115118-93-9

Usage

Uses

Used in Organic Synthesis:
ETHYL-N-(2-METHYL-3-NITROPHENYL)FORMIMIDATE is used as a synthetic intermediate for the creation of various organic compounds. Its chemical properties allow it to be a versatile building block in the synthesis of a wide range of molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, ETHYL-N-(2-METHYL-3-NITROPHENYL)FORMIMIDATE is used as a key component in the development of new drugs. Its unique structure can be utilized to create novel therapeutic agents that target specific biological pathways, potentially leading to the discovery of innovative treatments for various diseases and conditions.
Used in Agrochemical Industry:
ETHYL-N-(2-METHYL-3-NITROPHENYL)FORMIMIDATE also finds application in the agrochemical industry, where it is used as a starting material for the synthesis of new pesticides and other crop protection agents. Its incorporation into these products can enhance their effectiveness in protecting crops from pests and diseases, ultimately contributing to increased agricultural productivity.
Used in Research and Development:
In the field of research and development, ETHYL-N-(2-METHYL-3-NITROPHENYL)FORMIMIDATE serves as an important compound for exploring new chemical reactions and understanding the underlying mechanisms. Its use in this context can lead to the discovery of new synthetic methods and the development of more efficient and environmentally friendly processes in the chemical industry.

Upstream product

• 603-83-8 3-nitro-o-tolylamine 
• 122-51-0 orthoformic acid triethyl ester 

Downstream Products

• 852715-69-6 3-phenyl-3-(1-methylindol-4-ylamino)acrylic acid ethyl ester 
• 91482-63-2 1-methyl-4-nitro-1H-indole 
• 85696-95-3 1-methyl-1H-indol-4-amine 
• 4769-97-5 4-nitro-1H-indoIe 
• 115118-94-0 N¹,N²-bis(2-methyl-3-nitrophenyl)amidine 
• 81038-38-2 4-iodo-1H-indole 
• 478916-44-8 2-carboxyl-3-methyl-3,5-dihydro-2H-thiopyrano[4,3,2-cd]indole 
• 81038-30-4 4-amino-1-methoxycarbonylindole 
• 81038-41-7 1-methoxycarbonyl-4-nitroindole 
• 90947-20-9 (4-nitroindol-3-yl)-2-oxoacetic acid 
• 7150-46-1 4-nitrogramine 
• 79473-09-9 4-azidoindole-3-acetic acid 
• 91974-30-0 ethyl (4-nitroindol-3-yl)-2-oxoacetate 
• 115118-95-1 methyl (4-nitroindol-3-yl)-2-oxoacetate 

Relevant academic research and scientific papers

A medicine intermediate 4 - nitro indole preparation process (by machine translation)

The present invention discloses a pharmaceutical intermediate 4 - nitro indole preparation process, which belongs to the field of pharmaceutical intermediates. The invention relates to 2 - methyl - 3 - nitroaniline with the original carboxylic acid triethyl ester as raw material, in the sulfonic acid type cation exchange resin and common under the catalysis of the sodium tartrate, for 95 - 105 °C lower, reaction generating N - (2 - methyl - 3 - nitrophenyl) b [...] imine, N - (2 - methyl - 3 - nitrophenyl) b oxygen radical armor imine with strong alkali and diethyl oxalate phosphite to produce 4 - nitro indole. The invention two-step process of 4 - nitro indole, intermediate does not need purification, simplifies the process, and avoiding the loss of the product; at the same time the process of the invention, simple post-treatment, the product has high purity, the purification process of product loss, high yield. (by machine translation)

Preparation method of pharmaceutical intermediate (4-nitroindole)

The invention discloses a preparation method of a pharmaceutical intermediate (4-nitroindole). The preparation method specifically comprises the following steps of firstly, using para-methylbenzenesulfonic acid, citric acid and cerium nitrate as raw materials, and reacting with an alkaline solution, so as to obtain a rare earth cerium-coordinated complex containing para-methylbenzenesulfonic acidand citric acid; using the rare earth cerium-coordinated complex as a catalyst to catalyze 2-methyl-3-nitroaniline and triethyl orthoformate to react, so as to obtain N-(2-methyl-3-nitrobenzo)ethoxymethylamine, and mixing with diethyl oxalate and potassium acetate, so as to obtain a target product. The preparation method has the advantages that the reaction conditions are mild; the yield rate of the prepared product is high.

