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1095-90-5

1095-90-5 Structure

1095-90-5 Structure
IdentificationMore
[Name]

Methadone hydrochloride
[CAS]

1095-90-5
[Synonyms]

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 OPIOID RECEPTOR AGONI
Methadone Hydrochloride {D.D.}
(+-)-METHADONE HYDROCHLORIDE--DEA*SCHEDU LE II ITEM
3-Heptanone, 6-(dimethylamino)-4,4-diphenyl-, hydrochloride
(±)-methadone hydrochloride solution
METHADONEHYDROCHLORIDE,USP
Methadone ELISA
1,1-Diphenyl-1-(2-dimethylaminopropyl)-2-butanone hydrochloride
6-Dimethylamino-4,4-diphenyl-3-heptanone hydrochloride
Methadone hydrochloride
rac Methadone Hydrochloride
(±)-Methadone solution hydrochloride
[EINECS(EC#)]

214-140-7
[Molecular Formula]

CH3ClO
[MDL Number]

MFCD00058014
[Molecular Weight]

66.49
[MOL File]

1095-90-5.mol
Chemical PropertiesBack Directory
[Definition]

A synthetic narcotic.
[Appearance]

White Solid
[Melting point ]

232-2340C
[density ]

1.0103 (rough estimate)
[refractive index ]

1.5790 (estimate)
[Fp ]

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
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Water Solubility ]

120 mg/mL
[Usage]

Controlled substance (opiate). Used in treatment of opioid dependence
[CAS DataBase Reference]

1095-90-5(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T,F
[Risk Statements ]

R25:Toxic if swallowed.
R39/23/24/25:Toxic: danger of very serious irreversible effects through inhalation, in contact with skin and if swallowed .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
R11:Highly Flammable.
[Safety Statements ]

S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

UN 2811
[WGK Germany ]

3
[RTECS ]

MJ6300000
[HS Code ]

2922310000
[Toxicity]

LD50 orally in rats: 95 mg/kg (Finnegan)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diphenylacetonitrile-->2-chloropropyldimethylamine-->Magnesium-->Bromoethane-->Hydrochloric acid
Hazard InformationBack Directory
[Hazard]

Toxic. Addictive narcotic. Use restricted.
[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.
[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
[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.
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