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Picture of (6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)

(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)

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Origin: China

Cas No: 5967-73-7

Specification: 99%min

Min order Quantity: 1 /kg

Supply Ability: 100 mt/month

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  • Product Description
  • Property

    CAS No.: 5967-73-7 Formula: C21H28ClNO Molecular Weight: 345.90600

    Description

    Levomethadone (INN; L-Polamidon, L-Polamivet, Levadone, Levothyl), or levamethadone, is a synthetic opioid analgesic and antitussive which is marketed in Europe and is used for pain management and in opioid maintenance therapy. In addition to being used as a pharmaceutical drug itself, levomethadone, or R-(−)-methadone, is the active enantiomer of methadone, having approximately 50x the potency of the S-(+)-enantiomer as well as greater μ-opioid receptor selectivity. Accordingly, it is about twice as potent as methadone by weight and its effects are virtually identical in comparison. In addition to its activity at the opioid receptors, levomethadone has been found to act as a weak competitive antagonist of the N-methyl-D-aspartate (NMDA) receptor complex and as a potent noncompetitive antagonist of the α3β4 nicotinic acetylcholine (nACh) receptor.
    There is now an asymmetric synthesis available to prepare both levomethadone [R-(−)-methadone] and dextromethadone [S-(+)-methadone].
    The separation of the stereoisomers is one of the easier in organic chemistry and is described in the original patent. It involves "treatment of racemic methadone base with d-(+)-tartaric acid in an acetone/water mixture [which] precipitates almost solely the dextro-methadone levo-tartrate, and the more potent levo-methadone can easily be retrieved from the mother liquor in a high state of optical purity"

    Basic Info

    Chemical Name (6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)
    Synonyms

    (-)-Methylphenobarbital;
    2,4,6(1H,3H,5H)-Pyrimidinetrione,5-ethyl-1-methyl-5-phenyl-,(R);
    R-(-)-methadone hydrochloride;
    (R)-(-)-mephobarbital;
    (-)-Mephobarbital;
    (-)-Methadone hydrochloride;
    (R)-6-dimethylamino-4,4-diphenyl-3-heptanone hydrochloride;
    (5S)-mephobarbital;
    (R)-Methylphenobarbital;
    UNII-5NC67NU76B component ALARQZQTBTVLJV-CYBMUJFWSA-N;
    (6R)-methadone hydrochloride;
    (R)-(6-dimethylamino-4,4-diphenylheptan-3-one) hydrochloride;

    CAS No. 5967-73-7
    Molecular Formula C21H28ClNO
    Molecular Weight 345.90600
    PSA 20.31000
    LogP 5.09400

    Properties

    Boiling Point 423.7ºC at 760 mmHg
    Melting Point 220-227ºC
    Flash Point 126.5ºC
    Storage Condition Controlled Substance, -20ºC Freezer

    Synthesis Route

    (R)-(-)-2,2-diphenyl-4-dimethylaminopentanenitrile+Ethylmagnesium Bromide(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)
    methadone hydrochloride(+)-Methadone hydrochloride+(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)
    Diphenylacetonitrile(6R)-6-(Dimethylamino)-4,4-diphenyl-3-heptanone hydrochloride (1: 1)

    Precursor

    Ethylmagnesium Bromide
    (R)-(-)-2,2-diphenyl-4-dimethylaminopentanenitrile
    Diphenylacetonitrile
    methadone hydrochloride

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