CAS 14636-12-5

Terlipressin

Description:

Terlipressin is a synthetic analog of vasopressin, a naturally occurring peptide hormone. It is primarily used in clinical settings for its vasoconstrictive properties, particularly in the management of conditions such as esophageal variceal bleeding and septic shock. Terlipressin acts on V1 receptors, leading to increased vascular resistance and reduced blood flow to certain organs, which can help stabilize blood pressure. The substance is typically administered intravenously and has a relatively long half-life compared to vasopressin, allowing for less frequent dosing. Terlipressin is characterized by its ability to induce smooth muscle contraction, particularly in the splanchnic circulation, which is beneficial in controlling portal hypertension. Its chemical structure includes a modified peptide sequence that enhances its stability and potency. While generally well-tolerated, potential side effects may include hypertension, abdominal pain, and ischemic events, necessitating careful monitoring during treatment. Overall, terlipressin is a critical therapeutic agent in critical care and gastroenterology.

Formula: C₅₂H₇₄N₁₆O₁₅S₂

InChI: InChI=1/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

SMILES: c1ccc(cc1)C[C@H]1C(=N[C@@H](CCC(=N)O)C(=N[C@@H](CC(=N)O)C(=N[C@@H](CSSC[C@@H](C(=N[C@@H](Cc2ccc(cc2)O)C(=N1)O)O)N=C(CN=C(CN=C(CN)O)O)O)C(=O)N1CCC[C@H]1C(=N[C@@H](CCCCN)C(=NCC(=N)O)O)O)O)O)O

Synonyms:

• N-(N-(N-Glycylglycyl)Glycyl)-8-L-Lysinevasopressin
• (2S)-1-[(4S,7S,10S,13S,16S,19S)-19-[[2-[[2-[(2-Aminoacetyl)Amino]Acetyl]Amino]Acetyl]Amino]-13-Benzyl-10-(2-Carbamoylethyl)-7-(Carbamoylmethyl)-16-[(4-Hydroxyphenyl)Methyl]-6,9,12,15,18-Pentaoxo-1,2-Dithia-5,8,11,14,17-Pentazacycloicosane-4-Carbonyl]-N-[(1S)-5-Amino-1-(Carbamoylmethylcarbamoyl)Pentyl]Pyrrolidine-2-Carboxamide
• (2S)-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}-N-{(2S)-6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl}pyrrolidine-2-carboxamide (non-preferred name)
• Terlipressin Acetate
• [N-α-Triglycyl-8-lysine]-vasopressin
• 1-Triglycyl-8-lysine vasopressin
• Glycylpressin
• Glypressin
• Nα-Glycyl-glycyl-glycyl-[8-lysine]-vasopressin
• Nα-Glycyl-glycyl-glycyl-lysine-vasopressin
• Nα-Glycylglycylglycyl-vasopressin
• Nα-Gly-Gly-Gly-8-Lys-vasopressin
• Remestyp
• Terlipressina
• Terlipressine
• Triglycyl-8-lysine-vasopressin
• Vasopressin, N-(glycylglycylglycyl)-8-L-lysine-

Terlipressin

CAS: 14636-12-5

Terlipressin is a synthetic analog of vasopressin which is used as a vasoactive drug in the management of hypotension. It acts as a prodrug, as it is converted to (Lys⁸)-vasopressin by removal of the N-terminal triglycine in vivo. This vasopressin analog has a longer duration of action and a better safety profile than the parent compound. Terlipressin has found application in the management of acute variceal hemorrhage (esophageal varices), hepatorenal syndrome, and norepinephrine-resistant septic shock.

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Purity: ≥ 98%

Color and Shape: White

Molecular weight: 1227.39

Ref: 01-4061053

TERLIPRESSIN FOR NMR IDENTIFICATION CRS

CAS: 14636-12-5

TERLIPRESSIN FOR NMR IDENTIFICATION CRS

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Molecular weight: 1227.372

Ref: 41-Y0001898

TERLIPRESSIN CRS

CAS: 14636-12-5

TERLIPRESSIN CRS

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Molecular weight: 1227.372

Ref: 41-Y0001897

Terlipressin acetate

CAS: 14636-12-5

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Molecular weight: 1227.37

Ref: 7W-GP3216

Terlipressin

CAS: 14636-12-5

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Color and Shape: White To Off-White Solid

Molecular weight: 1227.38

Ref: 4Z-PT-150001

Terlipressin

CAS: 14636-12-5

Terlipressin is a potent vasoconstrictor that acts via V1 receptors on arteriolar smooth muscle cells.

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 1227.37

Ref: TM-T13920

Terlipressin Acetate

CAS: 14636-12-5

Formula: C₅₂H₇₄N₁₆O₁₅S₂

Purity: 95%~99%

Color and Shape: White to Off-white Powder

Molecular weight: 1227.37

Ref: BP-BPPG063

Terlipressin-Phe(d5) Diacetate Salt

Controlled Product

CAS: 14636-12-5

Applications Isotope labelled Terlipressin is an analogue of vasopressin used as a vasoactive drug in the management of hypotension. Terlipressin is used norepinephrine-resistant septic shock and hepatorenal syndrome. Terlipressin is also used in the treatment of acute variceal bleeding.
References Uriz, J. et al.: J. Heptol., 33, 43 (2000); O'Brien, A. et al.: Lancet, 359, 1209 (2002); Burroughs, A.K. et al.: Digestion, 59, 26 (1998); Villanueva, C. et al.: Am. J. Gastroenterol., 100, 624 (2005);

Formula: C₅₆H₇₇D₅N₁₆O₁₉S₂

Color and Shape: Off White Solid

Molecular weight: 1352.5

Ref: TR-T115802

D-Gln(7)-Terlipressin Trifluoroacetic Acid Salt

Controlled Product

CAS: 14636-12-5

Applications D-Gln(7)-Terlipressin is an impurity of Terlipressin (Diacetate Salt :T115800) which is an analogue of vasopressin used as a vasoactive drug in the management of hypotension. Terlipressin is used norepinephrine-resistant septic shock and hepatorenal syndrome.
References Uriz, J. et al.: J. Heptol., 33, 43 (2000); O'Brien, A. et al.: Lancet, 359, 1209 (2002); Burroughs, A.K. et al.: Digestion, 59, 26 (1998); Villanueva, C. et al.: Am. J. Gastroenterol., 100, 624 (2005);

Formula: C₅₂H₇₄N₁₆O₁₅S₂•x(C₂HF₃O₂)

Color and Shape: Neat

Molecular weight: 1227.37 + x(114.02)

Ref: TR-G410180

D-Cys(4)-Terlipressin Trifluoroacetic Acid Salt

Controlled Product

CAS: 14636-12-5

Applications D-Cys(4)-Terlipressin is an impurity of Terlipressin (Diacetate Salt :T115800) which is an analogue of vasopressin used as a vasoactive drug in the management of hypotension. Terlipressin is used norepinephrine-resistant septic shock and hepatorenal syndrome.
References Uriz, J. et al.: J. Heptol., 33, 43 (2000); O'Brien, A. et al.: Lancet, 359, 1209 (2002); Burroughs, A.K. et al.: Digestion, 59, 26 (1998); Villanueva, C. et al.: Am. J. Gastroenterol., 100, 624 (2005);

Formula: C₅₂H₇₄N₁₆O₁₅S₂•x(C₂HF₃O₂)

Color and Shape: Neat

Molecular weight: 1227.3711402

Ref: TR-C997840