Hydroxyzine hydrochlorideProduct ingredient for Hydroxyzine

Name
Hydroxyzine hydrochloride
Drug Entry
Hydroxyzine

Hydroxyzine is a first-generation histamine H1-receptor antagonist of the dephenylmethane and piperazine classes that exhibits sedative, anxiolytic, and antiemetic properties.2,12 It was first developed in 1955,10 and has since remained a relatively common treatment for allergic conditions such as pruritus, urticaria, dermatoses, and histamine-mediated pruritus.18 The active metabolite of hydroxyzine, cetirizine, is also available as an active ingredient in allergic medications, and is responsible for much of its hydroxyzine's antihistaminic effect.13 Hydroxyzine is also used for generalized anxiety disorder, tension caused by psychoneurosis, and other conditions with manifestations of anxiety.18

Accession Number
DBSALT000343
Structure
Synonyms
Hydroxyzine dihydrochloride / Hydroxyzine HCl
UNII
76755771U3
CAS Number
2192-20-3
Weight
Average: 447.826
Monoisotopic: 446.129461303
Chemical Formula
C21H29Cl3N2O2
InChI Key
ANOMHKZSQFYSBR-UHFFFAOYSA-N
InChI
InChI=1S/C21H27ClN2O2.2ClH/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25;;/h1-9,21,25H,10-17H2;2*1H
IUPAC Name
2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)ethan-1-ol dihydrochloride
SMILES
Cl.Cl.OCCOCCN1CCN(CC1)C(C1=CC=CC=C1)C1=CC=C(Cl)C=C1
KEGG Drug
D00672
PubChem Compound
91513
ChemSpider
82634
ChEBI
5819
ChEMBL
CHEMBL3186993
Wikipedia
Hydroxyzine
Predicted Properties
PropertyValueSource
Water Solubility0.0914 mg/mLALOGPS
logP3.43ALOGPS
logP3.41Chemaxon
logS-3.6ALOGPS
pKa (Strongest Acidic)15.12Chemaxon
pKa (Strongest Basic)7.45Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count4Chemaxon
Hydrogen Donor Count1Chemaxon
Polar Surface Area35.94 Å2Chemaxon
Rotatable Bond Count8Chemaxon
Refractivity107.07 m3·mol-1Chemaxon
Polarizability41.71 Å3Chemaxon
Number of Rings3Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleYesChemaxon