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    Mexazolam

    ACTIVE PHARMA INGREDIENTS

    PharmaCompass
    $ API Ref.Price (USD/KG) : 21,040Xls

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    2D Structure
    Also known as: Melex, 31868-18-5, Cs-386, Chebi:31842, S5969b6237, 10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo(3,2-d)(1,4)benzodiazepin-6(5h)-one
    Molecular Formula
    C18H16Cl2N2O2
    Molecular Weight
    363.2  g/mol
    InChI Key
    ANUCDXCTICZJRH-UHFFFAOYSA-N
    FDA UNII
    S5969B6237
    Mexazolam (CS-386) is a benzodiazepine indicated for the treatment of anxiety with or without psychoneurotic conditions. Mexazolam's structure is similar to that of other benzodiazepines such as [oxazolam] and [cloxazolam]. The use of benzodiazepines in the treatment of anxiety is generally a second line measure.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
    2.1.2 InChI
    InChI=1S/C18H16Cl2N2O2/c1-11-10-24-18(13-4-2-3-5-15(13)20)14-8-12(19)6-7-16(14)21-17(23)9-22(11)18/h2-8,11H,9-10H2,1H3,(H,21,23)
    2.1.3 InChI Key
    ANUCDXCTICZJRH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CC1COC2(N1CC(=O)NC3=C2C=C(C=C3)Cl)C4=CC=CC=C4Cl
    2.2 Other Identifiers
    2.2.1 UNII
    S5969B6237
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10-chloro-2,3,7,11b-tetrahydro-3-methyl-11b-(2-chlorophenyl)oxazolo(3,2-d)(1,4)benzodiazepin-6(5h)-one

    2. Cs 386

    3. Cs-386

    2.3.2 Depositor-Supplied Synonyms

    1. Melex

    2. 31868-18-5

    3. Cs-386

    4. Chebi:31842

    5. S5969b6237

    6. 10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo(3,2-d)(1,4)benzodiazepin-6(5h)-one

    7. 10-chloro-11b-(o-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyloxazolo(3,2-d)(1,4)benzodiazepin-6(5h)-one

    8. Mexazolamum

    9. Mexazolam [inn:jan]

    10. Mexazolamum [inn-latin]

    11. Cs 386

    12. 10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,7,11b-tetrahydrobenzo[f]oxazolo[3,2-d][1,4]diazepin-6(5h)-one

    13. Brn 1091849

    14. Sedoxil

    15. Unii-s5969b6237

    16. Melex (tn)

    17. Mexazolam (jan/inn)

    18. Mexazolam [inn]

    19. Mexazolam [jan]

    20. Mexazolam [mi]

    21. Mexazolam [mart.]

    22. Mexazolam [who-dd]

    23. Dsstox_cid_31504

    24. Dsstox_rid_97389

    25. Dsstox_gsid_57715

    26. 10-chloro-11b-(2-chlorophenyl)-3-methyl-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one

    27. Schembl218453

    28. Chembl1743261

    29. Dtxsid9057715

    30. Tox21_113740

    31. Db15489

    32. Ncgc00253606-01

    33. Oxazolo(3,2-d)(1,4)benzodiazepin-6(5h)-one, 10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro-3-methyl-

    34. Cas-31868-18-5

    35. D01316

    36. Q6148446

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 363.2 g/mol
    Molecular Formula C18H16Cl2N2O2
    XLogP33.7
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass362.0588831 g/mol
    Monoisotopic Mass362.0588831 g/mol
    Topological Polar Surface Area41.6 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity505
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Mexazolam is indicated for the treatment of anxiety with or without psychoneurotic conditions.

    5 Pharmacology and Biochemistry
    5.1 ATC Code

    N - Nervous system

    N05 - Psycholeptics

    N05B - Anxiolytics

    N05BA - Benzodiazepine derivatives

    N05BA25 - Mexazolam

    5.2 Absorption, Distribution and Excretion

    Absorption

    The active metabolite chloronordiazepam has a Tmax of 1-2h.

    Route of Elimination

    Mexazolam is mainly eliminated in the bile and feces, with <10% eliminated as metabolites in the urine. >50% of a dose of mexazolam is eliminated as the metabolite chloroxazepam.

    5.3 Metabolism/Metabolites

    Mexazolam is rapidly metabolized to the active metabolites chloronordiazepam and chloroxazepam.

    5.4 Biological Half-Life

    Mexazolam follows a 2 compartment model with a first half life of 1.4h and a second half life of 76h.

    5.5 Mechanism of Action

    Mexazolam is a benzodiazepine that binds to benzodiazepine-type receptors, inhibiting gamma-aminobutyric acid.