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    Amobarbital Sodium

    ACTIVE PHARMA INGREDIENTS

    DIGITAL CONTENT

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    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Amytal sodium, 64-43-7, Amobarbital sodium [usp], Sodium 5-ethyl-5-(3-methylbutyl)-4,6-dioxo-1,4,5,6-tetrahydropyrimidin-2-olate, Amobarbital sodium for injection, Sodium 5-ethyl-5-isopentylbarbiturate
    Molecular Formula
    C11H17N2NaO3
    Molecular Weight
    248.25  g/mol
    InChI Key
    BNHGKKNINBGEQL-UHFFFAOYSA-M
    A barbiturate with hypnotic and sedative properties (but not antianxiety). Adverse effects are mainly a consequence of dose-related CNS depression and the risk of dependence with continued use is high. (From Martindale, The Extra Pharmacopoeia, 30th ed, p565)
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;5-ethyl-5-(3-methylbutyl)-4,6-dioxo-1H-pyrimidin-2-olate
    2.1.2 InChI
    InChI=1S/C11H18N2O3.Na/c1-4-11(6-5-7(2)3)8(14)12-10(16)13-9(11)15;/h7H,4-6H2,1-3H3,(H2,12,13,14,15,16);/q;+1/p-1
    2.1.3 InChI Key
    BNHGKKNINBGEQL-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CCC1(C(=O)NC(=NC1=O)[O-])CCC(C)C.[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Amobarbital

    2. Amobarbital, Sodium

    3. Amsal

    4. Amylbarb Sodium

    5. Amylobarbitone

    6. Amylobeta

    7. Amytal

    8. Amytal Sodium

    9. Barbamyl

    10. Eunoctal

    11. Isoamitil Sedante

    12. Isonal

    13. Neur-amyl

    14. Novamobarb

    15. Pentymal

    16. Placidel

    17. Sodium Amobarbital

    18. Sodium Amytal

    19. Sodium, Amobarbital

    20. Transital

    2.2.2 Depositor-Supplied Synonyms

    1. Amytal Sodium

    2. 64-43-7

    3. Amobarbital Sodium [usp]

    4. Sodium 5-ethyl-5-(3-methylbutyl)-4,6-dioxo-1,4,5,6-tetrahydropyrimidin-2-olate

    5. Amobarbital Sodium For Injection

    6. Sodium 5-ethyl-5-isopentylbarbiturate

    7. Alitinal

    8. Amsebarb

    9. Barbamylum

    10. Dorminal

    11. Dusotal

    12. Inmetal

    13. Sodium Barbamyl

    14. Amytal Elixier

    15. Amytal Sodique

    16. Sodium Amytal

    17. Robarb Kapseln

    18. Lysmidone Sodico

    19. Amobarbital Spota

    20. T-barb

    21. Sodium Amobarbital

    22. Amobarbital Natrium

    23. Amobarbital Sodium Salt

    24. Sodium Amylobarbitone

    25. 2,4,6(1h,3h,5h)-pyrimidinetrione, 5-ethyl-5-(3-methylbutyl)-, Monosodium Salt

    26. Sodium;5-ethyl-5-(3-methylbutyl)-4,6-dioxo-1h-pyrimidin-2-olate

    27. G0313knc7d

    28. Dea No. 2125

    29. Amylobarbitone, Sodium Deriv

    30. Sodium Ethylisoamylbarbiturate

    31. Sodium Isoamylethyl Barbiturate

    32. Iso-amylaethylbarbitursaeures Natrium

    33. Einecs 200-584-9

    34. Unii-g0313knc7d

    35. 5-ethyl-5-isopentylbarbituric Acid Sodium Salt

    36. 5-isoamyl-5-ethylbarbituric Acid, Sodium Deriv

    37. Amytal Sodium (tn)

    38. 5-ethyl-5-(3-methylbutyl)barbituric Acid Sodium Derivative

    39. 5-ethyl-5-(3-methylbutyl)-2,4,6-(1h,3h,5h)-pyrimidinetrione Sodium Salt

    40. Barbituric Acid, 5-ethyl-5-isopentyl-, Sodium Salt

    41. Amobarbital Sodium (jan/usp)

    42. Barbituric Acid, 5-ethyl-5-isopentyl-, Sodium Deriv.

    43. Chembl2105941

    44. Schembl10335721

    45. Dtxsid40213975

    46. Bcp31728

    47. Amytal Sodium; Sodium Amylobarbitone

    48. Akos015962211

    49. Ac-16079

    50. Ft-0757237

    51. D02252

    52. Q27278414

    2.3 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 248.25 g/mol
    Molecular Formula C11H17N2NaO3
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass248.11368669 g/mol
    Monoisotopic Mass248.11368669 g/mol
    Topological Polar Surface Area81.6 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity342
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    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.)