Tag: M.W=150-200

Caronna, Tullio; Gambarotti, Cristian; Mele, Andrea; Pierini, Monica; Punta, Carlo; Recupero, Francesco published the artcile< A green approach to the amidation of heterocyclic bases: the use of sunlight and air>, Recommanded Product: Quinoxaline-2-carboxamide, the main research area is green chem amidation heterocyclic base sunlight.

A easy and environmentally friendly method for the photochem. functionalization of the heterocyclic bases is described. The selective introduction of the amido group of formamide, using sunlight and air in the presence of TiO2, has allowed to obtain the desired products in mild conditions with high conversions. The comparison of these results with those previously reported, in the presence of H2O2 instead of air, clarifies some aspects of the reaction mechanism.

Research on Chemical Intermediates published new progress about Amidation. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Recommanded Product: Quinoxaline-2-carboxamide.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Khalymbadzha, Igor A.; Fatykhov, Ramil F.; Chupakhin, Oleg N.; Charushin, Valery N.; Tseitler, Tatiana A.; Sharapov, Ainur D.; Inytina, Anna K.; Kartsev, Victor G. published the artcile< Transition-Metal-Free C-C Coupling of 5,7-Dihydroxybenzopyrones with Quinoxalones and Pteridinones>, COA of Formula: C8H5N3O3, the main research area is dihydroxycoumarin quinoxalone regioselective chemoselective nucleophilic substitution oxidation green chem; dihydroxy oxochromenyl quinoxalinone preparation; pteridinone dihydroxycoumarin regioselective chemoselective nucleophilic substitution oxidation green chem; oxochromenyl tetrahydropteridinedione dihydroxy preparation.

A new synthetic protocol for nucleophilic substitution of hydrogen in quinoxalones and pteridinones by the action of 5,7-dihydroxycoumarins and related m-dihydroxybenzene compounds were developed. The C-C coupling reaction proved to proceed smoothly under rather mild conditions, thus giving the corresponding C-H functionalized products in good yields. The advantages of this environmentally benign protocol were high regio- and chemoselectivity and an easy workup procedure. Direct incorporation of the coumarin moiety into the pyrazine ring in pteridines or quinoxalines provided a short pathway to pyrazine-coumarin hybrid compounds

Synthesis published new progress about C-C bond formation. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, COA of Formula: C8H5N3O3.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

He, Zeng-Yang; Huang, Chao-Fan; Tian, Shi-Kai published the artcile< Highly Regioselective Carbamoylation of Electron-Deficient Nitrogen Heteroarenes with Hydrazinecarboxamides>, SDS of cas: 5182-90-1, the main research area is regioselective carbamoylation electron deficient nitrogen heteroarene hydrazinecarboxamide copper catalysis.

The use of hydrazinecarboxamides as a new class of carbamoylating agents has been established through the dehydrazinative Minisci reaction of electron-deficient nitrogen heteroarenes. A wide range of electron-deficient nitrogen heteroarenes, including isoquinoline, quinoline, pyridine, phenanthridine, quinoxaline, and phthalazine, underwent copper/acid-catalyzed oxidative carbamoylation with hydrazinecarboxamide hydrochlorides to afford structurally diverse nitrogen-heteroaryl carboxamides as single regioisomers in moderate to excellent yields. The functional group tolerance was substantially demonstrated in the direct carbamoylation of quinine obviating multistep sequences involving protecting groups and prefunctionalization of the heterocycle.

Organic Letters published new progress about Aromatic nitrogen heterocycles Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, SDS of cas: 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Climent, M. J.; Corma, A.; Hernandez, J. C.; Hungria, A. B.; Iborra, S.; Martinez-Silvestre, S. published the artcile< Biomass into chemicals: One-pot two- and three-step synthesis of quinoxalines from biomass-derived glycols and 1,2-dinitrobenzene derivatives using supported gold nanoparticles as catalysts>, Recommanded Product: 6-Quinoxalinecarbonitrile, the main research area is vicinal diol phenylenediamine gold nanoparticle oxidation cyclocondensation catalyst; dinitrobenzene vicinal diol gold nanoparticle reduction oxidation cyclocondensation catalyst; quinoxaline preparation.

