Aminothiazole

Aminothiazole
Skeletal formula of aminothiazole
Space-filling model of the aminothiazole molecule
Names
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
Identifiers
96-50-4 YesY
3D model (Jmol) Interactive image
ChEBI CHEBI:40782 N
ChEMBL ChEMBL344760 YesY
ChemSpider 2070 YesY
ECHA InfoCard 100.002.284
KEGG D02479 YesY
PubChem 2155
UNII 5K8WKN668K YesY
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)
Hazards
NFPA 704
Flammability code 0: Will not burn. E.g., water Health code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroform Reactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogen Special hazards (white): no codeNFPA 704 four-colored diamond
0
2
0
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).
N verify (what is YesYN ?)
Infobox references

2-Aminothiazole is a heterocyclic amine featuring an 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]

One known use of 2-Aminothiazole in is in the synthesis of Vosaroxin.

References

  1. ↑ 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 3041857Freely accessible. PMID 21247166.

External links


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