Category: 329-59-9

In 2017,Paunovic, Amalia I.; Drowley, Lauren; Nordqvist, Anneli; Ericson, Elke; Mouchet, Elizabeth; Jonebring, Anna; Groenberg, Gunnar; Kvist, Alexander J.; Engkvist, Ola; Brown, Martin R.; Gedda, Karin; Goumans, Marie-Jose; Wang, Qing-Dong; Plowright, Alleyn T. published 《Phenotypic Screen for Cardiac Regeneration Identifies Molecules with Differential Activity in Human Epicardium-Derived Cells versus Cardiac Fibroblasts》.ACS Chemical Biology published the findings.Related Products of 329-59-9 The information in the text is summarized as follows:

Activation and proliferation of resident cardiac progenitor cells has therapeutic potential to repair the heart after injury. However, research has been impeded by lack of well-defined and characterized cell sources and difficulties in translation to screening platforms. Here the authors describe the development, validation, and use of a 384 well phenotypic assay in primary human epicardium-derived cells (EPDCs) to identify compounds that induce proliferation while maintaining the progenitor phenotype. Using this assay, the authors have screened 7400 structurally diverse compounds where >90% are biol. annotated and known to modulate a broad range of biol. targets. From the primary screen, the authors identified and validated hits and expanded upon the lead mols. of interest. A counter screen was developed in human primary cardiac fibroblasts to filter out compounds with a general proliferative effect, after which the activity of selected mols. was confirmed across multiple EPDC donors. To further examine the mechanism of action of compounds with annotated targets, the authors performed knockdown experiments to understand whether a single known target was responsible for the proliferative effect, confirming results with protein expression and activity assays. Here the authors were able to show that the annotated targets of compounds of interest were not responsible for the proliferative effect, which highlights potential differences in cell types and signaling pathways and possible polypharmacol. These studies demonstrate the feasibility of using relevant human primary cells in a phenotypic screen to identify compounds as novel biol. tools and starting points for drug discovery projects and the authors disclose the first small mols. to proliferate human primary EPDCs. In the experimental materials used by the author, we found Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Related Products of 329-59-9)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Related Products of 329-59-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Anchan, Kavitha; Puttappa, Nagaswarupa H.; Poongavanam, Baburajan; Sarkar, Sujit Kumar published an article in 2021. The article was titled 《Microwave assisted rapid synthesis of phenoxazines and benzopyridoxazines》, and you may find the article in Synthetic Communications.Safety of Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

A facile protocol for the synthesis of phenoxazines and benzopyridoxazines by Smiles rearrangement have been demonstrated in short reaction time under microwave irradiation The control experiments suggest that a reaction proceeds through Smiles rearrangement followed SNAr ring closure by in situ cascade process. In present work, both the electron donating and electron withdrawing groups were tolerant and provided a corresponding phenoxazine/benzopyridoxazine in good to moderate yields. After reading the article, we found that the author used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Safety of Methyl 4-fluoro-3-nitrobenzoate)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Safety of Methyl 4-fluoro-3-nitrobenzoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2012,Vypolzov, A. V.; Dar’in, D. V.; Lobanov, P. S. published 《Synthesis of cinnoline 1-oxides by the reaction of ortho-fluoronitrobenzenes with enediamines》.Russian Chemical Bulletin published the findings.Recommanded Product: Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

Reaction of α-carbonylacetamidines existing in the enediamine tautomeric form with the substituted ortho-fluoronitrobenzene afforded products of the replacement of the fluorine by the α-C atom of amidine. The latter underwent cyclization into cinnoline 1-oxides on treatment with sodium hydride. In the experiment, the researchers used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Recommanded Product: Methyl 4-fluoro-3-nitrobenzoate)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Recommanded Product: Methyl 4-fluoro-3-nitrobenzoateMethyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2018,Lee, Yun-Ta; Chiu, Feng-Yu; Barve, Indrajeet J.; Sun, Chung-Ming published 《Microwave-assisted synthesis of benzimidazole-linked indoline and indole hybrids from C-2 linked (o-aminobenzyl)benzimidazoles》.Advanced Synthesis & Catalysis published the findings.Application of 329-59-9 The information in the text is summarized as follows:

