Day: October 11, 2022

Makhloufi, A.; Baitiche, M.; Merbah, M.; Benachour, D. published the artcile< Synthesis of new quinoxaline derivatives>, Related Products of 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, Related Products of 89898-96-4.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lumma, William C. Jr.; Hartman, Richard D.; Saari, Walfred S.; Engelhardt, Edward L.; Lotti, Victor J.; Stone, Clement A. published the artcile< Piperazinylquinoxalines with central serotoninmimetic activity>, Category: quinoxaline, the main research area is serotoninmimetic piperazinylquinoxaline; serotoninin reuptake blocking quinoxaline; piperazinylquinoxaline; quinoxaline piperazinyl.

The piperazinylquinoxalines I (R = H, Ac, Me; R1 = H, OH (and the related ketone), CO2H; R2, R3 = H, Cl, NH2, CF3, SPh, OMe, F, etc.; m, n = 0, 1) were prepared by various methods. I were tested for selectivity in regards to serotonin reuptake blocking and serotoninmimetic activity. In general, introduction of a 6-substituent into I enhanced serotonin reuptake blocking activity and diminished serotoninmimetic activity. Unsubstituted I and I (R1 = OH) had primary serotoninmimetic activity.

Journal of Medicinal Chemistry published new progress about 6272-25-9. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Category: quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Hazeldine, Stuart T.; Polin, Lisa; Kushner, Juiwanna; Paluch, Jennifer; White, Kathryn; Edelstein, Matthew; Palomino, Eduardo; Corbett, Thomas H.; Horwitz, Jerome P. published the artcile< Design, Synthesis, and Biological Evaluation of Analogues of the Antitumor Agent, 2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic Acid (XK469)>, Category: quinoxaline, the main research area is chloroquinoxalinyloxyphenoxypropionic acid structure antitumor; quinoxalinyloxyphenoxypropionic acid antitumor preparation.

2-{4-[(7-Chloro-2-quinoxalinyl)oxy]phenoxy}propionic acid (XK469) I is among the most highly and broadly active antitumor agents to have been evaluated and scheduled to enter clin. trials in 2001. The mechanism or mechanisms of action of I remain to be elaborated. Accordingly, an effort was initiated to establish a pharmacophore hypothesis to delineate the requirements of the active site, via a comprehensive program of synthesis of analogs of I and evaluation of the effects of structural modification(s) on solid tumor activity. The strategy formulated chose to dissect the two-dimensional parent structure into three regions: I, ring A of quinoxaline; II, the hydroquinone connector linkage; and III, the lactic acid moiety-to determine the resultant in vitro and in vivo effects of chem. alterations in each region. Neither the A-ring unsubstituted nor the B-ring 3-chloro-regioisomer of I showed antitumor activity. The modulating antitumor effect(s) of substituents of differing electronegativities, located at the several sites comprising the A-ring of region I, were next ascertained. Thus, a halogen substituent, located at the 7-position of a 2-{4-[(2-quinoxalinyl)oxy]phenoxy}propionic acid, generated the most highly and broadly active antitumor agents. A Me, methoxy, or an azido substituent at this site generated a much less active structure, whereas 5-, 6-, 8-chloro-, 6-, 7-nitro, and 7-amino derivatives all proved to be essentially inactive. When the connector linkage (region II) of I was changed from that of a hydroquinone to either a resorcinol or a catechol derivative, all antitumor activity was lost. Of the carboxylic acid derivatives of I (region III), i.e., CONH2, CONHMe, CONMe2, CONHOH, CONHNH2, CN, or CN4H (tetrazole), only the monomethyl- and N,N-dimethylamides proved to be active.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 6272-25-9 belongs to class quinoxaline, and the molecular formula is C8H4ClN3O2, Category: quinoxaline.

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>, Synthetic Route of 5182-90-1, 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, Synthetic Route of 5182-90-1.

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>, Safety of Quinoxaline-2-carboxamide, 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, Safety of Quinoxaline-2-carboxamide.

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

Senecal, Todd D.; Shu, Wei; Buchwald, Stephen L. published the artcile< A General, Practical Palladium-Catalyzed Cyanation of (Hetero)Aryl Chlorides and Bromides>, SDS of cas: 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, SDS of cas: 23088-24-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider