Category: 1116-98-9

Synthetic Route of C7H11NO2. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Discovery of IPN60090, a Clinical Stage Selective Glutaminase-1 (GLS-1) Inhibitor with Excellent Pharmacokinetic and Physicochemical Properties. Author is Soth, Michael J.; Le, Kang; Di Francesco, Maria Emilia; Hamilton, Matthew M.; Liu, Gang; Burke, Jason P.; Carroll, Chris L.; Kovacs, Jeffrey J.; Bardenhagen, Jennifer P.; Bristow, Christopher A.; Cardozo, Mario; Czako, Barbara; de Stanchina, Elisa; Feng, Ningping; Garvey, Jill R.; Gay, Jason P.; Geck Do, Mary K.; Greer, Jennifer; Han, Michelle; Harris, Angela; Herrera, Zachary; Huang, Sha; Giuliani, Virginia; Jiang, Yongying; Johnson, Sarah B.; Johnson, Troy A.; Kang, Zhijun; Leonard, Paul G.; Liu, Zhen; McAfoos, Timothy; Miller, Meredith; Morlacchi, Pietro; Mullinax, Robert A.; Palmer, Wylie S.; Pang, Jihai; Rogers, Norma; Rudin, Charles M.; Shepard, Hannah E.; Spencer, Nakia D.; Theroff, Jay; Wu, Qi; Xu, Alan; Yau, Ju Anne; Draetta, Giulio; Toniatti, Carlo; Heffernan, Timothy P.; Jones, Philip.

Inhibition of glutaminase-1 (GLS-1) hampers the proliferation of tumor cells reliant on glutamine. Known glutaminase inhibitors have potential limitations, and in vivo exposures are potentially limited due to poor physicochem. properties. A GLS-1 inhibitor discovery program focused on optimizing physicochem. and pharmacokinetic properties has been initiated resulting in a new selective inhibitor, compound I (IPN60090), which is currently in phase 1 clin. trials. The compound I attains high oral exposures in preclin. species, with strong in vivo target engagement, and should robustly inhibit glutaminase in humans.

In addition to the literature in the link below, there is a lot of literature about this compound(tert-Butyl 2-cyanoacetate)Synthetic Route of C7H11NO2, illustrating the importance and wide applicability of this compound(1116-98-9).

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: tert-Butyl 2-cyanoacetate( cas:1116-98-9 ) is researched.Recommanded Product: tert-Butyl 2-cyanoacetate.Mostinski, Yelena; Heynen, Guus J. J. E.; Lopez-Alberca, Maria Pascual; Paul, Jerome; Miksche, Sandra; Radetzki, Silke; Schaller, David; Shanina, Elena; Seyffarth, Carola; Kolomeets, Yuliya; Ziebart, Nandor; de Schryver, Judith; Oestreich, Sylvia; Neuenschwander, Martin; Roske, Yvette; Heinemann, Udo; Rademacher, Christoph; Volkamer, Andrea; von Kries, Jens Peter; Birchmeier, Walter; Nazare, Marc published the article 《From Pyrazolones to Azaindoles: Evolution of Active-Site SHP2 Inhibitors Based on Scaffold Hopping and Bioisosteric Replacement》 about this compound( cas:1116-98-9 ) in Journal of Medicinal Chemistry. Keywords: azaindole SHP2 inhibitor synthesis anticancer drug resistance tumor relapse. Let’s learn more about this compound (cas:1116-98-9).

The tyrosine phosphatase SHP2 controls the activity of pivotal signaling pathways, including MAPK, JAK-STAT, and PI3K-Akt. Aberrant SHP2 activity leads to uncontrolled cell proliferation, tumorigenesis, and metastasis. SHP2 signaling was recently linked to drug resistance against cancer medications such as MEK and BRAF inhibitors. In this work, we present the development of a novel class of azaindole SHP2 inhibitors. We applied scaffold hopping and bioisosteric replacement concepts to eliminate unwanted structural motifs and to improve the inhibitor characteristics of the previously reported pyrazolone SHP2 inhibitors. The most potent azaindole I inhibits SHP2 with an IC50 = 0.031μM in an enzymic assay and with an IC50 = 2.6μM in human pancreas cells (HPAF-II). Evaluation in a series of cellular assays for metastasis and drug resistance demonstrated efficient SHP2 blockade. Finally, I inhibited proliferation of two cancer cell lines that are resistant to cancer drugs and diminished ERK signaling.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Synthetic Metals called Theoretical and photovoltaic investigations of 1,3,5-triazine-based photosensitizers achieving highly efficient DSSCs, Author is Zhang, Hai; Zang, Xu-Feng; Hong, Yan-Ping; Chen, Zhen-E., which mentions a compound: 1116-98-9, SMILESS is O=C(OC(C)(C)C)CC#N, Molecular C7H11NO2, COA of Formula: C7H11NO2.

