Terlipressin

Terlipressin
Systematic (IUPAC) name
	1-{[(4R,7S,10S,13S,16S,19R)-19-{[({[(aminoacetyl)amino]acetyl}amino)acetyl]amino}-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-prolyl-N-(2-amino-2-oxoethyl)-L-lysinamide
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	IV
Pharmacokinetic data
Protein binding	~30%
Identifiers
CAS number	14636-12-5
ATC code	H01BA04
PubChem	CID 72081
DrugBank	EXPT03310
ChemSpider	65067
UNII	7Z5X49W53P
KEGG	D06672
Chemical data
Formula	C52H74N16O15S2
Mol. mass	1227.37 g/mol
SMILES	eMolecules & PubChem
	InChI InChI=1S/C52H74N16O15S2/c53-17-5-4-9-31(45(76)60-23-41(57)72)63-51(82)38-10-6-18-68(38)52(83)37-27-85-84-26-36(61-44(75)25-59-43(74)24-58-42(73)22-54)50(81)65-34(20-29-11-13-30(69)14-12-29)48(79)64-33(19-28-7-2-1-3-8-28)47(78)62-32(15-16-39(55)70)46(77)66-35(21-40(56)71)49(80)67-37/h1-3,7-8,11-14,31-38,69H,4-6,9-10,15-27,53-54H2,(H2,55,70)(H2,56,71)(H2,57,72)(H,58,73)(H,59,74)(H,60,76)(H,61,75)(H,62,78)(H,63,82)(H,64,79)(H,65,81)(H,66,77)(H,67,80)/t31-,32-,33-,34-,35-,36-,37-,38-/m0/s1 ; Key:BENFXAYNYRLAIU-QSVFAHTRSA-N ;
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Terlipressin (trade names Teripress by New Medicon Pharma and Glypressin by Ferring Pharmaceuticals) is an analogue of vasopressin used as a vasoactive drug in the management of hypotension. It has been found to be effective when norepinephrine does not help.

Indications for use include norepinephrine-resistant septic shock^[1] and hepatorenal syndrome.^[2] In addition, it is used in bleeding esophageal varices.^[3]

[edit] Availability

Terlipressin is currently not available in the United States,^[4] or Canada.^[5]

^ O'Brien A, Clapp L, Singer M (2002). "Terlipressin for norepinephrine-resistant septic shock". Lancet 359 (9313): 1209–10. doi:10.1016/S0140-6736(02)08225-9. PMID 11955542.
^ Uriz J, Ginès P, Cárdenas A, Sort P, Jiménez W, Salmerón J, Bataller R, Mas A, Navasa M, Arroyo V, Rodés J (2000). "Terlipressin plus albumin infusion: an effective and safe therapy of hepatorenal syndrome". J Hepatol 33 (1): 43–8. doi:10.1016/S0168-8278(00)80158-0. PMID 10905585.
^ Ioannou G, Doust J, Rockey D (2003). Ioannou, George N. ed. "Terlipressin for acute esophageal variceal hemorrhage". Cochrane Database Syst Rev (1): CD002147. doi:10.1002/14651858.CD002147. PMID 12535432.
^ "{1} And {2} Report Fast Track Designation For Terlipressin In Type 1 Hepatorenal Syndrome - News, Search Jobs, Events". http://www.biospace.com/news_story.aspx?NewsEntityId=19774820.
^ "Drug Product Search". http://205.193.93.51/dpdonline/searchRequest.do.

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