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    Thiopental Sodium

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    2D Structure
    Also known as: Sodium thiopental, Sodium pentothal, Thiopentone sodium, Farmotal, Hypnostan, Leopental
    Molecular Formula
    C11H17N2NaO2S
    Molecular Weight
    264.32  g/mol
    InChI Key
    AWLILQARPMWUHA-UHFFFAOYSA-M
    A barbiturate that is administered intravenously for the induction of general anesthesia or for the production of complete anesthesia of short duration.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;5-ethyl-4,6-dioxo-5-pentan-2-yl-1H-pyrimidine-2-thiolate
    2.1.2 InChI
    InChI=1S/C11H18N2O2S.Na/c1-4-6-7(3)11(5-2)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
    AWLILQARPMWUHA-UHFFFAOYSA-M
    2.1.4 Canonical SMILES
    CCCC(C)C1(C(=O)NC(=NC1=O)[S-])CC.[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Bomathal

    2. Nesdonal

    3. Penthiobarbital

    4. Pentothal

    5. Pentothal Sodico

    6. Sodipental

    7. Thiomebumal

    8. Thionembutal

    9. Thiopental

    10. Thiopental Nycomed

    11. Thiopentobarbital

    12. Thiopentone

    13. Tiobarbital Braun

    14. Trapanal

    2.2.2 Depositor-Supplied Synonyms

    1. Sodium Thiopental

    2. Sodium Pentothal

    3. Thiopentone Sodium

    4. Farmotal

    5. Hypnostan

    6. Leopental

    7. Nesdonal

    8. Ravonal

    9. Penthiobarbital Sodium

    10. Sodium Thiopentone

    11. Thiomebumal Sodium

    12. Pentothal

    13. Trapanal

    14. 71-73-8

    15. Thiopentalum Natricum

    16. Tiopental Sodico

    17. Sodium Pentothiobarbital

    18. Sodium Thiopentobarbital

    19. Thiopental Sodique

    20. Monosodium 5-ethyl-5-(1-methylbutyl) Thiobarbiturate

    21. Sodium 5-ethyl-5-(1-methylbutyl)-2-thiobarbiturate

    22. Pentothal Sodium-potassium Salt

    23. Chebi:9561

    24. Sodium (+-)-5-ethyl-5-(1-methylbutyl)-2-thiobarbiturate

    25. Intraval Sodium

    26. Nesdonal Sodium

    27. Thiothal Sodium

    28. Trapanal Sodium

    29. Pentothal Sodium

    30. Tiopental Sodium

    31. Dsstox_cid_1744

    32. Thiomebumalnatrium

    33. Thiopenton-natrium

    34. Dsstox_rid_76302

    35. Sodium 5-ethyl-4,6-dioxo-5-(pentan-2-yl)-1,4,5,6-tetrahydropyrimidine-2-thiolate

    36. Soluble Thiopentone

    37. Dsstox_gsid_21744

    38. Thiopentalum-natrium

    39. Thiopentobarbitone Sodium

    40. Thiopentalum Solubile

    41. Sodium Penthiobarbital

    42. Thiopental Sodium Salt

    43. Tiopentale Sodico

    44. Tiopentale Sodico [dcit]

    45. Cas-71-73-8

    46. 49y44qzl70

    47. Tiopental Sodico [inn-spanish]

    48. Thiopental Sodique [inn-french]

    49. Nsc-759557

    50. Thiopental, Sodium Salt

    51. Thiopentalum Natricum [inn-latin]

    52. Ncgc00159524-01

    53. Einecs 200-763-1

    54. Unii-49y44qzl70

    55. Pentothal (tn)

    56. Thiopental Sodium [usp:inn:jan]

    57. 4,6(1h,5h)-pyrimidinedione, 5-ethyldihydro-5-(1-methylbutyl)-2-thioxo-, Monosodium Salt

    58. 5-ethyl-5-(1-methylbutyl)-2-thiobarbituric Acid Monosodium

    59. Chembl738

    60. Schembl34621

    61. Spectrum1900005

    62. Dtxsid1021744

    63. Hms503g07

    64. Hms2094g03

    65. Barbituric Acid, 5-ethyl-5-(1-methylbutyl)-2-thio-, Sodium Salt

    66. Tox21_111741

    67. Ccg-39536

    68. Thiopental Sodium (jp17/usp/inn)

    69. Akos025392174

    70. Akos037653994

    71. Tox21_111741_1

    72. Ks-1432

    73. Nsc 759557

    74. Sodium 5-ethyl-5-(1-methylbutyl)-4,6-dioxo-1,4,5,6-tetrahydropyrimidine-2-thiolate

    75. Ncgc00095773-01

    76. Ncgc00159524-02

    77. 4,6(1h,5h)-pyrimidinedione, 5-ethyldihydro-5-(1-methylbutyl)-2-thioxo-, Monosodium Salt, (+-)-

    78. D00714

    79. Q410179

    2.3 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 264.32 g/mol
    Molecular Formula C11H17N2NaO2S
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count4
    Exact Mass264.09084324 g/mol
    Monoisotopic Mass264.09084324 g/mol
    Topological Polar Surface Area59.5 Ų
    Heavy Atom Count17
    Formal Charge0
    Complexity346
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count2
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Anesthetics, Intravenous

    Ultrashort-acting anesthetics that are used for induction. Loss of consciousness is rapid and induction is pleasant, but there is no muscle relaxation and reflexes frequently are not reduced adequately. Repeated administration results in accumulation and prolongs the recovery time. Since these agents have little if any analgesic activity, they are seldom used alone except in brief minor procedures. (From AMA Drug Evaluations Annual, 1994, p174) (See all compounds classified as Anesthetics, Intravenous.)

    Anticonvulsants

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

    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.)