895155-95-0

Basic information

• Product Name: UR-144 N-(5-Hydroxypentyl)
• Synonyms: UR-144 N-(5-Hydroxypentyl);UR-144 N-(5-hydroxypentyl) metabolite;[1-(5-hydroxypentyl)indol-3-yl]-(2,2,3,3-tetramethylcyclopropyl)methanone
• CAS NO: 895155-95-0
• Molecular Formula: C21H29NO2
• Molecular Weight: 327.46046
• Mol File: 895155-95-0.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• CAS DataBase Reference: UR-144 N-(5-Hydroxypentyl)(CAS DataBase Reference)
• NIST Chemistry Reference: UR-144 N-(5-Hydroxypentyl)(895155-95-0)
• EPA Substance Registry System: UR-144 N-(5-Hydroxypentyl)(895155-95-0)

Safety Data

• Hazardous Substances Data: 895155-95-0(Hazardous Substances Data)

Usage

General Description

UR-144 N-(5-Hydroxypentyl) is a synthetic cannabinoid compound that was originally developed for research purposes. It belongs to the family of UR-144 cannabinoids, which are used as pharmaceutical drugs and recreational drugs. UR-144 N-(5-Hydroxypentyl) is a potent agonist of the cannabinoid receptors CB1 and CB2, leading to its psychoactive effects. It is commonly used as a recreational drug, producing euphoric and hallucinogenic effects similar to those of marijuana. However, its use has been associated with adverse effects such as addiction, psychosis, and dependence. The compound is not approved for medical use and is classified as a Schedule I controlled substance in some countries.

Upstream product

• 4541-15-5 5-(benzyloxy)-1-pentanol 
• 24303-61-5 2,2,3,3-tetramethylcyclopropanecarbonyl chloride 
• 15641-58-4 2,2,3,3-tetramethylcyclopropane-1-carboxylic acid 
• 895152-66-6 (1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone 
• 186374-96-9 5-(benzyloxy)pentyl methanesulfonate 

Relevant articles and documents

Indol-3-ylcycloalkyl ketones: Effects of N1 substituted indole side chain variations on CB2 cannabinoid receptor activity

Several 3-acylindoles with high affinity for the CB2 cannabinoid receptor and selectivity over the CB1 receptor have been prepared. A variety of 3-acyl substituents were investigated, and the tetramethylcyclopropyl group was found to lead to high affinity CB2 agonists (5, 16). Substitution at the N1-indole position was then examined. A series of aminoalkylindoles was prepared and several substituted aminoethyl derivatives were active (23-27, 5) at the CB2 receptor.Astudy of N1 nonaromatic side chain variants provided potent agonists at the CB2 receptor (16, 35-41, 44-47, 49-54, and 57-58). Several polar side chains (alcohols, oxazolidinone) were well-tolerated for CB2 receptor activity (41, 50), while others (amide, acid) led to weaker or inactive compounds (55 and 56). N1 aromatic side chains also afforded several high affinity CB2 receptor agonists (61, 63, 65, and 69) but were generally less potent in an in vitro CB2 functional assay than were nonaromatic side chain analogues.