5462-33-9

Basic information

• Product Name: 2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER
• Synonyms: 2-(phenylazo)-acetoaceticaciethylester;3-oxo-2-(phenylazo)-butanoicaciethylester;3-oxo-2-(phenylazo)butyricacidethylester;ETHYL 2-PHENYLAZOACETOACETATE;2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER;3-keto-2-phenylazo-butyric acid ethyl ester;ethyl 3-oxo-2-phenyldiazenylbutanoate;ethyl 3-oxo-2-phenyldiazenyl-butanoate
• CAS NO: 5462-33-9
• Molecular Formula: C₁₂H₁₄N₂O₃
• Molecular Weight: 234.25
• EINECS: 226-751-6
• Mol File: 5462-33-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 75-80 °C
• Boiling Point: 297.1°Cat760mmHg
• Flash Point: 115.5°C
• Appearance: /
• Density: 1.13g/cm³
• Vapor Pressure: 0.00137mmHg at 25°C
• Refractive Index: 1.534
• PKA: 8.16±0.59(Predicted)
• CAS DataBase Reference: 2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER(5462-33-9)
• EPA Substance Registry System: 2-(PHENYLAZO)ACETOACETIC ACID ETHYL ESTER(5462-33-9)

Safety Data

• Hazardous Substances Data: 5462-33-9(Hazardous Substances Data)

Usage

General Description

2-(Phenylazo)acetoacetic acid ethyl ester is a chemical compound that belongs to the class of azo compounds, which are known for their vibrant colors and extensive use as dyes. This particular compound contains a phenylazo group attached to an acetoacetic acid ethyl ester moiety. It is often used in organic synthesis and as a reagent for the preparation of various colored compounds. The compound has potential applications in the pharmaceutical and chemical industries due to its reactivity and potential for forming complex molecular structures. Additionally, it is important to handle this compound with care as it may pose certain health and environmental hazards due to its chemical properties.

InChI:InChI=1/C12H14N2O3/c1-3-17-12(16)11(9(2)15)14-13-10-7-5-4-6-8-10/h4-8,11H,3H2,1-2H3/b14-13+

Upstream product

• 141-97-9 ethyl acetoacetate 
• 62-53-3 aniline 
• 2684-02-8 benzenediazonium 
• 100-34-5 benzene diazonium chloride 

Downstream Products

• 14985-77-4 6-methyl-5-phenylazo-2-thioxo-2,3-dihydro-1H-pyrimidin-4-one 
• 100517-71-3 2,6-dimethyl-5-phenylazo-3H-pyrimidin-4-one 
• 1747-61-1 2,3-dimethyl-4-phenylazoisoxazol-5-one 
• 98077-47-5 5-Methyl-4-phenylazo-2-(pyridine-2-carbonyl)-2,4-dihydro-pyrazol-3-one 
• 78482-46-9 1-phenyl-3-carbomethoxy-4-(1H)pyridazinone 
• 130103-09-2 2-[4-(3,5-Dimethyl-pyrazol-1-yl)-benzenesulfonyl]-5-methyl-4-phenylazo-2H-pyrazol-3-ol 
• 130103-03-6 C₂₃H₂₆N₆O₄S 
• 143835-75-0 (Z)-3-methyl-4-(2-phenylhydrazono)isoxazol-5(4H)-one 
• 6017-59-0 3-methyl-4-phenylhydrazonoisoxazol-5-one 
• 2650-07-9 3-methyl-4-(phenyl-azo) pyrazole-5-one 
• 344449-14-5 ethyl-5-cyano-1,6-dihydro-4-methyl-1-phenyl-6-oxopyridazine-3-carboxylate 
• 34165-60-1 2-Benzoyl-5-methyl-4-(phenyl-hydrazono)-2,4-dihydro-pyrazol-3-one 
• 78482-48-1 5-phenylpyrazolo<4,3-c>pyridazin-3-(2H)one 
• 78482-49-2 1-phenyl-3-carbohydrazide-4-(1H)-pyridazinone 

Relevant articles and documents

Oxodihydropyridazine derivative and application thereof in antitumor drugs

The invention belongs to the technical field of drugs, and particularly relates to an oxodihydropyridazine derivative and application thereof in antitumor drugs. MTT results show that the oxodihydropyridazine derivative has the advantage of strong antitumor activity, and can be used for preparing antitumor drugs.

Discovery of [1,2,4]triazolo[4,3-a]pyrazine derivatives bearing a 4-oxo-pyridazinone moiety as potential c-Met kinase inhibitors

Two series of [1,2,4]triazolo[4,3-a]pyrazine derivatives bearing 4-oxo-pyridazinone moieties (compounds21a-land22a-l) were designed and their IC50values were evaluated against three cancer cell lines (A549, MCF-7 and HeLa) and c-Met kinase. Among them, the compound with most potential,22i,exhibited excellent anti-tumor activity against A549, MCF-7 and HeLa cancer cell lines with IC50values of 0.83 ± 0.07 μM, 0.15 ± 0.08 μM and 2.85 ± 0.74 μM, respectively, and it also possessed superior c-Met kinase inhibition ability at the nanomolar level (IC50= 48 nM). Moreover, dose-dependent experiments, AO fluorescence staining, cell cycle assay, Annexin V-FITC/PI staining and docking studies were carried out in this study. The results demonstrated that compound22icould be a potential c-Met kinase inhibitor.

A facile and rapid synthesis of benzothiazines

A series of 2H. 4H-2-[3-methyl-4-(substituted) phenyl azo pyrazolon-5-one-1-yl]-carbonyl methyl-3-oxo-1,4-benzothiazines have been synthesized by the reaction of 2H, 4H-2-hydrazino carbonyl methyl-3-oxo-1,4- benzothiazine with substituted acetoacetic ester derivatives using ultrasound and microwave irradiation. All the synthesized compounds were investigated for their antibacterial activities. The result indicated that the compounds showed convincing activities against Gram-positive bacteria (Bacillus subtilis and Streptococcus lactis) when compared with standard drug (ampicillin trihydrate). These compounds were also synthesized by conventional method and their structures have been elucidated on the basis of spectral analyses and chemical analysis.