JPS5745200A - Anti-inflammatory steroid and pharmacological composition containing the same - Google Patents

Anti-inflammatory steroid and pharmacological composition containing the same

Info

Publication number
JPS5745200A
JPS5745200A JP56108755A JP10875581A JPS5745200A JP S5745200 A JPS5745200 A JP S5745200A JP 56108755 A JP56108755 A JP 56108755A JP 10875581 A JP10875581 A JP 10875581A JP S5745200 A JPS5745200 A JP S5745200A
Authority
JP
Japan
Prior art keywords
compound
formula
alkyl
methyl
same
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.)
Granted
Application number
JP56108755A
Other languages
Japanese (ja)
Other versions
JPS6411037B2 (en
Inventor
Sutefuan Boodaa Nikorasu
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.)
Otsuka Pharmaceutical Co Ltd
Original Assignee
Otsuka Pharmaceutical Co 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 Otsuka Pharmaceutical Co Ltd filed Critical Otsuka Pharmaceutical Co Ltd
Publication of JPS5745200A publication Critical patent/JPS5745200A/en
Publication of JPS6411037B2 publication Critical patent/JPS6411037B2/ja
Granted legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J43/00—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J43/003—Normal steroids having a nitrogen-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton not condensed
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J31/00—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C07J31/006—Normal steroids containing one or more sulfur atoms not belonging to a hetero ring not covered by C07J31/003
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J33/00—Normal steroids having a sulfur-containing hetero ring spiro-condensed or not condensed with the cyclopenta(a)hydrophenanthrene skeleton
    • C07J33/002—Normal steroids having a sulfur-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)
  • 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)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

NEW MATERIAL:Compounds of formula I (R1 is 1W10C alkyl, monohydroxy- 2W10C-alkyl; R2 is 1W10C alkyl, 3W8C cycloalkyl; R3 is H, α-OH, d-methyl; R4 is H, F, Cl; R5 is H, F, Cl; X is O, S; Z is carbonyl, β-hydroxymethylene; the dotted line in ring A is single or double bond) and their quaternary ammonium salts where at least one of R1 and R2 are haloalkyl.
EXAMPLE: 11β - Hydroxyl - 17α - methylcarbonyloxyandrost - 4 - ene - 3- 17β - carboxylic chloromethyl ester.
USE: Anti-inflammatory.
PREPARATION: The reaction between a compound of formula II (R3' is H, α- methyl) and another compound of R2OCOCl is conducted in a solvent of THF under anhydrous conditions to produce a novel compound of formula III (R3" is H, α-methyl). The product is converted to a metal salt, which is made to react with a compound of R1-W (W is halogen) to give the compound of formula I.
COPYRIGHT: (C)1982,JPO&Japio
JP56108755A 1980-07-10 1981-07-10 Anti-inflammatory steroid and pharmacological composition containing the same Granted JPS5745200A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US16845380A 1980-07-10 1980-07-10

Publications (2)

Publication Number Publication Date
JPS5745200A true JPS5745200A (en) 1982-03-13
JPS6411037B2 JPS6411037B2 (en) 1989-02-23

Family

ID=22611544

Family Applications (1)

Application Number Title Priority Date Filing Date
JP56108755A Granted JPS5745200A (en) 1980-07-10 1981-07-10 Anti-inflammatory steroid and pharmacological composition containing the same

Country Status (4)

Country Link
JP (1) JPS5745200A (en)
BE (1) BE889563A (en)
SU (1) SU1318169A3 (en)
ZA (1) ZA814440B (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6058999A (en) * 1983-08-18 1985-04-05 チバ‐ガイギー　アクチエンゲゼルシヤフト Steroidal carboxylic acid ester, manufacture and medicinal composition
JPS61236794A (en) * 1985-04-04 1986-10-22 アクチエボラゲツト・ドラコ Novel 16,17-acetal substituted androstan-17 beta-carboxylic acid ester
JPS61286399A (en) * 1985-04-04 1986-12-16 アクチエボラゲツト・ドラコ Novel androstane-17 beta-carboxylate
JP2003510276A (en) * 1999-09-30 2003-03-18 フィアトリス ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディトゲゼルシャフト Novel combination of loteprednol and β2 adrenergic receptor agonist
JP2007520437A (en) * 2003-06-19 2007-07-26 ボーダー、ニコラス・エス Enhancement of the activity and / or duration of action of soft anti-inflammatory steroids for topical or other topical administration
JP2009515844A (en) * 2005-11-15 2009-04-16 グラクソ グループ リミテッド 17 beta-fluoromethoxycarbonyl-androst-4-en-3-one compounds having 17 alpha-carbonate substituents
JP2009524649A (en) * 2006-01-27 2009-07-02 スン プハルマ アドバンセド リサーチ カンパニー リミテド Novel 11β-hydroxyandrost-4-en-3-one
JP2009538313A (en) * 2006-05-25 2009-11-05 ボーダー、ニコラス・エス Transporter-enhanced corticosteroid activity

