GB1391443A - Ester of betamethasone and its 9alpha-chloro analogue - Google Patents

Ester of betamethasone and its 9alpha-chloro analogue

Info

Publication number
GB1391443A
GB1391443A GB3134971A GB3134971A GB1391443A GB 1391443 A GB1391443 A GB 1391443A GB 3134971 A GB3134971 A GB 3134971A GB 3134971 A GB3134971 A GB 3134971A GB 1391443 A GB1391443 A GB 1391443A
Authority
GB
United Kingdom
Prior art keywords
hydroxyl
comparison
9alpha
betamethasone
ester
Prior art date
Legal status (The legal status 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 status listed.)
Expired
Application number
GB3134971A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Glaxo Laboratories Ltd
Original Assignee
Glaxo Laboratories 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
Priority to BE785812D priority Critical patent/BE785812A/en
Application filed by Glaxo Laboratories Ltd filed Critical Glaxo Laboratories Ltd
Priority to GB3134971A priority patent/GB1391443A/en
Priority to AU44205/72A priority patent/AU464251B2/en
Priority to ZA724598A priority patent/ZA724598B/en
Priority to SE7208817A priority patent/SE385904B/en
Priority to CH1003472A priority patent/CH609065A5/en
Priority to DE2232827A priority patent/DE2232827A1/en
Priority to DK331372AA priority patent/DK131474B/en
Priority to NO2406/72A priority patent/NO137754C/en
Priority to AR242889A priority patent/AR194120A1/en
Priority to CA146,248A priority patent/CA983919A/en
Priority to IE939/72A priority patent/IE36529B1/en
Priority to FR7224132A priority patent/FR2144761B1/fr
Priority to JP6640472A priority patent/JPS5644079B1/ja
Priority to IL39821A priority patent/IL39821A/en
Priority to NLAANVRAGE7209345,A priority patent/NL169882C/en
Priority to PH13687A priority patent/PH13195A/en
Priority to AR248131A priority patent/AR194553A1/en
Publication of GB1391443A publication Critical patent/GB1391443A/en
Expired legal-status Critical Current

Links

Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • A61K31/573—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone substituted in position 21, e.g. cortisone, dexamethasone, prednisone or aldosterone
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/56—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids
    • A61K31/57—Compounds containing cyclopenta[a]hydrophenanthrene ring systems; Derivatives thereof, e.g. steroids substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane or progesterone
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C07J5/0046—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa
    • C07J5/0053—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond substituted in position 17 alfa not substituted in position 16

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Chemistry (AREA)
  • Epidemiology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Steroid Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

21-Adamantoyloxysteroids of the formula I <IMAGE> in which A is hydroxyl and B is fluorine or chlorine, or A and B together represent a carbon-carbon bond, are distinguished by a systemic antiinflammatory activity with a duration of action which is considerably prolonged by comparison with known antiinflammatory steroids and, furthermore, adversely affect the function of the adrenals considerably less by comparison with known steroids. The said compounds are prepared by reacting the corresponding compounds which are substituted in position 21 by hydroxyl, iodine or a hydrocarbon-sulphonyloxy group with a compound supplying the adamantoyl group, namely a halide, anhydride or salt of adamantane-1-carboxylic acid.
GB3134971A 1971-07-05 1971-07-05 Ester of betamethasone and its 9alpha-chloro analogue Expired GB1391443A (en)

Priority Applications (18)

