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Proligestone

Proligestone
Clinical data
Trade namesCovinan, Delvosteron
Other names14α,17α-Propylidenedioxyprogesterone; 14α,17α-Dihydroxyprogesterone cyclic acetal with propionaldehyde; 14α,17α-Dihydroxypregn-4-ene-3,20-dione cyclic acetal with propionaldehyde
Drug classProgestogen; Progestin
ATC code
Identifiers
  • 14α,17α-(propylidenebis(oxy))pregn-4-ene-3,20-dione
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.041.733 Edit this at Wikidata
Chemical and physical data
FormulaC24H34O4
Molar mass386.532 g·mol−1
3D model (JSmol)
  • CCC1O[C@@]23CC[C@]([C@]2(CC[C@H]4[C@H]3CCC5=CC(=O)CC[C@]45C)C)(O1)C(=O)C
  • 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

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Veterinary

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

Pharmacology

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Pharmacodynamics

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

Chemistry

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See also: List of progestogens and List of progestogen esters § Cyclic ketals of progesterone derivatives

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

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

Society and culture

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Generic names

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

Brand names

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

Availability

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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

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  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.