15001-11-3

Basic information

• Product Name: ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE
• Synonyms: SALOR-INT L251453-1EA;ETHYL 5-AMINO-1-P-TOLYL-1H-PYRAZOLE-4-CARBOXYLATE;ETHYL 5-AMINO-1-P-TOLYLPYRAZOLE-4-CARBOXYLATE;ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE;BUTTPARK 20\09-21;AKOS BBS-00004493;5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;5-Amino-1-p-tolyl-1H-pyrazole-4-carboxylic acid ethyl ester
• CAS NO: 15001-11-3
• Molecular Formula: C₁₃H₁₅N₃O₂
• Molecular Weight: 245.28
• Mol File: 15001-11-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 114-116°C
• Boiling Point: 394.8 °C at 760 mmHg
• Flash Point: 192.5 °C
• Appearance: /
• Density: 1.23 g/cm³
• Vapor Pressure: 1.93E-06mmHg at 25°C
• Refractive Index: 1.6
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE(15001-11-3)
• EPA Substance Registry System: ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE(15001-11-3)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 15001-11-3(Hazardous Substances Data)

Usage

General Description

ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE is a chemical compound with the molecular formula C15H16N4O2. It is a pyrazole derivative with an ethyl ester group and an amino group attached to a 1,4-substituted phenyl ring. ETHYL 5-AMINO-1-(4-METHYLPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE has potential applications in the pharmaceutical and agrochemical industries due to its biological activities and potential as a building block for the synthesis of bioactive molecules. However, it is important to handle and use this chemical with caution as it may have hazards associated with its handling and usage.

InChI:InChI=1/C13H15N3O2/c1-3-18-13(17)11-8-15-16(12(11)14)10-6-4-9(2)5-7-10/h4-8H,3,14H2,1-2H3

Upstream product

• 637-60-5 p-tolylhydrazine hydrochloride 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 
• 539-44-6 N-4-methylphenylhydrazine 
• 72459-84-8 ethyl (ethoxymethylene)cyanoacetate 
• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 

Downstream Products

• 14678-93-4 5-amino-1-p-tolyl-1H-pyrazole-4-carboxylic acid 
• 14678-99-0 2-p-tolyl-2H-pyrazol-3-ylamine 

Relevant articles and documents

Novel Pyrazolo[3,4- d]pyrimidin-4-one Derivatives as Potential Antifungal Agents: Design, Synthesis, and Biological Evaluation

Plant pathogenic fungi seriously threaten agricultural production. There is an urgent need to develop novel fungicides with low toxicity and high efficiency. In this study, we designed and synthesized 44 pyrazolo[3,4-d]pyrimidin-4-one derivatives and evaluated them for their fungicidal activities. The bioassay data revealed that most of the target compounds possessed moderate to high in vitro antifungal activities. Especially compound g22 exhibited remarkable antifungal activity against Sclerotinia sclerotiorum with an EC50 value of 1.25 mg/L, close to that of commercial fungicide boscalid (EC50 = 0.96 mg/L) and fluopyram (EC50 = 1.91 mg/L). Moreover, compound g22 possessed prominent protective activity against S. sclerotiorum in vivo for 24 h (95.23%) and 48 h (93.78%), comparable to positive control boscalid (24 h (96.63%); 48 h (93.23%)). Subsequent studies indicated that compound g22 may impede the growth and reproduction of S. sclerotiorum by affecting the morphology of mycelium, destroying cell membrane integrity, and increasing cell membrane permeability. In addition, the application of compound g22 did not injure the growth or reproduction of Italian bees. This study revealed that compound g22 is expected to be developed for efficient and safe agricultural fungicides.

Novel coumarin-pyrazole carboxamide derivatives as potential topoisomerase II inhibitors: Design, synthesis and antibacterial activity

The identification of novel Topoisomerase II (Topo II) inhibitors is one of the most attractive directions in the field of bactericide research and development. In our ongoing efforts to pursue the class of inhibitors, six series of 70 novel coumarin-pyrazole carboxamide derivatives were designed and synthesized. As a result of the evaluation against four destructive bacteria, including Staphylococcus aureus, Listeria monocytogenes, Escherichia coli and Salmonella. Compound 8III-k (MIC = 0.25 mg/L) showed considerable inhibitory activity than ciprofloxacin (MIC = 0.5 mg/L) against Escherichia coli and 8V-c (MIC = 0.05 mg/L) exhibited excellent antibacterial activity than ciprofloxacin (MIC = 0.25 mg/L) against Salmonella. The selected compounds (8III-k, 8V-c and 8V-k) exhibit potent inhibition against Topo II and Topo IV with IC50 values (9.4–25 mg/L). Molecular docking model showed that the compounds 8V-c and 8V-k can bind well to the target by interacting with amino acid residues. It will provide some valuable information for the commercial Topo II inhibiting bactericides.

A clean and rapid synthesis of 5-aminopyrazole-4-carboxylic acid esters and nitriles using montmorillonite K10

A series of 5-aminopyrazole-4-carboxylates (4a-f) and nitriles (5a-f) have been synthesized under heterogeneous catalytic conditions using montmorillonite.