3-(naphthalene-1-carbonyl)-1-pentyl-1H-indole

• ChemBase ID: 157487
• Molecular Formular: C24H23NO
• Molecular Mass: 341.44552
• Monoisotopic Mass: 341.17796436
• SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)C(=O)c1cccc2c1cccc2
• InChI: InChI=1S/C24H23NO/c1-2-3-8-16-25-17-22(20-13-6-7-15-23(20)25)24(26)21-14-9-11-18-10-4-5-12-19(18)21/h4-7,9-15,17H,2-3,8,16H2,1H3
• InChIKey: JDNLPKCAXICMBW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(naphthalene-1-carbonyl)-1-pentyl-1H-indole
• IUPAC Traditional name: 3-(naphthalene-1-carbonyl)-1-pentylindole
• Synonyms: 1-Pentyl-3-(1-naphthoyl)indole; JWH-018; 1-Naphthyl-(1-pentylindol-3-yl)methanone; 1-Pentyl-3-(1-naphthoyl)indole; 1-Naphthalenyl(1-pentyl-1H-indol-3-yl)methanone; JWH 018; AM 678; 1-Pentyl-3-(1-naphthoyl)indoleJWH 018; 1-萘基-(1-戊基吲哚-3-基)甲酮; 1-戊基-3-(1-萘甲酰基)吲哚

Database IDs

• CAS Number: 209414-07-3
• MDL Number: MFCD11846245
• Beilstein Number: 9348161
• PubChem SID: 162251624
• PubChem CID: 10382701

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 6.5129814
• LogD (pH = 7.4): 6.5129814
• Log P: 6.5129814
• Molar Refractivity: 107.5415 cm^3
• Polarizability: 44.069782 Å^3
• Polar Surface Area: 22.0 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 54-60 °C; 55-59°C

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Toxic (T)
• German water hazard class: 3
• Risk Statements: 25
• Safety Statements: 45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H413
• GHS Precautionary statements: P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• Drug Control: USDEA Schedule I; regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Purity: ≥98.0% (HPLC); 95+%
• Grade: analytical standard
• Empirical Formula (Hill Notation): C24H23NO

DETAILS

Toronto Research Chemicals - P283650

JWH 018 is the 18th compound synthesized in a series of more than 470 analogs and metabolites of Δ9-Tetrahydro- cannabinol (THC) (T293200), the active component of marijuana. JWH 018 acts as cannabinoid receptor.Controlled substance.

REFERENCES

• Matsuda, L., et al.: Nature, 346, 561 (1990)
• Gerard, C., et al.: Biochem. J., 279, 129 (1990)
• Parkkari, T., et al.: Bioorg. Med. Chem., 14, 5252 (1990)
• Salo, O., et al.: J. Med. Chem., 49, 554 (1990)