Allylestrenol

Title: Allylestrenol
CAS Registry Number: 432-60-0
CAS Name: (17b)-17-(2-Propenyl)estr-4-en-17-ol
Additional Names: 17-allylestr-4-en-17b-ol; 17a-allyl-17-hydroxy-19-nor-4-androstene; 17-hydroxy-17a-allyl-4-estrene
Trademarks: Gestanin (Organon); Gestanon (Organon); Gestanyn (Organon); Orageston (Organon); Turinal (Gedeon Richter)
Molecular Formula: C21H32O
Molecular Weight: 300.48
Percent Composition: C 83.94%, H 10.73%, O 5.32%
Literature References: Prepn: GB 841411 (1960 to Organon). Determn in pharmaceutical formulations: S. Gorög et al., Analyst 104, 196 (1979). Clinical experience in pregnancy: J. Cortés-Prieto et al., Clin. Ther. 3, 200 (1980).
Properties: Crystals, mp 79.5-80°. Practically insol in water. Sol in alcohol, ether, acetone, chloroform. Sensitive to oxidizing agents.
Melting point: mp 79.5-80°
Therap-Cat: Progestogen.
Keywords: Progestogen.
Allylprodine Allylurea Almagate Alminoprofen Almond, Bitter

Allylestrenol
Allylestrenol.png
Systematic (IUPAC) name
(17β)-17-(prop-2-en-1-yl)estr-4-en-17-ol
Clinical data
Pregnancy cat. Used in threatened miscarriage and RPL
Legal status  ?
Identifiers
CAS number 432-60-0 YesY
ATC code G03DC01
PubChem CID 235905
DrugBank DB01431
ChemSpider 205855 YesY
UNII I47VB5DZ8O YesY
KEGG D01374 YesY
ChEMBL CHEMBL1445549 N
Synonyms 17α-Allylestr-4-en-17β-ol
Chemical data
Formula C21H32O 
Mol. mass 300.48 g/mol
 N (what is this?)  (verify)

Allylestrenol (BAN/INN), also known as allyloestrenol and allyl estrenol, is a synthetic progestogen used to prevent threatened miscarriage, recurrent pregnancy loss and premature labor.[1][2] In men, it has also been studied as a treatment for benign prostatic hyperplasia, with encouraging results.[3][4]

Allylestrenol is sold under several trade names, including Gestin, Turinal,Gestrenol, Gestanin, Gestanol or Gestanon, Maintaine, Orageston, and Profar. It is currently not marketed in the United States, United Kingdom, or Canada, but as of 2011, is extensively used in Bangladesh,Japan, Russia, India, and much of Southeast Asia.[1]