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Related CAS#:
22232-54-8 98134-95-3

22232-54-8

22232-54-8 structure
22232-54-8 structure
  • Name: Carbimazole
  • Chemical Name: carbimazole
  • CAS Number: 22232-54-8
  • Molecular Formula: C7H10N2O2S
  • Molecular Weight: 186.232
  • Catalog: API Hormone and endocrine-regulating drugs Thyroid hormone and antithyroid drugs
  • Create Date: 2018-09-29 20:37:33
  • Modify Date: 2024-01-04 10:19:24
  • Carbimazole is an imidazole antithyroid agent. Target: OthersCarbimazole is an effective thyroid hormone inhibitor under a class of drugs known as pro-drugs. It is considered a pro-drug because it converts to methimazole after being absorbed by the body, generating an antithyroid action that works against hyperthyroidism (excessive production of thyroid hormones) and thyrotoxicosis (inflammation of the thyroid gland) [1]. Methimazole 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 (thyroxine) [2].Carbimazole (CBZ) is one of the major drugs currently used for the treatment of Graves' disease. Experiments with [35S] CBZ in rats showed that the drug is so rapidly transformed to MMI after i.v. injection (within 3 min) that very little of the unchanged drug would be expected to reach the thyroid gland. The antithyroid action of CBZ in rats, therefore, can be ascribed entirely to the MMI to which it is rapidly converted [3].
Name carbimazole
Synonyms Carbimazolum
Ethyl 3-methyl-2-thioxo-2,3-dihydro-1H-imidazole-1-carboxylate
EINECS 244-854-4
Carbimazol
Carbimazole
Neo-Thyreostat
3-Methyl-2-thioxo-2,3-dihydro-imidazol-1-carbonsaeure-aethylester
1-Methyl-3-carbethoxy-2-thioglyoxalone
1H-Imidazole-1-carboxylic acid, 2,3-dihydro-3-methyl-2-thioxo-, ethyl ester
CG 1
Thyrostat
ethyl 3-methyl-2-thionoimidazoline-1-carboxylate
Carbethoxymethimazole
3-methyl-2-thioxo-2,3-dihydro-imidazole-1-carboxylic acid ethyl ester
ethyl 3-methyl-2-sulfanylideneimidazole-1-carboxylate
3-methyl-1-ethoxycarbonylimidazoline-2-thione
Carbinazole
2,3-Dihydro-3-methyl-2-thioxo-1H-imidazole-1-carboxylic Acid Ethyl Ester
Athyromazole
1-Ethoxycarbonyl-3-methyl-2-thioxo-4-imidazoline
MFCD00027421
Neomercazole
1-Ethoxycarbonyl-3-methyl-2-thio-4-imidazoline
Description Carbimazole is an imidazole antithyroid agent. Target: OthersCarbimazole is an effective thyroid hormone inhibitor under a class of drugs known as pro-drugs. It is considered a pro-drug because it converts to methimazole after being absorbed by the body, generating an antithyroid action that works against hyperthyroidism (excessive production of thyroid hormones) and thyrotoxicosis (inflammation of the thyroid gland) [1]. Methimazole 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 (thyroxine) [2].Carbimazole (CBZ) is one of the major drugs currently used for the treatment of Graves' disease. Experiments with [35S] CBZ in rats showed that the drug is so rapidly transformed to MMI after i.v. injection (within 3 min) that very little of the unchanged drug would be expected to reach the thyroid gland. The antithyroid action of CBZ in rats, therefore, can be ascribed entirely to the MMI to which it is rapidly converted [3].
Related Catalog
References

[1]. Taurog, A., The mechanism of action of the thioureylene antithyroid drugs. Endocrinology, 1976. 98(4): p. 1031-46.

[2]. Magnusson, R.P., A. Taurog, and M.L. Dorris, Mechanism of iodide-dependent catalatic activity of thyroid peroxidase and lactoperoxidase. J Biol Chem, 1984. 259(1): p. 197-205.

[3]. Nakashima, T. and A. Taurog, Rapid conversion of carbimazole to methimazole in serum; evidence for an enzymatic mechanism. Clin Endocrinol (Oxf), 1979. 10(6): p. 637-48.
Density 1.3±0.1 g/cm3
Boiling Point 240.4±23.0 °C at 760 mmHg
Melting Point 124°C
Molecular Formula C7H10N2O2S
Molecular Weight 186.232
Flash Point 99.2±22.6 °C
Exact Mass 186.046295
PSA 68.25000
LogP 0.34
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.612
Storage condition Refrigerator

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ2441000
CHEMICAL NAME :
4-Imidazoline-1-carboxylic acid, 3-methyl-2-thioxo-, ethyl ester
CAS REGISTRY NUMBER :
22232-54-8
BEILSTEIN REFERENCE NO. :
0144339
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C7-H10-N2-O2-S
MOLECULAR WEIGHT :
186.25

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
703 mg/kg/17W-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Ear) - change in acuity Sense Organs and Special Senses (Ear) - tinnitus
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
25 mg/kg/6W-I
TOXIC EFFECTS :
Liver - hepatitis (hepatocellular necrosis), diffuse
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
23 mg/kg/5W-I
TOXIC EFFECTS :
Liver - jaundice, cholestatic
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Parenteral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
1 mg/kg/1D-I
TOXIC EFFECTS :
Liver - jaundice, other or unclassified

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Yeast - Saccharomyces cerevisiae
DOSE/DURATION :
1 gm/L
REFERENCE :
CHINAG Chemistry and Industry (London). (Royal Soc. of Chemistry, Distribution Centre, Blackhorse Rd., Letchworth, Herts SG6 1HN, UK) V.1- 1923- Volume(issue)/page/year: (21),847,1980
Risk Phrases R22
Safety Phrases S22-S36/37/39
RIDADR 3335
RTECS NJ2441000
HS Code 2922499915
616-47-7 structure

616-47-7
541-41-3 structure

541-41-3

~87%

22232-54-8 structure

22232-54-8
Literature: Das, Debasis; Roy, Gouriprasanna; Mugesh, Govindasamy Journal of Medicinal Chemistry, 2008 , vol. 51, # 22 p. 7313 - 7317
60-56-0 structure

60-56-0
541-41-3 structure

541-41-3

~%

22232-54-8 structure

22232-54-8
Literature: Journal of the Chemical Society, , p. 1103,1106 US2671088 , ; US2815349 , ;
497-98-3 structure

497-98-3

~%

22232-54-8 structure

22232-54-8
Literature: Journal of the Chemical Society, , p. 2387,2390
110-86-1 structure

110-86-1
60-56-0 structure

60-56-0
541-41-3 structure

541-41-3

~%

22232-54-8 structure

22232-54-8
Literature: Journal of the Chemical Society, , p. 1103,1106 US2671088 , ; US2815349 , ;
497-98-3 structure

497-98-3
60-29-7 structure

60-29-7
628-13-7 structure

628-13-7

~%

22232-54-8 structure

22232-54-8
Literature: Journal of the Chemical Society, , p. 2387,2390
497-98-3 structure

497-98-3
60-29-7 structure

60-29-7
541-41-3 structure

541-41-3

~%

22232-54-8 structure

22232-54-8
Literature: Journal of the Chemical Society, , p. 2387,2390
HS Code 2933290090
Summary 2933290090. other compounds containing an unfused imidazole ring (whether or not hydrogenated) in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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