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

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    Prazepam

    APIs // Active Pharmaceutical Ingredients

    INTERMEDIATES

    DOSSIERs // Finished Dosage Forms

    GLOBAL SALES INFORMATION

    REF. STANDARDS & IMPURITIES

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    2D Structure
    1. Also known as: Demetrin, Lysanxia, Centrax, Trepidan, Verstran, 2955-38-6
    Molecular Formula
    C19H17ClN2O
    Molecular Weight
    324.8  g/mol
    InChI Key
    MWQCHHACWWAQLJ-UHFFFAOYSA-N
    FDA UNII
    Q30VCC064M
    A benzodiazepine that is used in the treatment of ANXIETY DISORDERS.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    7-chloro-1-(cyclopropylmethyl)-5-phenyl-3H-1,4-benzodiazepin-2-one
    2.1.2 InChI
    InChI=1S/C19H17ClN2O/c20-15-8-9-17-16(10-15)19(14-4-2-1-3-5-14)21-11-18(23)22(17)12-13-6-7-13/h1-5,8-10,13H,6-7,11-12H2
    2.1.3 InChI Key
    MWQCHHACWWAQLJ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CC1CN2C(=O)CN=C(C3=C2C=CC(=C3)Cl)C4=CC=CC=C4
    2.2 Other Identifiers
    2.2.1 UNII
    Q30VCC064M
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Centrax

    2. Demetrin

    3. Lysanxia

    4. Mono Demetrin

    5. Reapam

    2.3.2 Depositor-Supplied Synonyms

    1. Demetrin

    2. Lysanxia

    3. Centrax

    4. Trepidan

    5. Verstran

    6. 2955-38-6

    7. Prazepamum [inn-latin]

    8. W 4020

    9. K-373

    10. Prazepam Civ

    11. 2h-1,4-benzodiazepin-2-one, 7-chloro-1-(cyclopropylmethyl)-1,3-dihydro-5-phenyl-

    12. Nsc 277179

    13. 7-chloro-1-(cyclopropylmethyl)-5-phenyl-3h-1,4-benzodiazepin-2-one

    14. 7-chloro-1-(cyclopropylmethyl)-1,3-dihydro-5-phenyl-2h-1,4-benzodiazepin-2-one

    15. W-4020

    16. Nsc-277179

    17. 7-chloro-1-cyclopropylmethyl-5-phenyl-1h-1,4-benzodiazepin-2(3h)-one

    18. Chebi:8362

    19. Q30vcc064m

    20. Prazene

    21. Sedapran

    22. 7-chloro-1-(cyclopropylmethyl)-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one

    23. Ncgc00168256-01

    24. Prazeene

    25. Prazepamum

    26. Settima

    27. Dsstox_cid_1181

    28. 2h-1,4-benzodiazepin-2-one, 1,3-dihydro-7-chloro-1-(cyclopropylmethyl)-5-phenyl-

    29. Dsstox_rid_75994

    30. Dsstox_gsid_21181

    31. 7-chloro-1-(cyclopropylmethyl)-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepin-2-one

    32. Centrax (tn)

    33. Cas-2955-38-6

    34. Einecs 220-975-8

    35. Brn 0895797

    36. Unii-q30vcc064m

    37. Dea No. 2764

    38. Prazepam [usan:usp:inn:ban:jan]

    39. Prazepam [iarc]

    40. Prazepam [usan]

    41. Prazepam [inn]

    42. Prazepam [jan]

    43. Prazepam [mi]

    44. Prazepam [vandf]

    45. Prazepam [mart.]

    46. Chembl969

    47. Prazepam [who-dd]

    48. Schembl78272

    49. Mls003899231

    50. Prazepam [orange Book]

    51. Prazepam Civ [usp-rs]

    52. Gtpl7275

    53. Prazepam (jp17/usan/inn)

    54. Zinc1971

    55. Prazepam [ep Monograph]

    56. Dtxsid4021181

    57. Prazepam 0.1 Mg/ml In Methanol

    58. Prazepam 1.0 Mg/ml In Methanol

    59. Tox21_112615

    60. Tox21_200076

    61. Nsc277179

    62. Prazepam 1000 Microg/ml In Methanol

    63. Db01588

    64. Ncgc00168256-02

    65. Ncgc00257630-01

    66. Smr000058725

    67. Db-047601

    68. C07366

    69. D00470

    70. Wln: T67 Gnv Jn Ihj Cg Kr& G1- Al3tj

    71. Q2149443

    72. 7-chloro-1-(cyclopropylmethyl)-1,4-benzodiazepin-2-one

    73. Prazepam, European Pharmacopoeia (ep) Reference Standard

    74. 2h-1, 1,3-dihydro-7-chloro-1-(cyclopropylmethyl)-5-phenyl-

    75. 2h-1, 7-chloro-1-(cyclopropylmethyl)-1,3-dihydro-5-phenyl-

    76. Prazepam, United States Pharmacopeia (usp) Reference Standard

    77. 7-chloro-1-(cyclopropylmethyl)-5-phenyl-1,3-dihydro-2h-1,4-benzodiazepin-2-one #

    78. Prazepam Solution, 1.0 Mg/ml In Methanol, Ampule Of 1 Ml, Certified Reference Material

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 324.8 g/mol
    Molecular Formula C19H17ClN2O
    XLogP33.6
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count3
    Exact Mass324.1029409 g/mol
    Monoisotopic Mass324.1029409 g/mol
    Topological Polar Surface Area32.7 Ų
    Heavy Atom Count23
    Formal Charge0
    Complexity482
    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

    For the treatment of anxiety disorders.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Prazepam is a benzodiazepine derivative with anxiolytic, anticonvulsant, sedative and skeletal muscle relaxant activity. Benzodiazepines may be habit-forming (causing mental or physical dependence), especially when taken for a long time or in high doses.

    5.2 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.)

    GABA Modulators

    Substances that do not act as agonists or antagonists but do affect the GAMMA-AMINOBUTYRIC ACID receptor-ionophore complex. GABA-A receptors (RECEPTORS, GABA-A) appear to have at least three allosteric sites at which modulators act: a site at which BENZODIAZEPINES act by increasing the opening frequency of GAMMA-AMINOBUTYRIC ACID-activated chloride channels; a site at which BARBITURATES act to prolong the duration of channel opening; and a site at which some steroids may act. GENERAL ANESTHETICS probably act at least partly by potentiating GABAergic responses, but they are not included here. (See all compounds classified as GABA Modulators.)

    5.3 ATC Code

    N05BA11

    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

    N05BA11 - Prazepam

    5.4 Metabolism/Metabolites

    Hepatic.

    5.5 Biological Half-Life

    36-200 hours

    5.6 Mechanism of Action

    Prazepam is believed to stimulate GABA receptors in the ascending reticular activating system. Since GABA is inhibitory, receptor stimulation increases inhibition and blocks both cortical and limbic arousal following stimulation of the brain stem reticular formation.

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