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

• ChemBase ID: 176341
• Molecular Formular: C26H27NO
• Molecular Mass: 369.49868
• Monoisotopic Mass: 369.20926449
• SMILES: c1ccc2c(c1)n(cc2C(=O)c1ccc(c2c1cccc2)CC)CCCCC
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1ccc(c2c1cccc2)CC
• InChI: InChI=1S/C26H27NO/c1-3-5-10-17-27-18-24(22-13-8-9-14-25(22)27)26(28)23-16-15-19(4-2)20-11-6-7-12-21(20)23/h6-9,11-16,18H,3-5,10,17H2,1-2H3
• InChIKey: LACIUQLUNACUKC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-ethylnaphthalene-1-carbonyl)-1-(^2H₁₁)pentyl-1H-indole
• IUPAC Traditional name: 3-(4-ethylnaphthalene-1-carbonyl)-1-(^2H₁₁)pentylindole
• Synonyms: (4-Ethyl-1-naphthalenyl)(1-(pentyl-d11)-1H-indol-3-yl)methanone; 1-(Pentyl-d11)-3-(4-ethyl-naphthoyl)indoleJWH 210-d11

Database IDs

• CAS Number: 1346604-33-8
• PubChem SID: 164232251
• PubChem CID: 71751509

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.4709716
• LogD (pH = 7.4): 7.4709716
• Log P: 7.4709716
• Molar Refractivity: 117.1837 cm^3
• Polarizability: 47.76431 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: White Solid
• Melting Point: 75-77°C

Safety Information

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

DETAILS

Toronto Research Chemicals - P279902

Labelled JWH 210 (P279900). An analgesic chemical which acts as a cannabinoid agonist at the CB1 and CB2 receptors.

REFERENCES

• Tuccinardi, T., et al.: J. Med. Chem., 49, 984 (2006)
• Rituparna, S., et al.: Lett. Drug Des. Discov., 6, 599 (2006)
• De Freitas, G., et al.: Eur. J. Med. Chem., 44, 2482 (2006)