[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone

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[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone Basic information
Product Name:[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone
Synonyms:[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone;JWH-073 4-Hydroxybutyl;JWH073-4-Hydroxybutyl metabolite;Methanone, [1-(4-hydroxybutyl)-1H-indol-3-yl]-1-naphthalenyl-;JWH-073 N-(4-hydroxybutyl) metabolite, 1mg/ml in Methanol;JWH-073 N-(4-hydroxybutyl) metabolite, 0.1mg/ml in Methanol
CAS:335161-14-3
MF:C23H21NO2
MW:343.42
EINECS:
Product Categories:
Mol File:335161-14-3.mol
[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone Structure
[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone Chemical Properties
Boiling point 578.0±30.0 °C(Predicted)
density 1.16±0.1 g/cm3(Predicted)
solubility DMF: 30 mg/ml; DMF:PBS (pH 7.2) (1:9): 0.1 mg/ml; DMSO: 30 mg/ml; Ethanol: 0.5 mg/ml
form A crystalline solid
pka15.13±0.10(Predicted)
Safety Information
MSDS Information
[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone Usage And Synthesis
DescriptionJWH 073 is a mildly selective agonist of the central cannabinoid (CB1) receptor derived from the aminoalkylindole WIN 55,212-2. The Ki values for binding CB1 and the peripheral cannabinoid (CB2) receptor are 8.9 and 38 nM, respectively for a CB1:CB2 ratio of 0.23.1 JWH 073 is one of several synthetic CBs which have been included in smoking mixtures. JWH 073 N-(4-hydroxybutyl) metabolite is expected to be a major urinary metabolite of JWH 073, characterized by monohydroxylation of the N-alkyl chain, based on the metabolism of the closely-related JWH 015 and JWH 018.2,3 In urine samples, this metabolite of JWH 018 is almost completely glucuronidated.3
UsesJWH-073 (Indole-d5) 4-Hydroxybutyl is labelled JWH-073 4-Hydroxybutyl (J211275), a urinary metabolite of JWH-073 (B693550) which acts as a partial agonist at both the CB1 and CB2 cannabinoid receptors.
DefinitionChEBI: JWH 073 N-(4-hydroxybutyl) metabolite is an indolecarboxamide.
References1. Aung, M.M., Griffin, G., Huffman, J.W., et al. Influence of the N-1 alkyl chain length of cannabimimetic indoles upon CB1 and CB2 receptor binding Drug Alcohol Depend. 60(2),133-140(2000).
2. Zhang, Q., Ma, P., Cole, R.B., et al. Identification of in vitro metabolites of JWH-015, an aminoalkylindole agonist for the peripheral cannabinoid receptor (CB2) by HPLC-MS/MS Anal. Bioanal. Chem. 386(5),1345-1355(2006).
3. Sobolevsky, T., Prasolov, I., and Rodchenkov, G. Detection of JWH-018 metabolites in smoking mixture post-administration urine Forensic Sci. Int. 200(1-3),141-147(2010).
[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone Preparation Products And Raw materials
Tag:[1-(4-hydroxybutyl)indol-3-yl]-naphthalen-1-ylmethanone(335161-14-3) Related Product Information
(1-(4-hydroxybutyl)-1H-indol-3-yl-2',4',5',6',7'-d5)(naphthalen-1-yl)-methanone (±)-JWH 073 N-(3-hydroxybutyl) metabolite (S)-(+)-JWH 073 N-(3-hydroxybutyl) metabolite ()-JWH 018 N-(4-hydroxypentyl) metabolite (R)-()-JWH 073 N-(3-hydroxybutyl) metabolite