13246-52-1

Basic information

• Product Name: ETHYL PROPIONYL PYRUVATE
• Synonyms: ETHYL PROPIONYL PYRUVATE;AKOS MSC-0253;ethyl 2,4-dioxohexanoate;Hexanoic acid, 2,4-dioxo-, ethyl ester;ethyl propionyl pyruvate，ethyl 2，4-dioxo hexanoate;2,4-Dioxo-hexanoic acid ethyl ester;2-Oxopentanoic propionic anhydride
• CAS NO: 13246-52-1
• Molecular Formula: C₈H₁₂O₄
• Molecular Weight: 172.18
• EINECS: 236-228-4
• Mol File: 13246-52-1.mol

Chemical Properties

• Boiling Point: 233.8 °C at 760 mmHg
• Flash Point: 95.4 °C
• Appearance: /
• Density: 1.087g/cm³
• Vapor Pressure: 0.0548mmHg at 25°C
• Refractive Index: 1.43
• Storage Temp.: 2-8°C
• PKA: 6.75±0.46(Predicted)
• CAS DataBase Reference: ETHYL PROPIONYL PYRUVATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL PROPIONYL PYRUVATE(13246-52-1)
• EPA Substance Registry System: ETHYL PROPIONYL PYRUVATE(13246-52-1)

Safety Data

• Hazardous Substances Data: 13246-52-1(Hazardous Substances Data)

Usage

Chemical Properties

Colorless liquid

Preparation

From methyl ethyl ketone and ethyl oxalate.

InChI:InChI=1/C8H12O4/c1-3-6(9)5-7(10)8(11)12-4-2/h3-5H2,1-2H3

Upstream product

• 95-92-1 oxalic acid diethyl ester 
• 78-93-3 butanone 
• 64-17-5 ethanol 

Downstream Products

• 6920-22-5 Hexane-1,2-diol 
• 4505-54-8 3-methylcyclopentane-1,2,4-trione 
• 31718-05-5 6-ethyl-3-cyano-2-hydroxy-isonicotinic acid ethyl ester 
• 54881-17-3 2-ethyl-6-hydroxy-isonicotinic acid 
• 54881-18-4 2-chloro-6-ethylpyridine-4-carboxylic acid 
• 170436-02-9 4-Acetyl-3-hydroxy-2-oxo-2,5-dihydropyrrole 
• 165744-14-9 ethyl 5-ethyl-1-methyl-1H-pyrazole-3-carboxylate 
• 1085453-47-9 ethyl 5-ethyl-1-(4-methylbenzyl)-1H-pyrazole-3-carboxylate 
• 128537-26-8 3-ethyl-1-methylpyrazole-5-carboxylic acid ethyl ester 

Relevant articles and documents

Synthesis of Highly Functionalized Cyclobutene Derivatives

Protonation of the reactive 1:1 intermediates produced in the reaction between triphenyl-phosphine and dialkyl acetylenedicarboxylates with CH-acids, such as ethyl 2,4-dioxo-hexanoate and ethyl 2,4-dioxo-5-methylhexanoate, lead to vinyltriphenylphosphonium salts, which undergo an intra-molecular Wittig reaction to produce cyclobutene derivatives in fairly high yields.

Discovery and characterization of a novel class of pyrazolopyrimidinedione tRNA synthesis inhibitors

A high-throughput phenotypic screen for novel antibacterial agents led to the discovery of a novel pyrazolopyrimidinedione, PPD-1, with preferential activity against methicillin-resistant Staphylococcus aureus (MRSA). Resistance mapping revealed the likely target of inhibition to be lysyl tRNA synthetase (LysRS). Preliminary structure-activity relationship (SAR) studies led to an analog, PPD-2, which gained Gram-negative antibacterial activity at the expense of MRSA activity and resistance to this compound mapped to prolyl tRNA synthetase (ProRS). These targets of inhibition were confirmed in vitro, with PPD-1 showing IC 50 s of 21.7 and 35 μM in purified LysRS and ProRS enzyme assays, and PPD-2, 151 and 0.04 μM, respectively. The highly attractive chemical properties of these compounds combined with intriguing preliminary SAR suggest that further exploration of this compelling novel series is warranted.

Synthesis, Nematicidal Activity, and Molecular Docking of Some New Pyrazole-5-carboxamide Derivatives

A series of new pyrazole-5-carboxamide compounds was synthesized. All the title pyrazole-5-carboxamide compounds were confirmed by nuclear magnetic resonance and mass spectrometry. The primarily nematicidal bioassay results showed that some of them exhibit low activity against Meloidogyne incognita at 10 ppm. In addition, the molecular docking simulation results indicated that compound 6b interacts with succinate dehydrogenase through two hydrogen bonds, which may provide useful information for further design novel nematicides.

