63016-87-5

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 2-[(2E)-2-(HYDROXYIMINO)ETHANOYL]AMINOBENZOATE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the development of new drugs with potential therapeutic properties.
Used in Agrochemical Industry:
In the agrochemical industry, METHYL 2-[(2E)-2-(HYDROXYIMINO)ETHANOYL]AMINOBENZOATE is used as a building block in the creation of agrochemicals, which can help in the development of pesticides, herbicides, and other agricultural products to improve crop yields and protect plants from pests.
Used in Organic Chemistry Research:
METHYL 2-[(2E)-2-(HYDROXYIMINO)ETHANOYL]AMINOBENZOATE is utilized as a research compound in organic chemistry, where its unique structure and functional groups can be explored for new reactions and the synthesis of novel organic compounds.
Used in Drug Discovery:
Due to its structural and functional properties, METHYL 2-[(2E)-2-(HYDROXYIMINO)ETHANOYL]AMINOBENZOATE is used in drug discovery processes to identify potential lead compounds that can be further optimized for the development of new medications.
It is important to handle METHYL 2-[(2E)-2-(HYDROXYIMINO)ETHANOYL]AMINOBENZOATE with care and in accordance with safety guidelines when working with it in a laboratory or industrial setting.

InChI:InChI=1/C10H10N2O4/c1-16-10(14)7-4-2-3-5-8(7)12-9(13)6-11-15/h2-6,15H,1H3,(H,12,13)/b11-6+

Upstream product

• 302-17-0 chloral hydrate 
• 134-20-3 2-carbomethoxyaniline 

Downstream Products

• 39622-79-2 2-aminoisophthalic acid 
• 1491155-34-0 methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate 
• 1491155-55-5 methyl 3-{5-tert-butyl-2-[2-(morpholin-4-yl)ethoxy]phenyl}-3-(4-methoxyphenyl)-2-oxoindoline-7-carboxylate 
• 1491155-54-4 methyl 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-oxoindoline-7-carboxylate 
• 25128-35-2 isatin-7-carboxylic acid 
• 103030-10-0 methyl 7-isatincarboxylate 

Relevant academic research and scientific papers

3-3-DI-SUBSTITUTED-OXINDOLES AS INHIBITORS OF TRANSLATION INITIATION

Compositions and methods for inhibiting translation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, and/or (4) disorders associated with viral infections, using diaryloxindole compounds are described.

Synthesis and SAR study of novel 3,3-diphenyl-1,3-dihydroindol-2-one derivatives as potent eIF2·GTP·Met-tRNAiMet ternary complex inhibitors

The growing recognition of inhibition of translation initiation as a new and promising paradigm for mechanism-based anti-cancer therapeutics is driving the development of potent, specific, and druggable inhibitors. The 3,3-diaryloxindoles were recently reported as potential inhibitors of the eIF2·GTP·Met-tRNAiMet ternary complex assembly and 3-{5-tert-butyl-2-hydroxyphenyl}-3-phenyl-1,3-dihydro-2H-indol-2- one #1181 was identified as the prototypic agent of this chemotype. Herein, we report our continuous effort to further develop this chemotype by exploring the structural latitude toward different polar and hydrophobic substitutions. Many of the novel compounds are more potent than the parent compound in the dual luciferase ternary complex reporter assay, activate downstream effectors of reduced ternary complex abundance, and inhibit cancer cell proliferation in the low μM range. Moreover, some of these compounds are decorated with substituents that are known to endow favorable physicochemical properties and as such are good candidates for evaluation in animal models of human cancer.

Bisintercalating Threading Diacridines: Relationships between DNA Binding, Cytotoxicity, and Cell Cycle Arrest

We have synthesized a series of bis(9-aminoacridine-4-carboxamides) linked via the 9-position with neutral flexible alkyl chains, charged flexible polyamine chains, and a semirigid charged piperazine-containing chain. The carboxamide side chains comprise N,N-dimethylaminoethyl and ethylmorpholino groups. The compounds are designed to bisintercalate into DNA by a threading mode, in which the side chains are intended to form hydrogen-bonding contacts with the O6/N7 atoms of guanine in the major groove, and the linkers are intended to lie in the minor groove. By this means, we anticipate that they will dissociate slowly from DNA, and be cytotoxic as a consequence of template inhibition of transcription. The dimers remove and reverse the supercoiling of closed circular DNA with helix unwinding angles ranging from 26° to 46°, confirming bifunctional intercalation in all cases, and the DNA complexes of representative members dissociate many orders of magnitude more slowly than simple aminoacridines. Cytotoxicity for human leukemic CCRF-CEM cells was determined, the most active agents having IC50 values of 35-50 nM in a range extending over 20-fold, with neither the dimethylaminoethyl nor the ethylmorpholino series being intrinsically more toxic. In common with established transcription inhibitors, the morpholino series, with one exception, have no effect on cell cycle distribution in randomly dividing CCRF-CEM populations. By contrast, the dimethylaminoethyl series, with two exceptions, cause G2/M arrest in the manner of topoisomerase poisons, consistent with possible involvement of topoisomerases in their mode of action. Thus, the cellular response to these bisintercalating threading agents is complex and appears to be determined by both their side chain and linker structures. There are no simple relationships between structure, cytotoxicity, and cell cycle arrest, and the origins of this complexity are unclear given that the compounds bind to DNA by a common mechanism.