65548-02-9

Usage

Uses

Used in Organic Synthesis:
ETHYL 2-CYANO-2-(2-NITROPHENYL)ACETATE is used as a synthetic intermediate for the production of various organic compounds. Its reactivity and functional groups enable it to be a key component in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL 2-CYANO-2-(2-NITROPHENYL)ACETATE is used as a building block for the development of new drugs. Its ability to form diverse chemical entities makes it valuable in the creation of novel therapeutic agents with potential applications in treating various diseases and medical conditions.
Used in Agrochemical Industry:
ETHYL 2-CYANO-2-(2-NITROPHENYL)ACETATE also finds application in the agrochemical sector, where it serves as a precursor for the synthesis of pesticides and other crop protection agents. Its involvement in the development of these products contributes to enhancing crop yields and ensuring food security.
Used in Specialty Chemicals:
In the specialty chemicals market, ETHYL 2-CYANO-2-(2-NITROPHENYL)ACETATE is utilized as a raw material for the production of various high-value chemicals. Its versatility in chemical reactions allows it to be a crucial component in the synthesis of dyes, fragrances, and other specialty products.

InChI:InChI=1/C11H10N2O4/c1-2-17-11(14)9(7-12)8-5-3-4-6-10(8)13(15)16/h3-6,9H,2H2,1H3/t9-/m0/s1

Upstream product

• 105-56-6 ethyl 2-cyanoacetate 
• 528-29-0 1,2-Dinitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 577-19-5 2-nitrophenyl bromide 
• 609-73-4 o-nitroiodobenzene 
• 88-73-3 2-Chloronitrobenzene 

Downstream Products

• 141135-81-1 1-Hydroxy-3-cyano-2-(4-trifluoromethylphenyl)indole 
• 88975-16-0 Cyano-methyl-(2-nitro-phenyl)-acetic acid ethyl ester 
• 160292-68-2 (N-Hydroxycarbamimidoyl)-(2-nitro-phenyl)-acetic acid ethyl ester 
• 154373-03-2 5-Amino-4-(2-nitro-phenyl)-1H-pyrazol-3-ol 
• 344331-74-4 (2-Amino-phenyl)-cyano-acetic acid ethyl ester 

Relevant academic research and scientific papers

Formal Total Synthesis of (±)-Strictamine by [2,3]-Sigmatropic Stevens Rearrangements

To date, more than 100 congeners of the akuammiline alkaloid family have been isolated. Their signature structural element is a methanoquinolizidine moiety, a cage-like scaffold structurally related to adamantane. The structural variations of the family members originate from oxidative processes that mostly trigger rearrangements of the methanoquinolizidine motif. The family of the akuammiline alkaloids is best represented by strictamine. It bears the least functionalized carbon skeleton of all family members without lacking the signature structural motifs. Herein, we report the formal synthesis of strictamine through a Stevens [2,3]-sigmatropic rearrangement as a key step and the synthetic pitfalls related with its synthesis.

Discovery of a Highly Selective Cell-Active Inhibitor of the Histone Lysine Demethylases KDM2/7

Histone lysine demethylases (KDMs) are of critical importance in the epigenetic regulation of gene expression, yet there are few selective, cell-permeable inhibitors or suitable tool compounds for these enzymes. We describe the discovery of a new class of inhibitor that is highly potent towards the histone lysine demethylases KDM2A/7A. A modular synthetic approach was used to explore the chemical space and accelerate the investigation of key structure–activity relationships, leading to the development of a small molecule with around 75-fold selectivity towards KDM2A/7A versus other KDMs, as well as cellular activity at low micromolar concentrations.