By establishing a new push-pull relationship, three novel metal-free organic sensitizers based on A′-π-A framework were synthesized, in which A′ and A represent the auxiliary acceptor (triazine) and the main acceptor (cyanoacrylic acid), resp., coded ZS03, ZS04, and ZS05. In this paper, the mol. structure, photophys. property, electrochem. property, theor. calculation, and photovoltaic property of these three sensitizers are described in detail. The results show that the addnl. acceptor and alkyl chains significantly affect the mol.′s energy level and spatial structure. In terms of photovoltaic characteristics, the ZS03-based device exhibits the best power conversion efficiency (PCE) of 7.11%, corresponding to a short-circuit photocurrent d. (Jsc) of 14.31 mA cm-2, an open-circuit voltage (Voc) of 708 mV, and a fill factor (FF) of 0.723, which is the highest efficiency among the known A′-π-A type dyes. It can be determined that the improvement of PCE is mainly due to the combination of the following two factors: the π-spacer with appropriate length and the alkyl chain with a reasonable layout.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Discovery, structure-activity relationship study and biological evaluation of 2-thioureidothiophene-3-carboxylates as a novel class of C-X-C chemokine receptor 2 (CXCR2) antagonists, the main research direction is cancer CXCR2 antagonist CXCL8 ERK beta arrestin phosphorylation recruitment; CXCL8; CXCR2; GPCR; Thioureidothiophene; cAMP; β-arrestin.Quality Control of tert-Butyl 2-cyanoacetate.

The C-X-C motif ligand 8 and C-X-C chemokine receptor 2 (CXCL8-CXCR2) axis is involved in pathogenesis of various diseases including inflammation and cancers. Various CXCR2 antagonists are under development for several diseases. Our previous high-throughput cell-based assay specific for CXCR2 has identified a pyrimidine-based compound CX797 acting on CXCR2 down-stream signaling. A lead optimization campaign through scaffold-hopping strategy led to a series of 2-thioureidothiophene-3-carboxylates (TUTP) as novel CXCR2 antagonists. Structure-activity relationship study of TUTPs led to the identification of compound 52(I) that significantly inhibited CXCR2-mediated β-arrestin recruitment signaling (IC50 = 1.1±0.01 μM) with negligible effect on CXCL8-mediated cAMP signaling and calcium flux. Similar to the known CXCR2 antagonist SB265610, compound 52 inhibited CXCL8-CXCR2 induced phosphorylation of ERK1/2. TUTP compounds also inhibited CXCL8-mediated cell migration and showed synergy with doxorubicin in ovarian cancer cells, thereby supporting TUTPs as promising compounds for cancer treatment.

There are many compounds similar to this compound(1116-98-9)Quality Control of tert-Butyl 2-cyanoacetate. if you want to know more, you can check out my other articles. I hope it will help you，maybe you’ll find some useful information.

Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

HPLC of Formula: 1116-98-9. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Synthesis of 5-amino-1H-pyrazolo[4,3-b]pyridine derivatives and annulation of imidazole and pyrimidine rings thereto. Author is Yakovenko, Georgiy G.; Lukianov, Oleh A.; Yagodkina-Yakovenko, Marta S.; Bol’but, Andriy V.; Vovk, Mikhailo V..