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6777399B2 (en) 2000-08-05 2004-08-17 Smithkline Beecham Corporation Anti-inflammatory androstane derivative compositions
GB0019172D0 (en) 2000-08-05 2000-09-27 Glaxo Group Ltd Novel compounds
US6858596B2 (en) 2000-08-05 2005-02-22 Smithkline Beecham Corporation Formulation containing anti-inflammatory androstane derivative
AU7576001A (en) 2000-08-05 2002-02-18 Glaxo Group Ltd 6.alpha., 9.alpha.-difluoro-17.alpha.-`(2-furanylcarboxyl) oxy]-11.beta.-hydroxy-16.alpha.-methyl-3-oxo-androst-1,4,-diene-17-carbothioic acid s-fluoromethyl ester as an anti-inflammatory agent
EP1383786B1 (en) * 2001-04-30 2008-10-15 Glaxo Group Limited Anti-inflammatory 17.beta.-carbothioate ester derivatives of androstane with a cyclic ester group in position 17.alpha
GB2389530B (en) 2002-06-14 2007-01-10 Cipla Ltd Pharmaceutical compositions
WO2018232007A1 (en) 2017-06-13 2018-12-20 Bodor Laboratories, Inc. Potent soft anti-inflammatory corticosteroid compounds and uses therof

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS6058999A (en) * 1983-08-18 1985-04-05 チバ‐ガイギー　アクチエンゲゼルシヤフト Steroidal carboxylic acid ester, manufacture and medicinal composition
JPH0253440B2 (en) * 1983-08-18 1990-11-16 Ciba Geigy
JPS61236794A (en) * 1985-04-04 1986-10-22 アクチエボラゲツト・ドラコ Novel 16,17-acetal substituted androstan-17 beta-carboxylic acid ester
JPS61286399A (en) * 1985-04-04 1986-12-16 アクチエボラゲツト・ドラコ Novel androstane-17 beta-carboxylate
JP2003510276A (en) * 1999-09-30 2003-03-18 フィアトリス ゲゼルシャフト ミット ベシュレンクテル ハフツング ウント コンパニー コマンディトゲゼルシャフト Novel combination of loteprednol and β2 adrenergic receptor agonist
JP2007520437A (en) * 2003-06-19 2007-07-26 ボーダー、ニコラス・エス Enhancement of the activity and / or duration of action of soft anti-inflammatory steroids for topical or other topical administration
JP4893305B2 (en) * 2003-06-19 2012-03-07 ボーダー、ニコラス・エス Enhancement of the activity and / or duration of action of soft anti-inflammatory steroids for topical or other topical administration
JP2009515844A (en) * 2005-11-15 2009-04-16 グラクソ グループ リミテッド 17 beta-fluoromethoxycarbonyl-androst-4-en-3-one compounds having 17 alpha-carbonate substituents
JP2009524649A (en) * 2006-01-27 2009-07-02 スン プハルマ アドバンセド リサーチ カンパニー リミテド Novel 11β-hydroxyandrost-4-en-3-one
JP2009538313A (en) * 2006-05-25 2009-11-05 ボーダー、ニコラス・エス Transporter-enhanced corticosteroid activity

Also Published As

Publication number Publication date
ZA814440B (en) 1982-10-27
BE889563A (en) 1981-11-03
JPS6411037B2 (en) 1989-02-23
SU1318169A3 (en) 1987-06-15

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