CAS 22232-54-8|Carbimazole

Introduction：Basic information about CAS 22232-54-8|Carbimazole, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

Table of Contents

1. Names
2. Carbimazole BiologicalActivity
3. Chemical & Physical Properties
4. Toxicological Information
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATA
ACUTE TOXICITY DATA
MUTATION DATA
5. Safety Information
6. Customs
7. Articles33
8. Synonyms

Common Name	Carbimazole
CAS Number	22232-54-8	Molecular Weight	186.232
Density	1.3±0.1 g/cm3	Boiling Point	240.4±23.0 °C at 760 mmHg
Molecular Formula	C₇H₁₀N₂O₂S	Melting Point	124°C
MSDS	ChineseUSA	Flash Point	99.2±22.6 °C

Names

Name	carbimazole
Synonym	More Synonyms

Carbimazole BiologicalActivity

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	Signaling Pathways >>Others >>OthersResearch Areas >>Endocrinology
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.

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

Signaling Pathways >>Others >>OthersResearch Areas >>Endocrinology

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.

Chemical & Physical Properties

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
InChIKey	CFOYWRHIYXMDOT-UHFFFAOYSA-N
SMILES	CCOC(=O)n1ccn(C)c1=S
Storage condition	Refrigerator

Toxicological Information

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

Safety Information

Risk Phrases	R22
Safety Phrases	S22-S36/37/39
RIDADR	3335
RTECS	NJ2441000
HS Code	2922499915

Customs

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%

Articles33

Gingival pain: an unusual side effect of ziprasidone.

BMJ Case Rep. 2013 , doi:10.1136/bcr-2012-007577, (2013)

The patient is a 52-year-old man with schizophrenia who developed severe, unremitting gingival pain after his ziprasidone dosage was increased from 80 to 120 mg. His physical examination and laborator...

A misguided 'pill in the pocket' approach with flecainide leading to cardiac arrest.

BMJ Case Rep. 2012 , doi:10.1136/bcr-2012-006868, (2012)

The pharmacokinetics of methimazole in a novel lipophilic formulation administered transdermally to healthy cats.

N. Z. Vet. J. 62(4) , 208-13, (2014)

To determine the pharmacokinetics of a novel lipophilic formulation of transdermal methimazole compared to oral carbimazole.Healthy cats received 5 mg carbimazole orally every 12 hours for 13 treatmen...

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

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