A 4-nitro-indole synthesis method (by machine translation)

The invention discloses a 4-nitro-indole synthesis method, which belongs to the field of chemical synthesis, in order to 2-methyl-3-nitroaniline with the original a acid tri-ethyl ester in 100 °C under catalysis and benzoic acid, the reaction 1.5-2h generating N-(2-methyl-3-nitrophenyl) b oxygen radical armor imine, N-(2-methyl-3-nitrophenyl) b oxygen radical armor imine with sodium ethoxide and oxalic acid bis ethyl ester in 40 °C reaction 1.5h, to produce 4-nitro indole crude product, 4-nitro indole crude product after recrystallizing and sublimation reaction to obtain the 4-nitro-indole. The method of the invention in the prior art to the process parameters on the basis of optimizing one by one, the overall yield of the reaction, reduce the reaction time, improve the synthesis economic benefits. (by machine translation)

Synthesis, in vitro and in vivo preliminary evaluation of anti-angiogenic properties of some pyrroloazaflavones

This work investigated the in vitro and in vivo anti-angiogenic activity of some pyrroloazaflavones, exactly 2-phenyl-1H-pyrrolo[2,3-h]quinolin-4(7H)ones, with vinblastine as reference compound. Growth inhibitory activity, migration, and capillary-like structures formation were determined in human umbilical vein endothelial cell cultures, and Matrigel plug assay was carried out to evaluate in vivo effects on angiogenesis. Collectively, our results indicate that some pyrroloazaflavone derivatives, at non-cytotoxic concentrations and like vinblastine are able: (i) to exert in vitro anti-angiogenic activity and (ii) to counteract in vitro and in vivo the pro-angiogenic effects of fibroblast growth factor-2 (FGF-2).

Synthesis and in vitro and in vivo antitumor activity of 2-phenylpyrroloquinolin-4-ones

In our search for potential new anticancer drugs, we designed and synthesized a series of tricyclic compounds containing the antimitotic 2-phenylazaflavone chromophore fused to a pyrrole ring in a pyrroloquinoline structure. Compounds 8, 18, 19, 22, 23, 25 and 26, when tested against a panel of fourteen human tumor cell lines, showed poor in vitro cytotoxic activity, whereas 20, 21 and 24 showed significant activity (IC50 0.7 to 50 μM). Steroid hormone-sensitive ovary, liver, breast and adrenal gland adenocarcinoma cell lines displayed the highest sensitivity (IC50 0.7 to 8 μM). Compound 24 blocked cells in the G2/M phase of the cell cycle and induced a significant increase in apoptotis. Compounds 20, 21 and 24 proved to alter microtubule assembly and stability, displaying a cytoplasmic microtubule network similar to that caused by Vincristine. In vivo, administration of compound 24 to Balb/c mice inhibited the growth of a syngenic hepatocellular carcinoma.

New total synthesis of (±)-chuangxinmycin

(±)-4'-Iodoindolmycenate 6 was stereoselectively converted into the (±)-(2,3)-syn-2-thioacetoxy ester 16 with retention of C2-stereochemistry in (±)-6. Palladium-catalysed cyclisation of indolyl iodide and the internal C2 thiol group of the substrate (±)-17 derived from (±)-16 gave the (±)-cis methyl ester 2 of natural chuangxinmycin (1).

Synthesis of Indoles via Ring Closure of 2-Alkylnitroaniline Derivatives.

A variety of nitroindoles have been prepared from imidate, amidine, and sec-anilide derivatives of 2-alkyl-3- or 5-nitroanilines by a base-induced cyclization promoted by dialkyl oxalates.It is shown that essentially the same procedure also can be used to synthesize the corresponding nitroindole-3-glyoxylates in one simple operation.The synthetic potential is discussed and a mechanism is proposed.