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    Technical details about Halazepam, learn more about the structure, uses, toxicity, action, side effects and more

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    Halazepam

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    2D Structure
    1. Also known as: Paxipam, Sch 12041, 23092-17-3, Halazepamum [inn-latin], Schering 12041, Sch-12041
    Molecular Formula
    C17H12ClF3N2O
    Molecular Weight
    352.7  g/mol
    InChI Key
    WYCLKVQLVUQKNZ-UHFFFAOYSA-N
    FDA UNII
    320YC168LF
    Halazepam is a synthetic benzodiazepine derivative with anxiolytic property. Halazepam potentiates the inhibitory activities of gamma-aminobutyric acid (GABA) by binding to the benzodiazepine-GABA-A-chloride ionophore receptor complex located in the limbic, thalamic, and hypothalamic regions of the central nervous system (CNS). This increases the frequency of chloride channel opening, allowing the flow of chloride ions into the neuron and ultimately leading to membrane hyperpolarization and a decrease in neuronal excitability.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-3H-1,4-benzodiazepin-2-one
    2.1.2 InChI
    InChI=1S/C17H12ClF3N2O/c18-12-6-7-14-13(8-12)16(11-4-2-1-3-5-11)22-9-15(24)23(14)10-17(19,20)21/h1-8H,9-10H2
    2.1.3 InChI Key
    WYCLKVQLVUQKNZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1C(=O)N(C2=C(C=C(C=C2)Cl)C(=N1)C3=CC=CC=C3)CC(F)(F)F
    2.2 Other Identifiers
    2.2.1 UNII
    320YC168LF
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Sch 12041

    2.3.2 Depositor-Supplied Synonyms

    1. Paxipam

    2. Sch 12041

    3. 23092-17-3

    4. Halazepamum [inn-latin]

    5. Schering 12041

    6. Sch-12041

    7. Halazepam Civ

    8. 7-chloro-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-2h-1,4-benzodiazepin-2-one

    9. 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-3h-1,4-benzodiazepin-2-one

    10. 2h-1,4-benzodiazepin-2-one, 7-chloro-1,3-dihydro-5-phenyl-1-(2,2,2-trifluoroethyl)-

    11. Pacinone

    12. 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-1,3-dihydro-2h-1,4-benzodiazepin-2-one

    13. 320yc168lf

    14. Halazepamum

    15. 2h-1,4-benzodiazepin-2-one, 1,3-dihydro-7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-

    16. 7-chloro-5-phenyl-1-(2,2,2-trifluoroethyl)-2,3-dihydro-1h-1,4-benzodiazepin-2-one

    17. Paxipam (tn)

    18. Halazepam (usan/inn)

    19. Einecs 245-425-4

    20. Brn 0898553

    21. Alapryl

    22. Halezepam

    23. Unii-320yc168lf

    24. Dea No. 2762

    25. Halazepam [usan:usp:inn:ban]

    26. Halazepam [inn]

    27. Halazepam [mi]

    28. Halazepam [usan]

    29. Halazepam [vandf]

    30. Chembl970

    31. Halazepam [mart.]

    32. Halazepam [who-dd]

    33. Schembl78995

    34. 5-24-04-00303 (beilstein Handbook Reference)

    35. Chebi:5603

    36. Gtpl7195

    37. Halazepam [orange Book]

    38. Dtxsid5023118

    39. Zinc537811

    40. Bdbm50408018

    41. Db00801

    42. D00338

    43. Q5641126

    44. 7-chloro-5-phenyl-1-(2,2,2-trifluorethyl)-1h-1,4-benzodiazepin-2(3h)-on

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 352.7 g/mol
    Molecular Formula C17H12ClF3N2O
    XLogP34
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count2
    Exact Mass352.0590252 g/mol
    Monoisotopic Mass352.0590252 g/mol
    Topological Polar Surface Area32.7 Ų
    Heavy Atom Count24
    Formal Charge0
    Complexity503
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Indication

    Used to relieve anxiety, nervousness, and tension associated with anxiety disorders.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Anti-Anxiety Agents

    Agents that alleviate ANXIETY, tension, and ANXIETY DISORDERS, promote sedation, and have a calming effect without affecting clarity of consciousness or neurologic conditions. ADRENERGIC BETA-ANTAGONISTS are commonly used in the symptomatic treatment of anxiety but are not included here. (See all compounds classified as Anti-Anxiety Agents.)

    5.2 ATC Code

    N - Nervous system

    N05 - Psycholeptics

    N05B - Anxiolytics

    N05BA - Benzodiazepine derivatives

    N05BA13 - Halazepam

    5.3 Metabolism/Metabolites

    Hepatic.

    5.4 Mechanism of Action

    Benzodiazepines bind nonspecifically to benzodiazepine receptors BNZ1, which mediates sleep, and BNZ2, which affects affects muscle relaxation, anticonvulsant activity, motor coordination, and memory. As benzodiazepine receptors are thought to be coupled to gamma-aminobutyric acid-A (GABAA) receptors, this enhances the effects of GABA by increasing GABA affinity for the GABA receptor. Binding of GABA to the site opens the chloride channel, resulting in a hyperpolarized cell membrane that prevents further excitation of the cell.

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