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Key Documents

SML2424

Sigma-Aldrich

Terlipressin acetate salt

≥98% (HPLC)

Synonym(s):

H-Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-GlyNH2 acetate salt (Disulfide bond), N-(glycylglycylglycyl)-8-L-lysine-vasopressin acetate salt

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About This Item

Empirical Formula (Hill Notation):
C52H74N16O15S2 · xC2H4O2
CAS Number:
914453-96-6
Molecular Weight:
1227.37 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77

Assay

≥98% (HPLC)

form

lyophilized powder

storage condition

desiccated

color

white

shipped in

wet ice

storage temp.

−20°C

SMILES string

S1SC[C@@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](C1)C(=O)N4[C@@H](CCC4)C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N)Cc3ccccc3)Cc2ccc(cc2)O)NC(=O)CNC(=O)CNC(=O)CN.OC(=O)C.OC(=O)C

InChI

1S/C52H74N16O15S2.2C2H4O2/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;2*1-2(3)4/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);2*1H3,(H,3,4)/t31-,32-,33-,34-,35-,36-,37-,38-;;/m0../s1

InChI key

WNFVFDPQEHRNTC-LWCZBKQBSA-N

Biochem/physiol Actions

Terlipressin is a synthetic vasopressin analog and agonist. It has been used as a vasoactive drug for treatment of Hepatorenal syndrome in cirrhosis of the liver.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000130020
0000164365

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Timothy Papaluca et al.
Journal of gastroenterology and hepatology, 33(3), 591-598 (2017-10-06)
Terlipressin is an analogue of vasopressin that has potent vasoactive properties and has been available for use in most countries for nearly two decades. It has both established roles and emerging indications in the management of complications of decompensated chronic
Tim G Kampmeier et al.
Scientific reports, 8(1), 7105-7105 (2018-05-10)
The Surviving Sepsis Guidelines suggest the use of vasopressin in case of catecholamine-refractory septic shock. Terlipressin (TP) as a V1-selective AVP analogue is a potential alternative, though data regarding the first-line administration in septic shock are scarce. The present study
K K Ida et al.
British journal of anaesthesia, 120(6), 1245-1254 (2018-05-26)
During early treatment of haemorrhagic shock, cerebral perfusion pressure can be restored by small-volume resuscitation with vasopressors. Whether this therapy is improved with additional fluid remains unknown. We assessed the value of terlipressin and lactated Ringer's solution (LR) on early

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