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Chemistry

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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

Carbimazole
An imidazole antithyroid agent. Carbimazole is metabolized to METHIMAZOLE, which is responsible for the antithyroid activity.
1 2D Structure

Carbimazole

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.


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HRV Global Life Sciences

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Suzhou Ryway Biotech

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Macleods Pharmaceuticals Limited

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Aurobindo Pharma Limited

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Carbimazol BP/EP

Date of Issue : 2018-12-10

Valid Till : 2021-12-09

Written Confirmation Number : WC-0321

Address of the Firm : NS13-16, NIECS Ltd Uppalwadi, Nagpur-440026 Maharashtra India

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Carbimazole EP

Date of Issue : 2020-09-09

Valid Till : 2023-06-28

Written Confirmation Number : WC-0407

Address of the Firm : Sy. No. 205, 222 to 226, IDA Bonthapally bonthapally Village Jinnaram mandal med...

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Carbimazol EP

Date of Issue : 2020-02-24

Valid Till : 2020-06-28

Written Confirmation Number : WC-0407A6

Address of the Firm : Sy. No. 205, 222 to 226, IDA Bonthapally bonthapally Village Jinnaram mandal med...

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API Reference Price

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08-Jan-2021
02-Sep-2024
KGS
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Average Price (USD/KGS)

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Total Value (USD)

Quantity (KGS) & Unit rate (USD/KGS) over time

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01

Medlab Asia & Asia Health
Not Confirmed
Medlab Asia & Asia Health
Not Confirmed

Carbimazole

CAS Number : 22232-54-8

Quantity Per Vial : 120 mg

Sale Unit : 1

Order Code : C0465000

Batch No : 2

Price (€) : 79

Storage : +5°C ± 3°C

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