Terlipressin acetate
Pharmacological effects Mechanism of Action Adverse Drug Reactions- Product Name
- Terlipressin acetate
- 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
- Formula Weight
- 1227.37
- MOL File
- 14636-12-5.mol
Terlipressin acetate Property
- 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)
- 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-/s3
- InChIKey
- BENFXAYNYRLAIU-ITQMCZIINA-N
- SMILES
- N1(CCC[C@H]1C(=O)N[C@@H](CCCCN)C(=O)NCC(=O)N)C(=O)[C@@H]1CSSC[C@H](NC(=O)CNC(=O)CNC(=O)CN)C(=O)N[C@H](C(N[C@@H](CC2C=CC=CC=2)C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(=O)N)C(=O)N1)=O)CC1=CC=C(O)C=C1 |&1:4,8,23,28,45,48,59,68,r|
- CAS DataBase Reference
- 14636-12-5(CAS DataBase Reference)
Safety
- HS Code
- 3504009000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P271Use only outdoors or in a well-ventilated area.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P312Call a POISON CENTER or doctor/physician if you feel unwell.
N-Bromosuccinimide Price
- Product number
- 27027
- Product name
- Terlipressin
- Packaging
- 100mg
- Price
- $245
- Updated
- 2021/12/16
- Product number
- 27027
- Product name
- Terlipressin
- Packaging
- 250mg
- Price
- $548
- Updated
- 2021/12/16
- Product number
- 27027
- Product name
- Terlipressin
- Packaging
- 50mg
- Price
- $129
- Updated
- 2021/12/16
- Product number
- 021377
- Product name
- Terlipressin Diacetate Salt
- Packaging
- 10mg
- Price
- $425
- Updated
- 2021/12/16
- Product number
- T2735-25
- Product name
- Terlipressin
- Packaging
- 50mg
- Price
- $545
- Updated
- 2021/12/16
Terlipressin acetate Chemical Properties,Usage,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
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View Lastest Price from Terlipressin acetate manufacturers
- Product
- Terlipressin acetate 14636-12-5
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 100kg
- Release date
- 2024-03-26
- Product
- Terlipressin acetate 14636-12-5
- Price
- US $0.00/g
- Min. Order
- 1g
- Purity
- 98%min
- Supply Ability
- 1000g
- Release date
- 2023-01-11
- Product
- Terlipressin 14636-12-5
- Price
- US $30.00/box
- Min. Order
- 1box
- Purity
- 98%
- Supply Ability
- 5000box
- Release date
- 2024-03-20