Cas no 22094-62-8 (6-Amino-1,1-dioxo-1,2-benzothiazol-3-one)

6-Amino-1,1-dioxo-1,2-benzothiazol-3-one is a benzothiazole derivative characterized by its sulfone and amino functional groups. This compound exhibits notable reactivity due to its fused heterocyclic structure, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its electron-rich amino group enhances its utility in nucleophilic substitution reactions, while the sulfone moiety contributes to its stability and solubility in polar solvents. The compound is particularly useful in the development of bioactive molecules, including potential antimicrobial and anti-inflammatory agents. Its well-defined chemical properties and compatibility with various reaction conditions make it a reliable building block for advanced chemical applications.
6-Amino-1,1-dioxo-1,2-benzothiazol-3-one structure
22094-62-8 structure
Product Name:6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
CAS No:22094-62-8
MF:C7H6N2O3S
MW:198.199140071869
MDL:MFCD00115506
CID:263585
PubChem ID:64789
Update Time:2025-05-19

6-Amino-1,1-dioxo-1,2-benzothiazol-3-one Chemical and Physical Properties

Names and Identifiers

    • 1,2-Benzisothiazol-3(2H)-one,6-amino-, 1,1-dioxide
    • 6-amino-1,1-dioxo-1,2-benzothiazol-3-one
    • 6-aminosaccharin
    • SACCHARIN, 6-AMINO-
    • Q27465554
    • SSRKZHLPNHLAKM-UHFFFAOYSA-N
    • DTXSID30176601
    • SCHEMBL1290860
    • AKOS010757961
    • 6-AMINO-2,3-DIHYDRO-1$L^{6},2-BENZOTHIAZOLE-1,1,3-TRIONE
    • H11125
    • BDBM50004506
    • SXS
    • UNII-8X8M8255WF
    • 6-Aminobenzo[d]isothiazol-3(2H)-one1,1-dioxide
    • EN300-55028
    • NCGC00238773-01
    • 6-amino-1,2-benzisothiazol-3(2H)-one-1,1-dioxide
    • MFCD00115506
    • 6-amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione
    • 6-amino-1,2-benzothiazol-3(2H)-one 1,1-dioxide
    • BS-13853
    • 6-amino-1, 1-dioxo-1, 2-benzothiazol-3-one
    • CHEMBL2016952
    • 6-amino-saccharin
    • 4cq0
    • XAA09462
    • A919424
    • 1,2-Benzisothiazol-3(2H)-one, 6-amino-, 1,1-dioxide
    • 8X8M8255WF
    • 6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
    • 22094-62-8
    • 6-amino-1,2-benzisothiazol-3(2H)one-1,1-dioxide
    • CS-0109990
    • Z821058358
    • CHEMBL-2016952
    • 6-AMINO-2H-1??,2-BENZOTHIAZOLE-1,1,3-TRIONE
    • DTXCID3099092
    • 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
    • MDL: MFCD00115506
    • Inchi: 1S/C7H6N2O3S/c8-4-1-2-5-6(3-4)13(11,12)9-7(5)10/h1-3H,8H2,(H,9,10)
    • InChI Key: SSRKZHLPNHLAKM-UHFFFAOYSA-N
    • SMILES: S1(C2C=C(C=CC=2C(N1)=O)N)(=O)=O

Computed Properties

  • Exact Mass: 198.00998
  • Monoisotopic Mass: 198.01
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 0
  • Complexity: 332
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 97.6A^2

Experimental Properties

  • Density: 1.652
  • Boiling Point: °Cat760mmHg
  • Flash Point: °C
  • Refractive Index: 1.684
  • PSA: 89.26
  • LogP: 1.37330

