Carboprost

Carboprost

Systematic (IUPAC) name
(5Z,9α,11α,13E,15S)-9,11,15-trihydroxy-15- methylprosta-5,13-dien-1-oic acid
Clinical data
AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a600042
Pregnancy cat.	c
Legal status	℞ Prescription only
Routes	Intravenous
Identifiers
CAS number	58551-69-2 Y
ATC code	G02AD04
PubChem	CID 5281075
DrugBank	APRD00847
ChemSpider	4444532 Y
UNII	U4526F86FJ Y
ChEMBL	CHEMBL1201299 N
Chemical data
Formula	C21H36O5
Mol. mass	368.508 g/mol
SMILES	eMolecules & PubChem
InChI InChI=1S/C21H36O5/c1-3-4-9-13-21(2,26)14-12-17-16(18(22)15-19(17)23)10-7-5-6-8-11-20(24)25/h5,7,12,14,16-19,22-23,26H,3-4,6,8-11,13,15H2,1-2H3,(H,24,25)/b7-5-,14-12+/t16-,17-,18+,19-,21+/m1/s1 Y Key:DLJKPYFALUEJCK-IIELGFQLSA-N Y
N(what is this?)  (verify)

Carboprost (INN, trade names for the tromethamine salts Hemabate, Tham) is a synthetic prostaglandin analogue of PGF_2α (specifically, it is 15-methyl-PGF_2α) with oxytocic properties.

Carboprost induces contractions and can trigger abortion in early pregnancy. It also reduces postpartum bleeding.

Indication

Used in postpartum hemorrhage caused by uterine atony not controlled by other methods.
Unlabeled use:

• Hemorrhagic Cystitis
• PID

Contraindication

Contraindicated in severe cardiovascular, renal, and hepatic disease, also contraindicated in Pelvic Inflammatory Disease. Exert caution in asthmatic patients.

Precautions

• asthma
• anemia
• jaundice
• diabetes mellitus
• seizure disorders
• past uterine surgery

Adverse Effects

• diarrhea (most common, may be sudden in onset)
• fever
• chills
• nausea/vomiting

External links

• MeSH Carboprost
• Indman P (2004). "Use of carboprost to facilitate hysteroscopic resection of submucous myomas.". J Am Assoc Gynecol Laparosc 11 (1): 68–72. doi:10.1016/S1074-3804(05)60014-X. PMID 15104835. 
• Vukelić J (2001). "Second trimester pregnancy termination in primigravidas by double application of dinoprostone gel and intramuscular administration of carboprost tromethamine.". Med Pregl 54 (1–2): 11–6. PMID 11436877. 
• Ippoliti C, Przepiorka D, Mehra R, Neumann J, Wood J, Claxton D, Gajewski J, Khouri I, van Besien K, Andersson B (1995). "Intravesicular carboprost for the treatment of hemorrhagic cystitis after marrow transplantation". Urology 46 (6): 811–5. doi:10.1016/S0090-4295(99)80349-5. PMID 7502421.