3-(naphthalene-1-carbonyl)-1-(2H11)pentyl-1H-indole

• ChemBase ID: 176349
• Molecular Formular: C24H23NO
• Molecular Mass: 341.44552
• Monoisotopic Mass: 341.17796436
• SMILES: c1ccc2c(c1)c(cn2CCCCC)C(=O)c1c2c(ccc1)cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C24H23NO/c1-2-3-8-16-25-17-22(20-13-6-7-15-23(20)25)24(26)21-14-9-11-18-10-4-5-12-19(18)21/h4-7,9-15,17H,2-3,8,16H2,1H3
• InChIKey: JDNLPKCAXICMBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(naphthalene-1-carbonyl)-1-(^2H₁₁)pentyl-1H-indole
• IUPAC Traditional name: 3-(naphthalene-1-carbonyl)-1-(^2H₁₁)pentylindole
• Synonyms: 1-(Naphthalenyl)(1-(pentyl-d11)-1H-indol-3-yl)methanone; JWH 018-d11; AM 678-d11; 1-(Pentyl-d11)-3-(1-naphthoyl)indoleJWH 018-d11

Database IDs

• PubChem SID: 164232259
• PubChem CID: 71751513

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.5129814
• LogD (pH = 7.4): 6.5129814
• Log P: 6.5129814
• Molar Refractivity: 107.5415 cm^3
• Polarizability: 44.157257 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 48-50°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - P283652

Labelled JWH 018 (P283650). It is the 18th compound synthesized in a series of more than 470 analogs and metabolites of Δ9-Tetrahydro- cannabinol (THC) (T293200), the active component of marijuana. JWH 018 acts as cannabinoid receptor.

REFERENCES

• Matsuda, L., et al.: Nature, 346, 561 (1990)
• Gerard, C., et al.: Biochem. J., 279, 129 (1990)
• Parkkari, T., et al.: Bioorg. Med. Chem., 14, 5252 (1990)
• Salo, O., et al.: J. Med. Chem., 49, 554 (1990)