CAS 64158-84-5

(deamino-pen1,val4,D-arg8)-vasopressin

Description:

(deamino-pen1,val4,D-arg8)-vasopressin, commonly known as desmopressin, is a synthetic analog of the natural hormone vasopressin, which is involved in regulating water retention in the body. This compound is characterized by its modified amino acid sequence, which enhances its antidiuretic properties while reducing its pressor effects. It is primarily used in clinical settings to treat conditions such as diabetes insipidus and certain bleeding disorders, like von Willebrand disease and hemophilia A. The structural modifications, including the deamination of the first amino acid and the substitution of arginine, contribute to its increased potency and longer duration of action compared to natural vasopressin. Desmopressin is typically administered via intranasal or intravenous routes, and its pharmacological effects are mediated through vasopressin receptors, particularly V2 receptors in the kidneys, leading to increased water reabsorption. Overall, desmopressin is a vital therapeutic agent with specific applications in managing fluid balance and bleeding disorders.

Formula: C₄₈H₆₉N₁₃O₁₁S₂

InChI: InChI=1/C48H69N13O11S2/c1-26(2)39-45(71)58-33(22-36(49)63)42(68)59-34(46(72)61-19-9-13-35(61)44(70)56-30(12-8-18-53-47(51)52)40(66)54-24-37(50)64)25-73-74-48(3,4)23-38(65)55-31(21-28-14-16-29(62)17-15-28)41(67)57-32(43(69)60-39)20-27-10-6-5-7-11-27/h5-7,10-11,14-17,26,30-35,39,62H,8-9,12-13,18-25H2,1-4H3,(H2,49,63)(H2,50,64)(H,54,66)(H,55,65)(H,56,70)(H,57,67)(H,58,71)(H,59,68)(H,60,69)(H4,51,52,53)

SMILES: CC(C)C1C(=NC(CC(=N)O)C(=NC(CSSC(C)(C)CC(=NC(Cc2ccc(cc2)O)C(=NC(Cc2ccccc2)C(=N1)O)O)O)C(=O)N1CCCC1C(=NC(CCCNC(=N)N)C(=NCC(=N)O)O)O)O)O

Synonyms:

• 3-Mercapto-3-methyl-butyryl-Tyr-Phe-Val-Asn-Cys-Pro-D-Arg-Gly-NH2 (Disulfide bond)
• 1-{[7-(2-amino-2-oxoethyl)-13-benzyl-16-(4-hydroxybenzyl)-20,20-dimethyl-10-(1-methylethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}prolyl-N~5~-(diaminomethylidene)ornithylglycinamide
• 3-Mercapto-3-Methyl-Butyryl-Tyr-Phe-Val-Asn-Cys-Pro-D-Arg-Gly-Nh2

[Deamino-Pen1,Val4,D-Arg8]-vasopressin

CAS: 64158-84-5

[Deamino-Pen1,Val4,D-Arg8]-vasopressin (AVP-A) is an antagonist of arginine-vasopressin (AVP).

Formula: C₄₈H₆₉N₁₃O₁₁S₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 1068.27

Ref: TM-T83501

(Deamino-Pen 1,Val4,D-Arg8)-Vasopressin

CAS: 64158-84-5

Vasopressin is a peptide hormone that regulates water balance. It is synthesized in the hypothalamus and stored in the posterior pituitary gland, from where it is released when blood pressure falls. Vasopressin binds to V1 receptors in the kidney and vascular smooth muscle cells, causing vasoconstriction and increased blood pressure. Vasopressin also stimulates phosphatidic acid synthesis and hypotension, which are mediated through V2 receptors. Vasopressin has been found to be effective against cardiac arrest and myocardial infarction in animals. This drug has also been shown to stimulate the paraventricular nucleus of the hypothalamus and inhibit sympathetic activity in ganglia.

Formula: C₄₈H₆₉N₁₃O₁₁S₂

Purity: Min. 95%

Molecular weight: 1,068.27 g/mol

Ref: 3D-FD109485