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    Medazepam

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    2D Structure
    Also known as: Nobrium, Rudotel, Ansilan, Resmit, 2898-12-6, Enobrin
    Molecular Formula
    C16H15ClN2
    Molecular Weight
    270.75  g/mol
    InChI Key
    YLCXGBZIZBEVPZ-UHFFFAOYSA-N
    FDA UNII
    P0J3387W3S
    A benzodiazepine derivative used in the treatment of anxiety. It has sedative, muscle relaxant, and anticonvulsant properties. One of its metabolites is DIAZEPAM and one of its excretion products is OXAZEPAM.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    7-chloro-1-methyl-5-phenyl-2,3-dihydro-1,4-benzodiazepine
    2.1.2 InChI
    InChI=1S/C16H15ClN2/c1-19-10-9-18-16(12-5-3-2-4-6-12)14-11-13(17)7-8-15(14)19/h2-8,11H,9-10H2,1H3
    2.1.3 InChI Key
    YLCXGBZIZBEVPZ-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CN1CCN=C(C2=C1C=CC(=C2)Cl)C3=CC=CC=C3
    2.2 Other Identifiers
    2.2.1 UNII
    P0J3387W3S
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Hydrochloride, Medazepam

    2. Medazepam Awd

    3. Medazepam Hydrochloride

    4. Medazepam Monohydrochloride

    5. Monohydrochloride, Medazepam

    6. Nobrium

    7. Ro 5 4556

    8. Ro 5-4556

    9. Ro 54556

    10. Rudotel

    11. Rusedal

    2.3.2 Depositor-Supplied Synonyms

    1. Nobrium

    2. Rudotel

    3. Ansilan

    4. Resmit

    5. 2898-12-6

    6. Enobrin

    7. Nivelton

    8. Narsis

    9. Pamnace

    10. 1h-1,4-benzodiazepine, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-

    11. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-1h-1,4-benzodiazepine

    12. Chembl28333

    13. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1,4-benzodiazepine

    14. P0j3387w3s

    15. Ansius

    16. Nobrium Hcl

    17. Ncgc00164523-01

    18. 2,3-dihydro-7-chloro-1-methyl-5-phenyl-1h-1,4-benzodiazepine

    19. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepine

    20. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-3h-1,4-benzodiazepine

    21. 1h-1,4-benzodiazepine, 2,3-dihydro-7-chloro-1-methyl-5-phenyl-

    22. Nobrium Hydrochloride

    23. Aensius

    24. Azepamide

    25. Lerisum

    26. Medaurin

    27. Mezapam

    28. Navizil

    29. Nobraksin

    30. Stratium

    31. Benaon

    32. Nobral

    33. Nsc169896

    34. Rb-252

    35. Medazepamum [inn-latin]

    36. Medazepam [inn:ban:jan]

    37. Medazepamum

    38. Psiquium

    39. Dea No. 2836

    40. Einecs 220-783-4

    41. Pamnace (tn)

    42. Diepin (salt/mix)

    43. Elbrus (salt/mix)

    44. Esmail (salt/mix)

    45. Rb 252

    46. Brn 0407983

    47. Medazepol (salt/mix)

    48. Megasedan (salt/mix)

    49. Medazepam [inn]

    50. Medazepam [jan]

    51. Medazepam [mi]

    52. Medazepam (jp17/inn)

    53. Medazepam [mart.]

    54. Medazepam [who-dd]

    55. Dsstox_cid_28634

    56. Dsstox_rid_82904

    57. Dsstox_gsid_48708

    58. Schembl18472

    59. Unii-p0j3387w3s

    60. Zinc1659

    61. Dtxsid1048708

    62. Chebi:31807

    63. Tox21_113107

    64. Bdbm50021058

    65. Stl257370

    66. Akos002254761

    67. Db13437

    68. Cas-2898-12-6

    69. Db-047498

    70. D01292

    71. 5-23-09-00037 (beilstein Handbook Reference)

    72. Q572796

    73. 1-methyl-5-phenyl-7-chloro-2,3-dihydro-1h-1,4-benzodiazepine

    74. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-[1,4]benzodiazepine

    75. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-1,4-benzodiazepine #

    76. 7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepine

    77. (z)-7-chloro-1-methyl-5-phenyl-2,3-dihydro-1h-benzo[e][1,4]diazepine

    78. 1h-1,4-benzodiazepine, 7-chloro-2, 3-dihydro-1-methyl-5-phenyl, Monohydrochloride

    79. 1h-1,4-benzodiazepine, 7-chloro-2,3-dihydro-1-methyl-5-phenyl-, Monohydrochloride

    80. 7-chloro-2, 3-dihydro-1-methyl-5-phenyl-1h-1,4-benzodiazepine, Hydrochloride

    81. 7-chloro-2,3-dihydro-1-methyl-5-phenyl-1h-1, 4-benzodiazepine Monohydrochloride

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 270.75 g/mol
    Molecular Formula C16H15ClN2
    XLogP34.4
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count1
    Exact Mass270.0923762 g/mol
    Monoisotopic Mass270.0923762 g/mol
    Topological Polar Surface Area15.6 Ų
    Heavy Atom Count19
    Formal Charge0
    Complexity336
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anticonvulsants

    Drugs used to prevent SEIZURES or reduce their severity. (See all compounds classified as Anticonvulsants.)

    Muscle Relaxants, Central

    A heterogeneous group of drugs used to produce muscle relaxation, excepting the neuromuscular blocking agents. They have their primary clinical and therapeutic uses in the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. They have been used also for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in MULTIPLE SCLEROSIS. (From Smith and Reynard, Textbook of Pharmacology, 1991, p358) (See all compounds classified as Muscle Relaxants, Central.)

    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.)

    Hypnotics and Sedatives

    Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety. (See all compounds classified as Hypnotics and Sedatives.)

    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.)

    4.2 ATC Code

    N - Nervous system

    N05 - Psycholeptics

    N05B - Anxiolytics

    N05BA - Benzodiazepine derivatives

    N05BA03 - Medazepam