(-)-Cetirizine

C21H25ClN2O3CAS 130018-77-8388.89 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
logP
3.15Crippen estimate
Polar surface area
53.0 Ų
H-bond donors / acceptors
1 / 4
Rotatable bonds
8
Stereocentres
Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless.

Search the SDS library

Identifiers

CAS number
130018-77-8
SMILES
O=C(O)COCCN1CCN([C@H](c2ccccc2)c2ccc(Cl)cc2)CC1
InChIKey
ZKLPARSLTMPFCP-OAQYLSRUSA-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)/t21-/m1/s1
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

7 names
  • Acetic acid, 2-[2-[4-[(R)-(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-
  • Acetic acid, [2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-, (R)-
  • Acetic acid, [2-[4-[(R)-(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]-
  • 2-[2-[4-[(R)-(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy]acetic acid
  • Levocetirizine
  • (R)-Cetirizine
  • (R)-2-(2-(4-((4-Chlorophenyl)(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.

Cetirizine83881-51-0Stereo not defined Cetirizine hydrochloride83881-52-1Salt, stereo not defined Levocetirizine dihydrochloride130018-87-0Salt

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

PubChem CAS Common Chemistry NIST WebBook