1-(2H13)hexyl-3-(naphthalene-1-carbonyl)-1H-indole

• ChemBase ID: 169980
• Molecular Formular: C25H25NO
• Molecular Mass: 355.4721
• Monoisotopic Mass: 355.19361443
• SMILES: c1ccc2c(c1)n(cc2C(=O)c1cccc2c1cccc2)CCCCCC
• Canonical SMILES: CCCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C25H25NO/c1-2-3-4-9-17-26-18-23(21-14-7-8-16-24(21)26)25(27)22-15-10-12-19-11-5-6-13-20(19)22/h5-8,10-16,18H,2-4,9,17H2,1H3
• InChIKey: PALJPGHWDUHUPO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₁₃)hexyl-3-(naphthalene-1-carbonyl)-1H-indole
• IUPAC Traditional name: 1-(^2H₁₃)hexyl-3-(naphthalene-1-carbonyl)indole
• Synonyms: (1-Hexyl-d13-1H-indol-3-yl)-1-naphthalenylmethanone; 1-Hexyl-d13-3-(1-naphthoyl)indoleJWH 19-d13

Database IDs

• CAS Number: 1346598-25-1
• PubChem SID: 162264112
• PubChem CID: 71317244

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.95755
• LogD (pH = 7.4): 6.95755
• Log P: 6.95755
• Molar Refractivity: 112.1425 cm^3
• Polarizability: 46.00318 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: 86-89°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H296802

Labelled JWH 19 (H296800). An N-1 alkyl indole cannabinoid receptor agonist. The N-1 alkyl chain length of cannabimimetic indoles influences CB1 and CB2 receptor binding.

REFERENCES

• D'Ambra, T., et al.: J. Med. Chem., 35, 124 (1992)
• Cheng, Y., et al.: Biochem. Pharmacol., 22, 3099 (1992)
• Pertwee, R., et al.: Eur. J. Pharmacol., 284, 241 (1992)