Category: 329-59-9

In 2013,Li, Bei; Cociorva, Oana M.; Nomanbhoy, Tyzoon; Weissig, Helge; Li, Qiang; Nakamura, Kai; Liyanage, Marek; Zhang, Melissa C.; Shih, Ann Y.; Aban, Arwin; Hu, Yi; Cajica, Julia; Pham, Lan; Kozarich, John W.; Shreder, Kevin R. published 《Hit-to-lead optimization and kinase selectivity of imidazo[1,2-a]quinoxalin-4-amine derived JNK1 inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Synthetic Route of C8H6FNO4 The information in the text is summarized as follows:

As the result of a rhJNK1 high throughput screening, the imidazo[1,2-a]quinoxaline I was identified as a 1.6 μM rhJNK1 inhibitor. Optimization of this compound lead to AX13587, II (X = none), (rhJNK1 IC50 = 160 nM) which was co-crystallized with JNK1 to identify key mol. interactions. Kinase profiling against 125+ kinases revealed AX13587 was an inhibitor of JNK, MAST3, and MAST4 whereas its methylene homolog AX14373, II (X = CH2), (native JNK1 IC50 = 47 nM) was a highly specific JNK inhibitor. The experimental process involved the reaction of Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Synthetic Route of 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.Synthetic Route of 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

Application In Synthesis of Methyl 4-fluoro-3-nitrobenzoateIn 2017 ,《Discovery of a First-in-Class Receptor Interacting Protein 1 (RIP1) Kinase Specific Clinical Candidate (GSK2982772) for the Treatment of Inflammatory Diseases》 was published in Journal of Medicinal Chemistry. The article was written by Harris, Philip A.; Berger, Scott B.; Jeong, Jae U.; Nagilla, Rakesh; Bandyopadhyay, Deepak; Campobasso, Nino; Capriotti, Carol A.; Cox, Julie A.; Dare, Lauren; Dong, Xiaoyang; Eidam, Patrick M.; Finger, Joshua N.; Hoffman, Sandra J.; Kang, James; Kasparcova, Viera; King, Bryan W.; Lehr, Ruth; Lan, Yunfeng; Leister, Lara K.; Lich, John D.; MacDonald, Thomas T.; Miller, Nathan A.; Ouellette, Michael T.; Pao, Christina S.; Rahman, Attiq; Reilly, Michael A.; Rendina, Alan R.; Rivera, Elizabeth J.; Schaeffer, Michelle C.; Sehon, Clark A.; Singhaus, Robert R.; Sun, Helen H.; Swift, Barbara A.; Totoritis, Rachel D.; Vossenkamper, Anna; Ward, Paris; Wisnoski, David D.; Zhang, Daohua; Marquis, Robert W.; Gough, Peter J.; Bertin, John. The article contains the following contents:

RIP1 regulates necroptosis and inflammation and may play an important role in contributing to a variety of human pathologies, including immune-mediated inflammatory diseases. Small-mol. inhibitors of RIP1 kinase that are suitable for advancement into the clinic have yet to be described. Herein, the authors report the lead optimization of a benzoxazepinone hit from a DNA-encoded library and the discovery and profile of clin. candidate GSK2982772 (compound I), currently in phase 2a clin. studies for psoriasis, rheumatoid arthritis, and ulcerative colitis. Compound I potently binds to RIP1 with exquisite kinase specificity and has excellent activity in blocking many TNF-dependent cellular responses. Highlighting its potential as a novel anti-inflammatory agent, the inhibitor was also able to reduce spontaneous production of cytokines from human ulcerative colitis explants. The highly favorable physicochem. and ADMET properties of I, combined with high potency, led to a predicted low oral dose in humans. In the experiment, the researchers used Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Application In Synthesis 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.Application In Synthesis of Methyl 4-fluoro-3-nitrobenzoate

