1462-73-3

Usage

Uses

1. Used in Pharmaceutical Industry:
Dextroamphetamine hydrochloride is used as a CNS stimulant for the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. It helps improve focus, attention, and impulse control in individuals with ADHD, while also promoting wakefulness in those with narcolepsy.
2. Used in Weight Loss Applications:
Dextroamphetamine hydrochloride is used as an anorexic agent to suppress appetite, making it a potential treatment option for weight management and obesity. However, its use in this context is highly regulated due to the risk of abuse and addiction.
3. Used in Research and Forensic Applications:
As an analytical reference standard, Dextroamphetamine hydrochloride is used in research and forensic applications to study the effects of amphetamine on the human body and to detect its presence in biological samples.
4. Used in Controlled Substance Regulation:
Dextroamphetamine hydrochloride is classified as a controlled substance (stimulant) due to its potential for abuse and addiction. This classification helps regulate its distribution, prescription, and use in medical and recreational contexts.

InChI:InChI=1/C9H13N.ClH/c1-8(10)7-9-5-3-2-4-6-9;/h2-6,8H,7,10H2,1H3;1H/t8-;/m0./s1

Upstream product

• 26343-76-0 (S)-(-)-2-ethoxycarbonylamino-1-phenylpropane 
• 87923-38-4 (S,S)-(-)-N-(1-phenylethyl)-1-phenyl-2-aminopropane hydrochloride 
• 75-16-1 methylmagnesium bromide 
• 221375-48-0 (N(E),R)-2-methyl-N-(2-phenylethylidene)-2-propanesulfinamide 
• 492-41-1 (1R,2S)-norephedrine 
• 104-54-1 3-Phenylpropenol 
• 3198-15-0 (1R,2S)-(-)-norephedrine hydrochloride 
• 51-64-9 dexamfetamine 
• 79219-15-1 (S)-2-<(ethoxycarbonyl)amino>-1-phenyl-1-propanone 
• 293305-69-8 (R)-2-(N-t-butoxycarbonylamino)-3-phenyl-1-iodopropane 
• 106454-69-7 N-tert-butoxycarbonyl-D-Phenylalaninol 
• 673-06-3 D-(R)-phenylalanine 
• 5267-64-1 (R)-2-amino-3-phenylpropanol 
• 14593-16-9 N-acetylamphetamine 

Downstream Products

• 92644-85-4 Laevulinoyl-(+)-amphetamin 
• 15547-39-4 N-<(S)-1-methyl-2-phenylethyl>formamide 
• 92321-55-6 Isopentanoyl-(+)-amphetamin 
• 92322-28-6 Pentanoyl-(+)-amphetamin 

Relevant academic research and scientific papers

A short enantioselective synthesis of ephedrine, amphetamine and their analogues via two stereocentered Co(III)-catalyzed hydrolytic kinetic resolution of racemic syn-benzyloxy epoxide

An efficient route for the synthesis of 6 drugs belonging to phenethylamine and amphetamine classes in excellent overall yields and high optical purity has been described. The strategy involves introduction of stereogenic centers by means of two-stereocentered Co(III)-catalyzed hydrolytic kinetic resolution (HKR) of racemic syn-benzyloxy epoxide followed by Pd-catalyzed regioselective cationic hydrogenation of amino alcohols as the key reactions.

ABUSE DETERRENT AND ANTI-DOSE DUMPING PHARMACEUTICAL SALTS USEFUL FOR THE TREATMENT OF ATTENTION DEFICIT/HYPERACTIVITY DISORDER

A pharmaceutical composition comprising a drug substance consisting essentially of a pharmaceutically acceptable organic acid addition salt of an amine containing pharmaceutically active compound wherein the amine containing pharmaceutical active compound is selected from the group consisting of racemic or single isomer ritalinic acid or phenethylamine derivatives and the drug substance has a physical form selected from amorphous and polymorphic.

Resolution of chiral aliphatic and arylalkyl amines using immobilized Candida antarctica lipase and isolation of their R- and S-enantiomers

The resolution of chiral aliphatic and arylalkyl amines in high enantiomeric excess (up to 97.5% ee for the R-enantiomers and up to 99.9% ee for the S-enantiomers) and good yield (50-80%) using immobilized Candida antarctica lipase and ethyl acetate as acyl donor has been demonstrated. A second resolution on the Ramine increased the enantiomeric excess to more than 99.5% (up to 99.9%).

