基本情報
- CAS
22232-54-8- 標準SMILES
CCOC(=O)n1ccn(C)c1=S- InChIKey
CFOYWRHIYXMDOT-UHFFFAOYSA-N- 分子式
- C7H10N2O2S
- 平均分子量
- 186.23 g/mol
- 単同位体質量
- 186.04629874
概要
Carbimazole is a member of the class of imidazoles that is methimazole in which the nitrogen bearing a hydrogen is converted into its ethoxycarbonyl derivative. A prodrug for methimazol, carbimazole is used for the treatment of hyperthyroidism. It has a role as a prodrug and an antithyroid drug. It is a member of 1,3-dihydroimidazole-2-thiones and a carbamate ester.
名称と識別子
- 優先名称
- Carbimazole
- IUPAC
- ethyl 3-methyl-2-sulfanylideneimidazole-1-carboxylate
- 現地名
- カルビマゾール
- 英語名
- Carbimazole
- 分子式
- C7H10N2O2S
- 分子量
- 186.23
名称と別名
Carbimazole22232-54-8AthyromazoleCarbimazolCarbethoxymethimazoleCarbinazoleCarbimazolumEthyl 3-methyl-2-thioimidazoline-1-carboxylateCarbimazol henningDTXSID9022736NSC-758966CHEBI:617099
名称をさらに表示
カルビマゾールチラゾールバソレストカルボエトキシメチマゾールネオメルカゾール3-メチル-2-チオキソ-4-イミダゾリン-1-カルボン酸エチル2-チオキソ-3-メチル-2,3-ジヒドロ-1H-イミダゾール-1-カルボン酸エチルアチロマゾール1-エトキシカルボニル-3-メチル-2-チオオキソ-4-イミダゾリン1-メチル-2-チオキソ-2,3-ジヒドロ-1H-イミダゾール-3-カルボン酸エチルエチル 3-メチル-2-スルファニリデン-2,3-ジヒドロ-1H-イミダゾール-1-カルボキシラートEthyl 3-methyl-2-thioxo-2,3-dihydro-1H-imidazole-1-carboxylateCG1NUPL2TyrazolBasolestNeomercazole
8KQ660G60Gethyl 3-methyl-2-sulfanylidene-2,3-dihydro-1H-imidazole-1-carboxylate1H-Imidazole-1-carboxylic acid, 2,3-dihydro-3-methyl-2-thioxo, ethyl esterDTXCID902736CarbimazoloNeo-mercazole 5Neo-mercazole 20RefChem:54713
物性
構造計算による物性
- XLogP
- 0.7
- 極性表面積
- 64.9 Ų
- 水素結合供与体数
- 0
- 水素結合受容体数
- 3
- 回転可能結合数
- 2
- 重原子数
- 12
- 形式電荷
- 0
- 複雑度
- 240
実験および物理化学的性質
Drugs
Pharmaceuticals -> Listed in ZINC15
Pharmaceuticals
LogP0.4
Solubility3.14e+00 g/L
Human Drugs
Breast Feeding; Lactation; Milk, Human; Antithyroid Agents; Thionamides
Thyroid hormones and antithyroid medicines
Animal DrugsPharmaceuticals -> Animal Drugs -> Approved in Taiwan
Melting Point123.5 °C
Physical DescriptionSolid
Collision Cross Section
148.0 Ų [M+Na]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID9022736]
143.69 Ų [M+K]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
134.4 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 124 °C · 124°C
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Danger
H302 (18.6%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P260, P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P318, P319, P321, P330, P333+P317, P337+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
H360D: May damage the unborn child [Danger Reproductive toxicity]
危険有害性情報
Regulatory InformationCarbimazole: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Other Safety InformationIMAP assessments - 1H-Imidazole-1-carboxylic acid, 2,3-dihydro-3-methyl-2-thioxo-, ethyl ester: Environment tier I assessment
Hazard Classes and Categories
Acute Tox. 4 (18.6%)
Reproductive toxicity - category 1B
毒性情報
Drug Induced Liver Injury
Drug-Induced Liver Injury Severity and Toxicity (DILIst)
CARBIMAZOLE
DILI Positive
DOI:10.1016/j.drudis.2019.09.022
Effects During Pregnancy and Lactation◉ Summary of Use during Lactation
安全データ
化学と産業
薬理情報
ATC Code
H - Systemic hormonal preparations, excl. sex hormones and insulins
QH - Systemic hormonal preparations, excl. sex hormones and insulin
Protein Binding85%
PharmacodynamicsCarbimazole 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.
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.
MeSH Pharmacological ClassificationAgents that are used to treat hyperthyroidism by reducing the excessive production of thyroid hormones.
Cellular LocationsMembrane
用途と製造
UsesUse (kg; approx.) in Germany (2009): >250
Use ClassificationPharmaceuticals -> Animal Drugs -> Approved in Taiwan
応用分野
使用Carbimazole, a prodrug of Methimazole (M260300), is used in the treatment of hyperthyroidism.
上流・下流製品情報
上流原料
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