51-57-0

Basic information

• Product Name: (+)METHAMPHETAMINE HYDROCHLORIDE
• Synonyms: (+)-methamphetaminechloride;(S)-N,a-dimethylbenzeneethanaminehydrochloride;adipex;d-deoxyephedrinehydrochloride;deofed;desoxyfed;desoxyn;destim
• CAS NO: 51-57-0
• Molecular Formula: C₁₀H₁₅N*ClH
• Molecular Weight: 185.69
• EINECS: 200-106-9
• Product Categories: Amines;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 51-57-0.mol
• Article Data: 5

Chemical Properties

• Melting Point: 166-168?C
• Boiling Point: 215.5°Cat760mmHg
• Flash Point: 86.8°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.147mmHg at 25°C
• Storage Temp.: Controlled Substance, -20°C Freezer
• CAS DataBase Reference: (+)METHAMPHETAMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (+)METHAMPHETAMINE HYDROCHLORIDE(51-57-0)
• EPA Substance Registry System: (+)METHAMPHETAMINE HYDROCHLORIDE(51-57-0)

Safety Data

• Hazard Codes: T,F
• Statements: 25-39/23/24/25-23/24/25-11
• Safety Statements: 45-36/37-16
• RIDADR: 3249
• WGK Germany: 2
• RTECS: SH5455000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 51-57-0(Hazardous Substances Data)

Usage

Description

(+)-Methamphetamine (Item No. 13997) is an analytical reference material categorized as an amphetamine. It is the more physiologically active isomer of (±)-methamphetamine and is both neurotoxic and frequently abused. Methamphetamine is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

Off-White Solid

Originator

Desoxyn ,Abbott Laboratories

Definition

ChEBI: A hydrochloride having methamphetamine as the base component.

Manufacturing Process

2 Methods of prepearing of methamphetamine: 1. (-)-Ephedrin was reduced by hydrogenesation with hydrogen in the presence of Pt-C catalyst to give the (+)-N-α-dimethylphenethylamine (methamphetamine), melting point 172°-174°C.2. Methamphetamine was obtained by the methylation of phenylisopropylamine. To give methamphetamine hydrochloride the base methamphetamine was treated by eqimolar quantity of hydrochloric acid.

Therapeutic Function

Sympathomimetic, Central stimulant

General Description

Methamphetamine, (+)-1-phenyl-2-methylaminopropanehydrochloride desoxyephedrine hydrochloride (Desoxyn), isthe N-methyl analog of dextroamphetamine. It has moremarked central and less peripheral action than dextroamphetamine.It has a very high abuse potential, and by the intravenousroute, its salts are known as “speed.” The overallabuse problem presented by the drug is a national disaster.Medicinally acceptable uses of methamphetamine are analogousto those of dextroamphetamine.

Biochem/physiol Actions

Sympathomimetic with more potent central effects than amphetamine. It is transported into terminals via the monoamine transporters and induces release of dopamine, norepinephrine, epinephrine, and serotonin. Dopamine release is important for the addictive properties of methamphetamine while norepinephrine and epinephrine release are important for the cardiovascular effects. Serotonin neurotoxin.

Safety Profile

Poison by ingestion, subcutaneous, intravenous, and intraperitoneal routes. An experimental teratogen. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. When heated to decomposition it emits toxic fumes of NOx and HCl. See also BENZEDRINE and various amphetamines.

InChI:InChI=1/C10H15N.ClH/c1-9(11-2)8-10-6-4-3-5-7-10;/h3-7,9,11H,8H2,1-2H3;1H/t9-;/m0./s1

Upstream product

• 537-46-2 Methamphetamin 
• 100-44-7 benzyl chloride 
• 152614-95-4 BOC-pseudoephedrine 
• 1334921-74-2 C₁₅H₂₃NO₂ 
• 50-98-6 ephedrine hydrochloride 
• 345-78-8 Novafed 
• 299-42-3 ephedrine 

Downstream Products

• 89578-44-9 (S)-(+)-N-Propionyl-N-methylamphetamine 
• 95688-67-8 [Hydroxy(4-phenylbutyl)phosphinyl]acetic acid, ethyl ester 
• 5411-22-3 benzfetamine hydrochloride 
• 6192-97-8 (S)-1-cyclohexyl-N-methylpropan-2-amine 
• 1587700-82-0 C₁₈H₂₉NO₂ 
• 156-08-1 benzphetamine 
• 77001-77-5 C₁₂H₁₄F₃NO 
• 1292765-48-0 (S)-6-mercapto-N-(4-(2-(methylamino)propyl)phenyl)hexanamide 
• 1292765-47-9 (S)-N-(4-(2-(2,2,2-trifluoro-N-methylacetamido)propyl)phenyl)-6-(tritylthio)hexanamide 
• 131654-31-4 (S)-N-(1-(4-aminophenyl)propan-2-yl)-2,2,2-trifluoro-N-methylacetamide 
• 131654-30-3 (S)-2,2,2-trifluoro-N-methyl-N-(1-(4-nitrophenyl)propan-2-yl)acetamide 
• 14482-57-6 Phenylpropionyl-L-pervitin 

Relevant articles and documents

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.

Significant determinants of isotope composition during HI/Pred synthesis of methamphetamine

Methamphetamine HCl was synthesized using three variations of the hydriodic acid/red phosphorus (HI/Pred) synthetic route. A Plackett-Burman experimental design was used to determine how reaction parameters affected the isotopic composition of the product. Isotope ratio mass spectrometry results showed only the source of precursor 13C was significant in determining product δ13C; the manufacturer, reaction temperature, time, scale, and source of HI were not significant. The precursor was also the main determinant of product δ2H, with smaller contributions from the HI source for one method. From precursor to product, large δ2H depletion occurred for most samples. Deuterium nuclear magnetic resonance spectroscopy (2H NMR) was used to investigate the specific site of this. Significant fraction of deuterium was observed only at the benzylic position, the site of hydrogen addition during synthesis. Methamphetamine synthesized from ephedrine was shown to be depleted in this position.

PROCESS FOR PREPARING BENZYLATED AMINES

This present invention relates to a process for preparing benzylated amines by the reaction of an amine selected from methamphetamine and propylhexedrine with benzyl halide. Numerous improvements are obtained by employing the amine in molar excess with respect to benzyl halide, preferably in a molar ratio of 2 to 1. The excess amine is employed to selectively neutralize by-product acid as the amine salt. The amine salt is then separated from the reaction mixture and basified to reclaim starting amine for recycle to the process.