22178-82-1

Usage

Uses

Used in Pharmaceutical Industry:
2H-1,4-Benzoxazine, 4-(chloroacetyl)-3,4-dihydro(8CI,9CI) is used as a key intermediate in the synthesis of various pharmaceuticals. Its unique structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 2H-1,4-Benzoxazine, 4-(chloroacetyl)-3,4-dihydro(8CI,9CI) serves as a building block for the creation of novel agrochemicals, such as pesticides and herbicides, due to its reactive functional groups and heterocyclic nature.
Used in Material Science:
2H-1,4-Benzoxazine, 4-(chloroacetyl)-3,4-dihydro(8CI,9CI) is utilized in material science for the production of polymers and resins. Its incorporation into these materials can enhance their properties, such as strength, durability, and chemical resistance, making them suitable for various applications, including coatings, adhesives, and composites.
Overall, 2H-1,4-Benzoxazine, 4-(chloroacetyl)-3,4-dihydrois a multifaceted chemical with a wide range of applications across different industries, including pharmaceuticals, agrochemicals, and material science, owing to its unique structure and functional groups.

InChI:InChI=1/C10H10ClNO2/c11-7-10(13)12-5-6-14-9-4-2-1-3-8(9)12/h1-4H,5-7H2

Upstream product

• 5735-53-5 1,4-benzoxazine 
• 79-04-9 chloroacetyl chloride 
• 88-75-5 2-hydroxynitrobenzene 
• 95-55-6 2-amino-phenol 
• 5466-88-6 3,4-dihydro-3-oxo-2H-1,4-benzoxazine 

Relevant academic research and scientific papers

Synthesis and biological evaluation of potential acetylcholinesterase inhibitors based on a benzoxazine core

With the purpose of expanding the structural variety of chemical compounds available as pharmacological tools for the treatment of Alzheimer's disease, we synthesized and evaluated a novel series of indole-benzoxazinones (Family I) and benzoxazine-arylpiperazine derivatives (Family II) for potential human acetylcholinesterase (hAChE) inhibitory properties. The most active compounds 7a and 7d demonstrated effective inhibitory profiles with Ki values of 20.3 ± 0.9 μM and 20.2 ± 0.9 μM, respectively. Kinetic inhibition assays showed non-competitive inhibition of AChE by the tested compounds. According to our docking studies, the most active compounds from both series (Families I and II) showed a binding mode similar to donepezil and interact with the same residues.

Indoline and piperazine containing derivatives as a novel class of mixed D2/D4 receptor antagonists. Part 1: Identification and structure-activity relationships

Optimization of the lead compound 2-[-4-(4-chloro-benzyl)-piperazin-1-yl]-1-(2,3-dihydro-indol-1-yl)-ethanone 1 by systematic structure-activity relation (SAR) studies lead to two potent compounds 2-[-4-(4-chloro-benzyl)-piperazin-1-yl]-1-(2-methy-2,3-dihydro-indol-1-yl)- ethanone 2n and 2-[-4-(4-chloro-benzyl)-piperazin-1-yl]-1-(2-methy-2,3-dihydro-indol-1-yl)- ethanone 7b. Their related synthesis was also reported.

Synthesis and antirheumatic activity of novel tetrahydroquinoline-8-carboxylic acid derivatives

A study of the modification of N-alkylanthranilic acids to develop novel DMARDs is detailed. 1,2,3,4-Tetrahydroquinoline-8-carboxylic acid derivatives were found to exhibit a therapeutic effect on adjuvant arthritis and a suppressive effect on bone destruction.