An efficient and novel synthesis of benzimidazole-linked indoline hybrids I [R1 = H, (CH2)3CH3, (CH2)2Ph, etc.; R2 = Me, Ph, 4-HOC6H4, 4-MeOC6H4, 4-O2NC6H4, 1,3-benzodioxol-5-yl; R3 = H, Me, Ph; R2R3 = (CH2)4; R4 = H, 7-Me, 5-CF3, 5-C(O)OMe] via an unconventional Pictet-Spengler-type condensation of C-2 linked (o-aminobenzyl)benzimidazoles with aldehydes and ketones under microwave irradiation was explored. Addnl., benzimidazole-linked indoline hybrids were further converted into the corresponding benzimidazole-linked indole hybrids II [R5 = CH2CH(CH3)2, (CH2)3CH3; R6 = Ph, 4-MeOC6H4, 4-O2NC6H4] by oxidation utilizing DDQ as oxidizing agent and the desired products were obtained in excellent yields. The key condensation step consisted acid-catalyzed imine generation followed by intramol. C-C bond formation through unique reactivity of the benzimidazole moiety. The scope of this method was further extended to synthesize tetracyclic pyrroloindole benzimidazole-carboxylates through 2-carboxaldehydes.Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Application of 329-59-9) was used in this study.

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Application of 329-59-9Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

《Rapid Two-Step Synthesis of Benzimidazo[1′,2′:1,5]pyrrolo[2,3-c]isoquinolines by a Three-Component Coupling Reaction》 was written by Narhe, Bharat D.; Tsai, Min-Huan; Sun, Chung-Ming. Product Details of 329-59-9This research focused onthree component coupling reaction ionic liquid supported cyanomethylbenzimidazole benzimidazopyrroloisoquinoline; Knoevenagel condensation cyanomethylbenzimidazole formylbenzoate isocyanide cycloaddition lactamization; microwave activation three component coupling benzimidazopyrroloisoquinoline synthesis. The article conveys some information:

A two-step, three-component coupling reaction on ionic liquid supported 2-cyanomethylbenzimidazoles, Me 2-formylbenzoate, and isocyanides under microwave activation is explored. Knoevenagel condensation of 2-cyanomethylbenzimidazole with methyl-2-formylbenzoate in the presence of piperidine catalyst is followed by [4 + 1] cycloaddition with an isocyanide in the next step. Consequent intramol. δ-lactam formation allows rapid construction of novel aza-pentacycles, benzimidazo[1′,2′:1,5]pyrrolo[2,3-c]isoquinolines. Thus, e.g., Knoevenagel condensation of IL-supported 2-cyanomethylbenzimidazole I (IL = imidazolium ionic liquid moiety) with Me 2-formylbenzoate in MeCN using piperidine catalyst afforded IL-bound s-trans-azadiene intermediate II; treatment of the latter with benzyl isocyanate under MW at 150° followed by KCN/MeOH treatment of the reaction mixture to remove the IL support afforded title compound III (76%).Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Product Details of 329-59-9) was used in this study.

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Product Details of 329-59-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2014,Xiao, Jingbo; Free, R. Benjamin; Barnaeva, Elena; Conroy, Jennie L.; Doyle, Trevor; Miller, Brittney; Bryant-Genevier, Marthe; Taylor, Mercedes K.; Hu, Xin; Dulcey, Andres E.; Southall, Noel; Ferrer, Marc; Titus, Steve; Zheng, Wei; Sibley, David R.; Marugan, Juan J. published 《Discovery, optimization, and characterization of novel D2 dopamine receptor selective antagonists》.Journal of Medicinal Chemistry published the findings.Recommanded Product: Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

