Terlipressin CAS NO.14636-12-5

Terlipressin acetate Basic information
Pharmacological effects Mechanism of Action Adverse Drug Reactions
Product Name:    Terlipressin acetate
Synonyms:    [N-α-Triglycyl-8-lysine]-vasopressin;130: PN: WO2010033207 SEQID: 171 claiMed protein;1-Triglycyl-8-lysine Vasopressin;Nα-Glycyl-glycyl-glycyl-[8-lysine]-vasopressin;Nα-Glycyl-glycyl-glycyl-lysine-vasopressin;Nα-Glycylglycylglycyl-vasopressin;Nα-Gly-Gly-Gly-8-Lys-vasopressin;Terlipressin, Terlipressine, Terlipressina, Terlipressinum
CAS:    14636-12-5
MF:    C52H74N16O15S2
MW:    1227.37
EINECS:    238-680-8
Product Categories:    hormones;Peptide;Amino Acid Derivatives;14636-12-5
Mol File:    14636-12-5.mol

Terlipressin acetate Chemical Properties
Melting point     >170°C (dec.)
Boiling point     1824.0±65.0 °C(Predicted)
density     1.46±0.1 g/cm3(Predicted)
storage temp.     Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility     DMSO (Slightly), Methanol (Slightly)
pka    9.90±0.15(Predicted)
form     Solid
color     White
Sequence    Gly-Gly-Gly-c[Cys-Tyr-Phe-Gln-Asn-Cys]-Pro-Lys-Gly-NH2，(Disulfide bridge: Cys-Cys)
InChIKey    BENFXAYNYRLAIU-ITQMCZIINA-N
CAS DataBase Reference    14636-12-5(CAS DataBase Reference)
Safety Information
HS Code     3504009000
MSDS Information
Terlipressin acetate Usage And Synthesis
Pharmacological effects    Terlipressin acetate is a novel long-acting synthetic vasopressin reagent,its chemical name is three glycyl lysine vasopressin, it is a prodrug, itself has no activity ,in vivo  , it removes three glycyl residues in its N-terminus by aminopeptidase, and slowly "releases" the active lysine vasopressin. It is this "slow release" mechanism that makes it maintain the smooth muscle contraction up to 10 hours after a single administration, whereas the same dose of vasopressin, it can maintain its activity for 20-40 minutes. On the other hand,because of the slow digestion,  lysine vasopressin in the circulation cannot reach toxic levels, and usage of  terlipressin is safer.Pharmacological effect of terlipressin is splanchnic vascular smooth muscle contraction, and reduction of visceral blood flow (such as reducing blood flow in the mesentery, spleen, uterus, etc.), thereby reducing portal vein blood flow,and reducing portal pressure, on the other hand it may also reduce plasma renin concentration, thereby increasing the renal blood flow in patients with hepatorenal syndrome, to improve kidney function, and increase urine output. Terlipressin is currently the only drug which is able to increase mortality in patients with esophageal varices bleeding , it is previously mainly used in clinical for the treatment of variceal bleeding, in addition,terlipressin now has also been successfully used for liver and kidney integrated syndrome and refractory shock, it is also likely to play a useful role in the cardiopulmonary resuscitation . Compared with vasopressin, it has a lasting effect, and it does not cause dangerous complications, including promoting  fibrinolysis and severe complications in the cardiovascular systems, and the use of it is simple (available intravenous injection), it is more suitable for rescue and treatment of emergent and critical  patients.
Mechanism of Action    Terlipressin acetate, a synthetic triglycyl-lysine derivative of vasopressin, is a inactive prodrug. It has pressor and antidiuretic effects. Following IV injection, lysine vasopressin are released following the enzymatic cleavage of 3 glycyl moieties.Duration: 4-6 hr.
Adverse Drug Reactions    Abdominal cramps, cardiac arrhythmias, headache, transient blanching, increased arterial pressure.
Potentially Fatal: MI, cardiac failure.