5203-77-0

Usage

Chemical Properties

white to light yellow crystal powde

InChI:InChI=1/C5H8N2O/c1-4-3-5(8)7(2)6-4/h3,8H,1-2H3

Upstream product

• 141-97-9 ethyl acetoacetate 
• 60-34-4 methylhydrazine 
• 22038-72-8 methyldiazene 
• 105-45-3 acetoacetic acid methyl ester 
• 4341-76-8 Ethyl 2-butynoate 

Downstream Products

• 1196958-16-3 4-(4-chloro-3-ethylsulfinyl-2-methyl benzoyl)-5-hydroxy-1,3-dimethylpyrazole 
• 157328-20-6 N-(4-fluorophenyl)-2-(1',3'-dimethylpyrazol-5'-yloxy)-6-pyridinecarboxamid 
• 137527-42-5 (E)-1-(1,3-dimethyl-5-hydroxy-4-pyrazolyl)-3-phenyl-2-propen-1-one 

Relevant academic research and scientific papers

Aryloxy (sulfur) gem-difluoro HPPD inhibitor and preparation method and application thereof

The invention discloses an aryloxy (sulfur) gem-difluoro HPPD inhibitor with a structure shown in a general formula (I), and a preparation method and application thereof. The compound provided by the invention has an excellent HPPD enzyme inhibition effec

Pyrazole compound, salt and uses thereof,

The invention discloses a pyrazole compound and a salt thereof, wherein the structural formula of the pyrazole compound is represented by a formula (I). According to the invention, the pyrazole compound has good prevention and control effect on various gr

New hydrazone derivatives of pyrazole-4-carboxaldehydes exhibited anti-inflammatory properties

Background: Several series of hydrazone derivatives of pyrazole-4-carboxaldehydes (4-11) were designed and synthesized to screen their inflammatory activity. Methods: The products were characterized by1H NMR,13C NMR and HRMS. In vitro LPS-induced TNF-α model and in vivo xylene-induced ear-edema model were used to evaluate their anti-inflammatory activity. Results and Conclusion: Bioassays indicated that most of the compounds markedly inhibited the expression of TNF-α at the concentration of 10 μg/mL. Compounds 7b and 11c, two of the most potent compounds, exhibited TNF-α inhibitory ability in a dose-dependent manner with IC50 values of 5.56 and 3.69 μM, respectively. In vivo, intraperitoneal administration with 7b and 11c markedly inhibited the ear edema at the doses of 20 and 50 mg/kg. Compound 11c, inhibited edema by 49.59 % at the dose of 20 mg/kg, was comparable to the reference drug dexamethasone at the same dose (with an inhibition of 50.49 %). To understand the binding pattern, molecular docking of representa-tive 7b and 11c was performed, which demonstrated that both compounds have a forceful binding with the TNF-α, and that the phenyl and hydrazide moieties of them play a significant role in binding with the target site.

Pyrazole derivatives as well as preparation method and application thereof

The invention discloses a derivative containing a pyrazole ring and quinoline structure, which has a very good control effect on various gramineous weeds and broadleaf weeds in agriculture or other fields, and can achieve a relatively good control effect even at a relatively low concentration. The herbicide controlling spectrum is expanded, weeds in crops can be killed by only one herbicide, and the herbicide is safe and reliable; the pyrazole derivative disclosed by the invention is relatively low in toxicity, few in residues in crops and small in harm to human and livestock, well solves theproblems of relatively high toxicity and more residues in crops of an existing herbicide, and improves the safety of agricultural production; the invention further provides a preparation method of thepyrazole derivative; in addition, the preparation method is few in step, easy in process operation, suitable for large-scale industrial production and good in application prospect.

