GB794392A - Steroid compounds and the preparation thereof - Google Patents

Steroid compounds and the preparation thereof

Info

Publication number
GB794392A
GB794392A GB12830/56A GB1283056A GB794392A GB 794392 A GB794392 A GB 794392A GB 12830/56 A GB12830/56 A GB 12830/56A GB 1283056 A GB1283056 A GB 1283056A GB 794392 A GB794392 A GB 794392A
Authority
GB
United Kingdom
Prior art keywords
acetate
dehydro
hydrocortisone
cortisone
keto
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
GB12830/56A
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 Inc
Original Assignee
Pfizer Inc
Charles Pfizer and Co Inc
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 Pfizer Inc, Charles Pfizer and Co Inc filed Critical Pfizer Inc
Publication of GB794392A publication Critical patent/GB794392A/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

The invention comprises a 3-keto- D 4,6-steroid compound having the formula I, II or III <FORM:0794392/IV (b)/1> <FORM:0794392/IV (b)/2> <FORM:0794392/IV (b)/3> wherein Y is OH < H or =O, and R is OH or OAcyl (Acyl having up 10 carbon atoms), and a process for the preparation of a 3-keto- D 4,6-steroid compound which comprises reacting a 3-keto- D 4-pregnene with chloranil in an inert solvent at an elevated temperature of at least about 125 DEG C. As solvents there may be used xylene, orthodichlorobenzene, and other inert organic solvents, preferably having a b.p. above 125 DEG C. As starting materials there may be used progesterone, hydrocortisone, cortisone, cortisone esters, hydrocortisone esters, 14-hydroxy - cortisone, 14 - hydroxy - hydrocortisone, desoxycorticosterone, D 14 - hydrocortisone, D 14 - cortisone, 14,15 - epoxidocorticosterone, 14,15 - epoxidohydrocortisone, and esters of these. Examples describe the production of D 6-dehydrohydrocortisone acetate, D 6 - dehydroprogesterone, D 6 - 14 - hydroxyhydrocortisone propionate, D 6 - dehydrocortisone acetate, D 6 - dehydro - 17-hydroxydesoxycorticosterone - diacetate, D 6-dehydrodesoxycorticosterone acetate, D 4,6,14-pregnatriene - 11b ,17a ,21 - triol - 3,20 - dione acetate, D 6,14 - didehydrocortisone acetate, D 6 - dehydro - 14,15 - a - epoxidocortisone acetate, D 6 - dehydro - 14a ,15a - epoxidohydrocortisone acetate, D 6 - dehydro - 14a -hydroxycortisone acetate, and D 6 - dehydro-14a - hydroxy - hydrocortisone acetate.ALSO:The invention comprises a therapeutic composition comprising a compound having the formula I, II or III <FORM:0794392/VI/1> <FORM:0794392/VI/2> <FORM:0794392/VI/3> wherein Y is <FORM:0794392/VI/4> , or = O, and R is OH or OAcyl (acyl having up to 10 carbon atoms), and a pharmaceutical carrier. Administration may be by oral, intramuscular or intra-articular route, or topically in the form of ointments. Injection may be effected in suspension in water or in saline solution.
GB12830/56A 1955-08-04 1956-04-26 Steroid compounds and the preparation thereof Expired GB794392A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US794392XA 1955-08-04 1955-08-04

Publications (1)

Publication Number Publication Date
GB794392A true GB794392A (en) 1958-04-30

Family

ID=22150551

Family Applications (1)

Application Number Title Priority Date Filing Date
GB12830/56A Expired GB794392A (en) 1955-08-04 1956-04-26 Steroid compounds and the preparation thereof

Country Status (1)

Country Link
GB (1) GB794392A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3198792A (en) * 1962-06-12 1965-08-03 Philips Corp 10alpha methyl, 9beta hormonal steroids

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3198792A (en) * 1962-06-12 1965-08-03 Philips Corp 10alpha methyl, 9beta hormonal steroids

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