Lypressin
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MedKoo CAT#: 597500

CAS#: 50-57-7 (free base)

Description: Lypressin is the porcine antidiuretic hormone (vasopressins). It is a cyclic nonapeptide that differs from arg-vasopressin by one amino acid, containing a lysine at residue 8 instead of an arginine. Lys-vasopressin is used to treat diabetes insipidus or to improve vasomotor tone and blood pressure.


Price and Availability

Size Price Shipping out time Quantity
10mg USD 420 2 Weeks
25mg USD 770 2 Weeks
100mg USD 1810 2 Weeks
Inquire bulk and customized quantity

Pricing updated 2020-10-26. Prices are subject to change without notice.

Lypressin purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 597500
Name: Lypressin
CAS#: 50-57-7 (free base)
Chemical Formula: C46H65N13O12S2
Exact Mass: 1055.4317
Molecular Weight: 1056.22
Elemental Analysis: C, 52.31; H, 6.20; N, 17.24; O, 18.18; S, 6.07


Related CAS #: 22049-37-2   50-57-7 (free base)  

Synonym: Lypressin; Diapid; L-8; L 8; L8; Lypressine; Vasopressin-8-lysine; Vasopressin;

IUPAC/Chemical Name: (S)-N-((S)-6-amino-1-((2-amino-2-oxoethyl)amino)-1-oxohexan-2-yl)-1-((4R,7S,10S,13S,16S,19R)-19-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-pentaazacycloicosane-4-carbonyl)pyrrolidine-2-carboxamide

InChi Key: BJFIDCADFRDPIO-DZCXQCEKSA-N

InChi Code: InChI=1S/C46H65N13O12S2/c47-17-5-4-9-29(40(65)52-22-38(51)63)54-45(70)35-10-6-18-59(35)46(71)34-24-73-72-23-28(48)39(64)55-31(20-26-11-13-27(60)14-12-26)43(68)56-32(19-25-7-2-1-3-8-25)42(67)53-30(15-16-36(49)61)41(66)57-33(21-37(50)62)44(69)58-34/h1-3,7-8,11-14,28-35,60H,4-6,9-10,15-24,47-48H2,(H2,49,61)(H2,50,62)(H2,51,63)(H,52,65)(H,53,67)(H,54,70)(H,55,64)(H,56,68)(H,57,66)(H,58,69)/t28-,29-,30-,31-,32-,33-,34-,35-/m0/s1

SMILES Code: NCCCC[C@@H](C(NCC(N)=O)=O)NC([C@@H]1CCCN1C([C@@H]2CSSC[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N2)=O)CC(N)=O)=O)CCC(N)=O)=O)Cc3ccccc3)=O)Cc4ccc(O)cc4)=O)N)=O)=O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>3 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code:
2934.99.9001


References

1: Belletti A, Musu M, Silvetti S, Saleh O, Pasin L, Monaco F, Hajjar LA, Fominskiy E, Finco G, Zangrillo A, Landoni G. Non-Adrenergic Vasopressors in Patients with or at Risk for Vasodilatory Shock. A Systematic Review and Meta-Analysis of Randomized Trials. PLoS One. 2015 Nov 11;10(11):e0142605. doi: 10.1371/journal.pone.0142605. eCollection 2015. Review. PubMed PMID: 26558621; PubMed Central PMCID: PMC4641698.

2: Cavallin M, Fasolato S, Marenco S, Piano S, Tonon M, Angeli P. The Treatment of Hepatorenal Syndrome. Dig Dis. 2015;33(4):548-54. doi: 10.1159/000375346. Epub 2015 Jul 6. Review. PubMed PMID: 26159272.

3: Nassar Junior AP, Farias AQ, D' Albuquerque LA, Carrilho FJ, Malbouisson LM. Terlipressin versus norepinephrine in the treatment of hepatorenal syndrome: a systematic review and meta-analysis. PLoS One. 2014 Sep 9;9(9):e107466. doi: 10.1371/journal.pone.0107466. eCollection 2014. PubMed PMID: 25203311; PubMed Central PMCID: PMC4159336.

4: Celis P, Rada G. Noradrenaline or terlipressin for hepatorenal syndrome? Medwave. 2015 Aug 27;15 Suppl 2:e6235. doi: 10.5867/medwave.2015.6235. English, Spanish. PubMed PMID: 26334297.

5: Lee WC. Pharmacotherapy of Small-for-Size of the Liver. Transplantation. 2014 May 15;97(9):890-1. doi: 10.1097/TP.0000000000000067. PubMed PMID: 24621540.

6: Ida KK, Otsuki DA, Sasaki AT, Borges ES, Castro LU, Sanches TR, Shimizu MH, Andrade LC, Auler JO Jr, Dyson A, Smith KJ, Rocha Filho JA, Malbouisson LM. Effects of terlipressin as early treatment for protection of brain in a model of haemorrhagic shock. Crit Care. 2015 Mar 13;19:107. doi: 10.1186/s13054-015-0825-9. PubMed PMID: 25888229; PubMed Central PMCID: PMC4373118.

