Product Name

Desmopressin Acetate

CAS Number

62288-83-9

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Product Name:
Desmopressin Acetate
CAS Number:
62288-83-9
Indication:
Oral formulations may be used to manage primary nocturnal enuresis in adults and vasopressin sensitive diabetes insipidus, and for control of temporary polyuria and polydipsia following head trauma or surgery in the pituitary region. Intranasal and parenteral formulations may be used to manage spontaneous or trauma-induced bleeds (e.g. hemarthrosis, intramuscular hematoma, mucosal bleeding) in patients with hemophilia A or von Willebrand’s disease Type I. May also be used parenterally to prevent or treat bleeding in patients with uremia.
Mode of Action:

Desmopressin emulates the actions of endogenous human ADH (refer to Pharmacology section above). Desmpressin is a structural analogue of ADH modified by deamination of 1-cysteine and substitution of 8-L-arginine by 8-D-arginine. Compared to natural ADH, desmopressin elicits a great antidiuretic response on weight basis.

Pharmacodynamics:

Desmopressin is a synthetic analogue of the natural antidiuretic hormone (ADH or vasopressin) that is produced by the hypothalamus and stored in the posterior pituitary gland. The main function of ADH is to regulate extracellular fluid volume in the body. ADH secretion is stimulated by angiotensin II, linking it to the renin-angiotensin-aldosterone system (RAAS). ADH stimulates water reabsorption in the kidneys by causing the insertion of aquaporin-2 channels on the apical surface of cells of the DCT and collecting tubules. It also causes vasoconstriction through its action on vascular smooth muscle cells of the collecting tubules. The efficacy of desmopressin for managing bleeds in patients with hemophilia A or von Willebrand’s disease Type I arises from its ability to elicit dose-dependent increases in plasma factor VIII (antihemophilic factor), plasminogen activator, and to a lesser extent, factor VIII-related antigen and ristocetin cofactor activities; these changes improve blood clotting.

Metabolism:

Metabolic fate unknown. Is not affected by liver microsomal cytochrome P450 enzymes.

Toxicity:

Overdose may lead to increased duration of action and lead to symptoms such as fluid retention, headaches, abdominal cramps, nausea, and facial flushing. Adverse effects include headache, nausea, abdominal pain, facial flushing, dizziness, dry mouth, and hyponatremia. Nasal congestion and rhinitis have been reported with nasal spray formulations.

IUPAC:
Vasopressin, 1-(3-mercaptopropanoic acid)-8-D-arginine-, monoacetate (salt)
ATC:
H01BA02
PubChem:
5311065
DrugBank:
DB00035 (BIOD00061, BIOD00112, BTD00061, BTD00112)
Formula:
C46-H64-N14-O12-S2.C2-H4-O2
Molecular Mass:
1129.28
Synonyms:
1-(3-Mercaptopropionic acid)-8-D-arginine vasopression monoacetate, Concentraid, DDAVP, DDAVP (needs no refrigeration), DDAVP Nasal Spray, DDAVP Rhinal Tube, Demopressin acetate, Desmopressin acetate, Desmopressin acetate (needs NO refrigeration), Desmopressin acetate preservative free, Minirin, Minirine, Octostim, Stimate, Stimate Nasal Spray, UNII-1K12647SFC
SMILES:
N1(CCC[C@@H]1C(=O)N[C@@H](C(NCC(N)=O)=O)CCCNC(N)=N)C([C@@H]1CSSCCC(N[C@@H](C(N[C@@H](C(=O)N[C@@H](CCC(=O)N)C(=O)N[C@@H](CC(N)=O)C(N1)=O)Cc1ccccc1)=O)Cc1ccc(cc1)O)=O)=O.CC(O)=O
AHFS Code:
08:28.0
General Reference:
General Reference:

 

  1. Leissinger C, Becton D, Cornell C Jr, Cox Gill J: High-dose DDAVP intranasal spray (Stimate) for the prevention and treatment of bleeding in patients with mild haemophilia A, mild or moderate type 1 von Willebrand disease and symptomatic carriers of haemophilia A. Haemophilia. 2001 May;7(3):258-66. Pubmed
  2. Sequence Information Link

 

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