An efficient and selective one-pot two-step method, for the synthesis of quinoxalines by oxidative coupling of vicinal diols with 1,2-phenylenediamine derivatives, has been developed by using gold nanoparticles supported on nanoparticulated ceria (Au/CeO2) or hydrotalcite (Au/HT) as catalysts and air as oxidant, in the absence of any homogeneous base. Reaction kinetics shows that the reaction controlling step is the oxidation of the diol to α-hydroxycarbonyl compound Furthermore, a one-pot three-step synthesis of 2-methylquinoxaline starting from 1,2-dinitrobenzene and 1,2-propanediol has been successfully carried out with 98% conversion and 83% global yield to the final product.

Journal of Catalysis published new progress about Aromatic diamines Role: RCT (Reactant), RACT (Reactant or Reagent). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Recommanded Product: 6-Quinoxalinecarbonitrile.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Wang, Jiayang; Sun, Bin; Zhang, Liang; Xu, Tengwei; Xie, Yuanyuan; Jin, Can published the artcile< Visible-light-induced trifluoromethylation of quinoxalin-2(1H)-ones under photocatalyst-free conditions>, Synthetic Route of 89898-96-4, the main research area is trifluoromethylquinoxalinone regioselective green preparation; quinoxalinone sodium trifluoromethanesulfinate trifluoromethylation.

C-H trifluoromethylation of quinoxalin-2(1H)-ones with com. available sodium trifluoromethanesulfinate (CF3SO2Na) under visible light irradiation without any external photocatalyst was developed, provided a variety of 3-trifluoromethylquinoxalin-2(1H)-ones I [R1 = H, 6-MeO, 7-Br, etc.; R2 = H, Me, Bn, etc.] in moderate to excellent yield. Predictably, the strategy would offer an environmentally friendly and simple operational access to pharmaceutically active 3-trifluoromethylquinoxalin-2(1H)-ones without any external photocatalyst.

Asian Journal of Organic Chemistry published new progress about Green chemistry. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Synthetic Route of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Makaravage, Katarina J.; Shao, Xia; Brooks, Allen F.; Yang, Lingyun; Sanford, Melanie S.; Scott, Peter J. H. published the artcile< Copper(II)-Mediated [11C]Cyanation of Arylboronic Acids and Arylstannanes>, Formula: C9H5N3, the main research area is arylboronic acid cyanation copper; arylnitrile preparation; copper radiocyanation cyanation catalyst.

A copper-mediated method for the transformation of diverse arylboron compounds and arylstannanes to aryl-[11C]-nitriles is reported. This method is operationally simple, uses com. available reagents, and is compatible with a wide variety of substituted aryl- and heteroaryl substrates. This method is applied to the automated synthesis of high specific activity [11C]perampanel in 10% nondecay-corrected radiochem. yield (RCY).

Organic Letters published new progress about Arylboronic acids Role: RCT (Reactant), RACT (Reactant or Reagent). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Formula: C9H5N3.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Deng, Jing; Feng, Enguang; Ma, Sheng; Zhang, Yan; Liu, Xiaofeng; Li, Honglin; Huang, Huang; Zhu, Jin; Zhu, Weiliang; Shen, Xu; Miao, Liyan; Liu, Hong; Jiang, Hualiang; Li, Jian published the artcile< Design and synthesis of small molecule RhoA inhibitors: a new promising therapy for cardiovascular diseases?>, Related Products of 89898-96-4, the main research area is quinoxaline derivative preparation SAR drug screen RhoA inhibitory; cardiovascular disease.

RhoA is a member of Rho GTPases, a subgroup of the Ras superfamily of small GTP-binding proteins. RhoA, as an important regulator of diverse cellular signaling pathways, plays significant roles in cytoskeletal organization, transcription, and cell-cycle progression. The RhoA/ROCK inhibitors have emerged as a new promising treatment for cardiovascular diseases. However, to date, RhoA inhibitors are macromols., and to our knowledge, small mol.-based inhibitors have not been reported. In this study, a series of first-in-class small mol. RhoA inhibitors have been discovered by using structure-based virtual screening in conjunction with chem. synthesis and bioassay. Virtual screening of ∼200,000 compounds, followed by SPR-based binding affinity assays resulted in three compounds with binding affinities to RhoA at the micromolar level. Compound I was selected for further structure modifications in considering binding activity and synthesis ease. Forty-one new compounds were designed and synthesized accordingly. It was found that eight showed high RhoA inhibition activities with IC50 values of 1.24 to 3.00 μM. A pharmacol. assay indicated that two compounds II and III demonstrated noticeable vasorelaxation effects against PE-induced contraction in thoracic aorta artery rings and served as good leads for developing more potent cardiovascular agents.