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

In 2004,Kristiansen, Marit; Andersen, Birgitte; Iversen, Lars Fogh; Westergaard, Niels published 《Identification, Synthesis, and Characterization of New Glycogen Phosphorylase Inhibitors Binding to the Allosteric AMP Site》.Journal of Medicinal Chemistry published the findings.Recommanded Product: 329-59-9 The information in the text is summarized as follows:

Inhibition of glycogen phosphorylase (GP) has attracted considerable attention during the last five to 10 yr as a means of treating the elevated hepatic glucose production seen in patients with type 2 diabetes. Several different GP inhibitors binding to various binding sites of the GP enzyme have been reported in the literature. In this paper, novel compounds I [R1 = H, Cl, O2N, MeO, MeCO, HO2C; R2 = H, Cl, Me; R3 = H, Me; R4 = H, F, Br, MeO2C, PhCONH, etc.] that have been identified as potent GP inhibitors are reported. Their synthesis, mode of binding to the allosteric AMP site as well as in vitro data on GP inhibition are shown. The most potent inhibitor was found to be I [R1 = O2N; R2 = R3 = H; R4 = 3-O2NC6H4CONH] with an IC50 value of 74 nM. This compound together with a closely related analog was further characterized by enzyme kinetics and in primary rat hepatocytes.Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Recommanded Product: 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.Recommanded Product: 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 2014,Nimczick, Martin; Pemp, Daniela; Darras, Fouad H.; Chen, Xinyu; Heilmann, Joerg; Decker, Michael published 《Synthesis and biological evaluation of bivalent cannabinoid receptor ligands based on hCB2R selective benzimidazoles reveal unexpected intrinsic properties》.Bioorganic & Medicinal Chemistry published the findings.Safety of Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

The design of bivalent ligands targeting G protein-coupled receptors (GPCRs) often leads to the development of new, highly selective and potent compounds To date, no bivalent ligands for the human cannabinoid receptor type 2 (hCB2R) of the endocannabinoid system (ECS) are described. Therefore, two sets of homobivalent ligands containing as parent structure the hCB2R selective agonist I and coupled at different attachment positions were synthesized. Changes of the parent structure at these positions have a crucial effect on the potency and efficacy of the ligands. However, the authors discovered that bivalency has an influence on the effect at both cannabinoid receptors. Moreover, the authors found out that the spacer length and the attachment position altered the efficacy of the bivalent ligands at the receptors by turning agonists into antagonists and inverse agonists. In the experiment, the researchers used many compounds, for example, 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-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 2016,Shintre, Suhas A.; Ramjugernath, Deresh; Singh, Parvesh; Koorbanally, Neil A. published 《Synthesis and structure elucidation using 2D NMR and thermal coefficient investigation on amino acid tethered quinoxalines》.Magnetic Resonance in Chemistry published the findings.Quality Control of Methyl 4-fluoro-3-nitrobenzoate The information in the text is summarized as follows:

A series of aminoacid tethered quinoxalines, e. g., I, were prepared and characterized. Extensive 2D NMR studies, X-ray crystallog. and thermal coefficient investigations were used to provide a full structural elucidation of these aminoacid tethered quinoxalines. Addnl.,the d. functional theory (DFT) and mol. dynamic (MD)simulations were employed to explain the hydrogen bondingtendency and conformational flexibility of these compounds In the experiment, the researchers used many compounds, for example, Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Quality Control 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.Quality Control of 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 2011,Newton, Gerald L.; Buchmeier, Nancy; La Clair, James J.; Fahey, Robert C. published 《Evaluation of NTF1836 as an inhibitor of the mycothiol biosynthetic enzyme MshC in growing and non-replicating Mycobacterium tuberculosis》.Bioorganic & Medicinal Chemistry published the findings.Recommanded Product: 329-59-9 The information in the text is summarized as follows:

