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6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
$300.00
CAS No.: 22952-24-5
Catalog No.: 196165
Purity: 95%
MF: C7H4N2O5S
MW: 228.185
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=CC2=C(C(NS2(=O)=O)=O)C=C1
Catalog No.: 196165
Purity: 95%
MF: C7H4N2O5S
MW: 228.185
Storage: 2-8 degree Celsius
SMILES: [N+](=O)([O-])C1=CC2=C(C(NS2(=O)=O)=O)C=C1
6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide; CAS No.: 22952-24-5; 6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide. PROPERTIES: This compound presents a 6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide structure, combining a nitro group, a benzo[d]isothiazole ring system, and sulfone groups. It typically appears as a pale yellow crystalline solid with a molecular weight of approximately 253.2 g/mol (C8H4N2O5S). The melting point ranges between 220-225 C, and it exhibits moderate solubility in DMSO and DMF while being sparingly soluble in water. Proper storage requires a tightly sealed container in a cool, dry place. Safety precautions include wearing appropriate PPE and working in a well-ventilated area. It is classified as a skin and eye irritant (GHS07) with the hazard statement H315-H319. APPLICATIONS: 6-Nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide is employed in pharmaceutical research as a bioisosteric replacement compound. Its 6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide structure enables participation in various reactions, including reduction of the nitro group to amine and nucleophilic substitution at the isothiazole ring. In medicinal chemistry, it is used to develop enzyme inhibitors and receptor modulators, particularly those targeting inflammatory and infectious diseases. The nitro group can be converted to hydroxylamine or amine derivatives to explore structure-activity relationships. This compound also functions as a building block in the synthesis of fluorescent probes, where the benzo[d]isothiazole moiety contributes to fluorescence properties. Academic studies utilize it as a model compound in Medicinal Chemistry journals, focusing on the optimization of the 6-nitrobenzo[d]isothiazol-3(2H)-one 1,1-dioxide scaffold for improved bioavailability and target engagement.
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