Carboprost: Difference between revisions

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Revision as of 20:11, 10 November 2011 editBeetstra (talk \| contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: 'DrugBank', 'ChEMBL').← Previous edit		Revision as of 20:11, 10 November 2011 edit undoBeetstra (talk \| contribs)Edit filter managers, Administrators172,031 edits Script assisted update of identifiers for the Chem/Drugbox validation project (updated: '').Next edit →
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	\| PubChem = 5281075		\| PubChem = 5281075
	\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}		\| DrugBank_Ref = {{drugbankcite\|correct\|drugbank}}
	\| DrugBank = ~~<!-- blanked - oldvalue:~~ APRD00847 ~~-->~~		\| DrugBank = APRD00847
	\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}		\| ChemSpiderID_Ref = {{chemspidercite\|correct\|chemspider}}
	\| ChemSpiderID = 4444532		\| ChemSpiderID = 4444532
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	\| UNII = U4526F86FJ		\| UNII = U4526F86FJ
	\| ChEMBL_Ref = {{ebicite\|changed\|EBI}}		\| ChEMBL_Ref = {{ebicite\|changed\|EBI}}
	\| ChEMBL = ~~<!-- blanked - oldvalue:~~ 1201299 ~~-->~~		\| ChEMBL = 1201299

			<!--Chemical data-->
	\| C=21 \| H=36 \| O=5		\| C=21 \| H=36 \| O=5
	\| molecular_weight = 368.508 g/mol		\| molecular_weight = 368.508 g/mol

Revision as of 20:11, 10 November 2011

Pharmaceutical compound

Carboprost
Clinical data

AHFS/Drugs.com	Micromedex Detailed Consumer Information
MedlinePlus	a600042
Pregnancy category	c
Routes of administration	Intravenous
ATC code	G02AD04 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name (5Z,9α,11α,13E,15S)-9,11,15-trihydroxy-15- methylprosta-5,13-dien-1-oic acid
CAS Number	58551-69-2
PubChem CID	5281075
DrugBank	APRD00847
ChemSpider	4444532
UNII	U4526F86FJ
ChEMBL	ChEMBL1201299
CompTox Dashboard (EPA)	DTXSID4022739
Chemical and physical data
Formula	C₂₁H₃₆O₅
Molar mass	368.508 g/mol g·mol
3D model (JSmol)	Interactive image
SMILES O=C(O)CCC/C=C/C1(O)C(O)1/C=C/(O)(C)CCCCC
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 Key:DLJKPYFALUEJCK-IIELGFQLSA-N
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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

References

External links

Carboprost at the U.S. National Library of Medicine Medical Subject Headings (MeSH)
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.{{cite journal}}: CS1 maint: multiple names: authors list (link)