5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Name: 5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 29632-82-4
Cat. No. CS-0035871
Purity≥95%
MDL No.MFCD00469784

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide|CS-0035871

Structure of 29632-82-4

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Description

5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide features a brominated benzene ring fused to a sulfonated isothiazolone core, delivering enhanced electrophilicity and metabolic stability. This scaffold integrates readily into bioconjugation workflows, serving as a potent warhead for targeted protein labeling under physiological conditions.

Application

5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide serves as a versatile building block for the synthesis of bioactive heterocycles, leveraging its electrophilic bromine and sulfonamide functionality. The molecule exhibits bench stability and facilitates palladium-catalyzed cross-coupling reactions, enabling efficient access to substituted aryl scaffolds. Its orthogonal reactivity profile supports downstream functionalization in medicinal chemistry campaigns, particularly in the development of kinase inhibitors and antimicrobial agents.

General Information

CAS No. 29632-82-4
Cat. No. CS-0035871
Purity ≥95%
MDL No. MFCD00469784
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₄BrNO₃S
Molecular Weight 262.08
Synonym(s) 5-bromo-2,3-dihydro-1,2-benzothiazole-1,1,3-trione
SMILES C1=C(C=C2C(=C1)S(=O)(=O)NC2=O)Br

Computational Chemistry Data

TPSA 63.24
LogP 0.8812
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 0

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Skeleton Aromatic heterocycle compounds Benzoisothiazole compounds

Key Words

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5-Bromobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

CAS No. 29632-82-4

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