N-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]acetamide hydrochloride

• ChemBase ID: 92191
• Molecular Formular: C12H17ClN2O3
• Molecular Mass: 272.72798
• Monoisotopic Mass: 272.09277009
• SMILES: CC(=O)NCCC(=O)c1c(ccc(c1)OC)N.Cl
• Canonical SMILES: COc1ccc(c(c1)C(=O)CCNC(=O)C)N.Cl
• InChI: InChI=1S/C12H16N2O3.ClH/c1-8(15)14-6-5-12(16)10-7-9(17-2)3-4-11(10)13;/h3-4,7H,5-6,13H2,1-2H3,(H,14,15);1H
• InChIKey: JMBYMENFYWCJRD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]acetamide hydrochloride
• IUPAC Traditional name: N-[3-(2-amino-5-methoxyphenyl)-3-oxopropyl]acetamide hydrochloride
• Synonyms: N-gamma-Acetyl-5-methoxykynurenamine hydrochloride; N1-Acetyl-5-methoxykynuramine Hydrochloride; N-[3-(2-Amino-5-methoxyphenyl)-3-oxopropyl]acetamide Hydrochloride; N-γ-Acetyl-5-methoxykynurenamine Hydrochloride

Database IDs

• CAS Number: 1215711-91-3
• PubChem SID: 162078889
• PubChem CID: 46780035

CALCULATED PROPERTIES

• Acid pKa: 15.217805
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.32391766
• LogD (pH = 7.4): 0.325999
• Log P: 0.3260256
• Molar Refractivity: 65.1273 cm^3
• Polarizability: 24.476274 Å^3
• Polar Surface Area: 81.42 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Beige to Brown Solid
• Melting Point: 165-167°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Irritant

DETAILS

Apollo Scientific Ltd - OR8650T

A metabolite of melatonin.

Toronto Research Chemicals - A186500

A metabolite of Melatonin (M215000).

REFERENCES

• Mailliet, F., et al.: Biochem. Pharmacol., 71, 74 (2005)
• Leon, J., et al.: J. Neurochem., 98, 2023 (2005)
• Ma, X., et al.: Endocrinol., 149, 1869 (2005)