Journal of Medicinal Chemistry published new progress about Amination. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Related Products of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Li, Yi-Na; Li, Xue-Lin; Wu, Jin-Bo; Jiang, Hong; Liu, Yunmei; Guo, Yu; Zeng, Yao-Fu; Wang, Zhen published the artcile< Metal-free regioselective nitration of quinoxalin-2(1H)-ones with tert-butyl nitrite>, Reference of 89898-96-4, the main research area is nitro quinoxalinone preparation regioselective; quinoxalinone tert butyl nitrite metal free nitration.

A metal-free coupling of quinoxalin-2(1H)-ones with tert-Bu nitrite has been developed. Distinctly from the previous functionalization of quinoxalin-2(1H)-ones, this nitration reaction took place selectively at the C7 or C5 position of the Ph ring, affording a series of 7-nitro and 5-nitro quinoxalin-2(1H)-ones in moderate to good yields. Preliminary mechanistic studies revealed that the reaction may involve a radical process.

Organic & Biomolecular Chemistry published new progress about Coupling reaction, regioselective. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Reference of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Aoki, Katsuyuki; Obata, Tatsuhiro; Yamazaki, Yosuke; Mori, Yoshikazu; Hirokawa, Hiroko; Koseki, Jun-ichi; Hattori, Tomohisa; Niitsu, Kazuaki; Takeda, Shuichi; Aburada, Masaki; Miyamoto, Ken-ichi published the artcile< Potent platelet-derived growth factor-β receptor (PDGF-βR) inhibitors: synthesis and structure-activity relationships of 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one derivatives>, Category: quinoxaline, the main research area is pyrrolopyridinylquinoxalinone preparation platelet derived growth factor receptor inhibitor.

The authors found previously that 7-[3-(cyclohexylmethyl)ureido]-3-{1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl}quinoxalin-2(1H)-one has considerable potency as a PDGF inhibitor. This compound showed potent inhibitory activity in a PDGF-induced CPA (Cell Proliferation Assay) and APA (Auto-Phosphorylation Assay) (IC50 = 0.05 μmol/l in CPA, 0.03 μmol/l in APA). Therefore, the authors tried to develop a novel and effective PDGF-βR inhibitor by optimizing a series of its derivatives The authors found that trifluoroacetic acid (TFA)-catalyzed coupling of pyrrolo[2,3-b]pyridines with quinoxalin-2-ones proceeded efficiently under mild oxidation condition with manganese(IV) oxide (MnO2) in situ, so this method was applied to prepare a series of derivatives Results of in vitro screening of newly synthesized derivatives identified compound I (R = pentyl) as having potent (IC50 = 0.014 μmol/l in CPA, 0.007 μmol/l in APA) and selective [IC50 values against vascular endothelial growth factor receptor 2 (VEGFR2, kinase domain region, KDR), epidermal growth factor receptor (EGFR), c-Met (hepatocyte growth factor receptor) and insulin growth factor I receptor (IGF-IR)/IC50 against PDGFR were each >1000] inhibitory activity. Moreover, in this series of derivatives, 7-[3-(cyclohexylmethyl)thioureido]-3-(1-methyl-1H-pyrrolo[2,3-b]pyridin-3-yl)quinoxalin-2(1H)-one showed potent inhibitory activity toward both PDGF- and VEGF-induced signaling (PDGFR: IC50 = 0.004 μmol/l in CPA, 0.0008 μmol/l in APA, KDR: IC50 = 0.008 μmol/l in APA). Herein, the authors report a new and convenient synthetic method for this series of derivatives and its SAR study.

Chemical & Pharmaceutical Bulletin published new progress about Platelet-derived growth factor receptor β Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Caronna, T.; Gambarotti, C.; Palmisano, L.; Punta, C.; Recupero, F. published the artcile< Sunlight induced functionalization of some heterocyclic bases in the presence of polycrystalline TiO2>, Recommanded Product: Quinoxaline-2-carboxamide, the main research area is quinoline sunlight functionalization titanium oxide; photochem oxidation sunlight functionalization titanium oxide; quinoxaline sunlight functionalization titanium oxide; quinaldine methylquinoline sunlight functionalization titanium oxide; lepidine methylquinoline sunlight functionalization titanium oxide.

The functionalization of various heterocyclic bases induced by sunlight is reported. The photoreaction occurred with higher yield in a liquid-solid heterogeneous system in the presence of polycrystalline TiO2 (anatase) than in a homogeneous system under the same exptl. conditions.

Chemical Communications (Cambridge, United Kingdom) published new progress about Amidation. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Recommanded Product: Quinoxaline-2-carboxamide.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider