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Carbetocin

  • Product Name: Carbetocin
  • CasNo: 37025-55-1
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CasNo: 37025-55-1

Molecular Formula: C45H69N11O12S

Chinese Manufacturer Supply 37025-55-1 Safe Delivery, Export Carbetocin

  • Molecular Formula:C45H69N11O12S
  • Molecular Weight:988.175
  • Vapor Pressure:0mmHg at 25°C 
  • Refractive Index:1.541 
  • Boiling Point:1477.9 °C at 760 mmHg 
  • PKA:13.07±0.70(Predicted) 
  • Flash Point:847.6 °C 
  • PSA:387.81000 
  • Density:1.218 g/cm3 
  • LogP:1.96370 

Carbetocin(Cas 37025-55-1) Usage

Description

Carbetocin is a medication primarily used to prevent excessive bleeding after childbirth, especially following a Cesarean section. It is sold under various brand names such as Pabal and Duratocin. Carbetocin is an analog of oxytocin, a natural hormone that plays a crucial role in uterine contractions during labor.

Uses

Clinical studies have shown that carbetocin is as effective as oxytocin in preventing postpartum hemorrhage and the need for additional uterotonic agents after vaginal delivery. While it is a valuable option for preventing excessive bleeding after childbirth, its use may be limited in some healthcare settings due to cost considerations compared to other options like oxytocin.

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.

InChI:InChI=1/C45H69N11O12S/c1-6-25(4)38-44(67)50-28(15-16-34(46)58)40(63)51-30(21-35(47)59)41(64)53-31(23-69-18-8-10-37(61)55(5)33(43(66)54-38)20-26-11-13-27(57)14-12-26)45(68)56-17-7-9-32(56)42(65)52-29(19-24(2)3)39(62)49-22-36(48)60/h11-14,24-25,28-33,38,57H,6-10,15-23H2,1-5H3,(H2,46,58)(H2,47,59)(H2,48,60)(H,49,62)(H,50,67)(H,51,63)(H,52,65)(H,53,64)(H,54,66)/t25-,28-,29-,30-,31-,32-,33-,38-/m0/s1

37025-55-1 Relevant articles

Effect of carbetocin, a long-acting oxytocin analog on the postpartum uterus

David J S Hunter MB, Patricia Schulz MSc, Willem Wassenaar MD

, Clinical Pharmacology and Therapeutics (1992) 52, 60–67

The prolonged duration of activity after intramuscular compared with the intravenous carbetocin was significant (p = 0.020). Carbetocin produced mild lower abdominal cramping in most patients and severe pain in three patients who received 50 or 100 μg intravenously or 70 μg intramuscularly.

Carbetocin for the Prevention of Postpartum Hemorrhage A Systematic Review

Peters, Nina C.J. MS*; Duvekot, Johannes J. MD, PhD†

, Obstetrical & Gynecological Survey 64(2):p 129-135, February 2009.

We conclude that carbetocin probably is as effective as oxytocin or syntometrine in the prophylactic management of the third stage of labor. Also carbetocin has a similar safety profile to oxytocin, which is now used as a standard prophylactic treatment.

37025-55-1 Process route

C<sub>45</sub>H<sub>71</sub>N<sub>11</sub>O<sub>13</sub>S*C<sub>2</sub>HF<sub>3</sub>O<sub>2</sub>

C45H71N11O13S*C2HF3O2

Carbetocin
37025-55-1

Carbetocin

Conditions
Conditions Yield
With 4-methyl-morpholine; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 30 ℃; for 3h;
 
N-(fluoren-9-ylmethoxycarbonyl)glycine
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N-(fluoren-9-ylmethoxycarbonyl)glycine

Fmoc-Leu-OH
35661-60-0

Fmoc-Leu-OH

Fmoc-Pro-OH
71989-31-6

Fmoc-Pro-OH

Fmoc-Ile-OH
71989-23-6,251316-98-0

Fmoc-Ile-OH

L-Asn(Trt)
132388-59-1

L-Asn(Trt)

Fmoc-L-Gln(Trt)-OH
132327-80-1,200623-62-7

Fmoc-L-Gln(Trt)-OH

4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester
102971-73-3

4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester

N-(9-fluorenylmethoxycarbonyl)-O-methyl-L-tyrosine
77128-72-4,201335-88-8

N-(9-fluorenylmethoxycarbonyl)-O-methyl-L-tyrosine

Carbetocin
37025-55-1

Carbetocin

Conditions
Conditions Yield
N-(fluoren-9-ylmethoxycarbonyl)glycine; With benzotriazol-1-ol; diisopropyl-carbodiimide; In N,N-dimethyl-formamide;
With piperidine; In N,N-dimethyl-formamide;
Fmoc-Leu-OH; Fmoc-Pro-OH; Fmoc-Ile-OH; L-Asn(Trt); Fmoc-L-Gln(Trt)-OH; 4-[(2R)-carboxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)ethylsulfanyl]butyric acid tert butyl ester; N-(9-fluorenylmethoxycarbonyl)-O-methyl-L-tyrosine; Further stages;
 

37025-55-1 Upstream products

  • 29022-11-5
    29022-11-5

    N-(fluoren-9-ylmethoxycarbonyl)glycine

  • 35661-60-0
    35661-60-0

    Fmoc-Leu-OH

  • 71989-31-6
    71989-31-6

    Fmoc-Pro-OH

  • 71989-23-6
    71989-23-6

    Fmoc-Ile-OH

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