Aminothiazole
2-Aminothiazole is a heterocyclic amine featuring a thiazole core. It can also be considered a cyclic isothiourea. It possesses an odor similar to pyridine and is soluble in water, alcohols and diethyl ether. It is commonly used as a starting point for the synthesis of many compounds including sulfur drugs, biocides, fungicides, dyes and chemical reaction accelerators. 2-Aminothiazole can be used as a thyroid inhibitor in the treatment of hyperthyroidism and has antibacterial activity. Alternatively, its acid tartrate salt can be used. Recent studies using prion-infected neuroblastoma cell lines have suggested that aminothiazole may be used as a therapeutic drug for prion diseases.[1]
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IUPAC name
1,3-thiazol-2-amine | |
Other names
2-Thiazolamine, Aminothiazole, 2-Thiazylamine, Basedol, 2-Thiazolylamine, 4-Thiazolin-2-onimine, 2-Amino-1,3-thiazole, Abadole | |
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ChemSpider | |
ECHA InfoCard | 100.002.284 |
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CompTox Dashboard (EPA) |
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Properties | |
C3H4N2S | |
Molar mass | 100.14 g·mol−1 |
Appearance | Light yellow crystals |
Melting point | 86 to 89 °C (187 to 192 °F; 359 to 362 K) |
Boiling point | 117 °C (243 °F; 390 K) (20 hPa) |
100 g/l (20 °C) | |
-56.0·10−6 cm3/mol | |
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NFPA 704 (fire diamond) | |
600 °C (1,112 °F; 873 K) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
verify (what is ?) | |
Infobox references | |
2-Aminothiazole is used in the synthesis of vosaroxin.
References
- Gallardo-Godoy A; Gever J; Fife KL; Silber BM; Prusiner SB; Renslo AR. (Feb 24, 2011). "2-Aminothiazoles as therapeutic leads for prion diseases". J Med Chem. 54 (4): 1010–21. doi:10.1021/jm101250y. PMC 3041857. PMID 21247166.
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