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Carboprost Tromethamine_Molecular_structure_CAS_58551-69-2)
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Carboprost Tromethamine

Catalog No. DB00429 Name DrugBank
CAS Number 58551-69-2 Website http://www.ualberta.ca/
M. F. C21H36O5 Telephone (780) 492-3111
M. W. 368.50754 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 312

SYNONYMS

IUPAC name
(5E)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(1E,3S)-3-hydroxy-3-methyloct-1-en-1-yl]cyclopentyl]hept-5-enoic acid
IUPAC Traditional name
tham
Brand Name
Carboprost
Tham
Hemabate

DATABASE IDS

CAS Number 58551-69-2

PROPERTIES

Hydrophobicity(logP) 3.3
Solubility Carboprost tromethamine dissolves readily in water at room temperature at a concentration greater than 75 mg/mL.

DETAILS

Description (English)
Item Information
Drug Groups approved
Description A nonsteroidal abortifacient agent that is effective in both the first and second trimesters of pregnancy. [PubChem]
Indication For aborting pregnancy between the 13th and 20th weeks of gestation as calculated from the first day of the last normal menstrual period and in the following conditions related to second trimester abortion: 1. Failure of expulsion of the fetus during the course of treatment by another method; 2. Premature rupture of membranes in intrauterine methods with loss of drug and insufficient or absent uterine activity; 3. Requirement of a repeat intrauterine instillation of drug for expulsion of the fetus; 4. Inadvertent or spontaneous rupture of membranes in the presence of a previable fetus and absence of adequate activity for expulsion. Also for the treatment of postpartum hemorrhage due to uterine atony which has not responded to conventional methods of management.
Pharmacology Carboprost tromethamine administered intramuscularly stimulates in the gravid uterus myometrial contractions similar to labor contractions at the end of a full term pregnancy. Whether or not these contractions result from a direct effect of carboprost on the myome-trium has not been determined. Nonetheless, they evacuate the products of conception from the uterus in most cases. Postpartum, the resultant myometrial contractions provide hemostasis at the site of placentation. Carboprost tromethamine also stimulates the smooth muscle of the human gastrointestinal tract. This activity may produce the vomiting or diarrhea or both that is common when carbo-prost tromethamine is used to terminate pregnancy and for use postpartum. In laboratory animals and also in humans carboprost tromethamine can elevate body temperature. With the clinical doses of carboprost trometh-amine used for the termination of pregnancy, and for use postpartum, some patients do experience transient temperature increases. In laboratory animals and in humans large doses of carboprost tromethamine can raise blood pressure, probably by contracting the vascular smooth muscle. With the doses of carboprost tromethamine used for terminating pregnancy, this effect has not been clinically significant. In laboratory animals and also in humans carboprost tromethamine can elevate body temperature. With the clinical doses of carboprost tromethamine used for the termination of pregnancy, some patients do experience temperature increases. In some patients, carboprost tromethamine may cause transient bronchoconstriction.
Toxicity Symptoms of overdose include irritation, nausea, vomiting, diarrhea, coughing, dyspnea, asthma, hypertension, flushing, and pyrexia.
Affected Organisms
Humans and other mammals
Biotransformation Metabolized in the lungs and liver. Metabolites are excreted in urine.
External Links
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REFERENCES