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    Carbimazole

    ACTIVE PHARMA INGREDIENTS

    FINISHED DOSAGE FORMULATIONS

    DIGITAL CONTENT

    GLOBAL SALES INFORMATION

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    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: 22232-54-8, Athyromazole, Carbimazol, Neomercazole, Carbethoxymethimazole, Carbinazole
    Molecular Formula
    C7H10N2O2S
    Molecular Weight
    186.23  g/mol
    InChI Key
    CFOYWRHIYXMDOT-UHFFFAOYSA-N
    FDA UNII
    8KQ660G60G
    An imidazole antithyroid agent. Carbimazole is metabolized to METHIMAZOLE, which is responsible for the antithyroid activity.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    ethyl 3-methyl-2-sulfanylideneimidazole-1-carboxylate
    2.1.2 InChI
    InChI=1S/C7H10N2O2S/c1-3-11-7(10)9-5-4-8(2)6(9)12/h4-5H,3H2,1-2H3
    2.1.3 InChI Key
    CFOYWRHIYXMDOT-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)N1C=CN(C1=S)C
    2.2 Other Identifiers
    2.2.1 UNII
    8KQ660G60G
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Carbimazole Henning

    2. Neo Tomizol

    3. Neo-mercazole

    4. Neo-thyreostat

    5. Neomercazole

    2.3.2 Depositor-Supplied Synonyms

    1. 22232-54-8

    2. Athyromazole

    3. Carbimazol

    4. Neomercazole

    5. Carbethoxymethimazole

    6. Carbinazole

    7. Neo-thyreostat

    8. Basolest

    9. Thyrostat

    10. Carbimazolum

    11. Tyrazol

    12. Carbimazolum [inn-latin]

    13. Ethyl 3-methyl-2-thioimidazoline-1-carboxylate

    14. Carbimazol [inn-spanish, French]

    15. Carbimazol Henning

    16. 1-ethoxycarbonyl-3-methyl-2-thioxo-4-imidazoline

    17. 1h-imidazole-1-carboxylic Acid, 2,3-dihydro-3-methyl-2-thioxo-, Ethyl Ester

    18. Ethyl 3-methyl-2-thioxo-2,3-dihydro-1h-imidazole-1-carboxylate

    19. Carbimazole (inn)

    20. Neo-mercazole

    21. Chebi:617099

    22. Atirozidina

    23. Carbotiroid

    24. Mertiran

    25. Cg1

    26. 3-methyl-2-thioxo-4-imidazoline-1-carboxylic Acid Ethyl Ester

    27. Nsc-758966

    28. 4-imidazoline-1-carboxylic Acid, 3-methyl-2-thioxo-, Ethyl Ester

    29. Carbimazol Spofa

    30. Neo-tireol

    31. Ethyl 3-methyl-2-sulfanylideneimidazole-1-carboxylate

    32. Chembl508102

    33. 8kq660g60g

    34. Ethyl 3-methyl-2-thionoimidazoline-1-carboxylate

    35. Ncgc00016760-01

    36. Cas-22232-54-8

    37. Carbimazole [inn]

    38. Dsstox_cid_2736

    39. Dsstox_rid_76708

    40. Dsstox_gsid_22736

    41. Carbimazole [inn:ban:dcf]

    42. 1-ethoxycarbonyl-3-methyl-2-thioimidazol

    43. Sr-01000872660

    44. Carbimazol Henning (tn)

    45. Einecs 244-854-4

    46. Brn 0144339

    47. Unii-8kq660g60g

    48. Prestwick_788

    49. 1h-imidazole-1-carboxylic Acid, 2,3-dihydro-3-methyl-2-thioxo, Ethyl Ester

    50. Mfcd00027421

    51. Fenobucarb Bassa Bpmc

    52. Carbimazole [mi]

    53. Prestwick0_000439

    54. Prestwick1_000439

    55. Prestwick2_000439

    56. Prestwick3_000439

    57. Spectrum2_001251

    58. Spectrum3_001968

    59. Epitope Id:116890

    60. Carbimazole [mart.]

    61. Schembl44211

    62. Bspbio_000458

    63. Bspbio_003568

    64. Carbimazole [who-dd]

    65. 4-24-00-00064 (beilstein Handbook Reference)

