Algestone acetophenide

Algestone acetophenide
Clinical data
Trade names	Perlutal, Topasel, Unalmes, Yectames, many others
Other names	Dihydroxyprogesterone acetophenide; DHPA; Deladroxone; Droxone; Alfasone acetophenide; Alphasone acetophenide; SQ-15101; 16α,17α-Dihydroxyprogesterone acetophenide; 16α,17α-Dihydroxypregn-4-ene-3,20-dione cyclic acetal with acetophenone; (R)-16α,17-[(1-Phenylethylidene)dioxy]pregn-4-ene-3,20-dione
Routes of; administration	Intramuscular injection
Drug class	Progestogen; Progestin
ATC code	None;
Pharmacokinetic data
Elimination half-life	IMTooltip Intramuscular injection: 24 days
Excretion	Preferentially feces
Identifiers
	IUPAC name (4aR,4bS,6aS,6bS,8R,9aR,10aS,10bR)-6b-Acetyl-4a,6a,8-trimethyl-8-phenyl-3,4,4a,4b,5,6,6a,6b,9a,10,10a,10b,11,12-tetradecahydro-2H-naphtho[2',1':4,5]indeno[1,2-d][1,3]dioxol-2-one;
CAS Number	24356-94-3;
PubChem CID	5284538;
DrugBank	DB15775;
ChemSpider	4447595;
UNII	OL7KC2O3OT;
KEGG	D02809;
ChEBI	CHEBI:49327;
ChEMBL	ChEMBL3989742;
CompTox Dashboard (EPA)	DTXSID1022891 ;
ECHA InfoCard	100.041.981
Chemical and physical data
Formula	C29H36O4
Molar mass	448.603 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C(C)[C@]25O[C@@](O[C@@H]5C[C@H]1[C@H]4[C@H](CC[C@@]12C)[C@@]3(/C(=C\C(=O)CC3)CC4)C)(c6ccccc6)C;
	InChI InChI=1S/C29H36O4/c1-18(30)29-25(32-28(4,33-29)19-8-6-5-7-9-19)17-24-22-11-10-20-16-21(31)12-14-26(20,2)23(22)13-15-27(24,29)3/h5-9,16,22-25H,10-15,17H2,1-4H3/t22-,23+,24+,25-,26+,27+,28-,29-/m1/s1; Key:AHBKIEXBQNRDNL-FVCOMRFXSA-N;

Algestone acetophenide, also known more commonly as dihydroxyprogesterone acetophenide (DHPA) and sold under the brand names Perlutal and Topasel among others, is a progestin medication which is used in combination with an estrogen as a form of long-lasting injectable birth control. It has also been used alone, but is no longer available as a standalone medication. DHPA is not active by mouth and is given once a month by injection into muscle.

Side effects of DHPA are similar to those of other progestins. DHPA is a progestin, or a synthetic progestogen, and hence is an agonist of the progesterone receptor, the biological target of progestogens like progesterone. It has no other important hormonal activity.

DHPA was discovered in 1958 and was introduced for medical use in the 1960s. It was not introduced in the United States, but it is marketed widely throughout Latin America. It was also previously available alone in Italy and as a combined injectable contraceptive in Portugal and Spain, but has been discontinued in these countries.

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.