Levocetirizine dihydrochlorideProduct ingredient for Levocetirizine

Name
Levocetirizine dihydrochloride
Drug Entry
Levocetirizine

Levocetirizine is a selective histamine H1 antagonist used to treat a variety of allergic symptoms.2,3,4 It is the R enantiomer of cetirizine.4 Levocetirizine has greater affinity for the histamine H1 receptor than cetirizine.4

Levocetirizine was granted FDA approval in 1995.4

Accession Number
DBSALT001370
Structure
Thumb
Synonyms
Levocetirizine diHCl
UNII
SOD6A38AGA
CAS Number
130018-87-0
Weight
Average: 461.81
Monoisotopic: 460.1087258
Chemical Formula
C21H27Cl3N2O3
InChI Key
PGLIUCLTXOYQMV-GHVWMZMZSA-N
InChI
InChI=1S/C21H25ClN2O3.2ClH/c22-19-8-6-18(7-9-19)21(17-4-2-1-3-5-17)24-12-10-23(11-13-24)14-15-27-16-20(25)26;;/h1-9,21H,10-16H2,(H,25,26);2*1H/t21-;;/m1../s1
IUPAC Name
2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetic acid dihydrochloride
SMILES
Cl.Cl.OC(=O)COCCN1CCN(CC1)[C@H](C1=CC=CC=C1)C1=CC=C(Cl)C=C1
ChemSpider
8131587
ChEMBL
CHEMBL1201190
Predicted Properties
PropertyValueSource
Water Solubility0.0658 mg/mLALOGPS
logP2.98ALOGPS
logP0.87ChemAxon
logS-3.8ALOGPS
pKa (Strongest Acidic)3.59ChemAxon
pKa (Strongest Basic)7.42ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area53.01 Å2ChemAxon
Rotatable Bond Count8ChemAxon
Refractivity106.87 m3·mol-1ChemAxon
Polarizability41.92 Å3ChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleYesChemAxon