53663-25-5

Usage

Use as a stimulant

Yes

Use as an appetite suppressant

Yes

Potential use in treating depression

Yes

Potential use in treating ADHD

Yes

Investigated for neuroprotective effects

Yes

Potential treatment for substance use disorders

Yes

Ongoing research and development

Yes

Therapeutic applications

Various, including mood disorders, ADHD, neuroprotection, and substance use disorders.

InChI:InChI=1/C15H17N/c1-16-15(14-10-6-3-7-11-14)12-13-8-4-2-5-9-13/h2-11,15-16H,12H2,1H3

Upstream product

• 451-40-1 phenyl benzyl ketone 
• 74-89-5 methylamine 
• 21203-49-6 bibenzyl-α-yl-carbamic acid ethyl ester 
• 501-65-5 diphenyl acetylene 
• 100-39-0 benzyl bromide 
• 622-29-7 N-Benzylidenemethylamine 
• 593-51-1 methylamine hydrochloride 
• 6921-34-2 benzylmagnesium chloride 

Downstream Products

• 79-07-2 Chloroacetamide 
• 102470-51-9 pyrrolidino-acetic acid-(bibenzyl-α-yl-methyl-amide) 
• 102443-17-4 N,N-diethyl-N'-bibenzyl-α-yl-N'-methyl-ethylenediamine 

Relevant academic research and scientific papers

Ind2TiMe2-catalyzed addition of methyl- and ethylamine to alkynes

We describe a very simple hydrogenation-like experimental protocol for the addition of gaseous methyl- and ethylamine to alkynes in the presence of Ind2TiMe2 as the catalyst. For efficient hydroamination reactions it is sufficient to stir a mixture of the alkyne and the catalyst in toluene at temperatures between 80°C (terminal alkynes) and 105°C (internal alkynes) under a constant pressure of 1 atm of the corresponding amine. After subsequent reduction of the initially formed imines, methyl- and ethylamine derivatives are the final products of the described one-pot reaction sequences. In the case of 2-alkyl-1-phenylalkynes as starting materials, biologically interesting 2-phenylethylamine derivatives possessing a small methyl or ethyl substituent at the N atom are easily accessible by the new reaction protocol. Wiley-VCH Verlag GmbH & Co. KGaA, 2005.

Cerium(IV) oxidations of β-aminoketones, VIII: Synthesis of 1,2,3,4-tetrahydroisoquinolines with differently substituted piperidine parts

1- and 3-Alkyl- and/or aryl substituted tetrahydroisoquinolines are obtained by oxidative cyclisation of N-benzyl-β-aminoketones with cerium(IV) sulphate. In nearly all cases formation of mixtures of diastereomeres is observed. If the ketone function is r

2-azacyclocarboxamide derivatives

Compounds are provided of the following general structure: STR1 wherein A is 2-pyrrolidinyl, 2-piperidinyl or 4-thiazolidinyl and R and R1 are independently selected from hydrogen and methyl. They are useful for providing sedative and antiepile

2-[(2-aminoacetyl)amino]acetamide derivatives

Compounds are provided of the following general structure: STR1 wherein R1, R2, R3 and R4 are hydrogen or methyl and where R5 and R6 are independently selected from hydrogen or fluorine. Th

Novel Zinc-Promoted Alkylation of Iminium Salts. New Synthesis of Benzylisoquinoline, Phthalidylisoquinoline, and Protoberberine Alkaloids and Related Compounds

Zinc-promoted reductive coupling reaction of iminium salts with alkyl halides was found to be a successful key reaction for synthesis of a variety of alkaloids such as benzylisoquinoline, phthalidylisoquinoline, and protoberberine alkaloids.More specifically, laudanosine, cordrastine, hydrastine, narcotine, tetrahydropalmatine, and canadine were obtained.A new route for the synthesis of the emetine and yohimbine skeletons was exploited.