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Hydroxyprogesterone caproate

Hydroxyprogesterone caproate
Hydroxyprogesterone caproate.svg
Clinical data
Pregnancy
category
  • B
Routes of
administration
Intramuscular injection
ATC code
Pharmacokinetic data
Bioavailability Oral: Very low (~3% in rats)
Intramuscular: 100% (in rats)
Biological half-life Non-pregnant: 7.8 days
Singlet: 16 days
Twins: 10 days
Identifiers
Synonyms 17α-Hydroxyprogesterone caproate, 17α-OHPC, 17-Hydroxyprogesterone caproate, 17-OHPC, 17-HPC, 17α-HPC, HPC
CAS Number
PubChem CID
ChemSpider
UNII
ECHA InfoCard 100.010.127
Chemical and physical data
Formula C27H40O4
Molar mass 428.6041 g/mol
3D model (Jmol)
 NYesY (what is this?)  

Hydroxyprogesterone caproate (OHPC) (INN, USAN, JAN) (brand names Delalutin, Proluton, Makena, Prodrox, Hylutin, many others), also known as hydroxyprogesterone hexanoate (BANM), is a steroidal progestin and derivative of 17α-hydroxyprogesterone (17α-OHP) that is related to other 17α-OHP derivatives such as chlormadinone acetate, cyproterone acetate, medroxyprogesterone acetate, and megestrol acetate. It is an ester of 17α-OHP formed from caproic acid (hexanoic acid).

OHPC was previously marketed under the trade name Delalutin by Squibb, which was approved by the United States (U.S.) Food and Drug Administration (FDA) in 1956 and withdrawn from marketing in 1999. It is also sold as Proluton throughout Europe. The U.S. FDA approved Makena from KV Pharmaceutical (previously named as Gestiva) on February 4, 2011 for prevention of preterm delivery in women with a history of preterm delivery, sparking a pricing controversy.

OHPC is used in the treatment of threatened miscarriage, gynecological disorders such as dysmenorrhea, premenstrual syndrome, fibrocystic breast disease, adenosis, and breast pain, and endometrial cancer. It was used widely in the 1950s through the 1970s for these indications, but OHPC more recently has received the most attention in the prevention of preterm birth.


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