24451-15-8

Usage

Uses

ETHYL (4-BROMOANILINO)(OXO)ACETATE is used as a chemical intermediate for the synthesis of various organic compounds and pharmaceuticals. Its unique structure allows it to participate in a range of chemical reactions, making it a versatile building block in organic chemistry.
Used in Chemical Synthesis Industry:
ETHYL (4-BROMOANILINO)(OXO)ACETATE is used as a reagent for the synthesis of complex organic molecules and pharmaceutical compounds. Its bromine atom and carbonyl group provide opportunities for further functionalization and modification, enabling the creation of a wide array of products.
Used in Pharmaceutical Industry:
ETHYL (4-BROMOANILINO)(OXO)ACETATE is used as a precursor in the development of new drugs and pharmaceutical agents. Its unique structure may contribute to the discovery of novel therapeutic agents with potential applications in various medical fields.
Used in Research and Development:
ETHYL (4-BROMOANILINO)(OXO)ACETATE is used as a research compound for studying the properties and reactivity of ester functional groups. Its potential applications in various chemical reactions make it an interesting subject for scientific investigation and exploration.

Upstream product

• 1457-85-8 Ethyl oxanilate 
• 95-92-1 oxalic acid diethyl ester 
• 106-40-1 4-bromo-aniline 
• 4755-77-5 Ethyl oxalyl chloride 
• 64-17-5 ethanol 
• 79354-51-1 4-bromooxanilic acid 
• 924-44-7 glyoxylic acid ethyl ester 
• 1238054-87-9 2-(4-Bromophenylamino)but-2-enedioic acid diethyl ester 
• 762-21-0 acetylenedicarboxylic acid diethyl ester 

Downstream Products

• 41007-80-1 benzilic acid-(4-bromo-anilide) 
• 35462-86-3 4,4'-dimethoxy-benzilic acid-(4-bromo-anilide) 
• 60199-81-7 4-Bromooxanilic acid hydrazide 
• 57864-86-5 1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-3-carboxylic acid 4-bromo-anilide 
• 63483-15-8 5-bromo-3,3-diphenyl-indolin-2-one 
• 79354-51-1 4-bromooxanilic acid 
• 1418013-12-3 C₂₀H₁₉BrN₄OS 
• 1418012-69-7 5-mercapto-4-phenyl-4H[1,2,4]triazole-3-carboxylic acid (4-bromo-phenyl)amide 
• 891066-54-9 N-(4-bromophenyl)-N'-(1-phenylcyclopentylmethyl)ethanediamide 
• 1338471-31-0 (S)-3-[(4-bromo-phenylaminooxalyl)-amino]-4-oxo-5-(2,3,5,6-tetrafluoro-phenoxy)-pentanoic acid 
• 93993-41-0 N'-<4-Diethylamino-1-methyl-butyl>-N-<4-brom-phenyl>-oxamid jodmethylat 

Relevant academic research and scientific papers

Structural insight into the reaction mechanism of Pd-catalyzed nitrile hydration: Trapping the [Pd(H2O)4]2+cation through a supramolecular complex

Four new bis(oxamato)palladate(II) complexes of formula (n-Bu4N)2[Pd(2,4,6-Me3pma)2]·2CH3CN (1), (n-Bu4N)2[Pd(2,4,6-Me3pma)2]·2CH3CONH2(2) and (n-Bu4N)4[Pd(H2O)4][Pd(4-Xpma)2]3·2CH3CONH2with X?=?Br (3) and Cl (4) (2,4,6-Me3pma?=?N-2,4,6-trimethylphenyloxamate, 4-Brpma?=?N-4-bromophenyloxamate, N-4-chlorophenyloxamate and n-Bu4N+?=?tetra-n-butylammonium) have been obtained and characterized by single crystal X-ray diffraction. All of them contain bis(oxamato)palladate(II) anions and bulky n-Bu4N+cations, but compounds 3 and 4 have also the out of the ordinary [Pd(H2O)4]2+inorganic cation. Acetonitrile and appealing acetamide are present as lattice molecules in compounds (1) and (2–4), respectively. While 1 was prepared in a neutral solution, species 2–4 were obtained in a basic medium. The acetamide molecules are the natural consequence of the acetonitrile hydration reaction during the oxamate-palladate(II) complexation. Interestingly, the use of a different oxamate ligand supports (through a molecular-recognition interaction) the structural grasping of the [Pd(H2O)4]2+species, which can be considered as a reaction intermediate for the nitrile hydration.

SYNTHESIS of NOVEL NITROGEN HETEROCYCLES BEARING BIOLOGICAL ACTIVE CARBOXAMIDE MOIETY AS POTENTIAL ANTITUMOR AGENTS

In the present study, synthesis of a simple series of nitrogen heterocycles containing N-(p-bromophenyl) carboxamide moiety, such as benzimidazole, benzoxazine, oxadiazole and triazole compounds, by using 4-bromo aniline and diethyl oxalate as a key start

Design, synthesis and biological evaluation of 1-Aryl-5-(4-arylpiperazine-1-carbonyl)-1H-tetrazols as novel microtubule destabilizers

A series of 1-aryl-5-(4-arylpiperazine-1-carbonyl)-1H-tetrazols as microtubule destabilizers were designed, synthesised and evaluated for anticancer activity. Based on bioisosterism, we introduced the tetrazole moiety containing the hydrogen-bond acceptors as B-ring of XRP44X analogues. The key intermediates ethyl 1-aryl-1H-tetrazole-5-carboxylates 10 can be simply and efficiently prepared via a microwave-assisted continuous operation process. Among the compounds synthesised, compound 6–31 showed noteworthy potency against SGC-7901, A549 and HeLa cell lines. In mechanism studies, compound 6–31 inhibited tubulin polymerisation and disorganised microtubule in SGC-7901 cells by binding to tubulin. Moreover, compound 6–31 arrested SGC-7901cells in G2/M phase. This study provided a new perspective for development of antitumor agents that target tubulin.