Design, synthesis, antifungal activity and 3D-QSAR study of novel pyrazole carboxamide and niacinamide derivatives containing benzimidazole moiety

A series of novel pyrazole carboxamide and niacinamide derivatives containing a benzimidazole moiety were designed and synthesized as antifungal candidate agents. All target compounds were characterized by FTIR, 1H NMR, 13C NMR, HRMS and elemental analysis techniques. The structure of compound T1 was further confirmed by single crystal X-ray diffraction analysis. The antifungal activities of the target compounds were evaluated in vitro against four phytopathogenic fungi (namely Botrytis cinerea, Rhizoctonia solani, Fusarium graminearum and Alternaria solani) by the mycelium growth inhibition method. The bioassay results indicated that some of the compounds exhibited good antifungal activity against B. cinerea at 100 μg ML?1 compared to other three fungi. In order to better explore the structure-activity relationship (SAR), the EC50 values of target compounds against B. cinerea were measured and assessed. Subsequently, a 3D quantitative structure-activity relationship (3D-QSAR) study was carried out using the comparative molecular field analysis (CoMFA) technique based on the inhibitory activities of tested compounds against B. cinerea. Molecular modelling results revealed fine predictive ability with cross-validated q2 and non-cross-validated r2 values of 0.578 and 0.850, respectively.

Synthesis and evaluation of anticonvulsant activities of pyrazol semicarbazones. Part II

A series of 2-((5-aryloxy-1-methyl-3-methyl-1H-pyrazol-4-yl)methylene) hydrazinecarboxamides (6a-6l) and 2-((5-aryloxy-1-methyl-3-phenyl-1H-pyrazol-4-yl)methylene) hydrazinecarboxamides (7a-7l) were designed and synthesized. The maximal electroshock shock (MES) and subcutaneous pentylenetetrazole (sc-PTZ) seizure models in mice were used to evaluate the antiepileptic effect of compounds synthesized. Further, the acute neurotoxicity profile was also studied via the rotarod test. The results of sc-PTZ test indicate that a majority of compounds possessed anticonvulsant activity with long duration of protection effects. Among of them, compound 6k was found to be the most promising one, with an ED50 value of 20.4 mg/kg (in sc-PTZ model) and a PI value of 10.8, possessing higher anti-PTZ activity and wider safety margin than valproate and ethosuximide.

Yellow Thermochromic Dyes, Inks Composition And Level Indicators

A new leuco dye produces a yellow color while demonstrating also exceptional light and thermal stability under light.

Regiocontrolled synthesis of 3- and 5-aminopyrazoles, pyrazolo[3,4-d] pyrimidines, pyrazolo[3,4-b]pyridines and pyrazolo[3,4-b]quinolinones as MAPK inhibitors

Microwave irradiation of a hydrazine and 3-methoxyacrylonitrile, ethoxymethylenemalononitrile or ethyl acetoacetate provides rapid access to 3- or 5-substituted pyrazoles in excellent yield and with total regiocontrol in a process that can be switched from one regioisomer to the other by choice of conditions. Subsequent reaction, either by microwave-assisted hydrolysis and cyclocondensation with formamide, Hantzsch-type three-component reaction with an aldehyde and ketone, or by cyclocondensation with 2-nitrobenzaldehyde, provides the pyrazolo[3,4-d]pyrimidine, pyrazolo[3,4-b]pyridine or pyrazolo[3,4-b] quinolin-4-one framework, respectively, of inhibitors of mitogen-activated protein kinases.

TREATMENT OF INFLAMMATION AND RELATED DISORDERS BY ACTIVATION OF THE UNFOLDED PROTEIN RESPONSE

The present invention is directed to a novel method for the treatment of diseases by activating the unfolded protein response (UPR), or of inhibiting the expression of the inducible isoform of the nitric oxide synthase (iNOS) enzyme, or both. New methylpyrazole compounds which activate the UPR, downregulate iNOS, and reduce inflammatory markers are disclose herein, as are compositions comprising said compounds and their applications as pharmaceuticals for the treatment of disease.

Synthesis and SAR of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones as novel, selective c-Jun N-terminal kinase inhibitors

A novel class of 1,9-dihydro-9-hydroxypyrazolo[3,4-b]quinolin-4-ones as c-Jun-N-terminal kinase (JNK) inhibitors is described. These compounds were synthesized via the condensation of 2-nitrobenzaldehydes and hydroxypyrazoles. The structure-activity relationships (SAR) and kinase selectivity profile of the inhibitors are also discussed. Compound 16 was identified as a potent JNK inhibitor with good cellular potency.