IE41137L - 16-methyl -9ó- halo steroid esters and ethers. - Google Patents

16-methyl -9ó- halo steroid esters and ethers.

Info

Publication number
IE41137L
IE41137L IE750693A IE69375A IE41137L IE 41137 L IE41137 L IE 41137L IE 750693 A IE750693 A IE 750693A IE 69375 A IE69375 A IE 69375A IE 41137 L IE41137 L IE 41137L
Authority
IE
Ireland
Prior art keywords
tetrahydropyran
acyloxy
ethers
methyl
deoxybeclomethasone
Prior art date
Application number
IE750693A
Other languages
Unknown language ( )
Other versions
IE41137B1 (en
Original Assignee
Plurichemie Anstalt
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 Plurichemie Anstalt filed Critical Plurichemie Anstalt
Publication of IE41137L publication Critical patent/IE41137L/en
Publication of IE41137B1 publication Critical patent/IE41137B1/en

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J17/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, having an oxygen-containing hetero ring not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • 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
    • C07J5/0061—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 substituted in position 16
    • C07J5/0069—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 substituted in position 16 by a saturated or unsaturated hydrocarbon group
    • C07J5/0076—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 substituted in position 16 by a saturated or unsaturated hydrocarbon group by an alkyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/0005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21
    • C07J7/001—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group
    • C07J7/004—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa
    • C07J7/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16
    • C07J7/0055—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms not substituted in position 21 substituted in position 20 by a keto group substituted in position 17 alfa substituted in position 16 by a saturated or unsaturated hydrocarbon group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C07J7/008—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms substituted in position 21

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Rheumatology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pain & Pain Management (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (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

1510617 21 - Deoxy - 16 - methyl corticosteroid derivatives PLURICHEMIE ANSTALT 26 March 1975 [27 March 1974 (2) 10 May 1975] 12608/75 Heading C2U The invention comprises compounds of formula wherein X is Cl or F, and either (i) R 1 is OH or C 1-16 acyloxy and R 2 is tetrahydropyran-2-yloxy, or (ii) R 1 is C 6-16 acyloxy and R 2 is OH, or (iii) R 1 and R 2 are each C 1-16 acyloxy. Preparation of I is from the corresponding 11, 17-diols by conversion to their 11-(tetrahydropyran-2-yl) ethers or 11-(di- or tri-chloro- or fluoro-acetates), followed as appropriate by 17-esterification, selective 11-hydrolysis (or solvolysis in the presence of silica gel) and 11- esterification. 21 - Deoxybeclomethasone and its 16α- epimer are prepared from their 9,11-epoxy analogues by reaction with HCl. 21 - Deoxybeclomethasone 11 - propionate is prepared from its 11-(tetrahydropyran-2-yloxy) analogue by reaction with EtCO 2 H. Anti-inflammatory compositions for oral, topical and parenteral administration comprise a compound I and a carrier.
IE693/75A 1974-03-27 1975-03-27 16-methyl-9 -halo steroid esters and ethers and preparation thereof IE41137B1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
PT6163774 1974-03-27
PT6163674 1974-03-27
PT6163675 1975-03-10

Publications (2)

Publication Number Publication Date
IE41137L true IE41137L (en) 1975-09-27
IE41137B1 IE41137B1 (en) 1979-10-24

Family

ID=27354092

Family Applications (2)

Application Number Title Priority Date Filing Date
IE2062/75A IE41138B1 (en) 1974-03-27 1975-03-27 16-methyl-9 -halo steroid ethers and esters and their preparation
IE693/75A IE41137B1 (en) 1974-03-27 1975-03-27 16-methyl-9 -halo steroid esters and ethers and preparation thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
IE2062/75A IE41138B1 (en) 1974-03-27 1975-03-27 16-methyl-9 -halo steroid ethers and esters and their preparation

Country Status (8)

Country Link
BE (1) BE827275A (en)
CH (2) CH622811A5 (en)
DK (1) DK153556C (en)
FR (1) FR2274309A1 (en)
GB (2) GB1511820A (en)
IE (2) IE41138B1 (en)
NZ (1) NZ177056A (en)
SE (1) SE440656B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR890000664B1 (en) * 1981-10-19 1989-03-22 바리 안소니 뉴우샘 Preparation method for micronised be clomethasone dispropionate mono-hydrate
IT1285770B1 (en) 1996-10-04 1998-06-18 Nicox Sa CORTICOID COMPOUNDS
CN102516348B (en) * 2011-11-10 2013-11-13 中国科学院上海有机化学研究所 16S-Methyl-20S-droxypregna compound, and synthesis method and uses thereof

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1070751A (en) * 1964-01-28 1967-06-01 Glaxo Lab Ltd 17-esters of 17-hydroxy-21-desoxy-steroids
GB1139505A (en) * 1965-06-23 1969-01-08 Glaxo Lab Ltd A process for the production of 17-‡-monoesters of 17-‡-hydroxy-20-keto-steroids
CH481085A (en) * 1965-08-30 1969-11-15 Scherico Ltd Process for the preparation of 11B-hydroxy-17 -alkanoyloxysteroids of the pregnane series
US3383394A (en) * 1965-08-30 1968-05-14 Schering Corp Novel 17-acylating process and products thereof
BE788355A (en) * 1971-09-07 1973-03-05 Merck Patent Gmbh 9 ALPHA-FLUORO-16-METHYLENE-PREDNISOLONE ESTERS

Also Published As

Publication number Publication date
GB1511820A (en) 1978-05-24
DK153556C (en) 1988-12-05
NZ177056A (en) 1978-09-20
IE41138B1 (en) 1979-10-24
DK129575A (en) 1975-09-28
BE827275A (en) 1975-07-16
FR2274309B1 (en) 1978-11-24
DK153556B (en) 1988-07-25
CH622811A5 (en) 1981-04-30
SE7803041L (en) 1978-03-16
GB1510617A (en) 1978-05-10
CH625254A5 (en) 1981-09-15
FR2274309A1 (en) 1976-01-09
IE41137B1 (en) 1979-10-24
SE440656B (en) 1985-08-12

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