1-(2H3)methyl-1H-imidazole-2-thiol

• ChemBase ID: 172851
• Molecular Formular: C4H6N2S
• Molecular Mass: 114.16884
• Monoisotopic Mass: 114.0251692
• SMILES: c1cnc(n1C)S
• Canonical SMILES: Cn1ccnc1S
• InChI: InChI=1S/C4H6N2S/c1-6-3-2-5-4(6)7/h2-3H,1H3,(H,5,7)
• InChIKey: PMRYVIKBURPHAH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(^2H₃)methyl-1H-imidazole-2-thiol
• IUPAC Traditional name: 1-(^2H₃)methylimidazole-2-thiol
• Synonyms: 1,3-Dihydro-1-(methyl-d3)-2H-imidazole-2-thione; 1-Methylimidazole-d3-2-thiol; Mercazolyl-d3; Thiamazole-d3; Basolan-d3; Mercazole-d3; Metazolo-d3; Tapazole-d3; Methimazole-d3

Database IDs

• PubChem SID: 164228761
• PubChem CID: 42641318

CALCULATED PROPERTIES

• Acid pKa: 7.950888
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.6125484
• LogD (pH = 7.4): 0.7481936
• Log P: 0.85590905
• Molar Refractivity: 31.3926 cm^3
• Polarizability: 12.046281 Å^3
• Polar Surface Area: 17.82 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 144-146°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M260302

Methimazole is a thiourea antithyroid agent that prevents iodine organification, thus inhibiting the synthesis of thyroxine. Antihyperthyroid.

REFERENCES

• Sitar, D.S., et al.: J. Pharmacol. Exp. Ther., 184, 432 (1973)
• Aboul-Enein, H.Y., et al.: Anal. Profiles Drug Subs., 8, 351 (1973)
• Cooper, D.S., et al.: N. Engl. J. Med., 311, 1353 (1973)
• Atterwill, C.K., et al.: Food Chem. Toxicol., 29, 355 (1973)