53117-15-0

Basic information

• Product Name: Acetic acid, [(3-methoxyphenyl)amino]oxo-, ethyl ester
• CAS NO: 53117-15-0
• Molecular Formula: C11H13NO4
• Molecular Weight: 223.229
• Mol File: 53117-15-0.mol
• Article Data: 12

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(3-methoxyphenyl)amino]oxo-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(3-methoxyphenyl)amino]oxo-, ethyl ester(53117-15-0)
• EPA Substance Registry System: Acetic acid, [(3-methoxyphenyl)amino]oxo-, ethyl ester(53117-15-0)

Safety Data

• Hazardous Substances Data: 53117-15-0(Hazardous Substances Data)

Upstream product

• 536-90-3 m-Anisidine 
• 95-92-1 oxalic acid diethyl ester 
• 17118-74-0 ethyl oxalylchloride 
• 4755-77-5 Ethyl oxalyl chloride 

Downstream Products

• 57864-84-3 1,1-dioxo-1,2(4)-dihydro-1λ⁶-benzo[1,2,4]thiadiazine-3-carboxylic acid 3-methoxy-anilide 
• 429652-16-4 N-(3-methoxyphenyl)-2-(4-morpholinyl)-2-oxoacetamide 
• 1204648-87-2 ethyl 2-[(2,4-dibromo-5-methoxyphenyl)amino]-2-oxoacetate 
• 1338471-34-3 (S)-5-(2,6-difluorophenoxy)-3-[(3-methoxy-phenylaminooxalyl)-amino]-4-oxo-pentanoic acid 
• 72296-00-5 N-(5-amino-[1,3,4]thiadiazole-2-sulfonyl)-N'-(3-methoxy-phenyl)-oxalamide 
• 72269-26-2 (3-methoxy-phenyl)-oxalamic acid 
• 41007-64-1 4,4'-dimethyl-benzilic acid m-anisidide 

Relevant articles and documents

The development of tetrazole derivatives as protein arginine methyltransferase I (PRMT I) inhibitors

Protein arginine methyltransferase 1 (PRMT1) can catalyze protein arginine methylation by transferring the methyl group from S-adenosyl-L-methionine (SAM) to the guanidyl nitrogen atom of protein arginine, which influences a variety of biological processes. The dysregulation of PRMT1 is involved in a diverse range of diseases, including cancer. Therefore, there is an urgent need to develop novel and potent PRMT1 inhibitors. In the current manuscript, a series of 1-substituted 1H-tetrazole derivatives were designed and synthesized by targeting at the substrate arginine-binding site on PRMT1, and five compounds demonstrated significant inhibitory effects against PRMT1. The most potent PRMT1 inhibitor, compound 9a, displayed non-competitive pattern with respect to either SAM or substrate arginine, and showed the strong selectivity to PRMT1 compared to PRMT5, which belongs to the type II PRMT family. It was observed that the compound 9a inhibited the functions of PRMT1 and relative factors within this pathway, and down-regulated the canonical Wnt/β-catenin signaling pathway. The binding of compound 9a to PRMT1 was carefully analyzed by using molecular dynamic simulations and binding free energy calculations. These studies demonstrate that 9a was a potent PRMT1 inhibitor, which could be used as lead compound for further drug discovery.

A new approach to methoxyisatins leading to the total synthesis of ophiuroidine and other hydroxytryptanthrins

A new method for the preparation of methoxyisatins from the corresponding methoxyanilines is described. The resulting methoxyisatins were used in the syntheses of several methoxytryptanthrin compounds. The natural product ophiuroidine (4,8,9-trihydroxytry

Synthesis and quantitative structure-activity relationships of oxanilates as chemical hybridizing agents for wheat (Triticum aestivum L.)

Chemical hybridizing agents (CHAs) can facilitate two-line breeding in heterosis programs of crops. Twenty-seven oxanilates having different aromatic substitutions were synthesized and screened as CHAs on two genotypes of wheat, PBW 343 and HD 2733, during two Rabi (winter) seasons, 2000-01 and 2001-02. The oxanilates prepared by thermal condensation of anilines with diethyl oxalate or by acylation with ethoxycarbonyl methanoyl chloride were sprayed at 1000 and 1500 ppm at the premeiotic stage of wheat, when the length of the emerging spike of the first node was 7-8 mm. Pollen sterility and spikelet sterility were measured in each treatment. Ethyl oxanilates 5, 6, and 25, containing 4-F, 4-Br, and 4-CF3 aromatic substituents, respectively, induced greater than 98% spikelet sterility, the desired level, at 1500 ppm. Quantitative structure-activity relationship analysis revealed a direct relationship between Fp and molecular mass but an inverse relationship between MR, Es, and R in influencing the bioactivity. Several F1 hybrids were developed using 5, and at least one showed heterosis.