Desmopressin CAS 16679-58-6

Introduction:Basic information about Desmopressin CAS 16679-58-6, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Desmopressin Basic informationDescription References

Product Name:Desmopressin
Synonyms:MPR-TYR-PHE-GLN-ASN-CYS-PRO-D-ARG-GLY-NH2;MINIRIN;[DEAMINO1, DARG8] VASOPRESSIN;[DEAMINO-CYS1, D-ARG8]-VASOPRESSIN;DDAVP, HUMAN;DESMOPRESSIN;DESMOPRESSIN, HUMAN;DESAMINO-[D-ARG8]VASOPRESSIN
CAS:16679-58-6
MF:C46H64N14O12S2
MW:1069.22
EINECS:240-726-7
Product Categories:Amino Acid Derivatives;Peptide;Vasopressin and Oxytocin receptor
Mol File:16679-58-6.mol

Desmopressin Chemical Properties

alpha D25 +85.5 ± 2° (calculated for the free peptide)
density 1.56±0.1 g/cm3(Predicted)
RTECS YW9000000
storage temp. Store at 0°C
solubility H2O: soluble20mg/mL, clear, colorless
form powder
pka9.90±0.15(Predicted)
biological sourcesynthetic (organic)
Water Solubility Soluble to 4 mg/ml in water
InChIKeyNFLWUMRGJYTJIN-PNIOQBSNSA-N

Safety Information

WGK Germany 3
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Inhalation

Desmopressin Usage And Synthesis

DescriptionDesmopressin (Brand name: DDAVP) is an artificial derivative of vasopressin, being similar to the antidiuretic hormone (ADH) that naturally produced in the body. It is used for the treatment of diabetes insipidus, bedwetting, hemophilia A, von Willebrand disease and high blood urea levels. It is capable of increasing the water permeability in the renal tubular cells, further increasing the urine concentration and decreasing the urine production. Therefore, it can be used to prevent and control severe thirst, urination and dehydration caused by various kinds of reasons including injury, surgery and certain medical condition. This help you sleep throughout the night without being awaken by urinate.
Referenceshttps://www.drugbank.ca/drugs/DB00035
http://www.medicinenet.com/desmopressin_tabs/article.htm
https://en.wikipedia.org/wiki/Desmopressin
Chemical PropertiesWhite or almost white, fluffy powder.
OriginatorDAV,Ritter,Switz.,1974
UsesAntidiuretic.
Uses[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was used to study the impact of vasopressin on pendrin abundance. E3 ubiquitin (Ub)-protein ligases (E3s) was administered in rat kidney and the changes in protein abundance of the selected E3s in response to [deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate was examined.
DefinitionChEBI: A synthetic analogue of vasopressin in which 3-mercaptopropionic acid replaces the cysteine residue at position 1 and D-arginine replaces the residue at position 8. An antidiuretic, it increases urine concentration and decreases urine prodction, and is used (usually as the trihydrate of the acetic acid salt) to prevent and control excessive thirst, urination, and dehydration caused by injury, surgery, and certain medical conditions. It is also used in the diagnosis and treatment of cranial iabetes insipidus and in tests of renal function.
Manufacturing Processβ-Benzylmercaptopropionyl-L-tyrosyl-L-phenylalanyl-L-glutaminyl-Lasparaginyl-S-benzyl-L-cysteinyl-L-prolyl-NG-tosyl-D-arginyl-glycinamide (0.5g) is reduced with sodium in liquid ammonia. The liquid ammonia is thenevaporated and the residue dissolved in 5% aqueous acetic acid (800 ml). Thesolution is filtered to remove the undissolved portion and the filtrate isadjusted to a pH of 6.5 to 7 by addition of aqueous sodium hydroxide and it isthen oxidized by known procedure, cf. Kimbrough, R.D., Jr.; Cash, W.D.;Branda, L.A.; Chan, W.Y.; and Du Vigneaud, V.; J. Biol. Chem. 238,1411(1963). The reaction mixture is thereupon adjusted to a pH of 4 to 4.5 byaddition of acetic acid. The peptide is applied to a column of a carboxylate ionexchange resin, is eluted with 50% aqueous acetic acid and isolated bylyophilization (freeze-drying). The crude product is purified by knownprocedure using a carrier-free high-voltage electrophoresis, cf. Zaoral, M.;Sorm, F.; Collection Czechoslov. Chem Communs, 31, 310 (1966). Yield, 100to 200 mg of 1-deamino-8-D-argine-vasopressin.
Brand nameConcentraid (Ferring Pharmaceuticals); Ddavp(Sanofi Aventis); Stimate (ZLB Behring).
Therapeutic FunctionAntidiuretic
Biochem/physiol Actions[deamino-Cys1, D-Arg8]-Vasopressin acetate salt hydrate also known as DDAVP, Desmopressin is a selective and potent vasopressor agent that stabilizes the cardiocirculatory function in normal human as well as in patients suffering from catecholamine-resistant vasodilatory shock. It also stimulate three acid-base transporters and hence increases the capability of the cell to regulate pH.
Clinical UseDiabetes insipidus
Nocturnal enuresis
Nocturia due to idiopathic nocturnal polyuria
Post-biopsy bleeding (unlicensed indication)
Pre-biopsy prophylaxis (unlicensed indication)
MetabolismMetabolic fate of desmopressin is unknown. It is not affected by liver microsomal cytochrome P450 enzymes. As a peptide, desmopressin is expected to undergo catabolism to its constituent amino acids, with subsequent recycling of the amino acid in the body pool.
storageStore at -20°C

Desmopressin Preparation Products And Raw materials

Raw materialsAmmonia-->Acetic acid-->Sodium
DESMOPRESSIN ACETATE CAS 62357-86-2
DESMOPRESSIN CAS 62288-83-9
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