3-(4-methoxynaphthalene-1-carbonyl)-1-(2H11)pentyl-1H-indole

• ChemBase ID: 176347
• Molecular Formular: C25H25NO2
• Molecular Mass: 371.4715
• Monoisotopic Mass: 371.18852905
• SMILES: c1ccc2c(c1)n(cc2C(=O)c1ccc(c2c1cccc2)OC)CCCCC
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1ccc(c2c1cccc2)OC
• InChI: InChI=1S/C25H25NO2/c1-3-4-9-16-26-17-22(19-11-7-8-13-23(19)26)25(27)21-14-15-24(28-2)20-12-6-5-10-18(20)21/h5-8,10-15,17H,3-4,9,16H2,1-2H3
• InChIKey: UBMPKJKGUQDHRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methoxynaphthalene-1-carbonyl)-1-(^2H₁₁)pentyl-1H-indole
• IUPAC Traditional name: 3-(4-methoxynaphthalene-1-carbonyl)-1-(^2H₁₁)pentylindole
• Synonyms: (4-Methoxy-1-naphthalenyl)(1-(pentyl-d11)-1H-indol-3-yl)methanone; 1-(Pentyl-d11)-3-(4-methoxynaphthoyl)indoleJWH 081-d11

Database IDs

• CAS Number: 1346602-60-5
• PubChem SID: 164232257
• PubChem CID: 71751511

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 6.35531
• LogD (pH = 7.4): 6.35531
• Log P: 6.35531
• Molar Refractivity: 114.0047 cm^3
• Polarizability: 46.60021 Å^3
• Polar Surface Area: 31.23 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 117-119°C

Safety Information

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

DETAILS

Toronto Research Chemicals - P283602

Labelled JWH 081 (P283600). An analgesic chemical which acts as a cannabinoid agonist at the CB1 and CB2 receptors.

REFERENCES

• Huffman, J., et al.: Bioorg. Med. Chem., 11, 539 (2003)
• De Freitas, G., et al.: Eur. J. Med. Chem., 44, 2482 (2003)