User:Mr. Ibrahem/Vasopressin

This page is about the medication. For the natural peptide, see Vasopressin (hormone).

Vasopressin

Clinical data
Pronunciation	/ˌveɪzoʊˈprɛsɪn/
Trade names	Vasostrict, Reverpleg, Empressin, others
Other names	Arginine vasopressin; argipressin
AHFS/Drugs.com	Monograph
License data	US DailyMed: Vasopressin US FDA: Vasopressin
Pregnancy category	AU: B2
Routes of administration	Intravenous (IV), intramuscular (IM), subcutaneous (SC)
Physiological data
Source tissues	Supraoptic nucleus; Paraventricular nucleus of hypothalamus
Target tissues	System-wide
Receptors	V1A, V1B, V2, OXTR
Agonists	Felypressin, desmopressin
Antagonists	Diuretics
Metabolism	Predominantly in the liver and kidneys
Legal status
Legal status	AU: S4 (Prescription only) UK: POM (Prescription only) US: ℞-only
Pharmacokinetic data
Protein binding	1%
Metabolism	Predominantly in the liver and kidneys
Onset of action	Rapid
Elimination half-life	10-20 minutes
Duration of action	20 min (after IV stopped)
Excretion	Urine
Identifiers
IUPAC name 1-{[(4R,7S,10S,13S,16S,19R)-19-Amino-7-(2-amino-2-oxoethyl)-10-(3-amino-3-oxopropyl)-13-benzyl-16-(4-hydroxybenzyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-4-yl]carbonyl}-L-p rolyl-L-arginylglycinamide
Chemical and physical data
Formula	C46H65N15O12S2
Molar mass	1084.24 g·mol−1
3D model (JSmol)	Interactive image
Density	1.6±0.1 g/cm3
SMILES c1ccc(cc1)C[C@H]2C(=O)N[C@H](C(=O)N[C@H](C(=O)N[C@@H](CSSC[C@@H](C(=O)N[C@H](C(=O)N2)Cc3ccc(cc3)O)N)C(=O)N4CCC[C@H]4C(=O)N[C@@H](CCCN=C(N)N)C(=O)NCC(=O)N)CC(=O)N)CCC(=O)N
InChI InChI=1S/C46H65N15O12S2 /c47-27-22-74-75-23-33(45(73)61-17-5-9-34(61)44(72)56-28(8-4-16-53-46(51)52)39(67)54-21-37(50)65)60-43(71)32(20-36(49)64)59-40(68)29(14-15-35(48)63)55-41(69)31(18-24-6-2-1-3-7-24)58-42(70)30(57-38(27)66)19-25-10-12-26(62)13-11-25/h1-3,6-7,10-13,27-34,62H,4-5,8-9,14-23,47H2,(H2,48,63)(H2,49,64)(H2,50,65)(H,54,67)(H,55,69)(H,56,72)(H,57,66)(H,58,70)(H,59,68)(H,60,71)(H4,51,52,53)/t27-,28-,29-,30-,31-,32-,33-,34-/m0/s1 Y Key:KBZOIRJILGZLEJ-LGYYRGKSSA-N Y

Vasopressin, sold under the brand name Argipressin among others, is a medication used for shock not responding to fluid resuscitation or norepinephrine. Other uses include cardiac arrest, diabetes insipidus, paralytic ileus, and gastrointestinal bleeding. It may also be used as part of a number of medical tests. It is given by injection. Onset of effects is rapid with the maximum effect at 15 min.

Common side effects include stomach ache, world spinning, flatulence, headache, or tremor. Other side effects may include a slow heart rate, mesenteric ischemia, water intoxication, and coronary ischemia. During the later part of pregnancy it may result in contraction of the uterus. It works by activating the vasopressin receptor resulting in contraction of blood vessels. In the kidneys in results in concentration of the urine.

Vasopressin was first isolated by Vincent du Vigneaud in 1953 and manufactured in 1958. It is available as a generic medication. In the United Kingdom a vial of 20 units costs the NHS about £80 as of 2020. This amount in the United States costs about 60 USD.