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Usage

Uses

Used in Medicinal Chemistry:
4-Chloro-7-chlorosulfonyl-2,1,3-benzoxadiazole is used as an intermediate in the synthesis of various organic compounds for medicinal chemistry. Its role is crucial in the development of new drugs and pharmaceuticals, as it can facilitate the creation of complex molecular structures.
Used in Drug Design:
In the field of drug design, 4-Chloro-7-chlorosulfonyl-2,1,3-benzoxadiazole is employed as a key component in the construction of novel drug molecules. Its reactivity with nucleophiles enables the formation of diverse chemical linkages, which can lead to the discovery of innovative therapeutic agents.
Used in Organic Synthesis:
4-Chloro-7-chlorosulfonyl-2,1,3-benzoxadiazole is used as a versatile building block in organic synthesis. Its electrophilic nature allows chemists to incorporate it into a variety of complex organic molecules, expanding the scope of synthetic chemistry and potentially leading to new materials and compounds with unique properties.
Used in Scientific Research:
In the context of scientific research, 4-Chloro-7-chlorosulfonyl-2,1,3-benzoxadiazole is utilized as a valuable tool for studying the reactivity and properties of various chemical compounds. Its potential applications and safety profile are subjects of ongoing investigation, which may lead to new insights and discoveries in the realm of chemistry.

InChI:InChI=1/C6H2Cl2N2O3S/c7-3-1-2-4(14(8,11)12)6-5(3)9-13-10-6/h1-2H

Upstream product

• 7116-16-7 4-chloro-2,1,3-benzoxadiazole 

Downstream Products

• 1365720-12-2 N-(3-(1H-tetrazol-5-yl)phenyl)-7-chlorobenzo[c][1,2,5]oxadiazole-4-sulfonamide 

Relevant academic research and scientific papers

Environment-sensitive fluorescent inhibitors of histone deacetylase

Histone deacetylases (HDACs) are proteases that can catalyze the deacetylation of histones to inhibit gene transcription. Since mutations and/or aberrant expression of various HDACs are frequently associated with human diseases, particularly cancers, HDACs are important therapeutic targets for many human tumors. However, there are still relatively few studies on HDAC small molecule fluorescent probes. Herein, we designed and synthesized a class of environment-sensitive fluorescent inhibitors with a switch mechanism to study HDAC activity. In vitro, the enzyme inhibition activity of compound 6b was comparable to the positive control drug SAHA, and it presented suitable imaging in living cells and tumor-tissue slices. This environment-sensitive fluorescent inhibitor provides a new idea for the diagnosis and treatment of HDACs-related diseases.

A rapid SNAP-tag fluorogenic probe based on an environment-sensitive fluorophore for no-wash live cell imaging

(Figure Presented). One major limitation of labeling proteins with synthetic fluorophores is the high fluorescence background, which necessitates extensive washing steps to remove unreacted fluorophores. In this paper, we describe a novel fluorogenic probe based on an environment-sensitive fluorophore for labeling with SNAP-tag proteins. The probe exhibits dramatic fluorescence turn-on of 280-fold upon being labeled to SNAP-tag. The major advantages of our fluorogenic probe are the dramatic fluorescence turn-on, ease of synthesis, high selectivity, and rapid labeling with SNAP-tag. No-wash labeling of both intracellular and cell surface proteins was successfully achieved in living cells, and the localization of these proteins was specifically visualized.

Environment-sensitive turn-on fluorescent probes for p53-MDM2 protein-protein interaction

A series of probes with a turn-on switch for the p53-MDM2 protein-protein interaction were developed. After careful evaluation, these small molecule fluorescent probes exhibited high practical activity and selectivity in vitro and in cellulo. In particular probe 10, which had a Ki value of 0.03 μM, displayed much better binding affinity compared to the positive control Nutlin-3, which had a Ki value of 0.23 μM. These no-wash environment-sensitive turn-on fluorescent probes have been successfully applied to imaging p53-MDM2 interaction in the human lung cancer cell line A549 (wild-type p53) at the micromolar level. Therefore, these fluorescent probes are expected to be used in drug screening and cell staining in p53-MDM2 fields, as well as in pathological and physiological studies of the p53-MDM2 interaction.

Discovery of Nonpeptide, Environmentally Sensitive Fluorescent Probes for Imaging p53-MDM2 Interactions in Living Cell Lines and Tissue Slice

Based on structural optimization work, probes 9-11 with practical activity and selectivity in tissue as well as living cell lines are well designed and synthesized. All the probes showed potent inhibitory and acceptable cell toxicity compared with the com

Investigation of thiolysis of 4-substituted SBD derivatives and rational design of a GSH-selective fluorescent probe

In order to evaluate 7-sulfonamide benzoxadiazole (SBD) derivatives for the development of fluorescent probes, herein we investigated the thiolysis reactivity and selectivity of a series of SBD compounds with different atoms (N/O/S/Se) at the 4-position.

Discovery of New Substrates for LuxAB Bacterial Bioluminescence

In this article, four novel substrates with long halftime have been designed and synthesized successfully for luxAB bacterial bioluminescence. After in vitro and in vivo biological evaluation, these molecules can emit obvious bioluminescence emission with known bacterial luciferase, thus indicating a new promising approach to developing the bacterial bioluminescent system.

A visible light excitable fluorescent sensor for triphosphate/pyrophosphate based on a diZn2+ complex bearing an intramolecular charge transfer fluorophore

Triphosphate or pyrophosphate can be recognised by a diZn2+ complex of bis(BPEA)-appended intramolecular charge transfer fluorophore 4-amino-7-aminosulfonyl-2,1,3-benzoxadiazole, displaying a 5-6 fold fluorescent enhancement at 576 nm.