1-butyl-3-(naphthalene-1-carbonyl)-1H-indole

• ChemBase ID: 163474
• Molecular Formular: C23H21NO
• Molecular Mass: 327.41894
• Monoisotopic Mass: 327.1623143
• SMILES: c1ccc2c(c1)n(cc2C(=O)c1cccc2c1cccc2)CCCC
• Canonical SMILES: CCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C23H21NO/c1-2-3-15-24-16-21(19-12-6-7-14-22(19)24)23(25)20-13-8-10-17-9-4-5-11-18(17)20/h4-14,16H,2-3,15H2,1H3
• InChIKey: VCHHHSMPMLNVGS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-butyl-3-(naphthalene-1-carbonyl)-1H-indole
• IUPAC Traditional name: 1-butyl-3-(naphthalene-1-carbonyl)indole
• Synonyms: (1-Butyl-1H-indol-3-yl)-1-naphthalenyl-methanone; 1-Butyl-3-(1-naphthoyl)indoleJWH-073

Database IDs

• CAS Number: 208987-48-8
• PubChem SID: 162257609
• PubChem CID: 10471670

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.068413
• LogD (pH = 7.4): 6.068413
• Log P: 6.068413
• Molar Refractivity: 102.9405 cm^3
• Polarizability: 42.22386 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Pale Brown Solid
• Melting Point: 103-105°C

Safety Information

• Storage Condition: Controlled Substance, -20°C Freezer

DETAILS

Toronto Research Chemicals - B693550

An analgesic compound which acts as a partial agonist at both the CB1 and CB2 cannabinoid receptors.

REFERENCES

• Wiley, J., et al.: J. Pharmacol., Exper. Ther., 285, 995 (1998)
• Aung, M., et al.: Drug and Alcohol Dependence, 60, 133 (1998)