27006-83-3

Usage

Classification

Pyrazole compound

Derivative

Chlorinated derivative of 1H-pyrazole-4-carbonylchloride

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Importance

Key intermediate for producing anti-inflammatory and antiviral drugs

Applications

Pharmaceutical industry, research, and synthesis of biologically active compounds

Industry relevance

Potential applications in both pharmaceutical and agrochemical industries

InChI:InChI=1/C6H6Cl2N2O/c1-3-4(6(8)11)5(7)10(2)9-3/h1-2H3

Upstream product

• 27006-82-2 5-chloro-1,3-dimethyl-4-pyrazolecarboxylic acid 
• 27006-76-4 5-chloro-4-formyl-1,3-dimethylpyrazole 
• 2749-59-9 1,3-dimethyl-5-pyrazolone 
• 5203-77-0 1,3-dimethyl-1H-pyrazol-5-ol 

Downstream Products

• 477737-71-6 N-{2-(1,4-dimethylpentyl)-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]phenyl}-5-chloro-1,3-dimethylpyrazole-4-carboxamide 
• 105466-41-9 (5-chloro-1,3-dimethyl-1H-pyrazol-4-yl)methanol 
• 191614-02-5 5-fluoro-1,3-dimethyl-1H-pyrazole-4-carbonyl fluoride 
• 123572-88-3 furametpyr 
• 920003-09-4 5-Chloro-1,3-dimethyl-1H-pyrazole-4-carboxylic acid [3-(2-oxo-2,3-dihydro-1H-indole-6-carbonyl)-phenyl]-amide 
• 1300734-58-0 dipropyl((5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamido)-(phenyl)methyl)phosphonate 
• 1300734-59-1 diisopropyl ((5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamido)(phenyl)methyl)phosphonate 
• 1300734-60-4 dibutyl ((5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamido)-(phenyl)methyl)phosphonate 
• 1300734-61-5 bis(2-methoxyethyl)((5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamido)(phenyl)methyl)phosphonate 
• 1300734-57-9 diethyl ((5-chloro-1,3-dimethyl-1H-pyrazole-4-carboxamido)(phenyl)methyl)phosphonate 
• 1392131-62-2 1-(4-(trifluoromethylthio)phenyl)-3-(5-chloro-1,3-dimethyl-1H-pyrazole-4-carbonyl)thiourea 
• 1392131-61-1 1-(5-chloro-2-fluorophenyl)-3-(5-chloro-1,3-dimethyl-1H-pyrazole-4-carbonyl)thiourea 

Relevant academic research and scientific papers

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

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 bioactivity of pyrazole acyl thiourea derivatives

Sixteen novel pyrazole acyl thiourea derivatives 6 were synthesized from monomethylhydrazine (phenylhydrazine) and ethyl acetoacetate. The key 5-chloro-3- methyl-1-substituted-1H-pyrazole-4-carbonyl chloride intermediates 4 were first generated in four steps through cyclization, formylation, oxidation and acylation. Thess were then reacted with ammonium thiocyanate in the presence of PEG-400 to afford 5-chloro-3- methyl -1-substituted-1H-pyrazole-4-carbonyl isothiocyanates 5. Subsequent reaction with fluorinated aromatic amines resulted in the formation of the title compounds. The synthesized compound were unequivocally characterized by IR, 1H-NMR, 13C-NMR and elemental analysis and some of the synthesized compounds displayed good antifungal activities against Gibberella zeae, Fusarium oxysporum, Cytospora mandshurica and anti-TMV activity in preliminary antifungal activity tests.

Synthesis and antiviral activity of novel pyrazole amides containing α-aminophosphonate moiety

A series of novel pyrazole amides J1-J15 containing an α-aminophosphonate moiety were synthesized and subsequently characterized by spectral (IR, 1H-, 13C-, 31P-, and 19F-NMR) data and elemental analysis. The racemic sample of J1 was further separated into its enantiomers under normal-phase condition on two immobilized polysaccharide-based chiral stationary phases (Chiralpak IA and Chiralpak IC). The synthesized compounds revealed certain degree of antiviral activity in the bioassay. The title compounds (J 3, J10, and J12) showed some curative activities (39.9%, 41.8%, 50.1%, respectively) against tobacco mosaic virus at 0.5 mg/mL.

METHOD FOR PRODUCING SUBSTITUTED PYRAZOLECARBOXYLIC ACID CHLORIDES

The present invention relates to a process for preparing substituted pyrazolyl chlorides by chlorinating aldehydes of the formula (II) under free-radical conditions.

Kinase Inhibitors

The present invention relates to organic molecules capable of modulating tyrosine kinase signal transduction in order to regulate, modulate and/or inhibit abnormal cell proliferation.

SUBSTITUTED ANILIDE DERIVATIVES, INTERMEDIATES THEREOF, AGRICULTURAL AND HORTICULTURAL CHEMICALS, AND THEIR USAGE

The present invention relates to a substituted anilide derivative represented by general formula (I): ???(wherein R1 is a hydrogen atom, a (C1-C6)alkyl group, a halo(C1-C6)alkyl group or the like; Rs

OXIME ETHER COMPOUND AND AGRICULTURAL OR HORTICULTURAL BACTERICIDE

An oxime ether compound represented by the formula [I] or a salt thereof which have excellent bactericidal activity and are useful as an agricultural or horticultural fungicide. [I] (In the formula, R1 represents halogeno, hydroxy, C1-6 alkyl, C1-6 haloalkyl, C1-6 alkoxy, C1-6 alkyl substituted by C1-6 alkoxy, cyano, nitro, C2-6 alkenyl, C2-6 haloalkenyl, C2-6 alkynyl, amino, mono(C1-6 alkyl)amino, di(C1-6 alkyl)amino, C3-6 cycloalkyl, carboxyl, C1-6 alkoxycarbonyl, etc.; R2 represents hydrogen, C1-6 alkyl, C3-6 cycloalkyl, C1-6 haloalkyl, etc.; R3 and R4 each represents hydrogen or C1-6 alkyl; k is an integer of 1 to 4; and A represents the heterocyclic group shown in the description.)