3-(1-Naphthoyl)indole Chemical Properties

Melting point:

236℃

Boiling point:

512.2±23.0 °C(Predicted)

Density 

1.267

storage temp. 

Sealed in dry,2-8°C

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

15.22±0.30(Predicted)

color 

Pale Orange to Light Pink

InChI

InChI=1S/C19H13NO/c21-19(17-12-20-18-11-4-3-9-15(17)18)16-10-5-7-13-6-1-2-8-14(13)16/h1-12,20H

InChIKey

QIXQGVQLBPQVOR-UHFFFAOYSA-N

SMILES

C(C1C2=C(NC=1)C=CC=C2)(C1=C2C(C=CC=C2)=CC=C1)=O

3-(1-Naphthoyl)indole Usage And Synthesis

Description

3-(1-Naphthoyl)indole is a synthetic cannabinoid that is structurally similar to THC. It has been detected in human urine, plasma and autopsy samples by high-resolution mass spectrometry. It has been found to be hydroxylated into a number of metabolites including carboxy-3-(1-naphthoyl)indole, which may account for some of the psychoactive effects.

Chemical Properties

Off-White to Light Pink Solid.

Uses

Metabolite of JWH-018 (P283650).

Synthesis

To a cooled solution of indole (5.85g, 50mmol) in ether (50ml) under nitrogen was added slowly a solution of methylmagnesium bromide (3M) in ether (17.5ml). After addition, the reaction mixture was warmed up to room temperature and stirred for 2h at room temperature. Then, the mixture was cooled down again to 0°C and added slowly, stirring a solution of 1-naphthoylchloride (9.5g, 50mmol) in ether (50ml). The resulting mixture was warmed up to room temperature and stirred for 2h at room temperature, followed by a slow addition of saturated ammonium chloride solution (375ml). The mixture was then stirred overnight at room temperature. A white solid was formed, filtered, washed by ether, and dried under a high vacuum to give 3-(1-Naphthoyl)indole (12.3g, 91%).

3-(1-Naphthoyl)indole(109555-87-5)Related Product Information

• Benz[cd]indol-2(1H)-one