N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide

• ChemBase ID: 105661
• Molecular Formular: C19H20N2O
• Molecular Mass: 292.3749
• Monoisotopic Mass: 292.15756327
• SMILES: CC(=O)NCCc1c(Cc2ccccc2)[nH]c2c1cccc2
• Canonical SMILES: CC(=O)NCCc1c(Cc2ccccc2)[nH]c2c1cccc2
• InChI: InChI=1S/C19H20N2O/c1-14(22)20-12-11-17-16-9-5-6-10-18(16)21-19(17)13-15-7-3-2-4-8-15/h2-10,21H,11-13H2,1H3,(H,20,22)
• InChIKey: WVVXBPKOIZGVNS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide
• IUPAC Traditional name: luzindole; N-[2-(2-benzyl-1H-indol-3-yl)ethyl]acetamide
• Synonyms: 2-Benzyl-N-acetyltryptamine; N-[2-[2-(Phenylmethyl)-1H-indol-3-yl]ethyl]acetamide; Luzindole; N-Acetyl-2-benzyltryptamine; LUZINDOLE

Database IDs

• CAS Number: 117946-91-5
• MDL Number: MFCD00672498
• PubChem SID: 24896315; 162092655
• PubChem CID: 122162
• Chemspider ID: 108959
• Wikipedia Title: Luzindole

CALCULATED PROPERTIES

• Acid pKa: 15.676701
• H Acceptors: 1
• H Donor: 2
• LogD (pH = 5.5): 3.1611717
• LogD (pH = 7.4): 3.1611717
• Log P: 3.1611717
• Molar Refractivity: 89.5854 cm^3
• Polarizability: 35.534744 Å^3
• Polar Surface Area: 44.89 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO: soluble5 mg/mL; Ethanol
• Apperance: Off-White to Light Yellow Solid
• Melting Point: 44-46°C

Safety Information

• Storage Condition: -20°C, Desiccate; Hygroscopic, Store under Inert atmosphere -20°C Freezer
• Storage Warning: Store at -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Pharmacology Properties

• Legal Status: Non-regulated
• Gene Information: human ... MTNR1A(4543), MTNR1B(4544)

Product Information

• Purity: ≥90%

DETAILS

MP Biomedicals - 02193680

A melatonin antagonist with high selectivity for melatonin sites in mammalian CNS.
Soluble in ethanol.

Sigma Aldrich - L2407

Biochem/physiol Actions
Melatonin receptor antagonist

Toronto Research Chemicals - L482000

A melatonin receptor antagonist.

REFERENCES

• Dubocovitch, M.L.: J. Pharmacol. Exp. Ther., 233, 902 (1988)