97108-50-4

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Difluorophenylhydrazine is used as a key intermediate in the synthesis of heterocyclic compounds for pharmaceutical applications. Its ability to act as a Bax inhibitor makes it a promising candidate for the development of new drugs targeting various diseases and conditions.
Used in Chemical Research:
2,5-Difluorophenylhydrazine is also utilized in chemical research for the development of new synthetic methods and the exploration of its potential applications in various chemical reactions. Its unique properties and reactivity make it an interesting subject for further study and development.

InChI:InChI=1/C6H6F2N2/c7-4-1-2-5(8)6(3-4)10-9/h1-3,10H,9H2

Upstream product

• 367-30-6 2,5-difluoroaniline 

Downstream Products

• 1435898-04-6 (S(S))-2',5’-difluorophenyl-3,6-dimethoxy-2-p-tolylsulfinylazobenzene 
• 1435898-03-5 (S(S))-2',5’-difluoro-3,6-dimethoxy-2-p-tolylsulfinylazobenzene 
• 1318808-07-9 (Z)-1-(2,5-difluorophenyl)-2-(1,3-diphenylprop-2-yn-1-ylidene)hydrazine 

Relevant academic research and scientific papers

Synthesis, insecticidal activities, and structure-activity relationship of phenylpyrazole derivatives containing a fluoro-substituted benzene moiety

Fluorinated organic compounds represent a growing and important family of commercial chemicals. Introduction of fluorine into active ingredients has become an effective way to develop modern crop protection products. Given the particular properties of fluorine and high efficiency and selectivity of diamide insecticides, we designed and synthesized 27 anthranilic diamides analogues containing fluoro-sustituted phenylpyrazole. A preliminary bioassay indicated that most target compounds exhibited good biological activity against Mythimna separata and Plutella xylostella. Compound IIIf containing a 2,4,6-trifluoro-substituted benzene ring showed 43% insecticidal activity against M. separata at 0.1 mg L-1, while the control chlorantraniliprole was 36%. The activity of IIIe against P. xylostella at 10-5 mg L-1 was 94%, compared with that of the control being 70%. Thus, introduction of fluorine into diamide insecticides was useful for increasing activity. Insect electrophysiology studies showed that the calcium concentration in the nerve cells of third M. separata larvae was elevated by IIIf, which further confirmed that ryanodine receptor (RyR) was its potential target.

Anthranilic diamides derivatives as potential ryanodine receptor modulators: Synthesis, biological evaluation and structure activity relationship

A series of novel anthranilic diamides derivatives (7a–s) containing halogen, trifluoromethyl group and cyano group were designed, synthesized, and characterized by melting point, 1H NMR, 13C NMR and elemental analyses. The bioactivity revealed that most of them showed moderate to excellent activities against oriental armyworm (Mythimna separata) and diamondback moth (Plutella xylostella). Above all, the larvicidal activity of 7o against oriental armyworm was 100% and 40% at 0.25 and 0.1 mg L?1, comparable to that of the standard chlorantraniliprole (100%, 0.25 mg L?1 and 20%, 0.1 mg L?1). What is more, 7o against diamondback moth displayed 90% insecticidal activity at 0.01 mg L?1, superior to chlorantraniliprole (45%, 0.01 mg L?1). The experiments 7o on the American cockroach (Periplaneta Americana) heart beating rates (Dorsal vessel) and contractile force were compared with chlorantraniliprole. In addition, 7o could affect the calcium homeostasis in the central neurons of the third larvae of oriental armyworm, which revealed that the ryanodine receptor is the potential target of 7o. The density functional theory (DFT) calculation results revealed the amide bridge, the benzene ring of anthraniloyl moiety and pyrazole ring might play an important role in the insecticidal activity through hydrophobic interactions and π-π conjugations.

Synthesis and biological evaluation of benzimidazole phenylhydrazone derivatives as antifungal agents against phytopathogenic fungi

A series of benzimidazole phenylhydrazone derivatives (6a-6ai) were synthesized and characterized by 1H-NMR, ESI-MS, and elemental analysis. The structure of 6b was further confirmed by single crystal X-ray diffraction as (E)-configuration. All the compounds were screened for antifungal activity against Rhizoctonia solani and Magnaporthe oryzae employing a mycelium growth rate method. Compound 6f exhibited significant inhibitory activity against R. solani and M. oryzae with the EC50 values of 1.20 and 1.85 μg/mL, respectively. In vivo testing demonstrated that 6f could effectively control the development of rice sheath blight (RSB) and rice blast (RB) caused by the above two phytopathogens. This work indicated that the compound 6f with a benzimidazole phenylhydrazone scaffold could be considered as a leading structure for the development of novel fungicides.