12 1984-07-12 Schering AG, 1000 Berlin und 4709 Bergkamen Process for the preparation of 1,3-oxygenated 8α-estatrienes
JPS5862734U (en) * 1981-10-22 1983-04-27 日工株式会社 formwork support sabot
JPS59146759A (en) * 1984-01-06 1984-08-22 株式会社日立製作所 Automatic screwing device
JPS60155376A (en) * 1984-01-24 1985-08-15 松下電器産業株式会社 Nut float detection apparatus
DE3710728A1 (en) * 1987-03-31 1988-10-13 Schering Ag METHOD FOR PRODUCING 17 (ALPHA) -ETHINYL-17SS-HYDROXY-18-METHYL-4.15-ESTRADIEN-3-ON AND THE NEW INTERMEDIATE PRODUCTS FOR THIS METHOD
US6011024A (en) 1991-08-28 2000-01-04 Imperial College Of Science Technology & Medicine Steroid sulphatase inhibitors
US6476011B1 (en) 1991-08-28 2002-11-05 Sterix Limited Methods for introducing an estrogenic compound
US6903084B2 (en) 1991-08-29 2005-06-07 Sterix Limited Steroid sulphatase inhibitors
US7335650B2 (en) 2000-01-14 2008-02-26 Sterix Limited Composition
GB0020498D0 (en) 2000-08-18 2000-10-11 Sterix Ltd Compound

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3436411A (en) * 1967-12-28 1969-04-01 American Home Prod Process for cleaving an a-ring ether group in 13-alkylgona (and 8-isogona)-1,3,5(10)-trienes and delta-7-,delta-8(9)-,and delta-8(9),14(15)-dehydro derivatives thereof

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2020096485A1 (en) * 2018-11-08 2020-05-14 Шамиль Сионович ИЛЬЯСОВ Treatment for breast cancer, including triple-negative breast cancer

Also Published As

Publication number Publication date
DK133051B (en) 1976-03-15
CA1030951A (en) 1978-05-09
SU626705A3 (en) 1978-09-30
IL45259A0 (en) 1974-10-22
JPS5032160A (en) 1975-03-28
DD114066A5 (en) 1975-07-12
AU7112374A (en) 1976-01-15
JPS5821639B2 (en) 1983-05-02
AU477010B2 (en) 1976-10-14
FR2236505B1 (en) 1977-07-08
IL45259A (en) 1977-10-31
GB1479934A (en) 1977-07-13
CS182300B2 (en) 1978-04-28
CS182260B2 (en) 1978-04-28
HU169791B (en) 1977-01-28
FI54131C (en) 1978-10-10
IE39872B1 (en) 1979-01-17
IE39872L (en) 1975-01-13
ATA575574A (en) 1978-05-15
CH609064A5 (en) 1979-02-15
DK133051C (en) 1976-08-16
FI54131B (en) 1978-06-30
NO742546L (en) 1975-02-10
FR2236505A1 (en) 1975-02-07
DK368074A (en) 1975-03-17
ES428226A1 (en) 1976-07-16
FI213974A (en) 1975-01-14
SE7409151L (en) 1975-01-14

Similar Documents

Publication Publication Date Title
CH614217A5 (en) Process for the preparation of 1,3,5(10)-8alpha-oestratrienes
ES440493A1 (en) Method for the preparation of tertiary olefins
GB1096762A (en) Processes for preparing steroids compounds and the compounds when thus prepared
ES301833A1 (en) A procedure for the preparation of 19-alkil-steroids (Machine-translation by Google Translate, not legally binding)
GB1146991A (en) Improvements in or relating to novel steroids and the manufacture thereof
GB1058543A (en) 16-methylene-steroids
ES285600A1 (en) Procedure for the preparation of hardened resins (Machine-translation by Google Translate, not legally binding)
ES417737A1 (en) Steroids of the pregnane series
GB1038917A (en) Novel steroid derivatives and a process for their production
GB879269A (en) Process for the reaction of halogen-containing organic aluminium compounds with olefines
GB935610A (en) 3ªá-amino-pregnane compounds
GB1130052A (en) Improvements in or relating to steroids and intermediates for the production thereof
GB1477567A (en) D-homo steroids
ES422607A1 (en) Racemic 13beta-ethyl-3-methoxy-8,14-socogona-1,3,5-10,8- tetraen-17beta-ol-14-one and a process for the preparation thereof
US3099659A (en) Steroidal lactones
GB1067345A (en) Novel steroid compounds, processes for preparing them and compositions containing them
GB980245A (en) New-6-alkyl-steroids
GB957581A (en) Steroid compounds
GB1087899A (en) Process for preparing 16ª‡-methyl-3ª‰,17ª‡-dihydroxy-í¸-pregnen-20-one
GB983606A (en) Improvements in or relating to processes for the production of steroid compounds
GB1096732A (en) Novel 16-alkyl-steroids
GB1074494A (en) Novel 19-nor-steroids, processes for their preparation, and pharmaceutical compositions incorporating them
GB1127139A (en) Improvements in or relating to the manufacture of thio-glycosides
GB1045035A (en) 1ª‡-methyl-í¸-5ª‡-androsten-17ª‰-ols and a process for their manufacture
GB1435892A (en) Aluminium complexes of guaiphenesin

Legal Events

Date Code Title Description
PL Patent ceased