Tag: M.W=150-200

Gerchakov, Shlomo; Whitman, Peter J.; Schultz, Harry P. published the artcile< Quinoxaline studies. XIII. N-(2-Quinoxaloyl)-α-amino acids>, Synthetic Route of 5182-90-1, the main research area is .

A mixt of α-amino acid, 5% aqueous NaHCO3 and 2-quinoxaloyl chloride was stirred at 25° until the first-formed red color became pale yellow. Acidification of the decolorized solution then yielded the title compounds Uv data are given.

Journal of Medicinal Chemistry published new progress about Amino acids Role: BIOL (Biological Study). 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Synthetic Route of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nasielski, J.; Heilporn, S.; Nasielski-Hinkens, R.; Tinant, B.; Declercq, J. P. published the artcile< An unexpected ring-opening in the Reissert reaction on 2,3-diphenylquinoxaline N-oxide>, Related Products of 23088-24-6, the main research area is quinoxaline oxide Reissert; phenylquinoxaline oxide Reissert ring cleavage; crystal structure benzaliminobenzoylaniline; mol structure benzaliminobenzoylaniline.

When quinoxaline-N-oxide is reacted with KCN and BzCl in H2O or MeOH; the products are 2-, 5- and 6-chloroquinoxaline and small amounts of 2-cyanoquinoxaline. Using three equivalent of Me3SiCN instead of KCN, and CH2Cl2 as the solvent, leads to a 72% yield of 2-cyanoquinoxaline. The reaction of Me3SiCN and BzCl with 2,3-diphenylquinoxaline-N-oxide leads to 2-Bz2NC6H4N:CPhCN (I). The structure of I is based on spectroscopic data and on an X-ray crystallog. anal.

Tetrahedron published new progress about Crystal structure. 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Related Products of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhu, Haizhou; Mishra, Rosalin; Yuan, Long; Abdul Salam, Safnas F.; Liu, Jing; Gray, George; Sterling, Alyssa D.; Wunderlich, Mark; Landero-Figueroa, Julio; Garrett, Joan T.; Merino, Edward J. published the artcile< Oxidative Cyclization-Induced Activation of a Phosphoinositide 3-Kinase Inhibitor for Enhanced Selectivity of Cancer Chemotherapeutics>, Safety of 7-Nitro-2(1H)-quinoxalinone, the main research area is oxidative cyclization PI3K inhibitor cancer; oxidative cyclization; phosphoinositide 3-kinase inhibitors; prodrugs; reactive oxygen species; synergy effects.

In this work, we designed a prodrug that reacts with cellular oxidative equivalent leading to ether cleavage and cyclization to release an active phosphatidylinositol 3-kinase (PI3K) inhibitor. We show that the compound reduces affinity for PI3KA relative to the PI3K inhibitor, is slow to intercellularly oxidize, and is resistant to liver microsomes. We observed modest activity in untreated acute myeloid leukemia cells and 14-fold selectivity relative to non-cancerous cells. The cellular activity of the compound can be modulated by the addition of antioxidants or oxidants, indicating the compound activity is sensitive to cellular reactive oxygen species (ROS) state. Co-treatment with cytosine arabinoside or doxorubicin was used to activate the compound inside cells. We observed strong synergistic activity specifically in acute myeloid leukemia (AML) cancer cells with an increase in selective anticancer activity of up to 90-fold. Thus, these new self-cyclizing compounds can be used to increase the selectivity of anticancer agents.

ChemMedChem published new progress about Acute myeloid leukemia. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, Safety of 7-Nitro-2(1H)-quinoxalinone.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Harms, Arthur E. published the artcile< An Efficient Synthesis of 2-Quinoxalinecarboxylic Acid>, Application In Synthesis of 5182-90-1, the main research area is fructose cyclocondensation phenylenediamine; phenylenediamine cyclocondensation monosaccharide; quinoxalinecarboxylic acid preparation.

