Aminothiazole

Aminothiazole

File:Aminothiazole-3D-spacefill.png
Names
Preferred 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
CAS Number	96-50-4 Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:40782 N
ChEMBL	ChEMBL344760 Y
ChemSpider	2070 Y
KEGG	D02479 Y
PubChem CID	2155
UNII	5K8WKN668K Y
InChI InChI=1S/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5) Y Key: RAIPHJJURHTUIC-UHFFFAOYSA-N Y InChI=1/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5) Key: RAIPHJJURHTUIC-UHFFFAOYAZ
SMILES c1csc(n1)N
Properties
Chemical formula	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)
Solubility in water	100 g/L (20 °C)
Magnetic susceptibility (χ)	-56.0·10−6 cm3/mol
Hazards
NFPA 704 (fire diamond)	2 0 0
Autoignition temperature	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 YN ?) Infobox references

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.

Many 2-aminothiazoles and 2-amidothiazoles are drugs: avatrombopag, amthamine, amiphenazole, abafungin, acotiamide, pramipexole.