The mycothiol biosynthesis enzyme MshC catalyzes the ligation of cysteine with the pseudodisaccharide GlcN-Ins and has been identified as an essential enzyme in Mycobacterium tuberculosis. The authors now report on the development of NTF1836 as a micromolar inhibitor of MshC. Using com. libraries, they conducted preliminary structure-activity relationship (SAR) studies on NTF1836. NTF1836 and five structurally related compounds showed similar activity towards clin. strains of M. tuberculosis. A gram scale synthesis was developed to provide ample material for biol. studies. Using this material, the authors determined that inhibition of M. tuberculosis growth by NTF1836 was accompanied by a fall in mycothiol and an increase in GlcN-Ins consistent with the targeting of MshC. They also determined that NTF1836 kills non-replicating M. tuberculosis in the carbon starvation model of latency. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Recommanded Product: 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.Recommanded Product: 329-59-9

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

In 2017,Goldstein, Steven W.; Bill, Ashley; Dhuguru, Jyothi; Ghoneim, Ola published 《Nucleophilic Aromatic Substitution-Addition and Identification of an Amine》.Journal of Chemical Education published the findings.Electric Literature of C8H6FNO4 The information in the text is summarized as follows:

The addition of a nucleophilic functional group to an electron-deficient aromatic ring is a versatile reaction in the modern organic chem. arsenal. The proper positioning of a leaving group on this ring effectively allows for a substitution reaction to occur. A 3 h laboratory experiment is described in which students utilize a common electrophilic aromatic ring and affect a substitution with an unknown amine, the identity of which is later characterized by the m.p. and 1H NMR spectrum of the product. In the experiment, the researchers used many compounds, for example, Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Electric Literature of 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.Electric Literature of 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

《Three Component Divergent Reactions: Base-Controlled Amphiphilic Synthesis of Benzimidazole-Linked Thiazetidines and Fused Thiadiazines》 was written by Selvaraju, Manikandan; Dhole, Sandip; Sun, Chung-Ming. Safety of Methyl 4-fluoro-3-nitrobenzoateThis research focused onthree component divergent reaction; base controlled amphiphilic synthesis benzimidazole linked thiazetidine thiadiazine. The article conveys some information:

A divergent reaction of 2-aminobenzimidazole with isothiocyanates and dihalomethanes has been developed for the selective synthesis of benzoimidazothiazetidine and benzoimidazothiadiazine. A single-pot reaction of 2-aminobenzimidazole in the presence of sodium hydride delivers benzoimidazothiazetidine, whereas triethylamine promotes the formation of benzoimidazothiadiazine via a sequential stepwise fashion. The reaction sequence involves the initial formation of thiourea followed by regioselective nucleophilic addition and intramol. ring-closing with dihalo electrophiles. The observed regioselectivity of this reaction is governed by the nature of bases and the reaction sequence. In the experiment, the researchers 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 2018,Ramanjulu, Joshi M.; Pesiridis, G. Scott; Yang, Jingsong; Concha, Nestor; Singhaus, Robert; Zhang, Shu-Yun; Tran, Jean-Luc; Moore, Patrick; Lehmann, Stephanie; Eberl, H. Christian; Muelbaier, Marcel; Schneck, Jessica L.; Clemens, Jim; Adam, Michael; Mehlmann, John; Romano, Joseph; Morales, Angel; Kang, James; Leister, Lara; Graybill, Todd L.; Charnley, Adam K.; Ye, Guosen; Nevins, Neysa; Behnia, Kamelia; Wolf, Amaya I.; Kasparcova, Viera; Nurse, Kelvin; Wang, Liping; Li, Yue; Klein, Michael; Hopson, Christopher B.; Guss, Jeffrey; Bantscheff, Marcus; Bergamini, Giovanna; Reilly, Michael A.; Lian, Yiqian; Duffy, Kevin J.; Adams, Jerry; Foley, Kevin P.; Gough, Peter J.; Marquis, Robert W.; Smothers, James; Hoos, Axel; Bertin, John published 《Design of amidobenzimidazole STING receptor agonists with systemic activity》.Nature (London, United Kingdom) published the findings.Related Products of 329-59-9 The information in the text is summarized as follows:

