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Clozapine N-oxide
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    Clozapine N-oxide

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    Clozapine N-oxide
    Clozapine N-oxide.png
    Names
    IUPAC name
    3-chloro-6-(4-methyl-4-oxidopiperazin-4-ium-1-yl)-11H-benzo[b][1,4]benzodiazepine
    Identifiers
    3D model (JSmol)
    ChEMBL
    ChemSpider
    ECHA InfoCard 100.164.243
    PubChem CID
    UNII
    • InChI=1S/C18H19ClN4O/c1-23(24)10-8-22(9-11-23)18-14-4-2-3-5-15(14)20-16-7-6-13(19)12-17(16)21-18/h2-7,12,20H,8-11H2,1H3
      Key: OGUCZBIQSYYWEF-UHFFFAOYSA-N
    • C[N+]1(CCN(CC1)C2=NC3=C(C=CC(=C3)Cl)NC4=CC=CC=C42)[O-]
    Properties
    C18H19ClN4O
    Molar mass 342.83 g·mol−1
    Hazards
    GHS labelling:
    GHS06: ToxicGHS07: Exclamation mark
    Danger
    H301, H315, H319, H335
    P261, P264, P270, P271, P280, P301+P310, P302+P352, P304+P340, P305+P351+P338, P312, P321, P330, P332+P313, P337+P313, P362, P403+P233, P405, P501
    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    Clozapine N-oxide (CNO) is a synthetic drug used mainly in biomedical research as a ligand to activate DREADD receptors. Although CNO was initially believed to be biologically inert and an agonist of DREADDs, it has been shown not to enter the brain after administration and to reverse metabolise in vivo into clozapine which has a series of effects on the DREADDs as well as serotonin and dopamine receptors.

    Alternatives to CNO with more affinity, more inert character, and faster kinetics include Compound 21 (C21) and deschloroclozapine (DCZ).


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