BARUSIBAN

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C40H63N9O8S
Molecular Weight	830.049
Optical Activity	UNSPECIFIED
Defined Stereocenters	8 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC[C@H](C)[C@@H]1NC(=O)[C@@H](CC2=CNC3=C2C=CC=C3)NC(=O)CCSCC[C@H](NC(=O)[C@H](CC(N)=O)NC(=O)[C@@H](NC1=O)[C@H](C)CC)C(=O)N(C)[C@H](CO)CCCN

InChI

InChIKey=UGNGRKKDUVKQDF-IHOMMZCZSA-N

InChI=1S/C40H63N9O8S/c1-6-23(3)34-38(55)46-31(20-32(42)51)36(53)45-29(40(57)49(5)26(22-50)11-10-16-41)14-17-58-18-15-33(52)44-30(19-25-21-43-28-13-9-8-12-27(25)28)37(54)47-35(24(4)7-2)39(56)48-34/h8-9,12-13,21,23-24,26,29-31,34-35,43,50H,6-7,10-11,14-20,22,41H2,1-5H3,(H2,42,51)(H,44,52)(H,45,53)(H,46,55)(H,47,54)(H,48,56)/t23-,24+,26+,29+,30-,31+,34+,35+/m1/s1

HIDE SMILES / InChI

Molecular Formula	C40H63N9O8S
Molecular Weight	830.049
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	8 / 8
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/19306963 | https://clinicaltrials.gov/ct2/show/NCT01043120

Barusiban, a long-acting oxytocin antagonist, has been studied to stop preterm labor in pregnant women at late gestational age. The experiments failed to demonstrate the effectiveness and were discontinued. However, barusiban participates in phase II clinical trials for female infertility.

Originator

Approval Year

PubMed

Title	Date	PubMed
The effect of barusiban, a selective oxytocin antagonist, in threatened preterm labor at late gestational age: a randomized, double-blind, placebo-controlled trial.	2009-06	19306963
Barusiban, a new highly potent and long-acting oxytocin antagonist: pharmacokinetic and pharmacodynamic comparison with atosiban in a cynomolgus monkey model of preterm labor.	2005-04	15671092
Inhibitory effect of barusiban and atosiban on oxytocin-induced contractions of myometrium from preterm and term pregnant women.	2004-09	15350251

Sample Use Guides

In Vivo Use Guide

preterm labor: single intravenous bolus of barusiban (0.3, 1, 3, or 10 mg) In Vitro Fertilisation (IVF) Treatment: IV bolus of 20 mg for 1 minute followed by an IV infusion of 19 mg for up to 59 minutes. The maximum total duration of administration was 60 minutes.

Route of Administration: Intravenous

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:22:49 GMT 2025` Edited by `admin` on `Mon Mar 31 18:22:49 GMT 2025`
Record UNII	UX33I93GLS
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

BARUSIBAN

Official Name

English

C(SUP 4.6),S(SUP 1)-CYCLO(N-(3-SULFANYLPROPANOYL)-D-TRYPTOPHYL-L-ISOLEUCYL-L-ALLOISOLEUCYL-L-ASPARAGINYL-L-2-AMINOBUTANOYL-N-METHYL-L-ORNITHINOL)

Preferred Name

English

barusiban [INN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C98292