125-71-3/Dextromethorphan

Quick Details
Molecular Formula:C18H25NO
Molecular Weight:271.403
CasNo:125-71-3

  • Product Details

    CasNo:125-71-3

    Product Name:Dextromethorphan

    Molecular Formula:C18H25NO

    Purity:99%

    Wholesale Factory Supply Dextromethorphan 125-71-3 with Efficient Transportation

    • Molecular Formula:C18H25NO
    • Molecular Weight:271.403
    • Vapor Pressure:1.92E-06mmHg at 25°C 
    • Melting Point:80 °C 
    • Refractive Index:1.585 
    • Boiling Point:394.9 °C at 760 mmHg 
    • PKA:pKa 8.3 (Uncertain) 
    • Flash Point:116.2 °C 
    • PSA:12.47000 
    • Density:1.11 g/cm3 
    • LogP:3.32130 

    DEXTROMETHORPHAN(Cas 125-71-3) Usage

    Description

    Dextromethorphan is structurally related to opioids but is devoid of analgesic or sedative effects at therapeutic doses. It is metabolized in the liver, primarily by the enzyme CYP2D6, into a more potent metabolite called dextrorphan.

    Uses

    Dextromethorphan is used as a non-prescription cough suppressant and antitussive. It is employed to treat non-productive cough (coughing without mucus production). Dextromethorphan's metabolite, dextrorphan, is a potent noncompetitive antagonist of the N-methyl-D-aspartate (NMDA) glutamate receptor. Dextromethorphan's NMDA receptor antagonism has led to its use in treating phantom pain.

    Brand name

    Benylin DM (Parke-Davis); Dextromethorphan Hydrobromide OROS Tablets (Ciba-Geigy); Drixoral Cough (Schering-Plough HealthCare); PediaCare 1 (McNeil Consumer); Romilar (Hoffmann-LaRoche-International); St. Joseph Cough Syrup (Schering-Plough HealthCare);Agrippol;Dextophan;Dextrophen.

    Biological Functions

    Dextromethorphan acts on the central nervous system to suppress the cough reflex.

    InChI:InChI=1/C18H25NO/c1-19-10-9-18-8-4-3-5-15(18)17(19)11-13-6-7-14(20-2)12-16(13)18/h6-7,12,15,17H,3-5,8-11H2,1-2H3/t15-,17+,18+/m1/s1

    125-71-3 Relevant articles

    Synthesis, in vitro and in vivo studies, and molecular modeling of N-alkylated dextromethorphan derivatives as non-competitive inhibitors of α3β4 nicotinic acetylcholine receptor

    Jozwiak, Krzysztof,Targowska-Duda, Katarzyna M.,Kaczor, Agnieszka A.,Kozak, Joanna,Ligeza, Agnieszka,Szacon, Elzbieta,Wrobel, Tomasz M.,Budzynska, Barbara,Biala, Grazyna,Fornal, Emilia,Poso, Antti,Wainer, Irving W.,Matosiuk, Dariusz

    , p. 6846 - 6856 (2014)

    9 N-alkylated derivatives of dextrometho...

    Dextromethorphan decreases the excitability of the human motor cortex

    Ulf Ziemann, Robert Chen, Leonardo G. Cohen, Mark Hallett

    , neurology, November 01, 1998; 51 (5)

    Dextromethorphan (DM), a noncompetitive N-methyl-D-aspartate receptor antagonist, has recently attracted clinical interest for its potential as a neuroprotective agent in various models of excitotoxicity. We were interested in learning whether this drug can modulate the excitability of the motor cortex in healthy subjects.

    Contra-thermodynamic Hydrogen Atom Abstraction in the Selective C-H Functionalization of Trialkylamine N-CH3 Groups

    Barham, Joshua P.,John, Matthew P.,Murphy, John A.

    supporting information, p. 15482 - 15487 (2016/12/09)

    We report a simple one-pot protocol that...

    125-71-3 Process route

    diazomethane
    186581-53-3,908094-01-9,334-88-3

    diazomethane

    3-Hydroxy-N-methylmorphinan
    888939-18-2

    3-Hydroxy-N-methylmorphinan

    dextromethorphan
    125-70-2,125-71-3,510-53-2,3561-92-0,1453167-99-1

    dextromethorphan

    Conditions
    Conditions Yield
    In methanol; chloroform; water; for 15h; Ambient temperature;
    95%
    1-(4-Methoxybenzyl)-2-methyl-5,6,7,8-tetrahydroisochinoliniumiodide
    98237-33-3

    1-(4-Methoxybenzyl)-2-methyl-5,6,7,8-tetrahydroisochinoliniumiodide

    dextromethorphan
    125-70-2,125-71-3,510-53-2,3561-92-0,1453167-99-1

    dextromethorphan

    Conditions
    Conditions Yield
    Multi-step reaction with 3 steps
    1: NaBH4, NaOH / aq. ethanol / 15 h / Ambient temperature
    2: 79 percent / 48percent aq. HBr / 40 h / 140 °C
    3: 95 percent / CHCl3; methanol; H2O / 15 h / Ambient temperature
    With sodium hydroxide; sodium tetrahydroborate; hydrogen bromide; In methanol; ethanol; chloroform; water;
     


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