16459-35-1

Basic information

• Product Name: 5-AMINO-1-(4-NITRO-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER
• Synonyms: ETHYL 5-AMINO-1-(4-NITROPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE;ETHYL 5-AMINO-1-(4-NITROPHENYL)PYRAZOLE-4-CARBOXYLATE;BUTTPARK 51\09-75;5-AMINO-1-(4-NITRO-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;Ethyl 5-amino-1-(4-nitrophenyl)
• CAS NO: 16459-35-1
• Molecular Formula: C₁₂H₁₂N₄O₄
• Molecular Weight: 276.25
• Mol File: 16459-35-1.mol
• Article Data: 1

Chemical Properties

• Melting Point: 203 °C
• Boiling Point: 463.5 °C at 760 mmHg
• Flash Point: 234.1 °C
• Appearance: /
• Density: 1.45g/cm³
• Vapor Pressure: 9.06E-09mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: -0.10±0.13(Predicted)
• CAS DataBase Reference: 5-AMINO-1-(4-NITRO-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1-(4-NITRO-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(16459-35-1)
• EPA Substance Registry System: 5-AMINO-1-(4-NITRO-PHENYL)-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER(16459-35-1)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38
• Safety Statements: 22-26-36/37/39
• Hazardous Substances Data: 16459-35-1(Hazardous Substances Data)

Usage

General Description

5-Amino-1-(4-Nitro-Phenyl)-1H-Pyrazole-4-Carboxylic Acid Ethyl Ester is a complex organic compound with multiple functional groups. Its chemical structure includes an amino group (-NH2), a carboxyl group (-COOH), a nitro group (-NO2), and a phenyl group (a ring of 6 carbon atoms, also known as an aromatic ring). The ester refers to the ethyl (-C2H5) group attached to the carboxylic acid functional group, whilst the Pyrazole signifies a five-membered ring containing three carbon atoms and two nitrogen atoms. This molecule might be used for various chemical reactions in organic chemistry, but its specific uses are not commonly documented, implying that it may be primarily used in research. Its potential hazards or safety precautions are also unsure due to limited research.

InChI:InChI=1/C12H12N4O4/c1-2-20-12(17)10-7-14-15(11(10)13)8-3-5-9(6-4-8)16(18)19/h3-7H,2,13H2,1H3

Upstream product

• 42466-67-1 ethyl (ethoxymethylene)cyanoacetate 
• 100-16-3 4-nitrophenylhydrazone 

Downstream Products

• 16459-44-2 1-(4-nitrophenyl)-1H-pyrazol-5-amine 
• 110821-37-9 5-Chloro-1-(4-nitro-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 
• 91397-55-6 1-(4-nitro-phenyl)-1H-pyrazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

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.