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Usage

Uses

Used in Pharmaceutical Industry:
2-(3-CHLORO-4-FLUOROANILINO)ACETOHYDRAZIDE is used as a chemical intermediate for the synthesis of various pharmaceuticals. Its chloro and fluoro substituted aniline group provides a structural foundation that can be further modified to create biologically active compounds with potential therapeutic applications.
Used in Drug Development:
In the field of drug development, 2-(3-CHLORO-4-FLUOROANILINO)ACETOHYDRAZIDE is utilized as a precursor in the creation of novel drug candidates. Its unique chemical properties allow for the exploration of new chemical entities that may possess desirable pharmacological properties, such as improved efficacy, selectivity, or reduced side effects.
Used in Chemical Research:
2-(3-CHLORO-4-FLUOROANILINO)ACETOHYDRAZIDE is also used in chemical research to study the effects of chloro and fluoro substitutions on the reactivity and properties of aniline-based compounds. This research can contribute to a deeper understanding of structure-activity relationships and inform the design of more effective pharmaceutical agents.

InChI:InChI=1/C8H9ClFN3O/c9-6-3-5(1-2-7(6)10)12-4-8(14)13-11/h1-3,12H,4,11H2,(H,13,14)

Upstream product

• 2344-98-1 ethyl 2-((3-chloro-4-fluorophenyl)amino)acetate 
• 367-21-5 3-chloro-4-fluorophenylamine 

Relevant academic research and scientific papers

Synthesis, antiproliferative, and antioxidant activities of substituted n-[(1,3,4-oxadiazol-2-yl) methyl] benzamines

Background: Oxadiazole emerged as an important class of heterocyclic compound with diverse biological activities like anticancer, antitubercular, anticonvulsant, anti-tubulin, antimicrobial, anti-inflammatory, antioxidant etc. Objective: The objective of

Design, synthesis, structural characterization by IR, 1H, 13C, 15N, 2D-NMR, X-ray diffraction and evaluation of a new class of phenylaminoacetic acid benzylidene hydrazines as pfenr Inhibitors

Recent studies have revealed that plasmodial enoyl-ACP reductase (pfENR, FabI), one of the crucial enzymes in the plasmodial type II fatty acid synthesis II (FAS II) pathway, is a promising target for liver stage malaria infections. Hence, pfENR inhibitors have the potential to be used as causal malarial prophylactic agents. In this study, we report the design, synthesis, structural characterization and evaluation of a new class of pfENR inhibitors. The search for inhibitors began with a virtual screen of the iResearch database by molecular docking. Hits obtained from the virtual screen were ranked according to their Glide score. One hit was selected as a lead and modified to improve its binding to pfENR; from this, a series of phenylamino acetic acid benzylidene hydrazides were designed and synthesized. These molecules were thoroughly characterized by IR, 1H, 13C, 15N, 2D-NMR (COSY, NOESY, 1H-13C, 1H-15N HSQC and HMBC), and X-ray diffraction. NMR studies revealed the existence of conformational/configurational isomers around the amide and imine functionalities. The major species in DMSO solution is the E, E form, which is in dynamic equilibrium with the Z, E isomer. In the solid state, the molecule has a completely extended conformation and forms helical structures that are stabilized by strong hydrogen bond interactions, forming a helical structure stabilized by N-H...O interactions, a feature unique to this class of compounds. Furthermore, detailed investigation of the NMR spectra indicated the presence of a minor impurity in most compounds. The structure of this impurity was deduced as an imidazoline-4-one derivative based on 1H-13C and 1H-15H HMBC spectra and was confirmed from the NOESY spectra. The molecules were screened for in vitro activity against recombinant pfENR enzyme by a spectrophotometric assay. Four molecules, viz. 17, 7, 10, and 12 were found to be active at 7, 8, 10, and 12?μm concentration, respectively, showing promising pfENR inhibitory potential. A classification model was derived based on a binary QSAR approach termed recursive partitioning (RP) to highlight structural characteristics that could be tuned to improve activity.