N-{3,5-bis[(diethylamino)methyl]-4-hydroxyphenyl}acetamide

• ChemBase ID: 162269
• Molecular Formular: C18H31N3O2
• Molecular Mass: 321.45764
• Monoisotopic Mass: 321.24162725
• SMILES: c1(cc(c(c(c1)CN(CC)CC)O)CN(CC)CC)NC(=O)C
• Canonical SMILES: CCN(Cc1cc(NC(=O)C)cc(c1O)CN(CC)CC)CC
• InChI: InChI=1S/C18H31N3O2/c1-6-20(7-2)12-15-10-17(19-14(5)22)11-16(18(15)23)13-21(8-3)9-4/h10-11,23H,6-9,12-13H2,1-5H3,(H,19,22)
• InChIKey: DWXOUJKPLMZXRR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-{3,5-bis[(diethylamino)methyl]-4-hydroxyphenyl}acetamide
• IUPAC Traditional name: N-{3,5-bis[(diethylamino)methyl]-4-hydroxyphenyl}acetamide
• Synonyms: α,α'-Bis(diethylamino)-4'-hydroxy-3',5'-acetoxylidide; N-[3,5-Bis[(diethylamino)methyl]-4-hydroxyphenyl]acetamide

Database IDs

• CAS Number: 81080-09-3
• PubChem SID: 162256404
• PubChem CID: 71314063

CALCULATED PROPERTIES

• Acid pKa: 7.072475
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.8196514
• LogD (pH = 7.4): -0.9631559
• Log P: 0.53617233
• Molar Refractivity: 98.9817 cm^3
• Polarizability: 37.275215 Å^3
• Polar Surface Area: 55.81 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B426270

A benzyldiethylamine derivative with paristicidal activity. An impurity of Amodiaquine (A634200).

REFERENCES

• Stavrovskaya, V.I. et al.: Zhur. Obsh. Khim., 25, 951 (1955)
• Yu, X. et al.: Zhong. Yiy. Gong. Zaz., 20, 313 (1955)