A series of 5-amino-1H-pyrazolo[4,3-b]pyridine derivatives I [R1 = Me, Et, Ph, etc.; R2 = H, OMe; R3 = CN, C(O)NH2, CO2tBu] was synthesized via Friedlander reaction of N-Boc-protected 1-alkyl(aryl)-5-formyl-1Hpyrazol-4-amines with alkyl nitriles. Cyclocondensation of some of the compounds I with orthoesters, Et oxalyl chloride or carbonyldiimidazole to afford pyrazolo[3′,4′,5,6]pyrido[2,3-d]pyrimidine derivatives II [R4 = Me, tBu, Ph; R5 = H, iPr, Ph] and III [R1 = Me, Et, Ph, etc.] was reported. Cyclocondensation of some of the compounds I with chloroacetaldehyde, bromotrifluoroacetone or Et bromopyruvate to form imidazo[1,2-a]pyrazolo[3,4-e]pyridines IV [R6 = Me, Et, tBu, Ph; R2 = H, OMe; R7 = CN, C(O)NH2; R8 = H, CO2Et, CF3] was reported.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Heterocyclic compounds can be divided into two categories: alicyclic heterocycles and aromatic heterocycles. Compounds whose heterocycles in the molecular skeleton cannot reflect aromaticity are called alicyclic heterocyclic compounds. Compound: 1116-98-9, is researched, Molecular C7H11NO2, about Insight into the effects of the donors and pi-spacers on the photovoltaic performance of quinoline and pyridocarbazole based DSSCs, the main research direction is quinoline pyridocarbazole photovoltaic performance DSSC.Application of 1116-98-9.

Four novel D-π-A organic dyes containing quinoline (5a, 5b) and pyridocarbazole (5c, 5d) as the π-spacers have been synthesized for dye-sensitized solar cells (DSSCs). The exptl. and theor. results confirmed that the incorporation of pyridocarbazole in the dyes could be favorable for the long wavelength light-harvesting as compared to quinoline based dyes. Upon coadsorption with chenodeoxycholic acid (CDCA), the DSSC based on 5d exhibited the power conversion efficiency of 3.35%, which is better than those of 2.39%, 2.62% and 3.25% for 5a-c, resp. However, these efficiencies present only 8-15% of enhancement compared to that in the absence of coadsorbent, which suggests dyes 5a-d suppress the intermol. aggregation and restrain charge recombination. In other words, this work suggests that the introduction of quinoline or pyridocarbazole as the π-spacers into D-π-A organic dyes is a promising way for coadsorbent-free DSSCs.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Synthesis and Evaluation of 2-Aminothiophene Derivatives as Staphylococcus aureus Efflux Pump Inhibitors, published in 2020-04-15, which mentions a compound: 1116-98-9, mainly applied to Staphylococcus macrophage efflux pump protein 2 aminothiophene derivative, Application of 1116-98-9.

2-Aminothiophene derivatives (2AT) in which the thiophene ring is fused with a cycloalkyl or a N-acylated piperidine ring by positions 5 and 6 and carrying a 3-carbethoxy group were synthesized and their bacterial growth and enzyme inhibitory effects against efflux proteins of Staphylococcus aureus leading to resistance to fluoroquinolones and erythromycin (ERY) were investigated. Compounds that most effectively decreases the min. inhibitory concentrations (MICs) of ciprofloxacin (CIP) were assayed for their dose and time effects on the accumulation and efflux of ethidium bromide (EtBr) in the SA-1 strain. None of the compounds displayed antibacterial activity however, three derivatives carrying 2-amino, 2-aminoacetyl and 2-aminotrifluoroacetyl group enhanced the activity of CIP and ERY by 8- and 16-fold, resp., and were able to restore the sensitivity of resistant strains, acting as typical efflux pump inhibitors (EPIs). The 2-aminoacetyl and 2-aminotrifluoroacetyl derivatives and two other piperidinyl 2-aminotrifluoroacetyl derivatives increased EtBr accumulation in a dose- and time-dependent manner, and one of them was also able to inhibit the EtBr efflux. Taken together, these results represent an important advance in the development of new EPIs, and demonstrate that 2AT represent a good scaffold for developing new antibiotic adjuvants.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Recommanded Product: 1116-98-9. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: tert-Butyl 2-cyanoacetate, is researched, Molecular C7H11NO2, CAS is 1116-98-9, about Fluorogenic D-amino acids enable real-time monitoring of peptidoglycan biosynthesis and high-throughput transpeptidation assays. Author is Hsu, Yen-Pang; Hall, Edward; Booher, Garrett; Murphy, Brennan; Radkov, Atanas D.; Yablonowski, Jacob; Mulcahey, Caitlyn; Alvarez, Laura; Cava, Felipe; Brun, Yves V.; Kuru, Erkin; Van Nieuwenhze, Michael S..

