26308-40-7

Usage

Uses

Used in Pharmaceutical Industry:
5-Ethyl-2H-pyrazole-3-carboxylic acid ethyl ester is used as a key intermediate in the synthesis of various pharmaceutical compounds. Its unique chemical structure allows for the development of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
In the agrochemical sector, 5-Ethyl-2H-pyrazole-3-carboxylic acid ethyl ester is utilized as an intermediate for the production of agrochemicals, contributing to the development of innovative and effective crop protection agents.
Used in Organic Synthesis:
5-Ethyl-2H-pyrazole-3-carboxylic acid ethyl ester is employed as a versatile intermediate in organic synthesis, enabling the creation of a wide range of organic compounds for various applications, including the synthesis of complex organic molecules and the development of new chemical reactions.
Used in Chemical Research:
5-Ethyl-2H-pyrazole-3-carboxylic acid ethyl ester is also used in research and development, where it aids in understanding the fundamental chemical properties and reactions of pyrazole derivatives, furthering the knowledge in the field of organic chemistry and potentially leading to new discoveries and applications.
Storage and Handling:
Due to its sensitivity to oxidation and degradation, 5-Ethyl-2H-pyrazole-3-carboxylic acid ethyl ester is typically stored and handled under an inert atmosphere to maintain its stability and purity.

Upstream product

• 64-19-7 acetic acid 
• 95-92-1 oxalic acid diethyl ester 
• 78-93-3 butanone 
• 302-01-2 hydrazine 
• 623-73-4 diazoacetic acid ethyl ester 
• 123-72-8 butyraldehyde 
• 13246-52-1 ethyl-2,4-dioxohexanoate 

Downstream Products

• 4027-59-2 3-Ethyl-1H-pyrazole-5-carboxylic Acid 
• 128537-28-0 ethyl 1-methyl-3-ethyl-4-bromine-1Hpyrazole-5-carboxylate 
• 128537-48-4 C₇H₉BrN₂O₂ 
• 880495-48-7 C₇H₈BrClN₂O 
• 4027-59-2 5-ethyl-1⁽²⁾H-pyrazole-3-carboxylic acid 
• 1019400-54-4 C₁₆H₁₈ClN₃O₃ 
• 1019401-51-4 1-[(4-chloro-phenylcarbamoyl)-methyl]-5-ethyl-1H-pyrazole-3-carboxylic acid ethyl ester 
• 1182281-78-2 4-chloro-5-(chloromethyl)-3-ethyl-1-methyl-1H-pyrazole 
• 1126223-57-1 1-methyl-3-ethyl-4-chloropyrazol-5-yl-methanol 
• 26308-42-9 3-ethyl-1-methyl-1H-pyrazole-5-carboxylic acid 

Relevant academic research and scientific papers

A two-fluoro the benzyl is wicked zole miticides (by machine translation)

The invention provides a two-fluoro the benzyl is wicked zole compound, structure such as shown in formula I: In the formula: R1 Is selected from methyl or ethyl; R2 Is selected from methyl, ethyl or tertiary butyl; R3 Selected from H or Cl. The formula I compound to the insects, mites of killing effect, can be regarded as insecticide, acaricide for pests in agriculture, digestion control. (by machine translation)

ARYL ANNULATED MACROCYCLIC INDOLE DERIVATIVES

The present invention relates to aryl annulated macrocyclic indole derivatives of general formula (I): in which R1, R2, R3, R4, R5, R6, A and L are as defined herein, methods of preparing said compounds, intermediate compounds useful for preparing said compounds, pharmaceutical compositions and combinations comprising said compounds, and the use of said compounds for manufacturing pharmaceutical compositions for the treatment or prophylaxis of diseases, in particular of hyperproliferative disorders, as a sole agent or in combination with other active ingredients.

Pyrazole amide compound, and preparation method and application thereof

The invention discloses a pyrazole amide compound represented by the formula (I), and a preparation method and an application thereof, wherein R, R1, R2 and W have the definitions indicated in the specification. The compound represented by the formula (I) has bactericidal, insecticidal or acaricidal biological activities, and specially has quite high activity on pathogenic bacteria such as sphaerotheca fuliginea, botrytis cinerea, melampsora lini and the like.

5-pyrazole amide compound, and preparation method and application thereof

The invention discloses a 5-pyrazole amide compound as shown in a formula (I) which is described in the specification, and a preparation method and application thereof. In the formula (I), R, R1, R2, R3 and n are as defined in the specification. The 5-pyrazole amide compound as shown in the formula (I) has bactericidal, insecticidal or acaricidal bioactivity and especially has good activity to insects like aphids belonging to Homoptera and pathogens like Sphaerotheca fuliginea, Botrytis cinerea and rust pathogens.

