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    Cloxazolam

    ACTIVE PHARMA INGREDIENTS

    REF. STANDARDS & IMPURITIES

    PharmaCompass
    $ API Ref.Price (USD/KG) : 2,911Xls

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    2D Structure
    Also known as: Cloxazolazepam, Sepazon, Olcadil, 24166-13-0, Enadel, Cloxazolamum
    Molecular Formula
    C17H14Cl2N2O2
    Molecular Weight
    349.2  g/mol
    InChI Key
    ZIXNZOBDFKSQTC-UHFFFAOYSA-N
    FDA UNII
    GYL649Z0HY
    Cloxazolam is a benzodiazepine with anxiolytic, sedative/hypnotic, muscle relaxant, and antiepileptic effects. It is marketed in the Argentina, Australia, Portugal, Belgium, Switzerland, Luxembourg, Germany, Taiwan and Japan -- mainly for anti-anxiety. The usual dose of cloxazolam in adults is 3-12mg/day for anti-anxiety. Although less commonly noted, it has also been reported as clinically effective in the treatment of depression, schizophrenia, and neurosis. As well, it has also been studied in Japan in doses of 15-30mg/day as an adjunct in the treatment of intractable epilepsy, for which it has demonstrated effectiveness.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one
    2.1.2 InChI
    InChI=1S/C17H14Cl2N2O2/c18-11-5-6-15-13(9-11)17(12-3-1-2-4-14(12)19)21(7-8-23-17)10-16(22)20-15/h1-6,9H,7-8,10H2,(H,20,22)
    2.1.3 InChI Key
    ZIXNZOBDFKSQTC-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1COC2(N1CC(=O)NC3=C2C=C(C=C3)Cl)C4=CC=CC=C4Cl
    2.2 Other Identifiers
    2.2.1 UNII
    GYL649Z0HY
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 10-chloro-11b-(2-chlorophenyl)-2,3,5,6,7,11b-hexahydrobenzo(6,7)-1,4-diazepino(5,4-b)oxazol-6-one

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

    3. Cs 370

    4. Former Cas Registry Number Of Cloxazolam

    5. Mt 14-411

    6. Olcadil

    2.3.2 Depositor-Supplied Synonyms

    1. Cloxazolazepam

    2. Sepazon

    3. Olcadil

    4. 24166-13-0

    5. Enadel

    6. Cloxazolamum

    7. Betavel

    8. Lubalix

    9. Tolestan

    10. Cs 370

    11. Mt 14-411

    12. Gyl649z0hy

    13. Chebi:31426

    14. 10-chloro-11b-(2-chlorophenyl)-2,3,5,7-tetrahydro-[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6-one

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

    16. 10-chloro-11b-(o-chlorophenyl)-2,3,7,11b-tetrahydro-oxazolo(3,2-d) (1,4)benzodiazepin-6(5h)-one

    17. Cloxam

    18. Cloxazolam [inn:jan]

    19. Cloxazolamum [inn-latin]

    20. Unii-gyl649z0hy

    21. Brn 0569691

    22. Sepazone

    23. Dea No. 2753

    24. 10-chloro-11b-(o-chlorophenyl)-2,3,7,11b-tetrahydro-oxazolo[3,2-d] [1,4]benzodiazepin-6(5h)-one

    25. Sepazon (tn)

    26. Cloxazolam [mi]

    27. Cloxazolam [inn]

    28. Cloxazolam [jan]

    29. Dsstox_cid_2854

    30. Cloxazolam (jp17/inn)

    31. Cloxazolam [mart.]

    32. Cloxazolam [who-dd]

    33. Dsstox_rid_97543

    34. Dsstox_gsid_22854

    35. Us9271961, Cloxazolam

    36. Schembl157225

    37. Chembl2107254

    38. Dtxsid0022854

    39. Bdbm220121

    40. Tox21_113693

    41. Db01553

    42. Ncgc00249917-01

    43. 10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6(5h)-one

    44. 10-chloro-2,3,5,6,7,11b-hexahydro-11b-(o-chlorophenyl)benzo(6,7)-1,4-diazepino-(5,4-b)-oxazol-6-one

    45. Cas-24166-13-0

    46. D01268

    47. Q4385221

    48. 10-chloro-11 B-(2-chlorophenyl)- 2,3,5,11b-tetrahydrooxazolo[3,2-d] [1,4]benzodiazepin-6(7h)-one

    49. 10-chloro-11b-(2-chlorophenyl)-2,3, 5,11b-tetrahydrooxazolo[3,2-d] [1,4]benzodiazepin-6(7h)-one

    50. 10-chloro-11b-(2-chlorophenyl)-2,3,5,11b-tetrahydrooxazolo[3,2-d] [1,4]benzodiazepin-6(7h)-one

    51. 10-chloro-11b-(2-chlorophenyl)-2,3,5,11b-tetrahydrooxazolo[3,2-d][1,4]benzodiazepin-6(7h)-one

    52. 10-chloro-11b-(2-chlorophenyl)-2,3,7,11b-tetrahydro[1,3]oxazolo[3,2-d][1,4]benzodiazepin-6(5h)-one #

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 349.2 g/mol
    Molecular Formula C17H14Cl2N2O2
    XLogP33.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count1
    Exact Mass348.0432331 g/mol
    Monoisotopic Mass348.0432331 g/mol
    Topological Polar Surface Area41.6 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity478
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Used primarily as an anti-anxiety agent. Typically used short term, and may be given as a single dose of up to 100mcg/kg to reduce anxiety and tension experienced prior to surgery.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Studies have shown a superiority of 4mg/day of cloxazepam to 12mg/day of bromazepam in terms of anxiety, depressed mood, and sleep; an insignificant difference in terms of sedative effect; and less muscle relaxant effects. [3] Cloxazolam, administered as a single oral dose of 3mg, when compared to a single 5 mg dose of diazepam in one study, showed similar subjective measures; however, there cloxazolam caused more fatigue, and less mood improvement. Cloxazolam also induced a significant increase in heart rate in the control group of this study. [3]

    5.2 ATC Code

    N05BA22

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    N - Nervous system

    N05 - Psycholeptics

    N05B - Anxiolytics

    N05BA - Benzodiazepine derivatives

    N05BA22 - Cloxazolam

    5.3 Absorption, Distribution and Excretion

    Route of Elimination

    Renal elimination.

    5.4 Metabolism/Metabolites

    Cloxazolam is metabolised by the liver into the active metabolite chlordesmethyldiazepam (delorazepam). [5]

    5.5 Biological Half-Life

    65 hours

    5.6 Mechanism of Action

    Cloxazolam is a long acting benzodiazepine. It acts as a prodrug, with pharmacologically active metabolites, which bind to to the GABAa receptor, which other benzodiazepines bind to, to illicit a physiological response. [wiki]