Cetirizine methyl ester

HCID 608480

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Basic information

CAS: 83881-46-3
Standard SMILES: COC(=O)COCCN1CCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey: BYCHNMFDSQCCDD-UHFFFAOYSA-N
Molecular formula: C22H27ClN2O3
Average molar mass: 402.9 g/mol

Names & identifiers

Preferred name: Cetirizine methyl ester
IUPAC: methyl 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetate
English name: Cetirizine Methyl Ester
Molecular formula: C22H27ClN2O3
Molecular weight: 402.91

Names & synonyms

Cetirizine Methyl Ester83881-46-3UNII-3IBM2U5K9C3IBM2U5K9CMethyl 2-(2-(4-((4-chlorophenyl)phenylmethyl)piperazin-1-yl(ethoxy)acetateAcetic acid, 2-(2-(4-((4-chlorophenyl)phenylmethyl)-1-piperazinyl)ethoxy)-, methyl esterRefChem:200117(+-)-CETIRIZINE METHYL ESTER(+/-)-Cetirizine methyl esterMethyl 2-[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetatemethyl 2-[2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethoxy]acetatemethyl 2-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethoxy)acetate

Show more names

COOMeCetirizine Impurity HLevocetirizine Impurity HCetirizine Methyl Ester (USP)Cetirizine Methyl Ester ImpurityCetirizine methyl ester(free base)Levocetirizine IMpurity: IMpurity ICetirizine Methyl Ester DihydrochlorideCetirizine Methyl Ester (Discontinued, See C291140 dihydrochloride)

orb1983347SCHEMBL5182111(R)-ucb 29992methyl 2-(2-{4-[(R)-(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)acetateZMA76097FC19913AS-88151DA-51794

Database identifiers

CAS: 83881-46-3
PubChem CID: 608480
UNII: 3IBM2U5K9C

Properties

Computed structural properties

XLogP: 4.3
Topological polar surface area: 42 Å²
Hydrogen bond donors: 0
Hydrogen bond acceptors: 5
Rotatable bonds: 9
Heavy atoms: 28
Formal charge: 0
Complexity: 457

Physicochemical properties

Boiling point: 508.5 · 508.5±45.0 °C(Predicted)
Density: 1.186 · 1.186±0.06 g/cm3(Predicted)
storage temp.: Refrigerator
form: Oil
pka: 6.41 · 6.41±0.10(Predicted)
color: Light yellow to yellow
FDA UNII: 3 IBM2U5K9C · 3IBM2U5K9C

Chemistry & industry

Applications

UsesCetirizine methyl ester is an impurity of Cetirizine (HY-17042). Cetirizine, a second-generation antihistamine and the carboxylated metabolite of hydroxyzine, is a specific, orally active and long-acting histamine H1-receptor antagonist[1].