5967-73-7

Usage

Uses

Used in Pharmaceutical Industry:
(R)-dimethyl(1-methyl-4-oxo-3,3-diphenylhexyl)ammonium chloride is used as an active pharmaceutical ingredient for the treatment of opioid dependence. Its chemical properties and interactions with biological systems make it a promising candidate for developing new therapies and medications to address this critical health issue.
As a component in the development of medications for opioid dependence, (R)-dimethyl(1-methyl-4-oxo-3,3-diphenylhexyl)ammonium chloride is utilized for its potential to modulate the effects of opioids in the body, helping to reduce cravings and withdrawal symptoms, and ultimately supporting the recovery process for individuals struggling with addiction.

Safety Profile

Poison by intravenous, subcutaneous, and intraperitoneal routes. Human systemic effects by ingestion: hallucinations, distorted perceptions, and analgesia. Caution: Abuse leads to habituation or addiction. When heated to decomposition it emits very 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-;/m1./s1

Upstream product

• 86-29-3 Diphenylacetonitrile 
• 925-90-6 ethylmagnesium bromide 
• 78208-11-4 levomethadone nitrile hydrochloride 
• 133814-25-2 (R)-2-(dimethylamino)propane-1-ol 
• 157431-09-9 Ν,Ν-dimethyl D-alanine 
• 125-58-6 levomethadone 
• 1095-90-5 methadone hydrochloride 
• 7576-16-1 (R)-(-)-2,2-diphenyl-4-dimethylaminopentanenitrile 

Downstream Products

• 76-99-3 Methadone 

Relevant academic research and scientific papers

SYNTHESIS OF LEVOMETHADONE HYDROCHLORIDE

A method for synthesizing levomethadone hydrochloride including producing (R)-2-(dimethylamino)propan-1-ol by reducing N,N-dimethyl-D-alanine using borax, forming (R)-1-chloro-N,N-dimethylpropane-2-amine hydrochloride by chlorinating the (R)-2-(dimethylamino)propan-1-ol, synthesizing levomethadone nitrile hydrochloride by mixing the (R)-1-chloro-N,N-dimethylpropane-2-amine and diphenylacetonitrile with potassium t-butoxide and producing levomethadone hydrochloride by exposing the levomethadone nitrile hydrochloride to a Grignard reagent.

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.

"A NOVEL PROCESS FOR CHIRAL RESOLUTION OF HIGHLY PURE (6R)-6-(DIMETHYLAMINO)-4,4-DIPHENYL-3-HEPTANONE FROM RACEMIC METHADONE HYDROCHLORIDE"

The present invention discloses an improved process for preparing pure (dimethylarnino)-4,4-diphenyl-3-heptanone and its hydrochloride salt.

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.

Synthesis of optically active methadones, LAAM and bufuralol by lipase-catalysed acylations

(R)- and (S)-Methadones and levo-α-acetylmethadol (LAAM) have been synthesised starting from lipase-catalysed acylation of dimethylaminopropan-2-ol. An approach to the synthesis of (R)-bufuralol is also presented.