Desmopressin

Desmopressin, sold under the trade name DDAVP among others, is a medication used to treat diabetes insipidus, bedwetting, hemophilia A, von Willebrand disease, and high blood urea levels. In hemophilia A and von Willebrand disease, it should only be used for mild to moderate cases. It may be given in the nose, by injection into a vein, by mouth, or under the tongue.

Desmopressin
Clinical data
Trade namesDDAVP (deamino D-arginine vasopressin), Minirin, others
AHFS/Drugs.comMonograph
Pregnancy
category
  • AU: B2
Routes of
administration		IV, IM, SC, intranasal, by mouth, under the tongue
ATC code
Legal status
Legal status
  • UK: POM (Prescription only)
  • US: ℞-only
Pharmacokinetic data
BioavailabilityVariable; 0.08–0.16% (by mouth)
Protein binding50%
Elimination half-life1.5–2.5 hours
ExcretionKidney
Identifiers
  • (2S)-N-[(2R)-1-[(2-amino-2-oxoethyl)amino]-5-
    (diaminomethylideneamino)-1-oxopentan-2-yl]-1-
    [(4R,7S,10S,13S,16S)-7-(2-amino-2-oxoethyl)-10-
    (3-amino-3-oxopropyl)-16-[(4-hydroxyphenyl)methyl]-
    6,9,12,15,18-pentaoxo-13-(phenylmethyl)1,2-dithia-
    5,8,11,14,17-pentazacycloicosane-4-carbonyl]
    pyrrolidine-2-carboxamide
CAS Number
PubChem CID
IUPHAR/BPS
DrugBank
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.037.009
Chemical and physical data
FormulaC46H64N14O12S2
Molar mass1069.22 g·mol−1
3D model (JSmol)
SMILES
  • c1ccc(cc1)C[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSCCC(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)O)C(=O)N4CCC[C@H]4C(=O)N[C@H](CCCNC(=N)N)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
  • InChI=1S/C46H64N14O12S2/c47-35(62)15-14-29-40(67)58-32(22-36(48)63)43(70)59-33(45(72)60-18-5-9-34(60)44(71)56-28(8-4-17-52-46(50)51)39(66)53-23-37(49)64)24-74-73-19-16-38(65)54-30(21-26-10-12-27(61)13-11-26)41(68)57-31(42(69)55-29)20-25-6-2-1-3-7-25/h1-3,6-7,10-13,28-34,61H,4-5,8-9,14-24H2,(H2,47,62)(H2,48,63)(H2,49,64)(H,53,66)(H,54,65)(H,55,69)(H,56,71)(H,57,68)(H,58,67)(H,59,70)(H4,50,51,52)/t28-,29+,30+,31+,32+,33+,34+/m1/s1 N
  • Key:NFLWUMRGJYTJIN-PNIOQBSNSA-N N
 NY (what is this?)  (verify)

Common side effects include headaches, diarrhea, and low blood sodium. The low blood sodium that results may cause seizures. It should not be used in people with significant kidney problems or low blood sodium. It appears to be safe to use during pregnancy. It is a synthetic analogue of vasopressin, the hormone that plays roles in the control of the body's osmotic balance, blood pressure regulation, kidney function, and reduction of urine production.

Desmopressin was approved for medical use in the United States in 1978. It is on the World Health Organization's List of Essential Medicines. It is available as a generic medication.

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