15284-15-8

Basic information

• Product Name: S(+)-METHADONE HYDROCHLORIDE
• Synonyms: S(+)-METHADONE HYDROCHLORIDE;(6S)-6-(dimethylamino)-4,4-diphenylheptan-3-one:hydrochloride
• CAS NO: 15284-15-8
• Molecular Formula: C₂₁H₂₇NO*ClH
• Molecular Weight: 345.91
• Product Categories: Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 15284-15-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 239-242°C (dec.)
• Boiling Point: 451.3°C at 760 mmHg
• Flash Point: 226.7°C
• Appearance: white/solid
• Vapor Pressure: 1.51E-08mmHg at 25°C
• Storage Temp.: Controlled Substance, -20?C Freezer
• Solubility: H2O: soluble
• CAS DataBase Reference: S(+)-METHADONE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: S(+)-METHADONE HYDROCHLORIDE(15284-15-8)
• EPA Substance Registry System: S(+)-METHADONE HYDROCHLORIDE(15284-15-8)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-42/43
• Safety Statements: 22-26-36/37/39-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: MJ6000000
• Hazardous Substances Data: 15284-15-8(Hazardous Substances Data)

Usage

Chemical Properties

S(+)-METHADONE HYDROCHLORIDE is N/AOff-White to Pale Beige Solid

Uses

S(+)-METHADONE HYDROCHLORIDE is a component of pharmaceuticals used in the treatment of opioid dependence.

Safety Profile

Poison by intravenous and intraperitoneal routes. Human systemic effects by ingestion: euphoria, somnolence (general depressed activity), and analgesia. Caution: Abuse leads to habituation or addction. When heated to decomposition it emits toxic fumes of Cland NOx. See also METHADONE HYDROCHLORIDE.

InChI:InChI=1/C21H27NO.ClH/c1-5-20(23)21(16-17(2)22(3)4,18-12-8-6-9-13-18)19-14-10-7-11-15-19;/h6-15,17H,5,16H2,1-4H3;1H/t17-;/m0./s1

Upstream product

• 40916-65-2 (S)-2-(dimethylamino)-1-propanol 
• 76-99-3 Methadone 
• 5653-80-5 (S)-methadone 
• 1095-90-5 methadone hydrochloride 
• 86-29-3 Diphenylacetonitrile 
• 7576-08-1 (S)-(+)-2,2-diphenyl-4-dimethylaminopentanenitrile 
• 925-90-6 ethylmagnesium bromide 

Downstream Products

• 43033-72-3 levomethadyl acetate hydrochloride 
• 14019-10-4 (3S,6S)-Methadol 

Relevant articles and documents

SYNTHESIS OF LEVOMETHADONE HYDROCHLORIDE OR DEXTROMETHADONE HYDROCHLORIDE AND METHODS FOR USE THEREOF

Highly efficient methods for synthesis of levomethadone hydrochloride or dextromethadone hydrochloride are provided starting from D-alanine, or L-alanine, respectively, with retention of configuration. Methods for treating a subject are provided comprising administering a composition comprising an effective amount of levomethadone hydrochloride having not more than 10 ppm dextromethadone.

Methadone chiral isolate as an improved pharmaceutical

Methadone is a frequently employed agent for the treatment of drug addiction and the treatment of pain. Methadone prolongs the cardiac action potential, which on the surface electrocardiogram is represented by QT prolongation. This QT prolongation is known to increase the risk for the development of cardiac arrhythmias, especially the form of ventricular tachycardia known as Torsade de Pointes. For this reason, the FDA has inserted a “black box” warning for potential life threatening arrhythmias. The invention described in this application is the surprising finding that the R-isomer of methadone causes less inhibition of the potassium channel, IKr and thus would have less of a chance of causing life threatening arrhythmias. What is claimed is a method of chirally separating methadone with one isomer having less QT prolongation and more analgesic action that would make a superior pharmacologic agent than the racemate R,S methadone.