138907-68-3

Basic information

• Product Name: ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE
• Synonyms: ETHYL 5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE;ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE;BUTTPARK 23\09-43;5-AMINO-1-(4-FLUOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;AKOS BBS-00007066;SALOR-INT L251488-1EA;TIMTEC-BB SBB000884;5-Amino-4-(ethoxycarbonyl)-1-(4-fluorophenyl)-1H-pyrazole, 1-[5-Amino-4-(ethoxycarbonyl)-1H-pyrazol-1-yl]-4-fluorobenzene
• CAS NO: 138907-68-3
• Molecular Formula: C₁₂H₁₂FN₃O₂
• Molecular Weight: 249.24
• Mol File: 138907-68-3.mol
• Article Data: 18

Chemical Properties

• Melting Point: 153 °C
• Boiling Point: 380 °C at 760 mmHg
• Flash Point: 183.6 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 0.0103mmHg at 25°C
• Refractive Index: 1.531
• PKA: 0.99±0.14(Predicted)
• CAS DataBase Reference: ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE(138907-68-3)
• EPA Substance Registry System: ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE(138907-68-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 138907-68-3(Hazardous Substances Data)

Usage

General Description

ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE is a chemical compound with the molecular formula C12H12N3O2F. It is a pyrazole derivative with a carboxylate group and an amino group attached to a five-membered ring with a fluorophenyl group. ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE has potential applications in the pharmaceutical industry due to its structural properties, which make it a potential candidate for the development of new drugs. It may also have uses in research and development, particularly in the field of medicinal chemistry and drug discovery. Further studies and investigations may be needed to fully understand and utilize the potential applications and properties of ETHYL 5-AMINO-1-(4-FLUOROPHENYL)PYRAZOLE-4-CARBOXYLATE.

InChI:InChI=1/C7H7ClF3N3/c1-14(12)6-5(8)2-4(3-13-6)7(9,10)11/h2-3H,12H2,1H3

Upstream product

• 371-14-2 4-fluorophenylhydrazine 
• 72459-84-8 ethyl (ethoxymethylene)cyanoacetate 
• 144918-37-6 (E)-ethyl 2-cyano-3-ethoxyacrylate 
• 823-85-8 4-fluorophenyhydrazine hydrochloride 
• 105-56-6 ethyl 2-cyanoacetate 
• 68350-76-5 2-cyano-3-methoxyacrylic acid ethyl ester 
• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 
• 94-05-3 ethyl (ethoxymethylene)cyanoacetate 
• 94-05-3 2-cyano-3-ethoxyacrylic acid ethyl ester 

Downstream Products

• 727967-95-5 1-(4-fluorophenyl)-1H-pyrazol-5-amine 
• 288250-13-5 N-{3-cyano-4-[4-(2-hydroxyethyl)piperazin-1-yl]phenyl}-1-(4-fluorophenyl)pyrrolecarboxamide 
• 288249-90-1 N-(3-cyano-4-neopentyloxyphenyl)-N-[1-(4-fluorophenyl)pyrazol-4-ylcarbonyl]glycine 
• 138907-81-0 1-(4-fluorophenyl)-1H-pyrazole-4-carboxylic acid 
• 1082828-35-0 ethyl [5-bromo-1-(4-fluorophenyl)-1H-pyrazol-4-yl]acetate 
• 1082828-37-2 [5-ethenyl-1-(4-fluorophenyl)-1H-pyrazol-4-yl]acetic acid 
• 1082828-33-8 [5-ethyl-1-(4-fluorophenyl)-1H-pyrazol-4-yl]acetic acid 
• 1082828-28-1 [5-bromo-1-(4-fluorophenyl)-1H-pyrazol-4-yl]acetic acid 
• 960249-78-9 5-amino-N-[2-(aminomethyl)-3,3,3-trifluoro-2-hydroxypropyl]-1-(4-fluorophenyl)-1H-pyrazole-4-carboxamide 

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.

The optimization and characterization of functionalized sulfonamides derived from sulfaphenazole against Mycobacterium tuberculosis with reduced CYP 2C9 inhibition

In this study, a series of sulfonamide compounds was designed and synthesized through the systematic optimization of the antibacterial agent sulfaphenazole for the treatment of Mycobacterium tuberculosis (M. tuberculosis). Preliminary results indicate that the 4-aminobenzenesulfonamide moiety plays a key role in maintaining antimycobacterial activity. Compounds 10c, 10d, 10f and 10i through the optimization on phenyl ring at the R2 site on the pyrazole displayed promising antimycobacterial activity paired with low cytotoxicity. In particular, compound 10d displayed good activity (MIC = 5.69 μg/mL) with low inhibition of CYP 2C9 (IC50 > 10 μM), consequently low potential risk of drug-drug interaction. These promising results provide new insight into the combination regimen using sulfonamide as one component for the treatment of M. tuberculosis.

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.