Visible light-mediated photocatalytic oxidative cleavage of activated alkynes: Via hydroamination: A direct approach to oxamates

The direct oxidative cleavage of activated alkynes via hydroamination has been described using organic photocatalyst under visible-light irradiation at room temperature. In this reaction, the single electron oxidation of an in situ formed enamine followed by radical coupling with an oxidant finally delivers the oxamate. The key features of this photocatalytic reaction are the mild reaction conditions, metal-free organic dye as a photocatalyst, and TBHP playing a dual role as O source and for the regeneration of the photocatalyst.

NOVEL HETEROARYL COMPOUND, ENANTIOMER, DIASTEREOMER OR PHARMACEUTICALLY ACCEPTABLE SALT THEREOF, AND ANTIVIRAL COMPOSITION CONTAINING SAME AS ACTIVE INGREDIENT

The present invention relates to a novel heteroaryl compound, an enantiomer, a diastereomer or a pharmaceutically acceptable salt thereof, and an antiviral composition comprising the same as an active ingredient. The novel compounds represented by formula (I) or formula (II) according to the present invention are remarkably superior in antiviral activity against an influenza virus, and furthermore, have low cytotoxicity and thus low adverse effects on a human body. Therefore, a pharmaceutical composition containing the same as an active ingredient can be effectively used for the prevention or treatment of diseases caused by an influenza virus infection.

Design, synthesis and evaluation of antiproliferative and antitubulin activities of 5-methyl-4-aryl-3-(4-arylpiperazine-1-carbonyl)-4H-1,2,4-triazoles

A series of novel 5-methyl-4-aryl-3-(4-arylpiperazine-1-carbonyl)-4H-1,2,4-triazoles possessing 1,2,4-triazole as the hydrogen-bond acceptor were designed, synthesized and evaluated for their antiproliferative and tubulin polymerization inhibitory activities. Some of them exhibited moderate activities in vitro against the three cancer cell lines including SGC-7901, A549 and HeLa. Compound 6e exhibited the highest potency against the three cancer cell lines. Moreover, the tubulin polymerization experiments indicated that compound 6e could inhibit the tubulin polymerization. Immunofluorescence study and cell cycle analysis clearly revealed compound 6e could disrupt intracellular microtubule organization, arrest cell cycle at the G2/M phase. In addition, molecular docking analysis demonstrated the interaction of compound 6e at the colchicine-binding site of tubulin. These preliminary results suggested that compound 6e is a new colchicine binding site inhibitor and worthy of further investigation.

Metal-Free Oxidative C=C Bond Cleavage of Electron-Deficient Enamines Promoted by tert -Butyl Hydroperoxide

A novel tert -butyl hydroperoxide (TBHP)-promoted oxidative C=C double-bond cleavage of enamines is described. Heating a solution of an electron-deficient enamine in chlorobenzene at 80 °C in the presence of TBHP for two hours led to cleavage of the C=C bond. This study offers a new strategy to carry out C=O double-bond formation by the use of TBHP.

Highly efficient dehydrogenative cross-coupling of aldehydes with amines and alcohols

A common protocol for the synthesis of amides, esters and α-ketoesters via cross dehydrogenative coupling of aldehydes and amines/alcohols has been developed. The method is applicable to a wide variety of alcohols and amines as well as aliphatic and aromatic aldehydes. Also, the use of acetaldehyde for acetylation and ethyl glyoxalate to access 2-oxo-amino esters is presented for the first time.

The effect of fluorine atom on the synthesis and composition of gametocidal ethyl oxanilates

Three derivatives of ethyl oxanilate were synthesized in order to test their application as gametocides on the hermaphrodite plants like common wheat (Triticum aestivum L.). A substituent at para position (F, Br, CN) of aniline defined its reactivity towa

Alkylsulfanyl-1,2,4-triazoles, a New Class of allosteric valosine containing protein inhibitors. Synthesis and structure-activity relationships

Valosine containing protein (VCP), also known as p97, is a member of AAA ATPase family that is involved in several biological processes and plays a central role in the ubiquitin-mediated degradation of misfolded proteins. VCP is an ubiquitously expressed, highly abundant protein and has been found overexpressed in many tumor types, sometimes associated with poor prognosis. In this respect, VCP has recently received a great deal of attention as a potential new target for cancer therapy. In this paper, the discovery and structure-activity relationships of alkylsulfanyl-1,2,4-triazoles, a new class of potent, allosteric VCP inhibitors, are described. Medicinal chemistry manipulation of compound 1, identified via HTS, led to the discovery of potent and selective inhibitors with submicromolar activity in cells and clear mechanism of action at consistent doses. This represents a first step toward a new class of potential anticancer agents.