The D2 dopamine receptor (D2 DAR) is one of the most validated drug targets for neuropsychiatric and endocrine disorders. However, clin. approved drugs targeting D2 DAR display poor selectivity between the D2 and other receptors, especially the D3 DAR. This lack of selectivity may lead to undesirable side effects. Described are chem. and pharmacol. characterizations of a novel D2 DAR antagonist series with excellent D2 vs. D1, D3, D4, and D5 receptor selectivity. The final probe, 10-Methyl-11-oxo-N-(2-(thiophen-2-yl)ethyl)-10,11-dihydrodibenzo[b,f][1,4]thiazepine-8-carboxamide 5-(S)-oxide, was obtained through a quant. high-throughput screening campaign, followed by medicinal chem. optimization, to yield a selective mol. with good in vitro phys. properties, metabolic stability, and in vivo pharmacokinetics. The optimized mol. may be a useful in vivo probe for studying D2 DAR signal modulation and could also serve as a lead compound for the development of D2 DAR-selective drug-like mols. for the treatment of multiple neuropsychiatric and endocrine disorders. After reading the article, we found that the author used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Recommanded Product: Methyl 4-fluoro-3-nitrobenzoate)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Recommanded Product: Methyl 4-fluoro-3-nitrobenzoateMethyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2017,Yao, Po-Hsin Eric; Kumar, Sunil; Liu, Yu-Li; Fang, Chiu-Ping; Liu, Chia-Chen; Sun, Chung-Ming published 《Diversity-Oriented Synthesis of Coumarin-Linked Benzimidazoles via a One-Pot, Three-Step, Intramolecular Knoevenagel Cyclization》.ACS Combinatorial Science published the findings.Related Products of 329-59-9 The information in the text is summarized as follows:

Diversity-oriented synthesis of coumarin-linked benzimidazoles from N-(2-aminophenyl)-2-cyanoacetamide was achieved via a one-pot, three-step sequential reaction in excellent yields. In situ intramol. cyclization of the cyanoacetamide afforded benzimidazoles which subsequently underwent a Knoevenagel condensation of the 2-cyanomethylbenzimidazoles with salicylaldehydes promoted by triethylamine to reach the target compounds An important intermediate, 2-(2-imino-2H-chromen-3-yl)-1H-benzimidazole was characterized by X-ray anal. and further hydrolyzed to 2-(coumarin-3-yl)benzimidazole in acidic condition. Among the synthesized compounds, some were found to be promising inhibitors of porcine kidney D-amino acid oxidase (pkDAO). In the part of experimental materials, we found many familiar compounds, such as Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Related Products of 329-59-9)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Related Products of 329-59-9Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2012,Preuss, Janina; Maloney, Patrick; Peddibhotla, Satyamaheshwar; Hedrick, Michael P.; Hershberger, Paul; Gosalia, Palak; Milewski, Monika; Li, Yujie Linda; Sugarman, Eliot; Hood, Becky; Suyama, Eigo; Nguyen, Kevin; Vasile, Stefan; Sergienko, Eduard; Mangravita-Novo, Arianna; Vicchiarelli, Michael; McAnally, Danielle; Smith, Layton H.; Roth, Gregory P.; Diwan, Jena; Chung, Thomas D. Y.; Jortzik, Esther; Rahlfs, Stefan; Becker, Katja; Pinkerton, Anthony B.; Bode, Lars published 《Discovery of a Plasmodium falciparum Glucose-6-phosphate Dehydrogenase 6-phosphogluconolactonase Inhibitor (R,Z)-N-((1-Ethylpyrrolidin-2-yl)methyl)-2-(2-fluorobenzylidene)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxamide (ML276) That Reduces Parasite Growth in Vitro》.Journal of Medicinal Chemistry published the findings.COA of Formula: C8H6FNO4 The information in the text is summarized as follows:

