Proligestone

Chemical compound
  • G03DA90 (WHO)
Identifiers
  • 14α,17α-(propylidenebis(oxy))pregn-4-ene-3,20-dione
CAS Number
  • 23873-85-0
PubChem CID
  • 71906
ChemSpider
  • 64917
UNII
  • 55772LJ01V
KEGG
  • D08429
ChEMBL
  • ChEMBL2106696
ECHA InfoCard100.041.733 Edit this at WikidataChemical and physical dataFormulaC24H34O4Molar mass386.532 g·mol−13D model (JSmol)
  • Interactive image
  • CCC1O[C@@]23CC[C@]([C@]2(CC[C@H]4[C@H]3CCC5=CC(=O)CC[C@]45C)C)(O1)C(=O)C
InChI
  • InChI=1S/C24H34O4/c1-5-20-27-23(15(2)25)12-13-24(28-20)19-7-6-16-14-17(26)8-10-21(16,3)18(19)9-11-22(23,24)4/h14,18-20H,5-13H2,1-4H3/t18-,19+,20?,21-,22+,23-,24+/m0/s1
  • Key:MQSDUYIXZDSLSZ-QSDCUGRSSA-N

Proligestone, sold under the brand names Covinan and Delvosteron, is a progestin medication which is used in veterinary medicine.[1][2][3]

Uses

Veterinary

Proligestone is used to control estrus in dogs and cats and has also been used to treat hypersexuality in dogs and cats.[4]

Pharmacology

Pharmacodynamics

Proligestone is a progestogen, or an agonist of the progesterone receptor (PR).

Chemistry

Proligestone, also known as 14α,17α-propylidenedioxyprogesterone or as 14α,17α-dihydroxyprogesterone cyclic acetal with propionaldehyde, as well as 14α,17α-propylidenedioxypregn-4-ene-3,20-dione, is a synthetic pregnane steroid and a derivative of progesterone and 17α-hydroxyprogesterone.[1][2] It is a C14α,17α cyclic ketal of 14α,17α-dihydroxyprogesterone.[5][6][7]

History

Proligestone was described as early as 1968 and was introduced for veterinary use in 1975.[1][8][9]

Society and culture

Generic names

Proligestone is the generic name of the drug and its INNTooltip International Nonproprietary Name and BANTooltip British Approved Name.[1][2][3]

Brand names

Proligestone is marketed under the brand names Covinan and Delvosteron.[1][2][3]

Availability

Proligestone is or has been available for veterinary use in Argentina, Australia, Austria, Belgium, Czechoslovakia, France, Germany, Ireland, Italy, the Netherlands, New Zealand, Poland, South Africa, Switzerland, and the United Kingdom.[2][3]

References

  1. ^ a b c d e Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 1025–. ISBN 978-1-4757-2085-3.
  2. ^ a b c d e Index Nominum 2000: International Drug Directory. Taylor & Francis. January 2000. pp. 882–. ISBN 978-3-88763-075-1.
  3. ^ a b c d "List of Progestins". Drugs.com.
  4. ^ Mundt S (22 April 1981). "Indications for proligestone (Delvosteron) in dogs and cats". Praktische Tierarzt. 62 (12).
  5. ^ Marler EE (1976). Pharmacological and Chemical Synonyms: A Collection of Names of Drugs, Pesticides and Other Compounds Drawn from the Medical Literature of the World. Excerpta Medica. p. 376. ISBN 978-90-219-0298-2.
  6. ^ Negwer M, Scharnow HG (4 October 2001). Organic-chemical drugs and their synonyms: (an international survey). Wiley-VCH. p. 2569. ISBN 978-3-527-30247-5.
  7. ^ "Proligestone". Medical Subject Headings: Supplementary chemical records. U.S. National Library of Medicine.
  8. ^ Official Gazette of the United States Patent and Trademark Office: Trademarks. U.S. Department of Commerce, Patent and Trademark Office. 1984. p. 30.
  9. ^ Vanos JL, Oldenkamp EP (September 1978). "Oestrus control in bitches with proligestone, a new progestational steroid". The Journal of Small Animal Practice. 19 (9): 521–529. doi:10.1111/j.1748-5827.1978.tb05534.x. PMID 567718.
  • v
  • t
  • e
Progestogens and antiprogestogens
Progestogens
(and progestins)
PRTooltip Progesterone receptor agonists
Antiprogestogens
SPRMsTooltip Selective progesterone receptor modulators
PRTooltip Progesterone receptor antagonists
See also
Progesterone receptor modulators
Androgens and antiandrogens
Estrogens and antiestrogens
List of progestogens
  • v
  • t
  • e
PRTooltip Progesterone receptor
Agonists
Mixed
(SPRMsTooltip Selective progesterone receptor modulators)
Antagonists
mPRTooltip Membrane progesterone receptor
(PAQRTooltip Progestin and adipoQ receptor)
Agonists
Antagonists
See also
Receptor/signaling modulators
Progestogens and antiprogestogens
Androgen receptor modulators
Estrogen receptor modulators
List of progestogens