Formal total synthesis of (±)-strictamine-the [2,3]-Stevens rearrangement for construction of octahydro-2: H -2,8-methanoquinolizines

For decades, akuammiline alkaloids have attracted synthetic chemists due to their intriguing molecular architecture. Among the different structural elements embedded in their carboskeleton, the methanoquinolizidine system constitutes the signature structu

HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF

The present invention relates to a novel hydroxamate derivatives, more specifically, to novel hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC), isomers thereof, pharmaceutically acceptable salts thereof, hydrates or solvates thereof, use for preparing pharmaceutical compositions, pharmaceutical compositions comprising the same, treatment method using said composition, and a preparing method of novel hydroxamate derivatives. The novel selective hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC) compositions can be used for treatment of inflammatory disease, rheumatoid arthritis, or degenerative disease.

HYDROXAMATE DERIVATIVES FOR HDAC INHIBITOR, AND THE PHARMACEUTICAL COMPOSITION COMPRISING THEREOF

The present invention relates to a novel hydroxamate derivatives, more specifically, to novel hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC), isomers thereof, pharmaceutically acceptable salts thereof, hydrates or solvates thereof, use for preparing pharmaceutical compositions, pharmaceutical compositions comprising the same, treatment method using said composition, and a preparing method of novel hydroxamate derivatives. The novel selective hydroxamate derivatives having inhibitory activity against Histone Deacetylase (HDAC) compositions can be used for treatment of inflammatory disease, rheumatoid arthritis, or degenerative disease.

Construction of 1,2,5-tricarbonyl compounds using methyl cyanoacetate as a glyoxylate anion synthon combined with copper(I) iodide-catalyzed aerobic oxidation

A practical and efficient synthesis of various 1,2,5-tricarbonyl compounds is described. The synthesis has been carried out by a conjugate addition of methyl cyanoacetate to the β-position of α,β-unsaturated carbonyl compounds and a subsequent copper(I) iodide-catalyzed aerobic oxidation. In addition, various α-aryl- and α-alkyl-α-keto esters have been synthesized using a similar approach. Copyright

Efficient methods for the synthesis of arylacetonitriles

Various approaches to [2-fluoro-4-(trifluoromethyl)phenyl]acetonitrile were investigated. Two of these methods were selected and applied to a variety of electron-deficient substrates, thereby expanding the scopes of the procedures.

Tetrahydropyran derivatives

A novel tetrahydropyran derivative which has an excellent apo B-related lipoprotein secretion-inhibiting activity of the following general formula (I) or a salt thereof: R8 and R9 are the same or different and each represents H, lower alkyl, R30-lower alkyl-, R31R32N-, optionally- substituted hetero ring, or R33R34R35C-; R8 and R9 may together form optionally-substituted hetero ring-; R30 represents optionally-substituted aryl, optionally-substituted hetero ring-, or lower alkyl-O-; R31 represents optionally-substituted aryl, or optionally-substituted hetero ring-; R33 represents HO-lower alkyl-, or optionally-substituted hetero ring-lower alkyl-; R34 represents optionally-substituted aryl-.

Does the Nucleophilic Substitution of Halogen in o- and p-Halonitrobenzenes with Cyanoacetate Carbanions Proceed via Single Electron Transfer and a Nonchain Radical Process?

The mechanistic pathway proposed by Zhang et al. (Zhang, X.-M.; Yang, D.-L.; Liu, Y.-C.J.Org.Chem. 1993, 58, 224) for nucleophilic substitution of halogen in o- and p-halonitrobenzenes, SET and nonchain radical process, was shown to be based on erronous e

Effects of Electron Acceptors and Radical Scavengers on Nonchain Radical Nucleophilic Substitution Reactions

The yields of reaction products from thermal nucleophilic substitution reactions in dimethyl sulfoxide (DMSO) of six o- and p-nitrohalobenzenes (1) with sodium salt of ethyl α-cyanoacetate carbanion (2) were found to be markedly diminished by addition of small amounts of strong electron acceptors (p-dinitrobenzene, m-dinitrobenzene, and o-dinitrobenzene) (Table II), but little or no diminished effects on the yields of reaction products were observed by addition of radical scavengers ( such as galvinoxyl, nitroxyl, etc.) (Table III).The results are consistent with the conclusion that these reactions proceed via a nonchain radical nucleophilic substitution mechanism.