Development of a cost efficient and scaleable process for 2-quinoxalinecarboxylic acid is described. The primarily goals of the development work were to improve the overall yield of the process, to minimize the use of environmentally unacceptable materials, and to obtain a material with a high level of purity. A variety of approaches were examined, and the most efficient method was a condensation of o-phenylenediamine with a monosaccharide followed by a mild peroxide oxidation

Organic Process Research & Development published new progress about Green chemistry. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Application In Synthesis of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Mohajeri, Afshan; Shahamirian, Mozhgan published the artcile< Substituent effect on local aromaticity in mono and di-substituted heterocyclic analogs of naphthalene>, Name: 6-Quinoxalinecarbonitrile, the main research area is substituent effect local aromaticity substituted heterocyclic naphthalene analog.

A quant. study on local aromaticity has been performed on a series of mono- and di-substituted biheterocycles (quinoline, isoquinoline, quinoxaline, quinazoline). Three electronically based indexes (PDI, ATI, and FLU) have been employed to investigate the substituent effect on the π-electron delocalization in both heterocycle and benzenoid rings. Three typical substituents (Cl, OCH3, and CN) with different inductive and resonance power have been selected. Generally, substituent causes a reduction in aromaticity irresp. of whether it is electron attracting or electron donating. It is shown that the maximum aromaticity exhibits a similar trend of Cl > CN > OCH3 for all the studied rings. Moreover, it is found that the substituent situation with respect to the heteroatom has a significant influence on the aromaticity. It results from our study that in di-substituted derivatives, irresp. of whether the two substituents form a meta or para isomer, they preferably choose the position which leads to the maximum aromaticity character. Copyright © 2009 John Wiley & Sons, Ltd.

Journal of Physical Organic Chemistry published new progress about Aromaticity. 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Name: 6-Quinoxalinecarbonitrile.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Senecal, Todd D.; Shu, Wei; Buchwald, Stephen L. published the artcile< A General, Practical Palladium-Catalyzed Cyanation of (Hetero)Aryl Chlorides and Bromides>, Application In Synthesis of 23088-24-6, the main research area is heteroaryl aryl cyanide preparation; palladium catalyst cyanation heteroaryl aryl chloride bromide; cross-coupling; cyanides; heterocycles; homogeneous catalysis; palladium.

The authors have disclosed a general method for the cyanation of (hetero)aryl chlorides and bromides. The authors use a palladium-catalyzed cyanation system that (1) is applicable to aryl chlorides at low to moderate catalyst loadings; (2) works well with a wide range of heterocyclic halides, including in many cases five-membered heterocycles bearing free NH groups; and (3) is complete in one hour at ≤ 100°. The use of a nontoxic cyanide source in conjunction with wide functional-group tolerance and fast reaction times make this method particularly convenient to synthetic chemists.

Angewandte Chemie, International Edition published new progress about Aromatic nitriles Role: SPN (Synthetic Preparation), PREP (Preparation). 23088-24-6 belongs to class quinoxaline, and the molecular formula is C9H5N3, Application In Synthesis of 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Wozniak, Marian; Baranski, Andrzej; Nowak, Krystyna; Poradowska, Henryka published the artcile< Regioselectivity of the amination of some nitroquinoxalines by liquid ammonia/potassium permanganate>, SDS of cas: 89898-96-4, the main research area is regioselective amination nitroquinoxaline; quinoxaline nitro regioselective amination.

5- And 6-nitroquinoxalines and some of their derivatives are aminated in a liquid NH3 solution of KMnO4 to yield the corresponding 2- and/or 3- and/or 5-amino compounds Quantum-chem. calculations are made to explain the regioselectivity of the amination reactions.

Liebigs Annalen der Chemie published new progress about Amination, regioselective. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, SDS of cas: 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Fisher, George H.; Schultz, Harry P. published the artcile< Quinoxaline studies. XXII. Tosylation and chiralities of 2-substituted 1,2,3,4-tetrahydroquinoxalines>, Reference of 5182-90-1, the main research area is tetrahydroquinoxaline tosylation chirality; quinoxaline tetrahydes tosylation chirality.

