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

• ChemBase ID: 176348
• Molecular Formular: C25H25NO
• Molecular Mass: 355.4721
• Monoisotopic Mass: 355.19361443
• SMILES: c1ccc2c(c1)c(cn2CCCCC)C(=O)c1c2c(c(cc1)C)cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1ccc(c2c1cccc2)C
• InChI: InChI=1S/C25H25NO/c1-3-4-9-16-26-17-23(21-12-7-8-13-24(21)26)25(27)22-15-14-18(2)19-10-5-6-11-20(19)22/h5-8,10-15,17H,3-4,9,16H2,1-2H3
• InChIKey: HUKJQMKQFWYIHS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-methylnaphthalene-1-carbonyl)-1-(^2H₁₁)pentyl-1H-indole
• IUPAC Traditional name: 3-(4-methylnaphthalene-1-carbonyl)-1-(^2H₁₁)pentylindole
• Synonyms: (4-Methyl-1-naphthalenyl)(1-(pentyl-d11)-1H-indol-3-yl)methanone; 1-(Pentyl-d11)-3-(4-methylnaphthoyl)indoleJWH 122-d11

Database IDs

• PubChem SID: 164232258
• PubChem CID: 71751512

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.026403
• LogD (pH = 7.4): 7.026403
• Log P: 7.026403
• Molar Refractivity: 112.5827 cm^3
• Polarizability: 45.918865 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Dark Yellow Solid
• Melting Point: 85-87°C

Safety Information

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

DETAILS

Toronto Research Chemicals - P283622

Labelled JWH 122 (P283620). An analgesic chemical which acts as a cannabinoid agonist at the CB1 and CB2 receptors.

REFERENCES

• Rituparna, S., et al.: Lett. Drug Des. Discov., 6, 599 (2009)
• De Freitas, G., et al.: Eur. J. Med. Chem., 44, 2482 (2009).