Proligestone

Proligestone

File:Proligestone.svg
Clinical data
Trade names	Covinan, Delvosteron
Other names	14α,17α-Propylidenedioxyprogesterone; 14α,17α-Dihydroxyprogesterone cyclic acetal with propionaldehyde; 14α,17α-Dihydroxypregn-4-ene-3,20-dione cyclic acetal with propionaldehyde
Drug class	Progestogen; Progestin
ATC code	G03DA90 (WHO)
Identifiers
IUPAC name 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
E number	{{#property:P628}}
CompTox Dashboard (EPA)	{{#property:P3117}}
ECHA InfoCard	{{#property:P2566}}
Chemical and physical data
Formula	C24H34O4
Molar mass	386.532 g·mol−1
3D model (JSmol)	Interactive image
SMILES 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.

Uses

Veterinary

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

Pharmacology

Pharmacodynamics

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

Chemistry

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. It is a C14α,17α cyclic ketal of 14α,17α-dihydroxyprogesterone.

History

Proligestone was described as early as 1968 and was introduced for veterinary use in 1975.

Society and culture

Generic names

Proligestone is the generic name of the drug and its INNTooltip International Nonproprietary Name and BANTooltip British Approved Name.

Brand names

Proligestone is marketed under the brand names Covinan and Delvosteron.

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.