4173-66-4

Usage

Function

Central nervous system stimulant

Medical uses

Treatment of attention deficit hyperactivity disorder (ADHD)
Treatment of narcolepsy

Mechanism of action

Increases levels of dopamine and norepinephrine in the brain

Effect on user

Improved focus and attention

Legal status

Controlled substance (due to potential for abuse and addiction)

Common forms

Extended-release tablets or capsules

Side effects

Insomnia
Loss of appetite
Increased heart rate

Usage precaution

Should only be used under the supervision of a healthcare professional

Upstream product

• 94-38-2 3-diethylamino-1-phenyl-propan-1-one 
• 106-49-0 p-toluidine 
• 879-72-1 3-(dimethylamino)propiophenone hydrochloride 
• 5409-66-5 3-benzoyl-4-hydroxy-1-methyl-4-phenylpiperidine 
• 3506-36-3 3-dimethylaminopropiophenone 
• 71-43-2 benzene 
• 936-59-4 3-chloropropiophenone 
• 768-03-6 Phenyl vinyl ketone 

Downstream Products

• 1048974-49-7 1-(4-methoxyphenyl)-3-(4-methoxyphenyl)-6-phenyl-3,4-dihydropyrimidin-2(1H)-one 
• 959-08-0 4,5-dihydro-3-phenyl-1-p-tolyl-1H-pyrazole 
• 1325232-99-2 3,4,5,6-tetrahydro-2,7-diphenyl-3-styryl-4-p-tolyl-2H-1,2,4-triazepine 
• 1325232-93-6 3,4,5,6-tetrahydro-2-(p-nitrophenyl)-7-phenyl-4-p-tolyl-2H-1,2,4-triazepine 
• 95886-04-7 2-(1-Aziridinyl)-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide 
• 95886-15-0 (2-Chloro-ethyl)-(2-oxo-6-phenyl-3-p-tolyl-3,4-dihydro-2H-2λ⁵-[1,3,2]oxazaphosphinin-2-yl)-amine 
• 95886-16-1 2-(2-Oxo-6-phenyl-3-p-tolyl-3,4-dihydro-2H-2λ⁵-[1,3,2]oxazaphosphinin-2-ylamino)-ethanol 
• 78994-13-5 2-Hydroxy-6-phenyl-3-(p-tolyl)-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxide 
• 76062-02-7 2-Amino-1-(6-methyl-4-phenyl-3,4-dihydro-2H-quinolin-1-yl)-ethanone 
• 76061-84-2 N-[2-(6-Methyl-4-phenyl-3,4-dihydro-2H-quinolin-1-yl)-2-oxo-ethyl]-guanidine; hydrochloride 
• 76061-91-1 2-Chloro-1-(6-methyl-4-phenyl-3,4-dihydro-2H-quinolin-1-yl)-ethanone 
• 76061-95-5 4-Phenyl-6-methyl-1,2,3,4-tetrahydroquinoline 

Relevant academic research and scientific papers

I2-Promoted Intramolecular Oxidative Cyclization of Butenyl Anilines: A Facile Route to Benzo[b]azepines

A metal-free approach for the synthesis of seven-membered N-heterocycles has been developed by the I2-promoted intramolecular cross-coupling/annulation of butenyl anilines. This cyclization reaction involves C?H activation and C?C bond formation and exhibits good functional group tolerance. A series of benzo[b]azepine derivatives are obtained in moderate to good yields.

Construction of N-Alkyl- and N-Arylaziridines from Unprotected Amines via C-H Oxidative Amination Strategy

A copper-promoted intramolecular C-H oxidative amination reaction between secondary amine (N-H) and C(sp3)-H at the benzylic position of azaarenes or α-position of ketones for the synthesis of aziridine derivatives has been developed. Moreover,

A photoredox catalyzed radical-radical coupling reaction: Facile access to multi-substituted nitrogen heterocycles

Visible light induced photoredox catalysis is an efficient method for radical activation. Herein, we report the photoredox catalysis involving an intramolecular radical-radical coupling reaction that proceeds through a biradical intermediate. This protocol represents a new synthetic route to construct multi-substituted N-heterocycles. Four, five and six-membered N-heterocyclic structures with a quaternary carbon center are accessible under mild conditions.

