2-(2-chlorophenyl)-1-[1-(2H11)pentyl-1H-indol-3-yl]ethan-1-one

• ChemBase ID: 172026
• Molecular Formular: C21H22ClNO
• Molecular Mass: 339.85848
• Monoisotopic Mass: 339.13899201
• SMILES: c1ccc2c(c1)c(cn2CCCCC)C(=O)Cc1c(cccc1)Cl
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)Cc1ccccc1Cl
• InChI: InChI=1S/C21H22ClNO/c1-2-3-8-13-23-15-18(17-10-5-7-12-20(17)23)21(24)14-16-9-4-6-11-19(16)22/h4-7,9-12,15H,2-3,8,13-14H2,1H3
• InChIKey: YDINKDBAZJOSLV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(2-chlorophenyl)-1-[1-(^2H₁₁)pentyl-1H-indol-3-yl]ethan-1-one
• IUPAC Traditional name: 2-(2-chlorophenyl)-1-[1-(^2H₁₁)pentylindol-3-yl]ethanone
• Synonyms: 2-(2-Chlorophenyl)-1-[1-(pentyl-d11)-1H-indol-3-yl]ethanone; JWH 203-d11; JWH-203-d11

Database IDs

• PubChem SID: 164227936
• PubChem CID: 71749658

CALCULATED PROPERTIES

• Acid pKa: 13.033397
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.0601835
• LogD (pH = 7.4): 6.0601826
• Log P: 6.0601835
• Molar Refractivity: 100.4453 cm^3
• Polarizability: 39.984695 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; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 100-102°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - J211452

Labelled analogue of a cannabimimetic indole derivative that acts as both a cannabinoid receptor CB1 and CB2 agonist.

REFERENCES

• Huffman J.W. et al.: Bioorg. Med. Chem. Lett., 15, 4110 (2005)
• De Freitas, G.B.L. et al.: Eur. J. Med. Chem., 44, 2482 (2005)
• Tuccinardi, T. et al.: J. Med. Chem., 49, 984 (2005)