Application Number Priority Date Filing Date Title
BE785812D BE785812A (en) 1971-07-05 NEW STEROID COMPOUNDS
GB3134971A GB1391443A (en) 1971-07-05 1971-07-05 Ester of betamethasone and its 9alpha-chloro analogue
AR242889A AR194120A1 (en) 1971-07-05 1972-07-04 A PROCEDURE FOR PREPARING A STEROID COMPUTER
IE939/72A IE36529B1 (en) 1971-07-05 1972-07-04 Esters of betamethasone and its 9alpha-chloro analogue
SE7208817A SE385904B (en) 1971-07-05 1972-07-04 PROCEDURE FOR THE PREPARATION OF THE 21-ADAMANTOATS OF BERAMETASON AND ITS 9ALFA-CHLORINE ANALOG
CH1003472A CH609065A5 (en) 1971-07-05 1972-07-04 Process for the preparation of 21-adamantoyloxysteroids
DE2232827A DE2232827A1 (en) 1971-07-05 1972-07-04 NEW STEROIDS AND THE METHOD OF MANUFACTURING THEM
DK331372AA DK131474B (en) 1971-07-05 1972-07-04 Analogous process for the preparation of 9alpha-halogen-11beta, 17alpha, 21-trihydroxy-16beta-methylpregna-1,4-diene-3,20-dione-21-adamantane-1'-carboxylates.
NO2406/72A NO137754C (en) 1971-07-05 1972-07-04 ANALOGICAL PROCEDURE FOR PREPARING THERAPEUTICALLY ACTIVE STEROID COMPOUNDS
AU44205/72A AU464251B2 (en) 1971-07-05 1972-07-04 Steroid compounds
CA146,248A CA983919A (en) 1971-07-05 1972-07-04 Steroid compounds
ZA724598A ZA724598B (en) 1971-07-05 1972-07-04 Steroid compounds
FR7224132A FR2144761B1 (en) 1971-07-05 1972-07-04
JP6640472A JPS5644079B1 (en) 1971-07-05 1972-07-04
IL39821A IL39821A (en) 1971-07-05 1972-07-04 Betamethasone-and 9alpha-chlorobetamethasone 21-adamantoate
NLAANVRAGE7209345,A NL169882C (en) 1971-07-05 1972-07-04 PROCESS FOR PREPARING A PHARMACEUTICAL PREPARATION, FORMED PHARMACEUTICAL PREPARATION AND PROCESS FOR PREPARING 21-STEROID ALCOHOL (1-ADAMANANIC CARBONIC ACID) ESTERS.
PH13687A PH13195A (en) 1971-07-05 1972-07-05 Beta methasone-21-adamantane-1'-carboxylate,its chloro analogue,composition and method of use
AR248131A AR194553A1 (en) 1971-07-05 1973-05-21 A PROCEDURE FOR PREPARING A STEROID COMPOUND

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3134971A GB1391443A (en) 1971-07-05 1971-07-05 Ester of betamethasone and its 9alpha-chloro analogue

Publications (1)

Publication Number Publication Date
GB1391443A true GB1391443A (en) 1975-04-23

Family

ID=10321802

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3134971A Expired GB1391443A (en) 1971-07-05 1971-07-05 Ester of betamethasone and its 9alpha-chloro analogue

Country Status (17)

Country Link
JP (1) JPS5644079B1 (en)
AR (2) AR194120A1 (en)
AU (1) AU464251B2 (en)
BE (1) BE785812A (en)
CA (1) CA983919A (en)
CH (1) CH609065A5 (en)
DE (1) DE2232827A1 (en)
DK (1) DK131474B (en)
FR (1) FR2144761B1 (en)
GB (1) GB1391443A (en)
IE (1) IE36529B1 (en)
IL (1) IL39821A (en)
NL (1) NL169882C (en)
NO (1) NO137754C (en)
PH (1) PH13195A (en)
SE (1) SE385904B (en)
ZA (1) ZA724598B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS49116217A (en) * 1973-01-03 1974-11-06
SE418294B (en) * 1974-03-27 1981-05-18 Plurichemie Anstalt SET TO MAKE A 16ALFA- OR 16BETA-9ALFA-CHLORINE OR FLUOROSTEROID ESTER
JPS6163976U (en) * 1984-10-01 1986-05-01
LT2805720T (en) 2008-05-28 2019-09-25 Reveragen Biopharma, Inc. Non-hormonal steroid modulators of NF-KB for treatment of disease
WO2011127048A2 (en) 2010-04-05 2011-10-13 Validus Biopharma NON-HORMONAL STEROID MODULATORS OF NF-ĸB FOR TREATMENT OF DISEASE
US10799514B2 (en) 2015-06-29 2020-10-13 Reveragen Biopharma, Inc. Non-hormonal steroid modulators of NF-kappa beta for treatment of disease
US11382922B2 (en) 2019-03-07 2022-07-12 Reveragen Biopharma, Inc. Aqueous oral pharmaceutical suspension compositions

Also Published As

Publication number Publication date
NL169882B (en) 1982-04-01
IL39821A (en) 1976-02-29
SE385904B (en) 1976-07-26
FR2144761B1 (en) 1976-03-05
AU4420572A (en) 1974-01-10
BE785812A (en) 1973-01-04
CA983919A (en) 1976-02-17
AR194120A1 (en) 1973-06-22
JPS5644079B1 (en) 1981-10-16
NL169882C (en) 1982-09-01
AR194553A1 (en) 1973-07-23
IE36529L (en) 1973-01-05
DK131474C (en) 1975-12-08
IE36529B1 (en) 1976-11-24
FR2144761A1 (en) 1973-02-16
AU464251B2 (en) 1975-08-21
DE2232827A1 (en) 1973-01-18
ZA724598B (en) 1973-03-28
NL7209345A (en) 1973-01-09
IL39821A0 (en) 1972-09-28
DK131474B (en) 1975-07-21
NO137754B (en) 1978-01-09
CH609065A5 (en) 1979-02-15
PH13195A (en) 1980-01-18
NO137754C (en) 1978-04-19

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years