IE41663L - Androstane derivatives. - Google Patents

Androstane derivatives.

Info

Publication number
IE41663L
IE41663L IE751904A IE190475A IE41663L IE 41663 L IE41663 L IE 41663L IE 751904 A IE751904 A IE 751904A IE 190475 A IE190475 A IE 190475A IE 41663 L IE41663 L IE 41663L
Authority
IE
Ireland
Prior art keywords
compounds
formula
steroids
radical
alpha
Prior art date
Application number
IE751904A
Other versions
IE41663B1 (en
Original Assignee
Glaxo Lab Ltd
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 Glaxo Lab Ltd filed Critical Glaxo Lab Ltd
Publication of IE41663L publication Critical patent/IE41663L/en
Publication of IE41663B1 publication Critical patent/IE41663B1/en

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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Steroid Compounds (AREA)

Abstract

Steroids with antiinflammatory activity and the formula I in which R' is methyl, ethyl, n-propyl or isopropyl; R'' is methyl, chloromethyl, fluoromethyl, bromomethyl, iodomethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl or 2-iodoethyl; X is hydrogen or fluorine; and @ is a single or double bond are prepared by esterifying or transesterifying, respectively, with an agent supplying the radical R'' or the radical R', respectively, a corresponding 17 alpha -acyloxy-17ss-carboxylic acid or a functional derivative thereof or a 17 alpha -hydroxy-17ss-carboxylate. Resulting DELTA <1>-steroids of the formula I can subsequently be reduced to the corresponding saturated compounds or resulting 1,2-saturated compounds can be dehydrogenated to the corresponding DELTA <1> compounds. In addition, halogen substituents present in the group R'' can be replaced by other halogens; thus, for example, compounds of the formula I in which R'' is an alkyl group substituted by chlorine, bromine or iodine can be converted by this exchange reaction to the corresponding fluoroalkyl compounds. The compounds of the formula I are distinguished by very good antiinflammatory activity and can be converted into pharmaceuticals for topical or internal administration. <IMAGE> [GB1514476A]
IE1904/75A 1974-08-30 1975-08-29 Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene17-carboxylates IE41663B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB38090/74A GB1514476A (en) 1974-08-30 1974-08-30 Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene-17beta-carboxylates

Publications (2)

Publication Number Publication Date
IE41663L true IE41663L (en) 1976-02-29
IE41663B1 IE41663B1 (en) 1980-02-27

Family

ID=10401112

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1904/75A IE41663B1 (en) 1974-08-30 1975-08-29 Alkyl and haloalkyl androst-4-ene and androsta-1,4-diene17-carboxylates

Country Status (11)

Country Link
JP (1) JPS5148649A (en)
BE (1) BE832889A (en)
CH (1) CH612686A5 (en)
DE (1) DE2538595A1 (en)
DK (1) DK136074B (en)
FR (1) FR2282899A1 (en)
GB (1) GB1514476A (en)
IE (1) IE41663B1 (en)
NL (1) NL7510226A (en)
SE (1) SE405976B (en)
ZA (1) ZA755553B (en)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH628355A5 (en) * 1976-02-24 1982-02-26 Ciba Geigy Ag METHOD FOR PRODUCING NEW ANDROSTADIEN-17BETA-CARBONIC ACIDS AND THEIR ESTERS AND SALTS.
CH614960A5 (en) * 1976-04-15 1979-12-28 Ciba Geigy Ag
DE2809491A1 (en) * 1977-03-09 1978-09-14 Ciba Geigy Ag ANTICOCCIDIELLE AND OVO-LARVICIDE MEDIUM
CH651307A5 (en) * 1980-02-15 1985-09-13 Glaxo Group Ltd Androsta-CARBOTHIOSAEUREN AND PROCESS FOR PRODUCING.
SE449106B (en) * 1980-07-10 1987-04-06 Otsuka Pharma Co Ltd STEROID WITH ANTI-INFLAMMATORY EFFECT AND COMPOSITION CONTAINING THIS
US4607028A (en) * 1983-08-18 1986-08-19 Ciba-Geigy Corporation Novel carboxylic acid esters
AU2003202044A1 (en) * 2002-01-15 2003-09-09 Glaxo Group Limited 17.alpha-cycloalkyl/cycloylkenyl esters of alkyl-or haloalkyl-androst-4-en-3-on-11.beta.,17.alpha.-diol 17.beta.-carboxylates as anti-inflammatory agents
AU2003201693A1 (en) * 2002-01-21 2003-09-02 Glaxo Group Limited Non-aromatic 17.alpha.-esters of androstane-17.beta.-carboxylate esters as anti-inflammatory agents
ITMI20020676A1 (en) * 2002-03-29 2003-09-29 Farmabios S R L Ora Farmabios PREPARATION PROCESS OF 6 (ALPHA) -FLURO STEROIDS
GB0316290D0 (en) * 2003-07-11 2003-08-13 Glaxo Group Ltd Novel compounds
US7579335B2 (en) 2005-01-10 2009-08-25 Glaxo Group Limited Androstane 17α-carbonate derivatives for use in the treatment of allergic and inflammatory conditions