Peptidoglycan is an essential cell wall component that maintains the morphol. and viability of nearly all bacteria. Its biosynthesis requires periplasmic transpeptidation reactions, which construct peptide crosslinkages between polysaccharide chains to endow mech. strength. However, tracking the transpeptidation reaction in vivo and in vitro is challenging, mainly due to the lack of efficient, biocompatible probes. Here, the authors report the design, synthesis and application of rotor-fluorogenic D-amino acids (RfDAAs), enabling real-time, continuous tracking of transpeptidation reactions. These probes allow peptidoglycan biosynthesis to be monitored in real time by visualizing transpeptidase reactions in live cells, as well as real-time activity assays of D,D- and L,D-transpeptidases and sortases in vitro. The unique ability of RfDAAs to become fluorescent when incorporated into peptidoglycan provides a powerful new tool to study peptidoglycan biosynthesis with high temporal resolution and prospectively enable high-throughput screening for inhibitors of peptidoglycan biosynthesis.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: tert-Butyl 2-cyanoacetate(SMILESS: O=C(OC(C)(C)C)CC#N,cas:1116-98-9) is researched.Recommanded Product: Hydrogen tetrachloroaurate(III) trihydrate. The article 《External Reductant-free Stepwise [3+2] Cycloaddition/Reductive Cyclization from 2-Nitrochalcones and Isocyanides: Synthesis of Pyrrolo[3,4-c]quinoline N-oxides》 in relation to this compound, is published in Asian Journal of Organic Chemistry. Let’s take a look at the latest research on this compound (cas:1116-98-9).

A novel and unprecedented route for the synthesis of pyrrolo[3,4-c]quinoline N-oxides I [R = H, Cl, Br, Me, OMe; R1 = H, Cl, Br, CF3, OMe; R2 = H, Cl, Br, Me; R3 = H, Br, Me, OMe; R4 = H, Cl, Br, Me, OMe; R3R4 = -CH=CHCH=CH-; R5 = Me, Et, t-Bu] is described. The synthetic approach involves a stepwise [3+2] cycloaddition/reductive cyclization from readily available 2-nitrochalcones 2-NO2-4-R-5-R1C6H2CH=CHC(O)(2-R2-3-R3-4-R4C6H2) and activated methylene isocyanides R5OC(O)CH2CN. The unique feature of this transformation is the reductive cyclization of C-N bond forming without any external reductants. Moreover, the application of pyrrolo[3,4-c]quinoline N-oxides I is realized to formed pyrrolo[3,4-c]quinoline derivatives II (R = R2 = H; R1 = H, Br; R3 = H; R4 = H, Me, OMe; R3R4 = -CH=CHCH=CH-; R5 = Et, t-Bu).

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

The preparation of ester heterocycles mostly uses heteroatoms as nucleophilic sites, which are achieved by intramolecular substitution or addition reactions. Compound: tert-Butyl 2-cyanoacetate( cas:1116-98-9 ) is researched.Synthetic Route of C7H11NO2.Tukhtaev, Hamidulla B.; Ivanov, Konstantin L.; Bezzubov, Stanislav I.; Cheshkov, Dmitry A.; Melnikov, Mikhail Ya.; Budynina, Ekaterina M. published the article 《aza-Wittig Reaction with Nitriles: How Carbonyl Function Switches from Reacting to Activating》 about this compound( cas:1116-98-9 ) in Organic Letters. Keywords: azidobutyronitrile triphenylphosphine diastereoselective chemoselective aza Wittig cyclization DFT; pyrrole fused system preparation. Let’s learn more about this compound (cas:1116-98-9).

Transformations of α-EWG-substituted (electron-withdrawing group, EWG) γ-azidobutyronitriles proceeding via unusual aza-Wittig reactions between the phosphazene and nitrile functions and affording pyrrole-derived iminophosphazenes were developed. α-EWGs were found to control chemoselectivity and, depending on their nature, act as CN group activators (e.g., ester, amide, or nitrile) or competitors (e.g., ketone) in aza-Wittig reactions. To demonstrate the synthetic utility of the obtained iminophosphazenes as N,N-binucleophiles, their transformations into pyrrole-fused systems, pyrrolo[1,2-a]imidazoles and pyrrolo[1,2-a][1,3]diazepines, were carried out.

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Reference:
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem