17278-46-5

Usage

Uses

Used in Organic Synthesis:
(2E)-2-(phenylhydrazono)pentanedioic acid is utilized as a key intermediate in organic synthesis for its ability to react with a range of compounds, enabling the creation of diverse chemical structures.
Used in Pharmaceutical Research:
In pharmaceutical research, (2E)-2-(phenylhydrazono)pentanedioic acid serves as a valuable component due to its potential to contribute to the development of new medications, given its reactivity and the possibility of forming biologically active molecules.
Used in Medicinal Applications:
(2E)-2-(phenylhydrazono)pentanedioic acid is employed as a starting material in the design and synthesis of pharmaceuticals, leveraging its potential biological activities for the treatment of various conditions.
Used in Pesticide Development:
(2E)-2-(phenylhydrazono)pentanedioic acid also finds use in the development of pesticides, where its reactivity and potential biological effects are harnessed to create effective agents for pest control.
(Note: The specific applications and industries for (2E)-2-(phenylhydrazono)pentanedioic acid are not detailed in the provided materials. The uses listed above are inferred based on the compound's properties and typical applications of similar compounds in the fields of organic synthesis, pharmaceuticals, medicine, and pesticides.)

Upstream product

• 1501-06-0 diethyl 2-acetylglutarate 
• 100-34-5 benzene diazonium chloride 
• 328-50-7 α-ketoglutaric acid 
• 72358-76-0 phenylhydrazine acetate 
• 2832-14-6 triethyl 1,1,3-propanetricarboxylate 
• 100-63-0 phenylhydrazine 
• 42126-21-6 1-oxo-propane-1,2,3-tricarboxylic acid triethyl ester 
• 59-88-1 phenylhydrazine hydrochloride 
• 33548-33-3 6-oxo-1-phenyl-1,4,5,6-tetrahydro-pyridazine-3-carboxylic acid 

Downstream Products

• 31529-27-8 2-carboxy-3-indoleacetic acid 
• 81323-23-1 N-Phenyl-N'-(1-hydroxylamino-1,3-dicarboxy)propylhydrazine 
• 74693-46-2 3-Carboxymethyl-1-(2,4-dinitro-benzoyl)-1H-indole-2-carboxylic acid 
• 81323-41-3 N-Phenyl-N'-(1-amino-1,3-dicarboxypropyl)hydrazine 

Relevant academic research and scientific papers

Quantification and mass isotopomer profiling of α-keto acids in central carbon metabolism

Mass spectrometry has been established as a powerful and versatile technique for studying cellular metabolism. Applications range from profiling of metabolites to accurate quantification and tracing of stable isotopes through the biochemical reaction netw

The Chemistry of Ethyl 3-(2-Ethoxy-2-oxoethyl)-1 H -indole-2-carboxylate: Synthesis of Pyrimido[4,5- b ]indoles and Diethyl 4-Hydroxyquinoline-2,3-dicarboxylate via Intramolecular Cyclizations

We report the synthesis of a new series of 2-oxo-1,2,4,9-tetrahydro-3H-pyrimido[4,5-b]indole derivatives and diethyl 4-hydroxyquinoline-2,3-dicarboxylate starting from ethyl 3-(2-ethoxy-2-oxoethyl)-1H-indole-2-carboxylate. Intramolecular cyclization forme

Diisopropylethylamine/hexafluoroisopropanol-mediated ion-pairing ultra-high-performance liquid chromatography/mass spectrometry for phosphate and carboxylate metabolite analysis: utility for studying cellular metabolism

Rationale: Mass spectrometric (MS) analysis of low molecular weight polar metabolites can be challenging because of poor chromatographic resolution of isomers and insufficient ionization efficiency. These metabolites include intermediates in key metabolic pathways, such as glycolysis, the pentose phosphate pathway, and the Krebs cycle. Therefore, sensitive, specific, and comprehensive quantitative analysis of these metabolites in biological fluids or cell culture models can provide insight into multiple disease states where perturbed metabolism plays a role. Methods: An ion-pairing reversed-phase ultra-high-performance liquid chromatography (IP-RP-UHPLC)/MS approach to separate and analyze biochemically relevant phosphate- and carboxylic acid-containing metabolites was developed. Diisopropylethylamine (DIPEA) was used as an IP reagent in combination with reversed-phase liquid chromatography (RP-LC) and a triple quadrupole mass spectrometer using selected reaction monitoring (SRM) and negative electrospray ionization (NESI). An additional reagent, hexafluoroisopropanol (HFIP), which has been previously used to improve sensitivity of nucleotide analysis by UHPLC/MS, was used to enhance sensitivity. Results: HFIP versus acetic acid, when added with the IP base, increased the sensitivity of IP-RP-UHPLC/NESI-MS up to 10-fold for certain analytes including fructose-1,6-bisphosphate, phosphoenolpyruvate, and 6-phosphogluconate. It also improved the retention of the metabolites on a C18 reversed-phase column, and allowed the chromatographic separation of important isomeric metabolites. This methodology was amenable to quantification of key metabolites in cell culture experiments. The applicability of the method was demonstrated by monitoring the metabolic adaptations resulting from rapamycin treatment of DB-1 human melanoma cells. Conclusions: A rapid, sensitive, and specific IP-RP-UHPLC/NESI-MS method was used to quantify metabolites from several biochemical pathways. IP with DIPEA and HFIP increased the sensitivity and improved chromatographic separation when used with reversed-phase UHPLC.

Indole- and indoline-based kainate analogues with antagonist activity at ionotropic glutamate receptors

A conformationally constrained, indole-based kainate analogue was designed based on Gouaux's X-ray structure of kainic acid bound to an iGluR2(S1S2) construct, a structural model for AMPA/kainate ionotropic glutamate receptors. In contrast to the parent kainic acid, a potent agonist, this compound, along with three structurally related analogues derived from synthetic intermediates, exhibited antagonist behavior towards KAR expressed in oocytes, a result that is rationalized by molecular modeling studies.