N-[2-(3,4,5-trimethoxyphenyl)ethyl]acetamide

• ChemBase ID: 159350
• Molecular Formular: C13H19NO4
• Molecular Mass: 253.29426
• Monoisotopic Mass: 253.13140809
• SMILES: c1c(c(c(cc1CCNC(=O)C)OC)OC)OC
• Canonical SMILES: COc1cc(CCNC(=O)C)cc(c1OC)OC
• InChI: InChI=1S/C13H19NO4/c1-9(15)14-6-5-10-7-11(16-2)13(18-4)12(8-10)17-3/h7-8H,5-6H2,1-4H3,(H,14,15)
• InChIKey: SNMFNOQKGANWHD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(3,4,5-trimethoxyphenyl)ethyl]acetamide
• IUPAC Traditional name: N-[2-(3,4,5-trimethoxyphenyl)ethyl]acetamide
• Synonyms: N-[2-(3,4,5-Trimethoxyphenyl)ethyl]acetamide; N-Acetyl-3,4,5-trimethoxyphenethylamine; NSC 326675; N-Acetyl Mescaline

Database IDs

• CAS Number: 4593-89-9
• PubChem SID: 162253485
• PubChem CID: 100597

CALCULATED PROPERTIES

• Acid pKa: 15.333198
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7335081
• LogD (pH = 7.4): 0.7335082
• Log P: 0.7335083
• Molar Refractivity: 68.1198 cm^3
• Polarizability: 26.478804 Å^3
• Polar Surface Area: 56.79 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 77-90°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - A186300

A metabolite of Mescaline (T795730).

REFERENCES

• Andreu, J., et al.: Biochemistry, 30, 3777 (1967)
• Banerjee, A., et al.: J. Biol. Chem., 267, 13335 (1967)
• Musacchio, J.M. et al.: Biochem. Pharmacol., 16, 963 (1967)