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Terlipressin acetate

Terlipressin acetate structure

CAS No.: 14636-12-5

Chemical Name:: Terlipressin acetate

Synonyms: TERLIPRESSIN;Terlipressin for NMR identification;H-Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2;Glypressin;Glycylpressin;Terilipressin;TerlipressinuM;Terlipressin CRS;Terlipressin(net);Terlipressin, >99%

CBNumber:: CB4266213

Molecular Formula:: C52H74N16O15S2

Molecular Weight:: 1227.37

MDL Number:: MFCD00155450

MOL File:: 14636-12-5.mol

Last updated:2024-04-16 18:29:06

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Terlipressin acetate 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)
form	Solid
pka	9.90±0.15(Predicted)
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)
FDA UNII	7Z5X49W53P
NCI Drug Dictionary	terlipressin
ATC code	H01BA04

Pharmacokinetic data

Protein binding	~30%
Excreted unchanged in urine	<2%
Volume of distribution	0.6-0.9(L/kg)
Biological half-life	50-70 minutes / -

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H332
Precautionary statements	P261-P271-P304+P340-P312
HS Code	3504009000

Terlipressin acetate price More Price(28)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Cayman Chemical	27027	Terlipressin	14636-12-5	100mg	$245	2021-12-16	Buy
Cayman Chemical	27027	Terlipressin	14636-12-5	250mg	$548	2021-12-16	Buy
Cayman Chemical	27027	Terlipressin	14636-12-5	50mg	$129	2021-12-16	Buy
Usbiological	021377	Terlipressin Diacetate Salt	14636-12-5	10mg	$425	2021-12-16	Buy
Usbiological	T2735-25	Terlipressin	14636-12-5	50mg	$545	2021-12-16	Buy

Product number	Packaging	Price	Buy
27027	100mg	$245	Buy
27027	250mg	$548	Buy
27027	50mg	$129	Buy
021377	10mg	$425	Buy
T2735-25	50mg	$545	Buy

Terlipressin acetate Chemical Properties,Uses,Production

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.

Description

Terlipressin acetate is a novel synthetic long-acting vasopressin preparation. It is a kind of prodrug, which is inactive by itself. After the action of aminopeptidase in the body, after removing the three glycyl residues at its N-terminus, it slowly "releases" the active lysine vasopressin. Therefore, terlipressin acts as a reservoir that releases lysine vasopressin at a steady rate.

Chemical Properties

N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin (Terlipressin acetate) is White Solid

Uses

Terlipressin is an analogue of vasopressin used as a vasoactive drug in the management of hypotension. It is used norepinephrine-resistant septic shock and hepatorenal syndrome. It is also used in the treatment of acute variceal bleeding. Terlipressin Acetate 1 mg solution for injection is used for the treatment of: bleeding from dilated (widening) veins in the food pipe leading to your stomach (called bleeding oesophageal varices).

Definition

ChEBI: Terlipressin is a polypeptide.

Clinical Use

Treatment of bleeding oesophageal varices

Side effects

In clinical trials, the most common side effects of terlipressin administration were paleness, increased blood pressure, peripheral ischemia, abdominal pain, nausea, diarrhea, and headache.
Terlipressin related adverse events are common and most of terlipressin related adverse events were mild or moderate, which can be resolved spontaneously without any intervention. As terlipressin acts mainly on the splanchnic vessels, the incidence of severe ischemic complications is lower with terlipressin than with vasopressin. However, it may cause serious complications such as myocardial infarction, intestinal ischemia, peripheral cyanosis, and skin necrosis[1].

Metabolism

Terlipressin is metabolised by tissue peptidases resulting in the slow release of lypressin. Terlipressin is almost completely metabolised in the kidneys and liver, with less than 1% of terlipressin and less than 0.1% of lypressin excreted in the urine.

References

[1] Chiang C, et al. Terlipressin-Induced Peripheral Cyanosis in a Patient with Liver Cirrhosis and Hepatorenal Syndrome. American Journal of Case Reports, 2019.