Asymmetric synthesis of chiral amines by highly diastereoselective 1,2- additions of organometallic reagents to N-tert-butanesulfinyl imines

High yielding and highly diastereoselective methods for 1,2-additions of organometallic reagents to N-tert-butanesulfinyl aldimines (2) and N-tert- butanesulfinyl kerimines (3) are described. The additions of alkyl, aryl, alkenyl, and allyl carbanions to a diverse set of imines with different steric and electronic properties are demonstrated. Acidic methanolysis of the sulfinamide products (4 and 6) delivers highly enantioenriched α-branched and α,α-dibranched amines. Since a broad range of sulfinyl imines are easily accessible from aldehydes and ketones, a wide variety of enantioentriched amines may be prepared.

Chiral Synthesis via Organoboranes. 30. Facile Synthesis, by the Matteson Asymmetric Homologation Procedure, of α-Methyl Boronic Acids Not Available from Asymmetric Hydroboration and Their Conversion into the Corresponding Aldehydes, Ketones, Carboxylic Acids, and Amines of High Enan...

2-(α-Methylalkyl)- or 2-(α-arylethyl)-1,3,2-dioxaborinanes, RMeHC*BO2(CH2)3 (R = alkyl or aryl), of very high enantiomeric purity, not available from asymmetric hydroboration, can be prepared by the Matteson asymmetric homologation procedure of optically pure pinanediol or 2,3-butanediol boronate esters with (dichloromethyl)lithium, LiCHCl2, conveniently generated in situ in THF at -78 deg C, followed by reaction with either a Grignard reagent or an alkyllithium, with subsequent removal of the chiral auxiliaries. α-Methyl boronic esters thus obtained are readily converted into the corresponding aldehydes by the reaction with lithium (MPML) and mercuric chloride, followed by oxidation with hydrogen peroxide in a pH 8 buffer medium.The two-phase aqueous chromic acid procedure can be used to oxidize these aldehydes to the corresponding α-methyl carboxylic acids of very high enantiomeric purity without significant racemization.Additionally, pinanediol or 2,3-butanediol α-methylorganylboronate esters can be conveniently converted into borinic ester derivatives, RMeHC*BMe(OMe), of very high enantiomeric purity by reaction with methyllithium, followed by treatment with methanolic hydrogen chloride and subsequent recovery of the valuable chiral auxiliaries.These borinic ester derivatives are converted into α-methyl ketones and α-methyl primary amines of known absolute configuration by the α,α-dichloromethyl methyl ether (DCME) reaction and the reaction with hydroxylamine-O-sulfonic acid, respectively.The present synthesis of chiral 2-organyl-1,3,2-dioxaborinanes by the Matteson route, together with our direct asymmetric hydroboration procedure, makes it possible to synthesize many chiral boronic acid derivatives in very high enantiomeric purities.These complementary procedures greatly expand the scope of asymmetric synthesis via chiral organoboranes.

Cytochrome P-455 nm Complex Formation in the Metabolism of Phenylalkylamines. 8. Stereoselectivity in Metabolic Intermediary Complex Formation with a Series of Chiral 2-Substituted 1-Phenyl-2-aminoethanes

The formation of cytochrome P-450 metabolic intermediary (MI) complexes from the enantiomers of four 2-alkyl-substituted 1-phenyl-2-aminoethanes was investigated during reduced nicotinamide adenine dinucleotide phosphate (NADPH) dependent metabolism in li

α-Amino Acids as Chiral Educts for Asymmetric Products. Amino Acylation with N-Acylamino Acids

α-N-Acylamino acids have been developed as useful reagents for the preparation of optically pure α-aminoalkylaryl ketones.Protection of the amino group as either the ethoxycarbonyl or benzenesulfonyl derivative allows alanine to serve as an effective educt for the chirally specific synthesis of a variety of structures containing the phenylethylamine backbone.Benzene undergoes Friedel-Crafts acylation with the N-acylalanine acid chloride.Catalyst complexation with oxagenated aromatics, however, prohibits acylation of aryl ethers.An arylmetallo reaction scheme overcomes this problem and also affords regiospecificity not attainable in conventional acylations.As examples, optically pure ephedrines and amphetamines were directly synthesized without recourse to resolution since the chirality of the amino acid educt was entirely conserved throughout the process.