1-(2H9)butyl-3-(4-methoxynaphthalene-1-carbonyl)-1H-indole

• ChemBase ID: 172018
• Molecular Formular: C24H23NO2
• Molecular Mass: 357.44492
• Monoisotopic Mass: 357.17287898
• SMILES: c1ccc2c(c1)c(cn2CCCC)C(=O)c1c2c(c(cc1)OC)cccc2
• Canonical SMILES: CCCCn1cc(c2c1cccc2)C(=O)c1ccc(c2c1cccc2)OC
• InChI: InChI=1S/C24H23NO2/c1-3-4-15-25-16-21(18-10-7-8-12-22(18)25)24(26)20-13-14-23(27-2)19-11-6-5-9-17(19)20/h5-14,16H,3-4,15H2,1-2H3
• InChIKey: PGOAKRPGOLHODL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₉)butyl-3-(4-methoxynaphthalene-1-carbonyl)-1H-indole
• IUPAC Traditional name: 1-(^2H₉)butyl-3-(4-methoxynaphthalene-1-carbonyl)indole
• Synonyms: [1-(Butyl-d9)-1H-indol-3-yl](4-methoxy-1-naphthalenyl)methanone; JWH 080-d9; JWH-080-d9

Database IDs

• PubChem SID: 164227928
• PubChem CID: 71749652

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 5.9107413
• LogD (pH = 7.4): 5.9107413
• Log P: 5.9107413
• Molar Refractivity: 109.4037 cm^3
• Polarizability: 44.75334 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - J211392

Labelled JWH-080. JWH-080 is a synthetic cannabimimetic indole derivative. JWH-080 the 4'-methoxy derivative of JWH-073 which acts as a partial agonist at both the CB1 and CB2 cannabinoid receptors with 5 times the selectivity for CB1 as it does for CB2.

REFERENCES

• Aung, M.M. et al.: Drug Alc. Dep., 60, 133 (2000)
• Kandemirli, F. et al.: 52, 731 (2000)