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3636010A (en) * 1968-12-23 1972-01-18 Ciba Geigy Corp Esters of steroid-17-carboxylic acids
GB1384372A (en) * 1971-01-20 1975-02-19 Glaxo Lab Ltd Dereivatives of 17alpha-hydroxyandrost-4-ene-17beta-carboxylic acids
GB1438940A (en) * 1972-07-19 1976-06-09 Glaxo Lab Ltd 17beta-haloalkoxycarbonyl-17alpha-oxysteroids

Also Published As

Publication number Publication date
FR2282899A1 (en) 1976-03-26
DE2538595A1 (en) 1976-03-11
AU8440475A (en) 1977-03-03
GB1514476A (en) 1978-06-14
FR2282899B1 (en) 1978-11-10
CH612686A5 (en) 1979-08-15
ZA755553B (en) 1976-09-29
BE832889A (en) 1976-03-01
SE7509651L (en) 1976-03-01
DK389175A (en) 1976-03-01
DK136074B (en) 1977-08-08
NL7510226A (en) 1976-03-02
DK136074C (en) 1978-01-16
IE41663B1 (en) 1980-02-27
JPS5148649A (en) 1976-04-26
SE405976B (en) 1979-01-15

Similar Documents

Publication Publication Date Title
IE41663L (en) Androstane derivatives.
GB1488601A (en) Pyrazolopyridopyrimidine derivatives
ES476725A1 (en) A process for preparing lysergol derivatives.
ES417737A1 (en) Steroids of the pregnane series
IL35601A (en) Alkyl 6,7(s)-aziridino-7-deoxy-alpha-thiolincosaminides and process for preparing them
IE45606L (en) Prostanoic acid derivatives
IE43413L (en) Behenic acid ester
IE44047L (en) Cyanoacetanilide derivatives.
IE37657L (en) Prednisolone derivative.
IE36592L (en) Pregnane derivatives.
IE43641L (en) Aroyl-phenylnaphthalenes
IE43708L (en) D-homosteroid carboxylic acids
IE831075L (en) Thiophene derivatives
IE42124L (en) 17,21-diesters of the pregnane series
IE45609L (en) Process for the preparation of prostaglandins
GB705251A (en) Improvements in or relating to the manufacture of esters of benzyl phenoxy acetic acid
GB889311A (en) Androstenol derivatives
IE780559L (en) Furoyl- and thenoyl-aryloxyalkyl carboxylic acid
GB1363691A (en) Benzothiazole derivatives
ES450472A1 (en) Benzoyl pyrazole 5-acetic acid derivatives useful as uricosurucs
ES476564A1 (en) 11dimethyl substituted alkyll22 or 44substituted phenylimidazoles and their use
SE7906079L (en) PROCEDURE FOR THE PREPARATION OF ETHYNYL BENZEN DERIVATIVE
GB961434A (en) Dibasic acid imides
GB1107036A (en) Esters of dibenzocycloheptenyl-carboxylic acids
ES477646A1 (en) Novel method of preparing thiazole derivative