Tosylation of several 2-R-substituted-1,2,3,4-tetrahydroquinoxalines (I, (R = Me, CH2Oh, CONH2, CO2H, or CO2Et) gave exclusively N-monotosyl derivatives whose NMR spectra justified assignment of the tosyl group of the 1-N position. Support for this assignment was obtained by comparing the NMR spectra of unsubstituted and N-tosylated tetrahydroquinolines and tetrahydroquinaldines as model compounds The tosyl derivatives were then utilized to establish the C-2 chiralities of the various 2-substituted 1,2,3,4-tetrahydroquinoxalines according to the sequence (RS)-1,2,3,4-tetrahydro-2-quinoxalinecarboxamide, (R)-1,2,3,4-tetrahydro-2-quinoxalinecarboxamide, (R)-1-p-tolylsulfonyl-1,2,3,4-tetrahydro-2-quinoxalinecarboxamide, (R)-1-p-tolylsulfonyl-1,2,3,4-tetrahydro-2-quinoxalinecarboxylic acid, (R)-1-p-tolylsulfonyl-1,2,3,4-tetrahydroquinoxaline-2-hydroxymethylquine, and (S)-1-tolylsulfonyl-2-methyl-1,2,3,4-tetrahydroquinoxaline-the latter identical with the configurational standard prepared unequivocally from L-α-alanine.

Journal of Organic Chemistry published new progress about Chirality. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Reference of 5182-90-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Long, Xiangdong; Wang, Jia; Gao, Guang; Nie, Chao; Sun, Peng; Xi, Yongjie; Li, Fuwei published the artcile< Direct Oxidative Amination of the Methyl C-H Bond in N-Heterocycles over Metal-Free Mesoporous Carbon>, Category: quinoxaline, the main research area is amide heterocyclic preparation density functional theory kinetic study; heterocycle oxidative amination mesoporous carbon catalyst SAR.

Herein, direct and efficient oxidative amination of the Me C-H bond in a wide range of N-heterocycles such as 2-methylpyridine, 3-methylquinoline, 4-methylpyrimidine, etc. to access the corresponding amides RC(O)NH2 (R = pyridin-2-yl, quinolin-2-yl, 1-methyl-1H-imidazol-2-yl, etc.) over metal-free porous carbon is successfully developed. To understand the fundamental structure-activity relationships of carbon catalysts, the surface functional groups and the graphitization degree of porous carbon have been purposefully tailored through doping with nitrogen or phosphorus. The results of characterization, kinetic studies, liquid-phase adsorption experiments, and theor. calculations indicate that the high activity of the carbon catalyst is attributed to the synergistic effect of surface acidic functional groups (hydroxyl/carboxylic acid/phosphate) and more graphene edge structures exposed on the surface of carbon materials with a high graphitization degree, in which the role of acidic functional groups is to adsorb the substrate mol. and the role of the graphene edge structure is to activate O2.

ACS Catalysis published new progress about Adsorption energy. 5182-90-1 belongs to class quinoxaline, and the molecular formula is C9H7N3O, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Makhloufi, A.; Baitiche, M.; Merbah, M.; Benachour, D. published the artcile< Synthesis of new quinoxaline derivatives>, HPLC of Formula: 89898-96-4, the main research area is hydroxyquinoxaline alkyl aminoalkyl halide alkylation; quinoxaline derivative preparation.

New quinoxaline derivatives were prepared by the reaction of 2-hydroxyquinoxaline (I) and alkyl or alkylaminoalkyl halides in DMF using potassium carbonate as a base. The hydroxyl group was readily converted into a thiol function by treatment with phosphorus pentasulfide and/or Lawesson’s reagent in pyridine, and the subsequent alkylation of the thiol group was carried out under phase-transfer catalyst conditions. Chlorination of I was carried out with phosphorus oxychloride. Branching of alkylamino side chains to the 2-OH, 2-SH, and 2-Cl quinoxalines resulted in the synthesis of several compounds Synthesis and alkylation of 2-hydroxy 7-nitroquinoxaline were also reported.

Synthetic Communications published new progress about Alkylation. 89898-96-4 belongs to class quinoxaline, and the molecular formula is C8H5N3O3, HPLC of Formula: 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider