Atosiban

Atosiban

Systematic (IUPAC) name
1-(3-mercaptopropanoic acid)- 2-(O-ethyl-D-tyrosine)-4-L-threonine- 8-L-ornithine-oxytocin
Clinical data
Trade names	Tractocile, Antocin
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	intravenous
Identifiers
CAS number	90779-69-4 N
ATC code	G02CX01
PubChem	CID 5311010
ChemSpider	4470550 Y
UNII	081D12SI0Z Y
KEGG	D03008 Y
ChEMBL	CHEMBL378642 N
Chemical data
Formula	C43H67N11O12S2
Mol. mass	994.199
SMILES O=C(N)CNC(=O)[C@@H](NC(=O)[C@H]3N(C(=O)[C@H]1NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@@H](NC(=O)[C@H](NC(=O)CCSSC1)Cc2ccc(OCC)cc2)[C@@H](C)CC)[C@H](O)C)CC(=O)N)CCC3)CCCN
InChI InChI=1S/C43H67N11O12S2/c1-5-23(3)35-41(63)53-36(24(4)55)42(64)50-29(20-32(45)56)38(60)51-30(43(65)54-17-8-10-31(54)40(62)49-27(9-7-16-44)37(59)47-21-33(46)57)22-68-67-18-15-34(58)48-28(39(61)52-35)19-25-11-13-26(14-12-25)66-6-2/h11-14,23-24,27-31,35-36,55H,5-10,15-22,44H2,1-4H3,(H2,45,56)(H2,46,57)(H,47,59)(H,48,58)(H,49,62)(H,50,64)(H,51,60)(H,52,61)(H,53,63)/t23-,24+,27-,28+,29-,30-,31-,35-,36-/m0/s1 Y Key:VWXRQYYUEIYXCZ-OBIMUBPZSA-N Y
N (what is this?)  (verify)

Atosiban (trade names Tractocile, Antocin) is an inhibitor of the hormones oxytocin and vasopressin. It is used as an intravenous medication as a labour repressant (tocolytic) to halt premature labor. Although initial studies suggested it could be used as a nasal spray and hence would not require hospital admission, it is not used in that form. It was developed by Ferring Pharmaceuticals in Sweden and first reported in the literature in 1985.

Chemically, it is a modified form of oxytocin that inhibits the action of this hormone on the uterus, leading to a cessation of contractions.

A 2005 systematic review by the Cochrane Collaboration showed that while atosiban had fewer side-effects than alternative drugs (such as ritodrine), it was no better than placebo in the major outcomes, and in one study showed worse neonatal outcomes. The reviewers suggest nifedipine may be more promising.

See also

• Epelsiban