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6-aminobenzo[d]thiazole-2-carbonitrile
$300.00
CAS No.: 7724-12-1
Catalog No.: 196160
Purity: 95%
MF: C8H5N3S
MW: 175.216
Storage: 2-8 degree Celsius
SMILES: NC1=CC2=C(N=C(S2)C#N)C=C1
Catalog No.: 196160
Purity: 95%
MF: C8H5N3S
MW: 175.216
Storage: 2-8 degree Celsius
SMILES: NC1=CC2=C(N=C(S2)C#N)C=C1
6-aminobenzo[d]thiazole-2-carbonitrile; CAS No.: 7724-12-1; 6-aminobenzo[d]thiazole-2-carbonitrile. PROPERTIES: This heterocyclic compound features a 6-aminobenzo[d]thiazole-2-carbonitrile structure, combining an amino group, a benzo[d]thiazole ring system, and a nitrile group. It typically appears as a white to off-white crystalline solid with a molecular weight of approximately 189.2 g/mol (C9H6N3S). The melting point ranges between 215-220 C, and it exhibits moderate solubility in DMSO, DMF, and ethanol while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place, preferably at 2-8 C. Safety precautions include wearing gloves, eye protection, and a lab coat. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 6-Aminobenzo[d]thiazole-2-carbonitrile is employed in pharmaceutical research as a lead compound. Its 6-aminobenzo[d]thiazole-2-carbonitrile structure allows for diverse substitution patterns, making it suitable for developing enzyme inhibitors and receptor ligands. The amino group can undergo acylation or sulfonation to improve pharmacokinetic properties, while the nitrile group can be hydrolyzed to a carboxylic acid or reduced to an aldehyde. This compound also functions as a building block in the synthesis of covalent inhibitors, where the nitrile group participates in Michael addition reactions with cysteine residues. Additionally, it is used in the development of fluorescent probes for bioimaging applications, where the benzo[d]thiazole moiety contributes to fluorescence properties. Academic studies utilize this compound as a model system for investigating structure-activity relationships in Medicinal Chemistry journals, focusing on optimizing the 6-aminobenzo[d]thiazole-2-carbonitrile scaffold for improved biological activity.
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