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HomeProduct name listCarbetocin

Carbetocin

Synonym(s):N-(4-Mercapto-1-oxobutyl)-O-methyl-L-tyrosyl-L-isoleucyl-L-glutaminyl-L-asparaginyl-L-cysteinyl-L-prolyl-L-leucyl-glycinamidecyclic (1-5)-thioether acetate

  • CAS NO.:37025-55-1
  • Empirical Formula: C45H69N11O12S
  • Molecular Weight: 988.17
  • MDL number: MFCD01076600
  • EINECS: 253-312-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-07-11 17:04:31
Carbetocin Structural

What is Carbetocin?

Absorption

Bioavailability is 80% following intramuscular injection.

Description

Carbetocin is an alternative synthetic oxytocin-receptor agonist available in Canada, the United Kingdom, and other countries,but not the United States. A large multinational randomized noninferiority trial (N=29,645) found that carbetocin was noninferior to oxytocin for prevention of postpartum hemorrhage and need for additional uterotonic agents after vaginal delivery. Carbetocin has a longer duration of action than oxytocin, eliminating the need for prolonged infusion.

The Uses of Carbetocin

Carbetocin is an obstetric drug used to control postpartum hemorrhaging.
A new synthetic analog of oxytocin, carbetocin, is long acting and also has a rapid onset of action. It is an oxytocin receptor agonist and also stimulates milk let down due to its action on oxytocin receptors of myoepithelial cells.

Background

Carbetocin is a drug used to control postpartum hemorrhage, bleeding after giving birth. It is an analogue of oxytocin, and its action is similar to that of oxytocin -- it causes contraction of the uterus.

Indications

Used to control postpartum hemorrhage and bleeding after giving birth.

Definition

ChEBI: Oxytocin in which the hydrogen on the phenolic hydroxy group is substituted by methyl, the amino group on the cysteine residue is substituted by hydrogen, and the sulfur of the cysteine residue is replaced by a methylene group. A synthetic carba-analogue o oxytocin, it is used to control bleeding after giving birth. Like oxytocin, it causes contraction of the uterus.

Biochem/physiol Actions

Carbetocin is a potent agonist of the oxytocin receptor, with improved in vivo stability over oxytocin.

Pharmacokinetics

Carbetocin is a drug used to control postpartum hemorrhage, bleeding after giving birth. It is sold under the trade name Duratocin. It is an analogue of oxytocin, and its action is similar to that of oxytocin; it causes contraction of the uterus.

Metabolism

Not Available

storage

Store at -20°C

Properties of Carbetocin

Melting point: 140 - 160°C
alpha  D -69.0° (c = 0.25 in 1M acetic acid)
Boiling point: 1477.9±65.0 °C(Predicted)
Density  1.218±0.06 g/cm3(Predicted)
storage temp.  -15°C
solubility  DMSO (Slightly), Methanol (Slightly)
pka 13.07±0.70(Predicted)
form  powder
color  white to beige
Water Solubility  Soluble to 29.65 mg/ml in water
Stability: Hygroscopic

Safety information for Carbetocin

Computed Descriptors for Carbetocin

InChIKey NSTRIRCPWQHTIA-FOILTOEQNA-N

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