260973-82-8

Basic information

• Product Name: 1H-Pyrazole-4-carboxylic acid, 5-methyl-1-(4-nitrophenyl)-, ethyl ester
• Synonyms: ethyl 5-methyl-1-(4-nitrophenyl)-1H-pyrazole-4-carboxylate;1H-Pyrazole-4-carboxylic acid, 5-methyl-1-(4-nitrophenyl)-, ethyl ester
• CAS NO: 260973-82-8
• Molecular Formula: C₁₃H₁₃N₃O₄
• Molecular Weight: 275.26
• Mol File: 260973-82-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 413.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• PKA: -2.53±0.10(Predicted)
• CAS DataBase Reference: 1H-Pyrazole-4-carboxylic acid, 5-methyl-1-(4-nitrophenyl)-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazole-4-carboxylic acid, 5-methyl-1-(4-nitrophenyl)-, ethyl ester(260973-82-8)
• EPA Substance Registry System: 1H-Pyrazole-4-carboxylic acid, 5-methyl-1-(4-nitrophenyl)-, ethyl ester(260973-82-8)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 260973-82-8(Hazardous Substances Data)

Usage

Structure

Pyrazole derivative with a carboxylic acid and ethyl ester groups, as well as a methyl and nitrophenyl substituent

Potential applications

Pharmaceutical and agrochemical industries as a building block for the synthesis of biologically active compounds

Biological activity

May exhibit biological activity itself, making it of interest for further research and development

Safety precautions

Handle and use with proper care due to potentially hazardous nature.

Upstream product

• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 100-16-3 4-nitrophenylhydrazone 
• 141-97-9 ethyl acetoacetate 
• 57905-32-5 ethyl 2-(aminomethylene)-3-oxobutanoate 
• 3788-94-1 2-ethoxymethylene-3-oxobutanoic acid ethyl ester 

Downstream Products

• 1404532-64-4 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-methyl-indol-1-yl}acetic acid methyl ester 
• 1404532-72-4 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5,6-dimethyl-indol-1-yl}acetic acid methyl ester 
• 1404532-70-2 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-indol-1-yl}acetic acid methyl ester 
• 1404532-65-5 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-methoxy-indol-1-yl}acetic acid methyl ester 
• 1404531-74-3 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-indol-1-yl}acetic acid methyl ester 
• 1404532-62-2 {5-chloro-3-[4-(5-methyl-4-propionyl-pyrazol-1-yl)phenylcarbamoyl]-indol-1-yl}acetic acid methyl ester 
• 1404532-60-0 {3-[4-(4-acetyl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-indol-1-yl}acetic acid methyl ester 
• 1404531-71-0 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-6-fluoro-indol-1-yl}acetic acid methyl ester 
• 1404532-53-1 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-bromo-6-methyl-indol-1-yl}acetic acid methyl ester 
• 1404532-55-3 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-chloro-6-methyl-indol-1-yl}acetic acid methyl ester 
• 1404531-81-2 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-cyano-indol-1-yl}acetic acid methyl ester 
• 1404532-51-9 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-6-bromo-5-methyl-indol-1-yl}acetic acid methyl ester 
• 1404532-74-6 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5,6-dichloro-indol-1-yl}acetic acid methyl ester 
• 1404532-48-4 {3-[4-(4-butyryl-5-methyl-pyrazol-1-yl)phenylcarbamoyl]-5-fluoro-indol-1-yl}acetic acid methyl ester 

Relevant articles and documents

N -[6-(4-Butanoyl-5-methyl-1 H -pyrazol-1-yl)pyridazin-3-yl]-5-chloro-1-[2-(4-methylpiperazin-1-yl)-2-oxoethyl]-1 H -indole-3-carboxamide (SAR216471), a Novel Intravenous and Oral, Reversible, and Directly Acting P2Y12 Antagonist

In the search of a potential backup for clopidogrel, we have initiated a HTS campaign designed to identify novel reversible P2Y12 antagonists. Starting from a hit with low micromolar binding activity, we report here the main steps of the optimization process leading to the identification of the preclinical candidate SAR216471. It is a potent, highly selective, and reversible P2Y12 receptor antagonist and by far the most potent inhibitor of ADP-induced platelet aggregation among the P2Y12 antagonists described in the literature. SAR216471 displays potent in vivo antiplatelet and antithrombotic activities and has the potential to differentiate from other antiplatelet agents.

Reaction of ethyl ethoxymethyleneacetoacetate with hydrazine monoderivatives

The reaction of ethyl α-ethoxymethyleneacetoacetate with acylhydrazines affords the corresponding acylhydrazones of α-formylacetoacetic ester. The 1H NMR and IR spectra revealed that the compounds obtained existed in ketoenamine (ketoenhydrazine) form. The condensation of 4-chlorophenyl-, 4-nitrophenyl-, 6-chloropyridazinyl-and 4-phenylphthalazinylhydrazines with the ethyl ethoxymethyleneacetoacetate is accompanied by cyclization into the corresponding 5-methyl-4-ethoxycarbonylpyrazoles.