N-[3-(dimethylamino)propyl]tetradecanamide

• ChemBase ID: 159640
• Molecular Formular: C19H40N2O
• Molecular Mass: 312.5337
• Monoisotopic Mass: 312.31406391
• SMILES: N(CCCNC(=O)CCCCCCCCCCCCC)(C)C
• Canonical SMILES: CCCCCCCCCCCCCC(=O)NCCCN(C)C
• InChI: InChI=1S/C19H40N2O/c1-4-5-6-7-8-9-10-11-12-13-14-16-19(22)20-17-15-18-21(2)3/h4-18H2,1-3H3,(H,20,22)
• InChIKey: IFYDWYVPVAMGRO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-(dimethylamino)propyl]tetradecanamide
• IUPAC Traditional name: N-[3-(dimethylamino)propyl]tetradecanamide
• Synonyms: N-[3-(Dimethylamino)propyl]tetradecanamide; Dimethylaminopropyl Myristamide; Lexamine M 13; Myristamidopropyl Dimethylamine; N-[3-(Dimethylamino)propyl]myristamide; Schercodine M; Aldox

Database IDs

• CAS Number: 45267-19-4
• PubChem SID: 162253775
• PubChem CID: 170759

CALCULATED PROPERTIES

• Acid pKa: 16.432419
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.5389293
• LogD (pH = 7.4): 2.9701295
• Log P: 4.862783
• Molar Refractivity: 97.485 cm^3
• Polarizability: 38.486473 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 49-51°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A521000

Myristamidopropyl dimethylamine (MAPD), present as Aldox in Opti-Free Express Disinfecting Solution for contact lens care, was tested for its potential as a drug in treatment of Acanthamoeba keratitis. MAPD is an amidoamine compound that shows activity a

REFERENCES

• Stehr-Green, J., et al.: Am. J. Ophthalmol., 107, 331 (1989)
• Schuster, F., et al.: Clin. Microbiol. Rev., 15, 342 (1989)
• Hughes, R., et al.: J. Antimicrob. Chemother., 51, 1415 (1989)