6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

Name: 6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
Brand: ChemScene
Availability: OutOfStock
Rating: 5 (1 reviews)

CAS No. 22094-62-8
Cat. No. CS-0109990
Purity≥98%
MDL No.MFCD00115506

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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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6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide|CS-0109990

Structure of 22094-62-8

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General Information

CAS No. 22094-62-8
Cat. No. CS-0109990
Purity ≥98%
MDL No. MFCD00115506
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₇H₆N₂O₃S
Molecular Weight 198.20
Synonym(s) 6-Aminosaccharin
SMILES O=C(C1=C2C=C(N)C=C1)NS2(=O)=O

Description

6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide features a fused heterocyclic core with dual oxidized sulfur and amine functionalities, enabling robust conjugation in bioconjugation workflows. The electron-deficient isothiazole ring enhances reactivity toward nucleophiles, while the bench-stable scaffold supports reliable use in synthetic biology and probe development under standard conditions.

Application

6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide serves as a versatile building block for sulfonamide-containing heterocycles, enabling direct functionalization at the amine and isothiazole core. Its bench-stable, crystalline form facilitates handling and purification, while the electron-withdrawing sulfone group enhances reactivity in nucleophilic substitution and coupling processes. Functions effectively in the synthesis of biologically active scaffolds relevant to medicinal chemistry and agrochemical development.

Synthesis

Route1
- In-stock
  
  22952-24-5
- ~94%
- 22094-62-8
References
- Han, Leiqiang; Wang, Lei; Hou, Xuben; Fu, Huansheng; Song, Weiguo; Tang, Weiping; Fang, Hao Bioorganic and Medicinal Chemistry, 2014 , vol. 22, # 5 p. 1529 - 1538
Route2
- In-stock
  
  6269-91-6
- ~%
- 22094-62-8
References
- Gener, Nahit; Demir, Dudu; Sonmez, Fatih; Kucukislamoglu, Mustafa Bioorganic and Medicinal Chemistry, 2012 , vol. 20, # 9 p. 2811 - 2821
Route3
- 99-99-0
- ~%
- 22094-62-8
References
- Kamogawa; Yamamoto; Nanasawa Bulletin of the Chemical Society of Japan, 1982 , vol. 55, # 12 p. 3824 - 3827

Safety Information

Download SDS

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-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 89.26
LogP -0.2991
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Sulfone

Building Blocks Skeleton Aromatic heterocycle compounds Benzothiazole compounds

Key Words

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6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide

CAS No. 22094-62-8

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