ChemicalBook >> CAS DataBase List >>Methadone hydrochloride

Methadone hydrochloride

CAS No.
1095-90-5
Chemical Name:
Methadone hydrochloride
Synonyms
adolan;Methadone ELISA;althosehydrochloride;Methadone hydrochloride;METHADONEHYDROCHLORIDE,USP;rac Methadone Hydrochloride;FJQXCDYVZAHXNS-UHFFFAOYSA-N;Methadone Hydrochloride {D.D.};Methadone Hydrochloride (CII), USP;(±)-Methadone (hydrochloride) (CRM)
CBNumber:
CB8497437
Molecular Formula:
CH3ClO
Molecular Weight:
66.49
MDL Number:
MFCD00058014
MOL File:
1095-90-5.mol
Last updated:2023-06-08 09:03:05

Methadone hydrochloride Properties

Melting point 232-2340C
Density 1.0103 (rough estimate)
refractive index 1.5790 (estimate)
Flash point 11 °C
storage temp. 2-8°C
solubility Soluble in water, freely soluble in ethanol (96 per cent)
form powder
color white to off-white
Water Solubility 120 mg/mL
Stability Stable. Incompatible with strong oxidizing agents.
CAS DataBase Reference 1095-90-5(CAS DataBase Reference)
EWG's Food Scores 1
NCI Dictionary of Cancer Terms methadone hydrochloride
FDA UNII 229809935B
NCI Drug Dictionary methadone hydrochloride

Pharmacokinetic data

Protein binding 60-90%
Excreted unchanged in urine 15-60%
Volume of distribution 3-6(L/kg)
Biological half-life 13-47 / -

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS06
Signal word  Danger
Hazard statements  H300-H336
Precautionary statements  P301+P310+P330
Hazard Codes  T,F
Risk Statements  25-39/23/24/25-23/24/25-11
Safety Statements  45-36/37-16
RIDADR  UN 2811
WGK Germany  3
RTECS  MJ6300000
HS Code  2922310000
Toxicity LD50 orally in rats: 95 mg/kg (Finnegan)
NFPA 704
0
4 0

Methadone hydrochloride Chemical Properties,Uses,Production

Description

(±)-Methadone (hydrochloride) (Item No. ISO00145) is an analytical reference material categorized as an opioid. (±)-Methadone has analgesic activity. Formulations containing (±)-methadone have been used in the treatment of opioid addiction. (±)-Methadone is regulated as a Schedule II compound in the United States. This product is intended for research and forensic applications.

Chemical Properties

White Solid

Originator

Dolophine ,Lilly,US,1947

Uses

Controlled substance (opiate). Methadone hydrochloride is used in treatment of opioid dependence.

Definition

A synthetic narcotic.

Manufacturing Process

Diphenylacetonitrile is condensed with 2-chloro-1-dimethylaminopropane to give 4-(dimethylamino)-2,2-diphenyl valeronitrile. It is then reacted with ethyl magnesium bromide and then hydrolyzed using HCl to give methadone hydrochloride.

brand name

Dolophine Hydrochloride (Roxane); Dolophine Hydrochloride (Xanodyne); Methadose (Mallinckrodt); Westadone (Sandoz).

Therapeutic Function

Narcotic analgesic

Hazard

Toxic. Addictive narcotic. Use restricted.

Clinical Use


Treatment of opioid drug addiction
Analgesic for moderate to severe pain

Drug interactions

Metabolised in the liver to the Potentially hazardous interactions with other drugs Analgesics: possible opioid withdrawal with buprenorphine and pentazocine. Antibacterials: metabolism increased by rifampicin; increased risk of ventricular arrhythmias with delamanid and telithromycin. Antidepressants: concentration possibly increased by fluoxetine, fluvoxamine, paroxetine and sertraline; possible CNS excitation or depression with MAOIs and moclobemide - avoid; possibly increased sedative effects with tricyclics; concentration possibly reduced by St John's wort. Antiepileptics: concentration reduced by carbamazepine, phenobarbital and phenytoin. Antifungals: concentration increased by fluconazole, ketoconazole, voriconazole and possibly itraconazole - may need to reduce methadone dose with voriconazole, avoid with ketoconazole. Antihistamines: increased sedative effects with sedating antihistamines.
Antimalarials: increased risk of ventricular arrhythmias with piperaquine with artenimol - avoid.
Antipsychotics: enhanced hypotensive and sedative effects; increased risk of ventricular arrhythmias with antipsychotics that prolong the QT interval - avoid with amisulpride.
Antivirals: methadone possibly increases
concentration of zidovudine; concentration reduced by efavirenz, fosamprenavir and ritonavir; concentration possibly reduced by abacavir, nevirapine and rilpivirine; concentration possibly affected by boceprevir; concentration of didanosine possibly reduced; increased risk of ventricular arrhythmias with saquinavir and telaprevir - avoid with saquinavir and use with caution with telaprevir.
Atomoxetine: increased risk of ventricular arrhythmias.
Cytotoxics: possible increased risk of ventricular arrhythmias with bosutinib, ceritinib, panobinostat and vandetanib.
Dopaminergics: avoid with selegiline.
Nalmefene: avoid concomitant use.
Sodium oxybate: enhanced effect of sodium oxybate - avoid

Metabolism

Metabolised in the liver to the major metabolite 2-ethylidine-1,5-dimethyl-3,3-diphenylpyrrolidine and the minor metabolite 2-ethyl-3,3-diphenyl-5- methylpyrrolidine, both of them inactive. Two other metabolites have also been identified. These metabolites are excreted in the faeces and urine with unchanged methadone

Purification Methods

The salt crystallises from EtOH, or EtOH/Et2O.

Methadone hydrochloride Preparation Products And Raw materials

METHADONE HYDROCHLORIDE OPIOID RECEPTOR AGONI 1,1-diphenyl-1-(beta-dimethylaminopropyl)butanone-2hydrochloride 4,4-diphenyl-6-dimethylamino-heptanone-3hydrochloride 6-(dimethylamino)-4,4-diphenyl-3-heptanonhydrochloride adolan althosehydrochloride Methadone Hydrochloride {D.D.} (+-)-METHADONE HYDROCHLORIDE--DEA*SCHEDU LE II ITEM 1,1-Diphenyl-1-(2-dimethylaminopropyl)-2-butanone hydrochloride 3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, hydrochloride (±)-methadone hydrochloride solution METHADONEHYDROCHLORIDE,USP Methadone ELISA rac Methadone Hydrochloride (±)-Methadone solution hydrochloride Methadone Hydrochloride (CII), USP Methadone Hydrochloride CII (200 mg) 3-Heptanone,6-(diMethylaMino)-4,4-diphenyl-, hydrochloride (1:1) 6-Dimethylamino-4,4-diphenyl-3-heptanone hydrochloride Methadone hydrochloride (±)-Methadone (hydrochloride) (CRM) FJQXCDYVZAHXNS-UHFFFAOYSA-N Methadone Hydrochloride CII (1398009) Morphinan-3,14-diol,4,5-epoxy-6-(3,6,9,12,15,18,21-heptaoxadocos-1-yloxy)-17-(2-propen-1-yl)-,(5α,6α)-,ethanedioate(1:5)(salt) 1095-90-5 C21H28ClNO RECI Intermediates & Fine Chemicals Neurochemicals Pharmaceuticals