Terlipressin acetate Preparation Products And Raw materials

Raw materials

Preparation Products

Terlipressin acetate Suppliers

Global( 395)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Cellmano Biotech Limited	0551-65326643 18156095617	info@cellmano.com	China	999	58
Apextide Co Ltd	+undefined15700198315	senjie.hou@sinopep.com	China	71	58
Hantai Biomedical Group Co. LTD	+8618819265912	id002@cnhantide.com	China	37	58
Hebei Xinsheng New Material Technology Co., LTD.	+86-16632316109	xinshengkeji@xsmaterial.com	China	1100	58
Zibo Hangyu Biotechnology Development Co., Ltd	+86-0533-2185556 +8617865335152	Mandy@hangyubiotech.com	China	11013	58
Hebei Anlijie Biotechnology Co., Ltd	+8619031013551	ably@aljbio.com	China	177	58
Shanghai Getian Industrial Co., LTD	+86-15373193816 +86-15373193816	mike@ge-tian.com	China	272	58
Dorne Chemical Technology co. LTD	+86-13583358881 +86-18560316533	Ethan@dornechem.com	China	294	58
Shanghai Yunao International Trade Co., Ltd	+8617621705551	asdf@shanghaihg.cn	China	265	58
Hong Kong Excellence Biotechnology Co., Ltd.	+86-86-18838029171 +8618126314766	ada@sh-teruiop.com	China	893	58

Supplier	Advantage
Cellmano Biotech Limited	58
Apextide Co Ltd	58
Hantai Biomedical Group Co. LTD	58
Hebei Xinsheng New Material Technology Co., LTD.	58
Zibo Hangyu Biotechnology Development Co., Ltd	58
Hebei Anlijie Biotechnology Co., Ltd	58
Shanghai Getian Industrial Co., LTD	58
Dorne Chemical Technology co. LTD	58
Shanghai Yunao International Trade Co., Ltd	58
Hong Kong Excellence Biotechnology Co., Ltd.	58

View Lastest Price from Terlipressin acetate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-04-25	Terlipressin acetate 14636-12-5	US $1.00 / g	1g	99%	100kg	Dorne Chemical Technology co. LTD
2024-04-25	terlipressin 14636-12-5	US $35.00 / box	1box	>99%	20tons	Hong Kong Excellence Biotechnology Co., Ltd.
2024-04-24	Terlipressin acetate 14636-12-5	US $0.00-0.00 / kg	20kg	99%	200000	Wuhan Haorong Biotechnology Co.,Ltd

Terlipressin acetate
14636-12-5
US $1.00 / g
99%
Dorne Chemical Technology co. LTD

terlipressin
14636-12-5
US $35.00 / box
>99%
Hong Kong Excellence Biotechnology Co., Ltd.

Terlipressin acetate
14636-12-5
US $0.00-0.00 / kg
99%
Wuhan Haorong Biotechnology Co.,Ltd

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Vasopressin Terlipressin acetate Lypressin

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[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 TerlipressinuM Terlipressin acetate, >=98% Terlipressin Diacetate Salt Thymosin al Acetate TERLIPRESSIN ACETATE Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 (disulfide bridge 4:9) (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 N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin N-(GLYCYLGLYCYLGLYCYL)-8-L-LYSINE-VASOPRESSIN H-Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 acetate salt (Disulfide bond) Glypressin L-Cys(1)-L-Tyr-L-Phe-L-Gln-L-Asn-L-Cys(1)-L-Pro-L-Lys-Gly-N-(Gly-Gly-Gly-)-NH2 Glycylpressin Gly-Gly-Gly-[Lys8]vasopressin Gly-Gly-Gly-L-Cys(1)-L-Tyr-L-Phe-L-Gln-L-Asn-L-Cys(1)-L-Pro-L-Lys-Gly-NH2 Terilipressin Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 Terlipressin, Terlipressine, Terlipressina, Terlipressinum H-Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH(Disulfide bond) Terlipressin Acetate salt Terlipressin, >99% (2S)-N-[6-amino-1-[(2-amino-2-oxoethyl)amino]-1-oxohexan-2-yl]-1-[[(4R,7S,10S,13S,16S,19R)-7-(2-amino-2-oxoethyl)-19-[[2-[[2-[(2-amino-1-oxoethyl)amino]-1-oxoethyl]amino]-1-oxoethyl]amino]-10-(3-amino Terlipressin CRS Vasopressin, N-(glycylglycylglycyl)-8-L-lysine- N-(N-(N-Glycylglycyl)glycyl)-8-L-lysinevasopressin USP/EP/BP TerlipressinuM Glycylpressin N-α-Triglycyl-8-lysine]-vasopressin Terlipressin-15N3-13C6 TerlipressinQ: What is Terlipressin Q: What is the CAS Number of Terlipressin Q: What is the storage condition of Terlipressin Q: What are the applications of Terlipressin Thymosin α1 Acetate 14636-12-5 Terlipressin(net) L-α-amino-n-Butyric acid H-Gly-Gly-Gly-Cys-Tyr-Phe-Gln-Asn-Cys-Pro-Lys-Gly-NH2 TERLIPRESSIN Terlipressin for NMR identification 14636-12-5 146363-12-5 156-1-3 C52H74N16O15S2 C52H74N16O15S2C2H4O2 hormones Peptide Amino Acid Derivatives 14636-12-5