dimethyl({2-[(4-methylphenyl)(phenyl)methoxy]ethyl})amine

• ChemBase ID: 178694
• Molecular Formular: C18H23NO
• Molecular Mass: 269.38132
• Monoisotopic Mass: 269.17796436
• SMILES: c1c(ccc(c1)C(OCCN(C)C)c1ccccc1)C
• Canonical SMILES: CN(CCOC(c1ccc(cc1)C)c1ccccc1)C
• InChI: InChI=1S/C18H23NO/c1-15-9-11-17(12-10-15)18(20-14-13-19(2)3)16-7-5-4-6-8-16/h4-12,18H,13-14H2,1-3H3
• InChIKey: PJUYQWIDNIAHIZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl({2-[(4-methylphenyl)(phenyl)methoxy]ethyl})amine
• IUPAC Traditional name: 4-methyldiphenhydramine
• Synonyms: N,N-Dimethyl-2-[(4-methylphenyl)phenylmethoxy]ethanamine; 4-Methyldiphenhydramine; p-Methyldiphenhydramine; N,N-Dimethyl-N-[2-(p-methyl-α-phenylbenzyloxy)ethyl]amine; p-Methylbenzhydryl 2-Dimethylaminoethyl Ether; Toladryl

Database IDs

• CAS Number: 19804-27-4
• PubChem SID: 164234604
• PubChem CID: 19935

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 1.0371032
• LogD (pH = 7.4): 2.6876683
• Log P: 4.1653285
• Molar Refractivity: 84.9682 cm^3
• Polarizability: 33.171146 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T530800

A diphenylhydramine analog classified as an antihistaminic.

REFERENCES

• Bakker, R.A. et al.: Mol. Pharm., 60, 1133 (2001)
• Rekker, R.F. et al.: Arzneim.-Forsch., 21, 688 (2001)