A high-throughput screen of the NIH’s MLSMR collection of ∼340000 compounds was undertaken to identify compounds that inhibit Plasmodium falciparum glucose-6-phosphate dehydrogenase (PfG6PD). PfG6PD is important for proliferating and propagating P. falciparum and differs structurally and mechanistically from the human orthologue. The reaction catalyzed by glucose-6-phosphate dehydrogenase (G6PD) is the first, rate-limiting step in the pentose phosphate pathway (PPP), a key metabolic pathway sustaining anabolic needs in reductive equivalent and synthetic materials in fast-growing cells. In P. falciparum, the bifunctional enzyme glucose-6-phosphate dehydrogenase-6-phosphogluconolactonase (PfGluPho) catalyzes the first two steps of the PPP. Because P. falciparum and infected host red blood cells rely on accelerated glucose flux, they depend on the G6PD activity of PfGluPho. The lead compound identified from this effort, (R,Z)-N-((1-ethylpyrrolidin-2-yl)methyl)-2-(2-fluorobenzylidene)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]thiazine-6-carboxamide, 11 (ML276), is a submicromolar inhibitor of PfG6PD (IC50 = 889 nM). It is completely selective for the enzyme’s human isoform, displays micromolar potency (IC50 = 2.6 μM) against P. falciparum in culture, and has good drug-like properties, including high solubility and moderate microsomal stability. Studies testing the potential advantage of inhibiting PfG6PD in vivo are in progress. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9COA of Formula: C8H6FNO4)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.COA of Formula: C8H6FNO4Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2016,Hu, Fangdong; Liu, Huanhuan; Jia, Jiong; Ma, Chen published 《Transition-metal-free synthesis of indole-fused dibenzo[b,f][1,4]oxazepines via Smiles rearrangement》.Organic & Biomolecular Chemistry published the findings.Product Details of 329-59-9 The information in the text is summarized as follows:

A one-pot transition-metal-free approach for the synthesis of indole-fused dibenzo[b,f][1,4]oxazepines, e.g., I from 2-(1H-indol-2-yl)phenol and 1,2-dihalobenzenes or 2-halonitroarenes has been developed. The proposed mechanism for this transformation features a Smiles rearrangement favored over a direct intramol. nucleophilic cyclization, which affords the corresponding products in different regioselectivities. This reaction also features simple reaction conditions and wide functional group tolerance. In the experimental materials used by the author, we found Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Product Details of 329-59-9)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.Product Details of 329-59-9Methyl 4-fluoro-3-nitrobenzoate is used to prepare dimethyl 3-nitro-3′,4-oxydibenzoate by reacting with 3-hydroxy-benzoic acid methyl ester.

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

In 2022,Xiang, Qiuping; Wang, Chao; Wu, Tianbang; Zhang, Cheng; Hu, Qingqing; Luo, Guolong; Hu, Jiankang; Zhuang, Xiaoxi; Zou, Lingjiao; Shen, Hui; Wu, Xishan; Zhang, Yan; Kong, Xiangqian; Liu, Jinsong; Xu, Yong published an article in Journal of Medicinal Chemistry. The title of the article was 《Design, Synthesis, and Biological Evaluation of 1-(Indolizin-3-yl)ethan-1-ones as CBP Bromodomain Inhibitors for the Treatment of Prostate Cancer》.SDS of cas: 329-59-9 The author mentioned the following in the article:

Herein, the structural optimization of a series of 1-(indolizin-3-yl)ethan-1-one compounds I (R1 = Me, Et, NHMe, i-Pr, t-Bu, cyclopropyl; R2 = Me, Et, MeO, OH, NH2, PhCH2O, t-BuCO2, etc.; R3 = F, Cl, CH2OH, etc.; R4 = Me, cyclopropyl) as new selective CBP bromodomain inhibitors, aiming to improve cellular potency and metabolic stability, is reported. This process led to the compound I [R1 = Me; R2 = MeO; R3 = CH(OH)Me; R4 = cyclopropyl], which possesses good liver microsomal stability and pharmacokinetic properties (F = 25.9%). Furthermore, this compound is able to inhibit CBP bromodomain as well as the proliferation, colony formation, and migration of prostate cancer cells. Addnl., the new inhibitor shows promising antitumor efficacy in a 22Rv1 xenograft model (TGI = 88%). This study provides new lead compounds for further development of drugs for the treatment of prostate cancer. The experimental process involved the reaction of Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9SDS of cas: 329-59-9)

Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9) belongs to methyl benzoate. Methyl benzoate reacts at both the ring and the ester, depending on the substrate. Electrophiles attack the ring, illustrated by acid-catalysed nitration with nitric acid to give methyl 3-nitrobenzoate.SDS of cas: 329-59-9

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics