Bepotastine

C21H25ClN2O3CAS 125602-71-3388.89 g/mol

Open in Covalent MOL file
OOHNOClN
Aryl halideCarboxylic acidEtherTertiary amine

Properties

Molecular formula
C21H25ClN2O3
Molar mass
388.89 g/mol
Exact mass
388.1554 Da
logP
4.17Crippen estimate
Polar surface area
62.7 Ų
H-bond donors / acceptors
1 / 4
Rotatable bonds
8
Stereocentres
Sin 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
125602-71-3
SMILES
O=C(O)CCCN1CCC(O[C@@H](c2ccc(Cl)cc2)c2ccccn2)CC1
InChIKey
YWGDOWXRIALTES-NRFANRHFSA-N
InChI
InChI=1S/C21H25ClN2O3/c22-17-8-6-16(7-9-17)21(19-4-1-2-12-23-19)27-18-10-14-24(15-11-18)13-3-5-20(25)26/h1-2,4,6-9,12,18,21H,3,5,10-11,13-15H2,(H,25,26)/t21-/m0/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), 8.55 (dd, J = 4.9, 1.8 Hz, 1H), 7.61 (td, J = 7.7, 1.8 Hz, 1H), 7.32 (m, J = 7.7 Hz, 2H), 7.27 (m, J = 7.7 Hz, 2H), 7.22 (m, J = 7.7, 1.4 Hz, 1H), 7.22 (m, J = 7.7, 4.9, 1.4 Hz, 1H), 5.87 (s, 1H), 3.57 (quint, J = 7.0 Hz, 1H), 2.79 (t, J = 7.0 Hz, 4H), 2.45 (t, J = 7.0 Hz, 2H), 2.38 (t, J = 7.0 Hz, 2H), 1.85 (q, J = 7.0 Hz, 4H), 1.74 (quint, J = 7.0 Hz, 2H).
¹³C NMR
Predicted ¹³C NMR (101 MHz, CDCl₃) δ 180.3, 162.3, 150.0, 138.8, 136.1, 133.9, 128.7, 127.9, 122.9, 122.3, 92.2, 76.2, 56.1, 52.5, 31.8, 31.2, 24.8.
[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

4 names
  • 1-Piperidinebutanoic acid, 4-[(S)-(4-chlorophenyl)-2-pyridinylmethoxy]-
  • 4-[(S)-(4-Chlorophenyl)-2-pyridinylmethoxy]-1-piperidinebutanoic acid
  • (S)-Bepotastine
  • (S)-4-[4-(4-Chlorophenyl-2-pyridylmethoxy)piperidinyl]butyric acid

Work with Bepotastine

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.

Bepotastine besilate190786-44-8Salt

Similar compounds

2-[(S)-(4-Chlorophenyl)(4-piperidinyloxy)methyl]pyridine (2R,3R)-2,3-dihydroxybutanedioate210095-58-257 % similar 2-((4-Chlorophenyl)(4-piperidinyloxy)methyl)pyridine122368-54-156 % similar (S)-2-[(4-Chlorophenyl)(4-piperidinyloxy)methyl]pyridine201594-84-556 % similar Carbinoxamine maleate3505-38-248 % similar Chlorpheniramine maleate113-92-846 % similar Dexchlorpheniramine maleate2438-32-646 % similar Ebastine90729-43-440 % similar (S)-(4-Chlorophenyl)(pyridin-2-yl)methanol176022-47-239 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue.

All similar compounds

Same formula

(-)-Cetirizine130018-77-8 Cetirizine83881-51-0

Elsewhere

PubChem CAS Common Chemistry NIST WebBook