A two-fluoro the benzyl is wicked zole miticides (by machine translation)

The invention provides a two-fluoro the benzyl is wicked zole compound, structure such as shown in formula I: In the formula: R1 Is selected from methyl or ethyl; R2 Is selected from methyl, ethyl or tertiary butyl; R3 Selected from H or Cl. The formula I compound to the insects, mites of killing effect, can be regarded as insecticide, acaricide for pests in agriculture, digestion control. (by machine translation)

CALPAIN MODULATORS AND THERAPEUTIC USES THEREOF

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Development of novel bis-pyrazole derivatives as antitumor agents with potent apoptosis induction effects and DNA damage

A series of bis-pyrazole derivatives were designed and synthesized, and their antitumor effects in vitro and in vivo were investigated. Several compounds displayed good antiproliferative activity with IC50 values in low-micromolar range against three human cancer cell lines in vitro, superior to 5-FU. The most potent compound 10M selectively inhibited human hepatocellular carcinoma cells but not non-tumor liver cell proliferation in vitro, and significantly triggered SMMC-7721 cell apoptosis by cleavage of both PARP and caspase-3 in a concentration-dependent manner. Further study revealed that the potent activity in the cell growth inhibition and apoptosis induction effects of 10M were related to DNA damage and activation of the p53 signaling pathway. Moreover, 10M showed low acute toxicity to mice and significant growth inhibition of the hepatoma tumor in vivo.

Pyrrolone Derivatives as Intracellular Allosteric Modulators for Chemokine Receptors: Selective and Dual-Targeting Inhibitors of CC Chemokine Receptors 1 and 2

The recent crystal structures of CC chemokine receptors 2 and 9 (CCR2 and CCR9) have provided structural evidence for an allosteric, intracellular binding site. The high conservation of residues involved in this site suggests its presence in most chemokine receptors, including the close homologue CCR1. By using [3H]CCR2-RA-[R], a high-affinity, CCR2 intracellular ligand, we report an intracellular binding site in CCR1, where this radioligand also binds with high affinity. In addition, we report the synthesis and biological characterization of a series of pyrrolone derivatives for CCR1 and CCR2, which allowed us to identify several high-affinity intracellular ligands, including selective and potential multitarget antagonists. Evaluation of selected compounds in a functional [35S]GTPγS assay revealed that they act as inverse agonists in CCR1, providing a new manner of pharmacological modulation. Thus, this intracellular binding site enables the design of selective and multitarget inhibitors as a novel therapeutic approach.

Pyrazole amide compound, and preparation method and application thereof

The invention discloses a pyrazole amide compound represented by the formula (I), and a preparation method and an application thereof, wherein R, R1, R2 and W have the definitions indicated in the specification. The compound represented by the formula (I) has bactericidal, insecticidal or acaricidal biological activities, and specially has quite high activity on pathogenic bacteria such as sphaerotheca fuliginea, botrytis cinerea, melampsora lini and the like.

5-pyrazole amide compound, and preparation method and application thereof

The invention discloses a 5-pyrazole amide compound as shown in a formula (I) which is described in the specification, and a preparation method and application thereof. In the formula (I), R, R1, R2, R3 and n are as defined in the specification. The 5-pyrazole amide compound as shown in the formula (I) has bactericidal, insecticidal or acaricidal bioactivity and especially has good activity to insects like aphids belonging to Homoptera and pathogens like Sphaerotheca fuliginea, Botrytis cinerea and rust pathogens.

Design, synthesis and biological evaluation of 1H-pyrazole-5-carboxamide derivatives as potential fungicidal and insecticidal agents

A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides. Graphical Abstract: A series of novel 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety were designed and synthesized by a facile method, and their structures were characterized by 1H NMR, mass spectrometry and elemental analysis. Bioassay results showed that most of the title compounds showed potent fungicidal activities against Erysiphe graminis and insecticidal activity against Aphis fabae. Especially, compound 9b has EC50 values of 3.04 mg/L against Erysiphe graminis, of which the fungicidal activity is better than that of the commercial fungicide Thifluzamide and Azoxystrobinare; compound 9l has LC50 values of 3.81 mg/L against Aphis fabae, which was comparable with the commercial insecticide Tolfenpyrad. It is suggested that 1H-pyrazole-5-carboxamide compounds containing the phenyl thiazole moiety could be considered as a precursor structure for further design of pesticides.[Figure not available: see fulltext.]