1-[(1-methylpiperidin-2-yl)methyl]-3-(naphthalene-1-carbonyl)-1H-indole

• ChemBase ID: 159759
• Molecular Formular: C26H26N2O
• Molecular Mass: 382.49744
• Monoisotopic Mass: 382.20451346
• SMILES: c1ccc2c(c1)c(cn2CC1CCCCN1C)C(=O)c1c2c(ccc1)cccc2
• Canonical SMILES: CN1CCCCC1Cn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C26H26N2O/c1-27-16-7-6-11-20(27)17-28-18-24(22-13-4-5-15-25(22)28)26(29)23-14-8-10-19-9-2-3-12-21(19)23/h2-5,8-10,12-15,18,20H,6-7,11,16-17H2,1H3
• InChIKey: URKVBEKZCMUTQC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(1-methylpiperidin-2-yl)methyl]-3-(naphthalene-1-carbonyl)-1H-indole
• IUPAC Traditional name: 1-[(1-methylpiperidin-2-yl)methyl]-3-(naphthalene-1-carbonyl)indole
• Synonyms: [1-[(1-Methyl-2-piperidinyl)methyl]-1H-indol-3-yl]-1-naphthalenylmethanone; AM-1220; (1-((1-Methylpiperidin-2-yl)methyl)-1H-indol-3-yl)(naphthalen-1-yl)methanone

Database IDs

• CAS Number: 137642-54-7
• MDL Number: MFCD00947094
• PubChem SID: 162253894
• PubChem CID: 9929889

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.6898265
• LogD (pH = 7.4): 4.411314
• Log P: 5.673291
• Molar Refractivity: 118.8982 cm^3
• Polarizability: 48.519203 Å^3
• Polar Surface Area: 25.24 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - A575835

AM-1220 is a synthetic cannabimimetic indole derivative. AM-1220 acts as a potent and moderately selective agonist for the cannabinoid receptor CB1 with around 19 times the selectivity for CB1 over CB2 receptor.

REFERENCES

• Jarbe, T.U.C. et al.: Psychopharmacology, 216, 355 (2011)
• D'Ambra, T.E. et al.: Bioorg. Med. Chem. Lett., 6, 17 (2011)