U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 of BARUSIBAN

SMILES

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

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
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.

Approval Year

PubMed

PubMed

TitleDatePubMed
Inhibitory effect of barusiban and atosiban on oxytocin-induced contractions of myometrium from preterm and term pregnant women.
2004 Sep
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 Apr

Sample Use Guides

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
Name Type Language
BARUSIBAN
INN  
INN  
Official Name English
barusiban [INN]
Common 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)
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C98292
Created by admin on Fri Dec 15 16:14:28 GMT 2023 , Edited by admin on Fri Dec 15 16:14:28 GMT 2023
Code System Code Type Description
WIKIPEDIA
Barusiban
Created by admin on Fri Dec 15 16:14:28 GMT 2023 , Edited by admin on Fri Dec 15 16:14:28 GMT 2023
PRIMARY
ChEMBL
CHEMBL2218898
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
FDA UNII
UX33I93GLS
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
MESH
C517339
Created by admin on Fri Dec 15 16:14:28 GMT 2023 , Edited by admin on Fri Dec 15 16:14:28 GMT 2023
PRIMARY
DRUG BANK
DB12292
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
CAS
285571-64-4
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
INN
8252
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
EPA CompTox
DTXSID20182771
Created by admin on Fri Dec 15 16:14:27 GMT 2023 , Edited by admin on Fri Dec 15 16:14:27 GMT 2023
PRIMARY
NCI_THESAURUS
C90866
Created by admin on Fri Dec 15 16:14:28 GMT 2023 , Edited by admin on Fri Dec 15 16:14:28 GMT 2023
PRIMARY
PUBCHEM
9832431
Created by admin on Fri Dec 15 16:14:28 GMT 2023 , Edited by admin on Fri Dec 15 16:14:28 GMT 2023
PRIMARY