Highly regioselective organocatalyzed synthesis of pyrazoles from diazoacetates and carbonyl compounds

A general, organocatalytic inverse-electron-demand [3+2] cycloaddition reaction between a range of carbonyl compounds and diazoacetates has been developed. This reaction is catalyzed by secondary amines as a "green promoter" to generate substituted pyrazoles with high levels of regioselectivity. It is noteworthy that this [3+2] cycloaddition reaction proceeds efficiently at room temperature with a simple and inexpensive catalyst. Considering the large variety and ready availability of the starting materials (e.g. ketones, β-ketoesters, β-diketones, and aldehydes), as well as the operational simplicity of this process, a convenient, practical, and highly modular pyrazole synthesis has been developed. We believe that this work will arouse more research interest in the organocatalytic synthesis of other biologically active heterocycles. Such studies are currently underway in our laboratory. Dipoles apart: In situ formed enamines react with diazoacetates under mild conditions to afford the corresponding polysubstituted pyrazoles in good-to-excellent yields through an inverse-electron-demand 1,3-dipolar cycloaddition process (see scheme). Copyright

Design, synthesis, and insecticidal activity of novel pyrazole derivatives containing α-hydroxymethyl-N-benzyl carboxamide, α-chloromethyl-N- benzyl carboxamide, and 4,5-dihydrooxazole moieties

On the basis of commercial insecticides tebufenpyrad and tolfenpyrad, two series of novel pyrazole-5-carboxamides containing α-hydroxymethyl-N- benzyl or α-chloromethyl-N-benzyl and pyrazoles containing 4,5-dihydrooxazole moieties were designed and synthesized via the key intermediate 2-amino-1-(4-substituted) phenyl ethanol. The structures of target compounds were confirmed by 1H NMR and elemental analysis or high-resolution mass spectrum (HRMS), and their activities against cotton bollworm (Helicoverpa armigera), diamondback moth (Plutella xylostella), bean aphid (Aphis craccivora), mosquito (Culex pipiens pallens), and spider mite (Tetranychus cinnabarinus) were tested. The results of bioassays indicated that compounds containing α-chloromethyl-N-benzyl and compounds containing 4,5-dihydrooxazole showed high insecticidal activity against cotton bollworm. Especially, stomach activities of compounds Ij, Il, and IIe were 60% at 5 mg kg-1. Moreover, the target compounds exhibited high selectivity between cotton bollworm and diamondback moth, although both of them belong to the order Lepidoptera. Although the activities against diamondback moth were at a low level, some of the target compounds exhibited antifeedant activity. The compounds also had good activities against bean aphid, mosquito, and spider mite. The foliar contact activity of compounds Ic, Id, Ie, and IIf against bean aphid were 95, 95, 100, and 95%, respectively, at 200 mg kg-1. The miticidal and ovicidal activities of compound IIi against spider mite were both 95% at 200 mg kg-1. Furthermore, a trivial change at 4-position of pyrazole ring would lead to great changes in properties and activities, which can easily be deduced by comparing the activities of compounds in series I (4-chloro-pyrazole compounds) with corresponding compounds in series II (4-hydro-pyrazole compounds), especially from the miticidal and ovicidal activities of Ii and IIi against spider mite.

BENZPYRAZOL DERIVATIVES AS INHIBITORS OF PI3 KINASES

The invention is directed to certain novel compounds. Specifically, the invention is directed to compounds of formula (I) and salts thereof. The compounds of the invention are inhibitors of PI3-kinase activity.

1,3-Dipropyl-8-(1-phenylacetamide-1H-pyrazol-3-yl)-xanthine derivatives as highly potent and selective human A2B adenosine receptor antagonists

A new series of 1,3-dipropyl-8-(1-phenylacetamide-1H-pyrazol-3-yl)-xanthine derivatives has been identified as potent A2B adenosine receptor antagonists. The products have been evaluated for their binding affinities for the human A2B, A1, A2A, and A3 adenosine receptors. N-(4-chloro-phenyl)-2-[3-(2,6-dioxo-1,3-dipropyl-2,3,6,7-tetrahydro-1H-purin-8-yl)-5-methyl-pyrazol-1-yl] (11c) showed a high affinity for the human A2B adenosine receptor Ki = 7 nM and good selectivity (A1, A2A, A3/A2B > 140). Synthesis and SAR of this novel class of compounds is presented herein.

Fluorinated pyrazole acids are agonists of the high affinity niacin receptor GPR109a

A series of 5-alkyl pyrazole-3-carboxylic acids were prepared and found to act as potent and selective agonists of the human GPCR, GPR109a, the high affinity nicotinic acid receptor. No activity was observed at the highly homologous low affinity niacin receptor, GPR109b. A further series of 4-fluoro-5-alkyl pyrazole-3-carboxylic acids were shown to display similar potency. One example from the series was shown to have improved properties in vivo compared to niacin.

Agonist lead identification for the high affinity niacin receptor GPR109a

A strategy for lead identification of new agonists of GPR109a, starting from known compounds shown to activate the receptor, is described. Early compound triage led to the formulation of a binding hypothesis and eventually to our focus on a series of pyrazole acid derivatives. Further elaboration of these compounds provided a series of 5,5-fused pyrazoles to be used as lead compounds for further optimization.