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    Technical details about 02OS7K758T, learn more about the structure, uses, toxicity, action, side effects and more

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    02OS7K758T

    DOSSIERs // Finished Dosage Forms

    PharmaCompass

    Phyton is a World Leader in Plant Cell Fermentation Technology and Commercial Manufacturing.

    Athena Pharmaceutiques is a Partner of Choice for Drug Delivery & Life Cycle Management.

    2D Structure
    1. Also known as: Metharbitone, Methylbarbital, Gemonil, Metabarbital, N-methylbarbital, Endiemalum
    Molecular Formula
    C9H14N2O3
    Molecular Weight
    198.22  g/mol
    InChI Key
    FWJKNZONDWOGMI-UHFFFAOYSA-N
    FDA UNII
    02OS7K758T
    Metharbital is a barbiturate anticonvulsant, similar to phenobarbital, marketed as Gemonil by Abbott Laboratories. It was patented in 1905 by Emil Fischer of Merck.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    5,5-diethyl-1-methyl-1,3-diazinane-2,4,6-trione
    2.1.2 InChI
    InChI=1S/C9H14N2O3/c1-4-9(5-2)6(12)10-8(14)11(3)7(9)13/h4-5H2,1-3H3,(H,10,12,14)
    2.1.3 InChI Key
    FWJKNZONDWOGMI-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCC1(C(=O)NC(=O)N(C1=O)C)CC
    2.2 Other Identifiers
    2.2.1 UNII
    02OS7K758T
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Endiemal

    2. Metharbitone

    3. Methobarbitone

    2.3.2 Depositor-Supplied Synonyms

    1. Metharbitone

    2. Methylbarbital

    3. Gemonil

    4. Metabarbital

    5. N-methylbarbital

    6. Endiemalum

    7. Metharbutal

    8. 50-11-3

    9. 1-methylbarbital

    10. Endiemal

    11. Gemonit

    12. 5,5-diethyl-1-methylbarbituric Acid

    13. 5,5-diethyl-1-methyl-1,3-diazinane-2,4,6-trione

    14. Sch 412

    15. An 23

    16. Metharbital Ciii

    17. Nsc 27156

    18. 2,4,6(1h,3h,5h)-pyrimidinetrione, 5,5-diethyl-1-methyl-

    19. Barbituric Acid, 5,5-diethyl-1-methyl-

    20. Methabarbital

    21. Nsc-27156

    22. 5,5-diethyl-1-methylpyrimidine-2,4,6(1h,3h,5h)-trione

    23. Methabarbitone

    24. Metarbitale [dcit]

    25. 02os7k758t

    26. Metharbital Ciii (200 Mg)

    27. Metarbital [inn-spanish]

    28. Ncgc00181148-01

    29. Metarbitale

    30. Metharbitalum

    31. Metarbital

    32. Metharbitalum [inn-latin]

    33. Gemonil (tn)

    34. Metharbital (jan/inn)

    35. Einecs 200-011-2

    36. Brn 0184688

    37. Unii-02os7k758t

    38. 5,5-diethyl-1-methyl-2,4,6(1h,3h,5h)-pyrimidinetrione

    39. Metharbital [usp:inn:ban:jan]

    40. Metharbital [mi]

    41. Metharbital [inn]

    42. Metharbital [jan]

    43. Dsstox_cid_3280

    44. Chembl450

    45. Metharbital [vandf]

    46. Dsstox_rid_76955

    47. Metharbital [mart.]

    48. Dsstox_gsid_23280

    49. Schembl78867

    50. Metharbital [who-dd]

    51. 5-24-09-00144 (beilstein Handbook Reference)

    52. Gtpl7230

    53. Dtxsid6023280

    54. Schembl22556220

    55. Chebi:31827

    56. Metharbital [orange Book]

    57. Metharbital 1.0 Mg/ml In Methanol

    58. Nsc27156

    59. Zinc5508997

    60. Tox21_112752

    61. Barbituric Acid,5-diethyl-1-methyl-

    62. 1-methyl-5,5-diethyl Barbituric Acid

    63. Akos006239548

    64. Wln: T6vmvnv Fhj D1 F2 F2

    65. Db00463

    66. Cas-50-11-3

    67. Ft-0692647

    68. 5,5-diethyl-1-methyl-barbituric-acid

    69. D01382

    70. Q1176294

    71. 5,5-diethyl-1-methyl-2,4,6-trioxo-hexahydropyrimidine

    72. Z2205958937

    73. 2,6(1h,3h,5h)-pyrimidinetrione, 5,5-diethyl-1-methyl-

    74. 5,5-diethyl-1-methyl-2,4,6(1h,3h,5h)-pyrimidinetrione #

    75. 5,5-diethyl-6-hydroxy-3-methyl-2,3,4,5-tetrahydropyrimidine-2,4-dione

    76. Vok

    2.4 Create Date
    2005-03-25
    3 Chemical and Physical Properties
    Molecular Weight 198.22 g/mol
    Molecular Formula C9H14N2O3
    XLogP31.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass198.10044231 g/mol
    Monoisotopic Mass198.10044231 g/mol
    Topological Polar Surface Area66.5 Ų
    Heavy Atom Count14
    Formal Charge0
    Complexity294
    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

    Metharbital is used for the treatment of epilepsy.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Metharbital, a barbiturate, is used for the treatment of short term insomnia. It belongs to a group of medicines called central nervous system (CNS) depressants that induce drowsiness and relieve tension or nervousness. Little analgesia is conferred by barbiturates; their use in the presence of pain may result in excitation.

    5.2 ATC Code

    N - Nervous system

    N03 - Antiepileptics

    N03A - Antiepileptics

    N03AA - Barbiturates and derivatives

    N03AA30 - Metharbital

    5.3 Mechanism of Action

    Metharbital binds at a distinct binding site associated with a Cl- ionopore at the GABAA receptor, increasing the duration of time for which the Cl- ionopore is open. The post-synaptic inhibitory effect of GABA in the thalamus is, therefore, prolonged. All of these effects are associated with marked decreases in GABA-sensitive neuronal calcium conductance (gCa). The net result of barbiturate action is acute potentiation of inhibitory GABAergic tone. Barbiturates also act through potent (if less well characterized) and direct inhibition of excitatory AMPA-type glutamate receptors, resulting in a profound suppression of glutamatergic neurotransmission.

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