Cetirizine

C21H25ClN2O3CAS 83881-51-0388.89 g/mol

Open in Covalent MOL file
OOHONNCl
Aryl halideCarboxylic acidEtherTertiary amine

Properties

Molecular formula
C21H25ClN2O3
Molar mass
388.89 g/mol
Exact mass
388.1554 Da
Melting point
112.5 °C
logP
3.15Crippen estimate
Polar surface area
53.0 Ų
H-bond donors / acceptors
1 / 4
Rotatable bonds
8

Hazards

Warning
Irritant (GHS07)

Aggregated from 10 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P264, P270, P301+P317, P330, P501

Identifiers

CAS number
83881-51-0
SMILES
O=C(O)COCCN1CCN(C(c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey
ZKLPARSLTMPFCP-UHFFFAOYSA-N
InChI
InChI=1S/C21H25ClN2O3/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)
Characterization data

Calculated from the structure, in the form journals print them.

¹H NMR
Predicted ¹H NMR (400 MHz, CDCl₃) δ 11.50 (br s, 1H), 7.39 (m, J = 7.7 Hz, 2H), 7.36 (m, J = 7.7, 1.6 Hz, 2H), 7.36 (m, J = 7.7 Hz, 2H), 7.36 (m, J = 7.7, 1.6 Hz, 1H), 7.34 (m, J = 7.7 Hz, 2H), 5.23 (s, 1H), 4.34 (s, 2H), 3.62 (t, J = 7.0 Hz, 2H), 2.88 (m, J = 7.0 Hz, 4H), 2.88 (m, J = 7.0 Hz, 4H), 2.78 (t, J = 7.0 Hz, 2H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 177.0, 143.2, 141.2, 133.0, 128.6, 128.4, 128.0, 127.0, 126.6, 77.4, 72.1, 70.7, 56.5, 53.8, 52.8.
[M + H]+
[M + H]+ Calcd for C21H26ClN2O3 389.1626
[M + Na]+
[M + Na]+ Calcd for C21H25ClN2NaO3 411.1446
[M − H]−
[M − H]− Calcd for C21H24ClN2O3 387.1481
Elemental analysis
Anal. Calcd for C21H25ClN2O3: C, 64.86; H, 6.48; N, 7.20.

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

11 names
  • Acetic acid, 2-[2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-
  • Acetic acid, [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-
  • 2-[2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid
  • (±)-Cetirizine
  • Cetirizin-teva
  • Piriteze
  • Rigix
  • Allamine
  • Cetrin
  • Zetrinal
  • (2-[4-[(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl]-ethoxy)-acetic acid

Work with Cetirizine

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

(-)-Cetirizine130018-77-8Defined stereoisomer Cetirizine hydrochloride83881-52-1Salt Levocetirizine dihydrochloride130018-87-0Salt, defined stereoisomer

Similar compounds

(±)-Hydroxyzine68-88-267 % similar Hydroxyzine hydrochloride2192-20-363 % similar 4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol109806-71-558 % similar 2-[2-[4-(Diphenylmethyl)-1-piperazinyl]ethoxy]ethanol3733-63-953 % similar Hydroxyzine pamoate10246-75-052 % similar Hydroxydiethylphenamine13073-96-650 % similar Meclizine569-65-347 % similar (-)-1-[(4-Chlorophenyl)phenylmethyl]piperazine130018-88-147 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

Bepotastine125602-71-3

Elsewhere

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