76935-61-0

Basic information

• Product Name: 2-(3,5-dimethylphenyl)ethylamine
• Synonyms: 2-(3,5-dimethylphenyl)ethylamine
• CAS NO: 76935-61-0
• Molecular Weight: 149.236
• Mol File: 76935-61-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 97-99 °C(Press: 10 Torr)
• Density: 0.941±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 2-(3,5-dimethylphenyl)ethylamine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(3,5-dimethylphenyl)ethylamine(76935-61-0)
• EPA Substance Registry System: 2-(3,5-dimethylphenyl)ethylamine(76935-61-0)

Safety Data

• Hazardous Substances Data: 76935-61-0(Hazardous Substances Data)

Usage

Classification

Amphetamine class of compounds

Function

Central nervous system stimulant

Synthesis purpose

Drug of abuse

Psychoactive substance

Yes

Effects

Increased energy, arousal, euphoria

Risks and side effects

Addiction, cardiovascular complications, nervous system impairment

Legal status

Controlled substance in many countries

Upstream product

• 120511-74-2 (3-cyanomethyl-5-methyl-phenyl)-acetonitrile 
• 27129-86-8 1-bromomethyl-3,5-dimethylbenzene 
• 64-17-5 ethanol 
• 39101-54-7 3,5-dimethylphenylacetonitrile 

Downstream Products

• 91753-14-9 N-formyl-2-(3,5-dimethylphenyl)ethylamine 
• 554-95-0 benzene-1,3,5-tricarboxylic acid 
• 91753-15-0 N-acetyl-2-(3,5-dimethylphenyl)ethylamine 

Relevant articles and documents

Development of 3-(4-Chlorophenyl)-1-(phenethyl)urea Analogues as Allosteric Modulators of the Cannabinoid Type-1 Receptor: RTICBM-189 is Brain Penetrant and Attenuates Reinstatement of Cocaine-Seeking Behavior

We have shown that CB1 receptor negative allosteric modulators (NAMs) attenuated the reinstatement of cocaine-seeking behaviors in rats. In an effort to further define the structure-activity relationships and assess the druglike properties of the 3-(4-chlorophenyl)-1-(phenethyl)urea-based CB1 NAMs that we recently reported, we introduced substituents of different electronic properties and sizes to the phenethyl group and evaluated their potency in CB1 calcium mobilization, cAMP, and GTPγS assays. We found that 3-position substitutions such as Cl, F, and Me afforded enhanced CB1 potency, whereas 4-position analogues were generally less potent. The 3-chloro analogue (31, RTICBM-189) showed no activity at >50 protein targets and excellent brain permeation but relatively low metabolic stability in rat liver microsomes. Pharmacokinetic studies in rats confirmed the excellent brain exposure of 31 with a brain/plasma ratio Kp of 2.0. Importantly, intraperitoneal administration of 31 significantly and selectively attenuated the reinstatement of the cocaine-seeking behavior in rats without affecting locomotion.

Convenient methods for the reduction of amides, nitriles, carboxylic esters, acids and hydroboration of alkenes using NaBH4/I2system

Reaction of amides with NaBH4-I2 system in THF gives the corresponding amines in 70-76% yields. Reduction of nitriles yields the corresponding amines in 70-75% yields. The I2/NaBH4 system is useful in the hydrocarboration of olefins and the corresponding alcohols are obtained in 78-92% yields after H2O2/OH- oxidation. The reagent system is also useful for the reduction of carboxylic esters and acids to the corresponding alcohols in 60-90% yields.