N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin
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N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin
structure -
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CAS No:
14636-12-5
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Formula:
C52H74N16O15S2
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Chemical Name:
N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin
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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;Triglycyl-8-lysine-vasopressin
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CAS No:
Description
N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin is White Solid
Solid
Terlipressin is a polypeptide.|Terlipressin is an analogue of vasopressin used as a vasoactive drug in the management of hypotension which has been found to be effective when norepinephrine fails.|An inactive peptide prodrug that is slowly converted in the body to lypressin. It is used to control bleeding of ESOPHAGEAL VARICES and for the treatment of HEPATORENAL SYNDROME.
N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin Basic Attributes
1227.37
1226.496094
238-680-8
DTXSID7048952
H01BA04|H - Systemic hormonal preparations, excl. sex hormones and insulins
Characteristics
563
-6.75
Solid
1.46±0.1 g/cm3(Predicted)
1824.0±65.0 °C(Predicted)
1056.9±34.3 °C
1.664
1.67e-01 g/L
0mmHg at 25°C
Safety Information
|Warning|H332 (100%): Harmful if inhaled [Warning Acute toxicity, inhalation]|P261, P271, P304+P312, P304+P340, and P312|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.
Drug Information
Commonly used to stop bleeding of varices in the food pipe (oesophagus).
Terlipressin is a medicine similar to a naturally occurring hormone present in the body, known as antidiuretic hormone (ADH) or vasopressin. ADH has two main effects in the body. Firstly, it causes narrowing of blood vessels (vasoconstriction), thereby limiting blood flow to a particular area of the body. It also acts on receptors in the kidney to retain water in the body, which helps to prevent excessive loss of water in the urine.
Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|Drugs used to cause constriction of the blood vessels. (See all compounds classified as Vasoconstrictor Agents.)
Terlipressin, an analogue of vasopressin, acts on three different receptors, vasopressin receptor V1a (which initiates vasoconstriction, liver gluconeogenesis, platelet aggregation and release of factor VIII), vasopressin receptor V1b (which mediates corticotrophin secretion from the pituitary) and vasopressin receptor V2 which controls free water reabsorption in the renal medullar. The binding of terlipressin to the V2 receptor activates adenylate cyclase which causes the release of aquaporin 2 channels into the cells lining the renal medullar duct. This allows water to be reabsorbed down an osmotic gradient so the urine is more concentrated.
glipressin
N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin Use and Manufacturing
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.
Computed Properties
Molecular Weight:1227.4
XLogP3:-5.8
Hydrogen Bond Donor Count:16
Hydrogen Bond Acceptor Count:19
Rotatable Bond Count:25
Exact Mass:1226.49609806
Monoisotopic Mass:1226.49609806
Topological Polar Surface Area:563
Heavy Atom Count:85
Complexity:2380
Defined Atom Stereocenter Count:8
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Drug Function and Efficacy
This drug is a precursor of lysine vasopressin. It is inactive by itself and acquires the physiological activity of vasopressin after being slowly converted into lysine vasopressin in the body. A proper amount of this drug can reduce portal blood pressure, but it will not significantly change arterial blood pressure like vasopressin, nor will it increase the dissolution of fibrin.
Registered Holders
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Ferring Pharmaceuticals (Asia) Co., Ltd.
Active
China
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Hunan Mingrui Pharmaceutical Co., Ltd.
Active
China
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Hybio Pharmaceutical (Wuhan) Co., Ltd.
Active
China
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N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin
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