6-Amino-1,1-dioxo-1,2-benzothiazol-3-one Security Information

6-Amino-1,1-dioxo-1,2-benzothiazol-3-one Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
TRC
A578800-10mg
6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
22094-62-8
10mg
$ 70.00 2022-06-08
TRC
A578800-50mg
6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
22094-62-8
50mg
$ 250.00 2022-06-08
TRC
A578800-100mg
6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
22094-62-8
100mg
$ 365.00 2022-06-08
SHANG HAI MAI KE LIN SHENG HUA Technology Co., Ltd.
A859016-1g
6-Aminosaccharin
22094-62-8 ≥98%
1g
¥914.40 2022-09-29
SHANG HAI XIAN DING Biotechnology Co., Ltd.
B-CV775-200mg
6-Amino-1,1-dioxo-1,2-benzothiazol-3-one
22094-62-8 97%
200mg
446.0CNY 2021-07-15
SHANG HAI JI ZHI SHENG HUA Technology Co., Ltd.
A54750-1g
6-Aminobenzo[d]isothiazol-3(2H)-one 1,1-dioxide
22094-62-8 98%
1g
¥1462.0 2023-09-08
eNovation Chemicals LLC
Y1289650-1g
6-Aminosaccharin
22094-62-8 98%
1g
$155 2024-06-07
Enamine
EN300-55028-0.05g
6-amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione
22094-62-8 95.0%
0.05g
$51.0 2025-03-21
Enamine
EN300-55028-0.1g
6-amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione
22094-62-8 95.0%
0.1g
$77.0 2025-03-21
Enamine
EN300-55028-0.25g
6-amino-2,3-dihydro-1lambda6,2-benzothiazole-1,1,3-trione
22094-62-8 95.0%
0.25g
$109.0 2025-03-21

Additional information on 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one

Recent Advances in the Study of 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one (CAS: 22094-62-8)

The compound 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one (CAS: 22094-62-8) has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural properties and potential therapeutic applications. Recent studies have explored its role as a key intermediate in the synthesis of novel bioactive molecules, particularly in the development of anti-inflammatory and antimicrobial agents. This research brief aims to summarize the latest findings related to this compound, highlighting its chemical characteristics, biological activities, and potential industrial applications.

One of the most notable advancements in the study of 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one is its application in the synthesis of sulfonamide derivatives. A 2023 study published in the Journal of Medicinal Chemistry demonstrated that this compound serves as a versatile building block for the development of sulfonamide-based inhibitors targeting carbonic anhydrases, which are implicated in various pathological conditions, including glaucoma and cancer. The study reported that derivatives of 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one exhibited high selectivity and potency, making them promising candidates for further preclinical evaluation.

In addition to its role in medicinal chemistry, recent research has also explored the antimicrobial properties of 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one. A 2022 study in Bioorganic & Medicinal Chemistry Letters investigated its efficacy against a panel of Gram-positive and Gram-negative bacteria. The results indicated that the compound and its derivatives displayed moderate to strong antibacterial activity, particularly against Staphylococcus aureus and Escherichia coli. These findings suggest potential applications in the development of new antibiotics, especially in the face of rising antibiotic resistance.

Another area of interest is the compound's potential as an anti-inflammatory agent. A 2023 study in the European Journal of Pharmacology explored the mechanism by which 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one derivatives modulate inflammatory pathways. The researchers found that these compounds inhibited the production of pro-inflammatory cytokines such as TNF-α and IL-6 in vitro, suggesting a possible therapeutic role in inflammatory diseases like rheumatoid arthritis and inflammatory bowel disease.

From a chemical perspective, recent advancements in synthetic methodologies have improved the efficiency of producing 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one. A 2023 paper in Organic Process Research & Development described a scalable and environmentally friendly synthesis route, utilizing green chemistry principles to minimize waste and reduce the use of hazardous reagents. This development is particularly significant for industrial-scale production, as it addresses both economic and environmental concerns.

In conclusion, 6-Amino-1,1-dioxo-1,2-benzothiazol-3-one (CAS: 22094-62-8) continues to be a compound of great interest in chemical biology and pharmaceutical research. Its versatility as a synthetic intermediate, combined with its promising biological activities, positions it as a valuable candidate for further investigation. Future studies should focus on optimizing its derivatives for enhanced efficacy and safety, as well as exploring its potential in other therapeutic areas such as neurodegenerative diseases and metabolic disorders.

Recommended suppliers
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Hangzhou TSurgeX Pharmaceutical Technology Co., Ltd.
Henan Dongyan Pharmaceutical Co., Ltd
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Henan Dongyan Pharmaceutical Co., Ltd
Suzhou Genelee Bio-Technology Co., Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Bulk
Suzhou Genelee Bio-Technology Co., Ltd.
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
HANGZHOU BAIS CHEMICAL TECHNOLOGY CO., LTD.
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.
Gold Member
Audited Supplier Audited Supplier
CN Supplier
Reagent
Shenzhen GeneSeqTools Bioscience & Technology Co. Ltd.