Desmopressin

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
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 Edit this at Wikidata
Chemical and physical data
FormulaC46H64N14O12S2
Molar mass1069.22 g·mol−1
3D model (JSmol)
  • 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
 ☒NcheckY (what is this?)  (verify)

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.[1] In hemophilia A and von Willebrand disease, it should only be used for mild to moderate cases.[1] It may be given in the nose, by injection into a vein, by mouth, or under the tongue.[1]

Common side effects include headaches, diarrhea, and low blood sodium.[1] The low blood sodium that results may cause seizures.[1] It should not be used in people with significant kidney problems or low blood sodium.[1] It appears to be safe to use during pregnancy.[1] 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,[2] and reduction of urine production.[1]

Desmopressin was approved for medical use in the United States in 1978.[1] It is on the World Health Organization's List of Essential Medicines.[3] It is available as a generic medication.[1]

  1. ^ a b c d e f g h i j "Desmopressin Acetate". The American Society of Health-System Pharmacists. Archived from the original on 3 December 2016. Retrieved 2 December 2016.
  2. ^ Cuzzo B, Padala SA, Lappin SL (2021). "Physiology, Vasopressin". StatPearls. Treasure Island (FL): StatPearls Publishing. PMID 30252325. Retrieved 2021-06-29.
  3. ^ World Health Organization (2019). World Health Organization model list of essential medicines: 21st list 2019. Geneva: World Health Organization. hdl:10665/325771. WHO/MVP/EMP/IAU/2019.06. License: CC BY-NC-SA 3.0 IGO.