[3-(2,5-dichlorophenoxy)-2-hydroxypropyl][2-(2H3)methyl(2H6)propan-2-yl]amine

• ChemBase ID: 164061
• Molecular Formular: C13H19Cl2NO2
• Molecular Mass: 292.20146
• Monoisotopic Mass: 291.07928421
• SMILES: c1cc(cc(c1Cl)OCC(CNC(C)(C)C)O)Cl
• Canonical SMILES: OC(COc1cc(Cl)ccc1Cl)CNC(C)(C)C
• InChI: InChI=1S/C13H19Cl2NO2/c1-13(2,3)16-7-10(17)8-18-12-6-9(14)4-5-11(12)15/h4-6,10,16-17H,7-8H2,1-3H3
• InChIKey: XYCMOTOFHFTUIU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [3-(2,5-dichlorophenoxy)-2-hydroxypropyl][2-(^2H₃)methyl(^2H₆)propan-2-yl]amine
• IUPAC Traditional name: [3-(2,5-dichlorophenoxy)-2-hydroxypropyl][2-(^2H₃)methyl(^2H₆)propan-2-yl]amine
• Synonyms: 1-[(4-Chlorophenyl)phenylmethyl]-4-methylpiperazine Hydrochloride; 1-(p-Chloro-α-phenylbenzyl)-4-methylpiperazine Monohydrochloride; Di-Paralene; Histantin; NSC 169496; Perazil; Chlor Cyclizine Hydrochloride

Database IDs

• CAS Number: 14362-31-3
• PubChem SID: 162258196
• PubChem CID: 71314675

CALCULATED PROPERTIES

• Acid pKa: 14.0875
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.11937414
• LogD (pH = 7.4): 0.77450955
• Log P: 3.0828853
• Molar Refractivity: 74.6233 cm^3
• Polarizability: 29.819096 Å^3
• Polar Surface Area: 41.49 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C326500

An antihistaminic drug. A drug analog of Cyclizine (C987805).

REFERENCES

• Leurs, R., et al.: Pharmacol. Ther., 66, 413 (1995)
• Hu, Q., et al.: J. Biol. Chem., 274, 33995 (1995)
• Church, M., et al.: Clin. Exp. Allergy, 31, 1341 (1995)