GB994547A - Steroids - Google Patents

Steroids

Info

Publication number
GB994547A
GB994547A GB142764A GB142764A GB994547A GB 994547 A GB994547 A GB 994547A GB 142764 A GB142764 A GB 142764A GB 142764 A GB142764 A GB 142764A GB 994547 A GB994547 A GB 994547A
Authority
GB
United Kingdom
Prior art keywords
formyl
pregnadien
carbon atoms
pregnatriene
diacetal
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
GB142764A
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.)
Pfizer Italia SRL
Original Assignee
Farmaceutici Italia SpA
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 Farmaceutici Italia SpA filed Critical Farmaceutici Italia SpA
Publication of GB994547A publication Critical patent/GB994547A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J9/00Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J75/00Processes for the preparation of steroids in general

Abstract

The invention comprises a pregnenolone or progesterone derivative having the formula <FORM:0994547/C2/1> wherein R = an alkyl or aralkyl group having 1-9 carbon atoms; R1 = H(b -OH), H (b -OAc) or O, and when R1 = H(b -OH) or H(b -OAc) there is a double bond in the 5,6-position, while when R1 = O there is a double bond in the 4,5-position; Ac = a radical of a carboxylic acid having 1-9 carbon atoms; <FORM:0994547/C2/2> and a process for the preparation thereof which includes the reaction of a 5,16-pregnadien-3b -ol - 20 - one - 3 - acyl ester - 20 - ketal with phosphorus oxychloride or phosgene and dimethylformamide to give the corresponding 21-formyl - 20 - (21 - chloroethoxy) - 5,16,20-pregnatriene - 3b - ol - 3 - acylester, the alkaline hydrolysis of the product to yield 21-formyl-20 - (21 - chloroethoxy) - 5,16,20 - pregnatriene-3b -ol and reaction of this product with an alcohol having from 1-9 carbon atoms in the molecule in the presence of a dilute inorganic acid to give a 21-formyl-5,16-pregnadien-3b -ol-20-one diacetal, and where necessary, oxidation or esterification. Oxidation of 21-formyl-5,16-pregnadien-3b -ol-20-one diacetal with alkaline hydrogen peroxide gives the corresponding 11a ,17a -epoxide. Pharmaceutical compositions containing the above compounds and having antiinflammatory, antirheumatic, and antiallergic activity are administered orally, parenterally or topically as tablets, pills, powders, ointments, solutions, suspensions and emulsions.
GB142764A 1963-01-17 1964-01-13 Steroids Expired GB994547A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
IT98063 1963-01-17

Publications (1)

Publication Number Publication Date
GB994547A true GB994547A (en) 1965-06-10

Family

ID=11100252

Family Applications (1)

Application Number Title Priority Date Filing Date
GB142764A Expired GB994547A (en) 1963-01-17 1964-01-13 Steroids

Country Status (1)

Country Link
GB (1) GB994547A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001022959A2 (en) * 1999-09-28 2001-04-05 University Of Pennsylvania Compositions comprising progesterone or progesterone analogs for the treatment of inflammatory conditions

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001022959A2 (en) * 1999-09-28 2001-04-05 University Of Pennsylvania Compositions comprising progesterone or progesterone analogs for the treatment of inflammatory conditions
WO2001022959A3 (en) * 1999-09-28 2001-10-04 Univ Pennsylvania Compositions comprising progesterone or progesterone analogs for the treatment of inflammatory conditions
JP2003510277A (en) * 1999-09-28 2003-03-18 ユニバーシティー オブ ペンシルバニア Treatment of inflammation with progesterone or progesterone analog
US6610674B1 (en) 1999-09-28 2003-08-26 University Of Pennsylvania Method of treating inflammatory conditions with progesterone analogs

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