3622-38-6

Usage

Uses

Used in Chemical Synthesis:
Benzothiazole, 2-chloro-5-nitro(7CI,8CI,9CI), is used as a building block in the synthesis of other compounds. Its unique chemical properties, including the presence of chlorine and nitro groups, make it a versatile starting material for the production of various organic compounds.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, Benzothiazole, 2-chloro-5-nitro(7CI,8CI,9CI), is used as an intermediate in the synthesis of various drugs. Its specific chemical properties allow for the development of new pharmaceutical compounds with potential therapeutic applications.
Used in Dye and Pigment Production:
Benzothiazole, 2-chloro-5-nitro(7CI,8CI,9CI), is used in the production of dyes and pigments due to its unique color properties. The presence of the chlorine and nitro groups in the molecule contributes to its color characteristics, making it a valuable component in the formulation of various dyes and pigments.
Used in Optical Brighteners:
In the field of optical brighteners, Benzothiazole, 2-chloro-5-nitro(7CI,8CI,9CI), is used for its ability to enhance the brightness of materials. Its specific chemical properties allow it to absorb ultraviolet light and re-emit it as visible light, making it an effective component in the production of optical brighteners.

InChI:InChI=1/C7H3ClN2O2S/c8-7-9-5-3-4(10(11)12)1-2-6(5)13-7/h1-3H

Upstream product

• 58759-63-0 5-nitro-2-mercaptobenzothiazole 
• 80945-80-8 (5-nitro-benzothiazol-2-yl)-hydrazine 
• 369-36-8 6-fluoro-3-nitroaniline 
• 615-20-3 2-chlorobenzo[d][1,3]thiazole 
• 6283-25-6 H₂NC₆H₃(Cl)NO₂ 
• 73458-39-6 5-nitro-benzothiazol-2-ylamine 

Downstream Products

• 80945-82-0 2-chlorobenzo[d]thiazol-5-amine 
• 939795-71-8 C₁₉H₂₀N₄O₂S 
• 939795-72-9 C₁₉H₁₉N₄O₂SF 
• 939795-81-0 C₁₉H₂₂N₄S 
• 939795-82-1 C₁₉H₂₁N₄SF 
• 38519-82-3 N-{2-[4-(2-diethylamino-ethoxy)-anilino]-benzothiazol-5-yl}-acetamide 

Relevant academic research and scientific papers

Small-compound enhancers for functional O-mannosylation of alpha-dystroglycan, and uses thereof

The present invention provides compounds that can enhance functional O-mannosylation of proteins including alpha-dystroglycan. Also provided are methods of preparation of the compounds defined by the formula I. Also provided are the methods of using the compounds or the pharmaceutical acceptable salts or prodrugs thereof in treating and preventing subjects suffering from the diseases including muscular dystrophies and cancers.

NADPH OXIDASE 4 INHIBITORS

The invention relates to 2,5-disubstituted benzoxazole and benzothiazole derivatives of Formula (I) Formula (I) wherein L, X, Y, and ring (A) are as described in the description, their preparation and their use as pharmaceutically active compounds. Said compounds may be useful for the prevention or treatment of diseases or disorders associated with impaired reactive oxygen species (ROS) production, and/or for the prevention or treatment of various fibrotic diseases.

Small molecules enhance functional O-mannosylation of Alpha-dystroglycan

Alpha-dystroglycan (α-DG), a highly glycosylated receptor for extracellular matrix proteins, plays a critical role in many biological processes. Hypoglycosylation of α-DG results in various types of muscular dystrophies and is also highly associated with progression of majority of cancers. Currently, there are no effective treatments for those devastating diseases. Enhancing functional O-mannosyl glycans (FOG) of α-DG on the cell surfaces is a potential approach to address this unmet challenge. Based on the hypothesis that the cells can up-regulate FOG of α-DG in response to certain chemical stimuli, we developed a cell-based high-throughput screening (HTS) platform for searching chemical enhancers of FOG of α-DG from a large chemical library with 364,168 compounds. Sequential validation of the hits from a primary screening campaign and chemical works led to identification of a cluster of compounds that positively modulate FOG of α-DG on various cell surfaces including patient-derived myoblasts. These compounds enhance FOG of α-DG by almost ten folds, which provide us powerful tools for O-mannosylation studies and potential starting points for the development of drug to treat dystroglycanopathy.

Novel 2-aminobenzothiazoles as selective neuronal nitric oxide synthase inhibitors

A series of substituted 2-aminobenzothiazole compounds have been synthesized and evaluated as nitric oxide synthase (NOS) inhibitors. Compound 14 shows activity in the nM range and is selective for the human neuronal NOS isoform. We have also evaluated the compounds against the rat NOS isoforms. For some of the compounds, there are significant differences in NOS inhibitory activities between the human and rat enzymes. For example, compound 10b has nM activity against the rat nNOS while low μM activity against the human nNOS.

A convenient synthesis of 2-mercapto and 2-chlorobenzothiazoles

A convenient synthesis of 2-mercapto and 2-chlorobenzothiazoles is described. The key feature of the synthesis is an exclusive ortho-selective nucleophilic aromatic substitution reaction of ortho-haloanilines with potassium/sodium O-ethyl dithiocarbonate under mild conditions. Subsequent intra-molecular cyclization affords 2-mercaptobenzothiazoles in high yields. The 2-mercaptobenzothiazoles are readily converted to corresponding 2-chlorobenzothiazoles upon treatment with sulfuryl chloride.

INHIBITORS OF 11-BETA-HYDROXY STEROID DEHYDROGENASE TYPE 1 AND TYPE 2

There is provided a compound having Formula (I): wherein one of R1 and R2 is a group of the Formula (a), wherein R4 is selected from H and hydrocarbyl, R5 is a hydrocarbyl group and L is an optional linker group, or R1 and R2 together form a ring substituted with the group (Formula (a)) wherein R3 is H or a substituent, and wherein X is selected from S, O, NR6 and C(R7)(R8), wherein R6 is selected from H and hydrocarbyl groups, wherein each of R7 and R8 are independently selected from H and hydrocarbyl groups.