7: Elia C, Solà Vergés E, Rodríguez E, Ginès P. Transient increase in urine protein excretion during treatment with terlipressin and albumin for type-1 hepatorenal syndrome. J Hepatol. 2015 Feb;62(2):493-5. doi: 10.1016/j.jhep.2014.09.030. Epub 2014 Oct 2. PubMed PMID: 25283143.

8: Mattos ÂZ, Mattos AA, Ribeiro RA. Terlipressin versus noradrenaline in the treatment of hepatorenal syndrome: systematic review with meta-analysis and full economic evaluation. Eur J Gastroenterol Hepatol. 2016 Mar;28(3):345-51. doi: 10.1097/MEG.0000000000000537. Review. PubMed PMID: 26649801.

9: Won YJ, Kim HJ, Lim BG, Ahn HS, Hwang MH, Lee IO. Effect of Perioperative Terlipressin on Postoperative Renal Function in Patients Who Have Undergone Living Donor Liver Transplantation: A Meta-Analysis of Randomized Controlled Trials. Transplant Proc. 2015 Jul-Aug;47(6):1917-25. doi: 10.1016/j.transproceed.2015.06.023. Review. PubMed PMID: 26293074.

10: Cavallin M, Piano S, Romano A, Fasolato S, Frigo AC, Benetti G, Gola E, Morando F, Stanco M, Rosi S, Sticca A, Cillo U, Angeli P. Terlipressin given by continuous intravenous infusion versus intravenous boluses in the treatment of hepatorenal syndrome: A randomized controlled study. Hepatology. 2016 Mar;63(3):983-92. doi: 10.1002/hep.28396. Epub 2016 Feb 3. PubMed PMID: 26659927.

11: Tutchenko MI, Rudyk DV, Iskra NI, Trofimenko SP, Shchur IV. [MODERN VIEW ON INTENSIVE THERAPY OF GASTRO-INTESTINAL HEMORRHAGE]. Klin Khir. 2015 Oct;(10):11-4. Ukrainian. PubMed PMID: 26946650.

12: Urbano J, González R, López J, Solana MJ, Bellón JM, Botrán M, García A, Fernández SN, López-Herce J. Comparison of normal saline, hypertonic saline albumin and terlipressin plus hypertonic saline albumin in an infant animal model of hypovolemic shock. PLoS One. 2015 Mar 20;10(3):e0121678. doi: 10.1371/journal.pone.0121678. eCollection 2015. PubMed PMID: 25794276; PubMed Central PMCID: PMC4368553.

13: Hrabovský V, Mendlová A, Vavříčková T. [Hepatorenal syndrome - pathophysiology, diagnosis and treatment]. Vnitr Lek. 2015 Jul-Aug;61(7-8):649-54. Review. Czech. PubMed PMID: 26375691.

14: Berg RA, Meaney PA, Nadkarni VM. Does a resuscitation pharmacologic bundle of epinephrine, terlipressin, and corticosteroids improve outcome from asphyxial cardiac arrest? Pediatr Crit Care Med. 2014 Jul;15(6):573-4. doi: 10.1097/PCC.0000000000000166. PubMed PMID: 25000425.

15: Francoz C, Durand F. Type-1 hepatorenal syndrome in patients with cirrhosis and infection vs. sepsis-induced acute kidney injury: what matters? J Hepatol. 2014 May;60(5):907-9. doi: 10.1016/j.jhep.2014.02.001. Epub 2014 Feb 6. PubMed PMID: 24508549.

16: Qiu X, Huang Y, Xu J, Qiu H, Yang Y. Effects of terlipressin on microcirculation of small bowel mesentery in rats with endotoxic shock. J Surg Res. 2014 May 15;188(2):503-9. doi: 10.1016/j.jss.2014.01.053. Epub 2014 Feb 3. PubMed PMID: 24582066.

17: Fortune BE, Groszmann RJ. Combination of splanchnic vasoconstrictors and endoscopic band ligation is an effective treatment strategy for acute variceal hemorrhage; but how do we get those drugs approved by the FDA? Hepatology. 2014 Sep;60(3):789-91. doi: 10.1002/hep.27080. Epub 2014 Jul 28. PubMed PMID: 24700393; PubMed Central PMCID: PMC4532375.

18: Kutina AV, Marina AS, Natochin YV. The involvement of V1b-subtype vasopressin receptors in regulation of potassium ions excretion in the rat kidneys. Dokl Biol Sci. 2014 Nov;459:338-40. doi: 10.1134/S001249661406009X. Epub 2015 Jan 6. PubMed PMID: 25560210.

19: Xiao X, Zhang J, Wang Y, Zhou J, Zhu Y, Jiang D, Liu L, Li T. Effects of terlipressin on patients with sepsis via improving tissue blood flow. J Surg Res. 2016 Jan;200(1):274-82. doi: 10.1016/j.jss.2015.07.016. Epub 2015 Jul 14. PubMed PMID: 26253455.

20: Biban P, Gaffuri M. Vasopressin and terlipressin in neonates and children with refractory septic shock. Curr Drug Metab. 2013 Feb;14(2):186-92. Review. PubMed PMID: 23439212.