Mannich bases as synthetic intermediates: Convenient synthesis of functionalized 1,2,4-triazepines, 1,4-diazepines and 1,5-diazocines

Transamination between the ketonic Mannich bases 1a, b and primary arylamines gave a series of ketonic sec-Mannich bases 2a - h. A variety of tetrahydro-1,2,4-triazepines 3a - f have been synthesized by treating the arylhydrazones of 2 with formaldehyde. A similar reaction with the benzenesulfonylhydrazone of 2b afforded 4. The 3-styryl-2H-1,2,4-triazepine 5 was obtained from the phenylhydrazone of 2a and cinnamaldehyde. Treatment of arylhydrazones of the 4-methoxystyryl keto base 7 with formaldehyde and cinnamaldehyde afforded the 3,4,5,6-tetrahydro-2H-1,2,4-triazepines 8a, b. Mannich reaction with 4-(p-hydroxyphenyl)-tetrahydro-1,2,4-triazepine 3d afforded the Mannich bases 9, 10 and 11. The reaction of 1b with o-phenylenediamine leads to the 1,5-benzodiazepine 13. The new tetrahydro- 1,4-diazepine and tetrahydro-1,5-diazocine Mannich bases 15 and 17 were obtained from 1b and ethylenediamine or 1,3-diaminopropane, respectively. The bi(piperidine) derivative 19 was obtained from 1a and 1,3-diaminopropane.

Amine exchange reactions in ionic liquid

An operationally simple, inexpensive, efficient, and environmentally friendly protocol for the amine exchange reactions of 3-N,N- dimethylaminopropiophenone and N,N-dimethylaminomethylferrocene with primary aryl amines is developed using the ionic liquid

A convenient synthesis of novel 1,3,4-triaryl-3,4-dihydropyrimidin-2(1H)- ones by cyclization of aromatic isocyanates with β-arylamino-1- phenylpropan-1-ones

(Chemical Equation Presented) A simple one-step method for preparation of novel 1,3,4-triaryl-3,4-dihydropyrimidin-2(1H)-ones has been developed by reaction of aromatic isocyanates with β-arylamino-1-phenylpropan-1-ones in refluxing toluene in the presence of KHSO4 and HCl.

Conversion of 3-benzoyl-1-methyl-4-phenyl-γ-piperidol by arylamines and arylhydrazines. Synthesis of 3-arylamino-1-oxo-1-phenylpropanes and 1,3-diarylpyrazoles and their fragmentation under electron impact

It has been established that on heating, 3-benzoyl-4-hydroxy-1-methyl-4- phenylpiperidine is ring-opened in the presence of arylamines by a type of retroaldol reaction, with subsequent transamination of the intermediate Mannich base and the formation of 3-arylamino-1-oxo-1-phenylpropanes. When using arylhydrazines this γ-piperidol is recyclized with the formation of 1,3-diarylpyrazoles and their 4,5-dihydro derivatives. The mass spectral behavior of a series of 3-arylamino-substituted 1-phenylpropanones has been studied.

Reaction of 3-benzoyl-1-methyl-4-phenyl-γ-piperidol with arylamines and arylhydrazines. Synthesis of 3-arylamino-1-oxo-1-phenylpropanes and 1,3 diarylpyrazoles and their fragmentation under electron impact

Upon heating in the presence of arylamines 3-benzoyl-4-hydroxy-1-methyl-4- phenylpiperidine decyclizes via a retroaldol type reaction with subsequent transamination of the intermediate Mannich base to give 3-arylamino-1-oxo-1- phenylpropanes. In the case of the use of arylhydrazines this γ-piperidol recyclizes to give 1,3-diarylpyrazoles and their 4,5-dihydro derivatives. The mass spectroscopic behavior of a series of 3-arylamino-substituted 1-phenylpropanones has been studied.

AMINOAMIDES WITH AN ARYLAMINE GROUP. SYNTHESIS AND MASS SPECTRA

Aminoamides of the propane series with an arylamine fragment were synthesized by transamination of β-dimethylaminopropiophenone with various aromatic amines followed by reduction and condensation of the obtained amino alcohols with benzonitrile.A mass-spe

Synthesis of Heterocyclic Compounds: Part XXVI - 3,6-Diaryl-3,4-dihydro-1,3,2-oxazaphosphorin-2-oxides

3,4-Dihydro-1,3,2-oxazaphosphorin-2-oxides (4a-r) have been prepared by the interaction of aryl β-aryl/alkylaminoethyl ketones (3a-r) with POCl3/Et3N.Various reactions of these compounds, which represent a new ring system, are reported.Few of these compou