    66. Mls004734638

    67. Spectrum1505323

    68. Spbio_001182

    69. Spbio_002397

    70. Bpbio1_000504

    71. Zinc1091

    72. Dtxsid9022736

    73. Kbio3_002918

    74. Carbimazole [ep Monograph]

    75. Hms1569g20

    76. Hms1922d12

    77. Hms2096g20

    78. Hms3652g04

    79. Hms3713g20

    80. Pharmakon1600-01505323

    81. Bcp12935

    82. Hy-b0558

    83. Tox21_110596

    84. Tox21_302320

    85. Bdbm50275889

    86. Ccg-39106

    87. Ethyl 3-methyl-2-sulfanylidene-2,3-dihydro-1h-imidazole-1-carboxylate

    88. Nsc758966

    89. S4048

    90. Akos001647527

    91. Tox21_110596_1

    92. Ac-8348

    93. Am84794

    94. Db00389

    95. Nsc 758966

    96. Ncgc00016760-02

    97. Ncgc00016760-03

    98. Ncgc00016760-04

    99. Ncgc00016760-05

    100. Ncgc00016760-08

    101. Ncgc00095167-01

    102. Ncgc00095167-02

    103. Ncgc00177988-01

    104. Ncgc00177988-02

    105. Ncgc00255133-01

    106. As-13267

    107. Be164282

    108. Smr001233183

    109. Sbi-0207026.p001

    110. Ft-0602919

    111. Sw196926-3

    112. A16427

    113. C07615

    114. C74138

    115. D07616

    116. 3-methyl-2-thioi-midazoline-1-carboxylate

    117. A816030

    118. Q414013

    119. Sr-01000872660-1

    120. Sr-01000872660-2

    121. W-107493

    122. Brd-k87156652-001-05-1

    123. Brd-k87156652-001-06-9

    124. Ethyl 3-methyl-2-thioxo-imidazole-1-carboxylate;carbimazole

    125. Ethyl 3-methyl-2-thioxo-2,3-dihydro-1h-imidazole-1-carboxylate #

    126. Carbimazole 3-methyl-2-thionoimidazoline-1-carboxylic Acid Ethyl Ester

    127. Ethyl 3-methyl-2-thioxo-2,3-dihydro-1h-imidazole-1-carboxylate, Aldrichcpr

    2.4 Create Date
    2005-03-27
    3 Chemical and Physical Properties
    Molecular Weight 186.23 g/mol
    Molecular Formula C7H10N2O2S
    XLogP30.7
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count3
    Rotatable Bond Count2
    Exact Mass186.04629874 g/mol
    Monoisotopic Mass186.04629874 g/mol
    Topological Polar Surface Area64.9 Ų
    Heavy Atom Count12
    Formal Charge0
    Complexity240
    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 hyperthyroidism and thyrotoxicosis. It is also used to prepare patients for thyroidectomy.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Carbimazole is a carbethoxy derivative of methimazole. Its antithyroid action is due to its conversion to methimazole after absorption. It is used to treat hyperthyroidism and thyrotoxicosis.

    5.2 MeSH Pharmacological Classification

    Antithyroid Agents

    Agents that are used to treat hyperthyroidism by reducing the excessive production of thyroid hormones. (See all compounds classified as Antithyroid Agents.)

    5.3 ATC Code

    H - Systemic hormonal preparations, excl. sex hormones and insulins

    H03 - Thyroid therapy

    H03B - Antithyroid preparations

    H03BB - Sulfur-containing imidazole derivatives

    H03BB01 - Carbimazole

    5.4 Mechanism of Action

    Carbimazole is an aitithyroid agent that decreases the uptake and concentration of inorganic iodine by thyroid, it also reduces the formation of di-iodotyrosine and thyroxine. Once converted to its active form of methimazole, it prevents the thyroid peroxidase enzyme from coupling and iodinating the tyrosine residues on thyroglobulin, hence reducing the production of the thyroid hormones T3 and T4.