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Substance Name: Methimazole [USP]
RN: 60-56-0
UNII: 554Z48XN5E
InChIKey: PMRYVIKBURPHAH-UHFFFAOYSA-N
Note
- A thioureylene antithyroid agent that inhibits the formation of thyroid hormones by interfering with the incorporation of iodine into tyrosyl residues of thyroglobulin. This is done by interfering with the oxidation of iodide ion and iodotyrosyl groups through inhibition of the peroxidase enzyme.
Molecular Formula
- C4-H6-N2-S
Molecular Weight
- 114.1714
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Structure Descriptors
- Toxicity
- Physical Properties
Classification Codes
- Antithyroid Agents
- Drug / Therapeutic Agent
- Hormone Antagonists
- Hormones, Hormone Substitutes, and Hormone Antagonists
- Human Data
- Mutation Data
- Reproductive Effect
- Thyroid Inhibitor
- Tumor Data
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Other Resources (Internet Locators)
Search for this InChIKey on the Web
Names and Synonyms
Name of Substance
- Methimazole
- Methimazole [USP]
- Thiamazole [INN]
MeSH Heading
- Methimazole
Synonyms
- 1,3-Dihydro-1-methyl-2H-imidazole-2-thione
- 1-Methyl-1,3-dihydroimidazole-2-thione
- 1-Methyl-2-mercaptoimidazole
- 1-Methylimidazole-2(3H)-thione
- 1-Methylimidazole-2-thiol
- 1-Metylo 2 merkaptoimidazolem
- 1-Metylo 2 merkaptoimidazolem [Polish]
- 2-Mercapto-1-methylimidazole
- 2-Mercaptomethylimidazole
- 2H-Imidazole-2-thione, 1,3-dihydro-1-methyl-
- 4-Imidazoline-2-thione, 1-methyl-
- AI3-60285
- Basolan
- Danantizol
- EINECS 200-482-4
- Favistan
- Felimazole
- Frentirox
- HSDB 3361
- Mercaptazole
- Mercazole
- Mercazolyl
- Mercazolylum
- Merkastan
- Merkazolil
- Metazolo
- Methimazol
- Methimazole
- Methimazolum
- Methylmercaptoimidazole
- Metimazol
- Metizol
- Metothyrin
- Metothyrine
- Metotirin
- N-Methyl-2-mercaptoimidazole
- NSC 38608
- Strumazol
- Tapazole
- Thacapzol
- Thiamazol
- Thiamazol [INN-French]
- Thiamazole
- Thiamazolum
- Thiamazolum [INN-Latin]
- Thycapsol
- Thycapzol
- Thymidazol
- Thymidazole
- Tiamazol
- Tiamazol [INN-Spanish]
- Tiamazolo
- Tiamazolo [DCIT]
- UNII-554Z48XN5E
- USAF EL-30
Systematic Names
- 2H-Imidazole-2-thione, 1,3-dihydro-1-methyl-
- Imidazole-2-thiol, 1-methyl-
- Thiamazole
Superlist Name
- Methimazole
Registry Numbers
CAS Registry Number
- 60-56-0
FDA UNII
- 554Z48XN5E
Other Registry Numbers
- 4708-61-6
- 85916-84-3
System Generated Number
- 0000060560
Structure Descriptors
InChI
InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)InChIKey
PMRYVIKBURPHAH-UHFFFAOYSA-NSmiles
CN1C=CNC1=SToxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
mouse | LD50 | intraperitoneal | 500mg/kg (500mg/kg) | National Technical Information Service. Vol. AD277-689, | |
mouse | LD50 | oral | 860mg/kg (860mg/kg) | PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 20, 1954. |
mouse | LD50 | subcutaneous | 345mg/kg (345mg/kg) | BEHAVIORAL: TREMOR BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE | Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 20, 1954. |
rat | LD50 | oral | 2250mg/kg (2250mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE BEHAVIORAL: TREMOR | Arzneimittel-Forschung. Drug Research. Vol. 4, Pg. 20, 1954. |
rat | LD50 | subcutaneous | 1050mg/kg (1050mg/kg) | Farmaco, Edizione Scientifica. Vol. 14, Pg. 54, 1959. | |
women | TDLo | oral | 13mg/kg/33D-I (13mg/kg) | GASTROINTESTINAL: OTHER CHANGES BEHAVIORAL: EXCITEMENT SENSE ORGANS AND SPECIAL SENSES: OTHER: EAR | Clinical Endocrinology Vol. 51, Pg. 667, 1999. |
women | TDLo | oral | 492mg/kg/88W- (492mg/kg) | BLOOD: AGRANULOCYTOSIS ENDOCRINE: CHANGE IN GONADOTROPINS | Netherlands Journal of Medicine. Vol. 43, Pg. 71, 1993. |
Physical Properties
Physical Property | Value | Units | Temp (deg C) | Source |
---|---|---|---|---|
Melting Point | 146 | deg C | EXP | |
Boiling Point | 280 | deg C | EXP | |
log P (octanol-water) | -0.34 | (none) | EXP | |
Water Solubility | 2.75E+05 | mg/L | 25 | EST |
Vapor Pressure | 3.28E-04 | mm Hg | 25 | EST |
Henry's Law Constant | 2.03E-06 | atm-m3/mole | 25 | EST |
Atmospheric OH Rate Constant | 1.51E-10 | cm3/molecule-sec | 25 | EST |
Physical property data is provided to ChemIDplus by SRC, Inc.