Desmopressin

Desmopressin
  • CAS No.:16679-58-6
Other grades of this product :
Desmopressin Basic information
Description 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 neat
pka9.90±0.15(Predicted)
InChIKeyNFLWUMRGJYTJIN-PNIOQBSNSA-N
Safety Information
WGK Germany 3
MSDS Information
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 prod ction, 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 (0.5 g) is reduced with sodium in liquid ammonia. The liquid ammonia is then evaporated and the residue dissolved in 5% aqueous acetic acid (800 ml). The solution is filtered to remove the undissolved portion and the filtrate is adjusted to a pH of 6.5 to 7 by addition of aqueous sodium hydroxide and it is then 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 by addition of acetic acid. The peptide is applied to a column of a carboxylate ion exchange resin, is eluted with 50% aqueous acetic acid and isolated by lyophilization (freeze-drying). The crude product is purified by known procedure using a carrier-free high-voltage electrophoresis, cf. Zaoral, M.; Sorm, F.; Collection Czechoslov. Chem Communs, 31, 310 (1966). Yield, 100 to 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 insipidusNocturnal enuresisNocturia due to idiopathic nocturnal polyuriaPost-biopsy bleeding (unlicensed indication)Pre-biopsy prophylaxis (unlicensed indication)
Drug interactionsPotentially hazardous interactions with other drugsNone known
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.
Desmopressin Preparation Products And Raw materials
Raw materialsAmmonia-->Acetic acid-->Sodium

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