Stimulator of interferon genes (STING) is a receptor in the endoplasmic reticulum that propagates innate immune sensing of cytosolic pathogen-derived and self DNA1. The development of compounds that modulate STING has recently been the focus of intense research for the treatment of cancer and infectious diseases and as vaccine adjuvants2. To our knowledge, current efforts are focused on the development of modified cyclic dinucleotides that mimic the endogenous STING ligand cGAMP; these have progressed into clin. trials in patients with solid accessible tumors amenable to intratumoral delivery3. Here we report the discovery of a small mol. STING agonist that is not a cyclic dinucleotide and is systemically efficacious for treating tumors in mice. We developed a linking strategy to synergize the effect of two symmetry-related amidobenzimidazole (ABZI)-based compounds to create linked ABZIs (diABZIs) with enhanced binding to STING and cellular function. I.v. administration of a diABZI STING agonist to immunocompetent mice with established syngeneic colon tumors elicited strong anti-tumor activity, with complete and lasting regression of tumors. Our findings represent a milestone in the rapidly growing field of immune-modifying cancer therapies.Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9Related Products 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.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

Johannes, Jeffrey W.; Balazs, Amber; Barratt, Derek; Bista, Michal; Chuba, Matthew D.; Cosulich, Sabina; Critchlow, Susan E.; Degorce, Sebastien L.; Di Fruscia, Paolo; Edmondson, Scott D.; Embrey, Kevin; Fawell, Stephen; Ghosh, Avipsa; Gill, Sonja J.; Gunnarsson, Anders; Hande, Sudhir M.; Heightman, Tom D.; Hemsley, Paul; Illuzzi, Giuditta; Lane, Jordan; Larner, Carrie; Leo, Elisabetta; Liu, Lina; Madin, Andrew; Martin, Scott; McWilliams, Lisa; O′Connor, Mark J.; Orme, Jonathan P.; Pachl, Fiona; Packer, Martin J.; Pei, Xiaohui; Pike, Andrew; Schimpl, Marianne; She, Hongyao; Staniszewska, Anna D.; Talbot, Verity; Underwood, Elizabeth; Varnes, Jeffrey G.; Xue, Lin; Yao, Tieguang; Zhang, Ke; Zhang, Andrew X.; Zheng, Xiaolan published their research in Journal of Medicinal Chemistry in 2021. The article was titled 《Discovery of 5-{4-[(7-Ethyl-6-oxo-5,6-dihydro-1,5-naphthyridin-3-yl)methyl]piperazin-1-yl}-N-methylpyridine-2-carboxamide (AZD5305): A PARP1-DNA Trapper with High Selectivity for PARP1 over PARP2 and Other PARPs》.HPLC of Formula: 329-59-9 The article contains the following contents:

Poly-ADP-ribose-polymerase (PARP) inhibitors have achieved regulatory approval in oncol. for homologous recombination repair deficient tumors including BRCA mutation. However, some have failed in combination with first-line chemotherapies, usually due to overlapping hematol. toxicities. Currently approved PARP inhibitors lack selectivity for PARP1 over PARP2 and some other 16 PARP family members, and we hypothesized that this could contribute to toxicity. Recent literature has demonstrated that PARP1 inhibition and PARP1-DNA trapping are key for driving efficacy in a BRCA mutant background. Herein, we describe the structure- and property-based design of AZD5305, I, a potent and selective PARP1 inhibitor and PARP1-DNA trapper with excellent in vivo efficacy in a BRCA mutant HBCx-17 PDX model. Compound 25 is highly selective for PARP1 over other PARP family members, with good secondary pharmacol. and physicochem. properties and excellent pharmacokinetics in preclin. species, with reduced effects on human bone marrow progenitor cells in vitro. The experimental part of the paper was very detailed, including the reaction process of Methyl 4-fluoro-3-nitrobenzoate(cas: 329-59-9HPLC of Formula: 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.HPLC of Formula: 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