3-(naphthalen-1-ylmethyl)-1-pentyl-1H-indole

• ChemBase ID: 127950
• Molecular Formular: C24H25N
• Molecular Mass: 327.462
• Monoisotopic Mass: 327.19869981
• SMILES: c1cccc2c1cccc2Cc1cn(CCCCC)c2c1cccc2
• Canonical SMILES: CCCCCn1cc(c2c1cccc2)Cc1cccc2c1cccc2
• InChI: InChI=1S/C24H25N/c1-2-3-8-16-25-18-21(23-14-6-7-15-24(23)25)17-20-12-9-11-19-10-4-5-13-22(19)20/h4-7,9-15,18H,2-3,8,16-17H2,1H3
• InChIKey: TYBRSILIYTUTSQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(naphthalen-1-ylmethyl)-1-pentyl-1H-indole
• IUPAC Traditional name: 3-(naphthalen-1-ylmethyl)-1-pentylindole
• Synonyms: JWH-175; 3-(1-Naphthalenylmethyl)-1-pentyl-1H-indole; JWH 175

Database IDs

• CAS Number: 619294-35-8
• PubChem SID: 162222266
• PubChem CID: 56603534
• Wikipedia Title: JWH-175

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 7.1454225
• LogD (pH = 7.4): 7.1454225
• Log P: 7.1454225
• Molar Refractivity: 106.7032 cm^3
• Polarizability: 43.858585 Å^3
• Polar Surface Area: 4.93 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Pharmacology Properties

• Legal Status: Illegal in Russia, UK and some states in USA and Australia

DETAILS

Toronto Research Chemicals - J211420

JWH-175 is a naphthylmethylindole which acts as a cannabinoid receptor agonist wlosely related to JWH-018. JWH-175 has a much weaker binding affinity at the CB1 receptor than its counterpart.

REFERENCES

• Huffman, J.W. et al.: Bioorg. Med. Chem., 11, 539 (2003)