Heterocyclic Building Blocks-quinoxaline

Knudsen, Lotte Bjerre published the artcileSmall-molecule agonists for the glucagon-like peptide 1 receptor, SDS of cas: 25983-14-6, the main research area is glucagon like peptide receptor agonist thiadiazolyl quinoxaline preparation SAR.

The peptide hormone glucagon-like peptide (GLP)-1 has important actions resulting in glucose lowering along with weight loss in patients with type 2 diabetes. As a peptide hormone, GLP-1 has to be administered by injection. Only a few small-mol. agonists to peptide hormone receptors have been described and none in the B family of the G protein coupled receptors to which the GLP-1 receptor belongs. We have discovered a series of small mols. known as ago-allosteric modulators selective for the human GLP-1 receptor. These compounds act as both allosteric activators of the receptor and independent agonists. Potency of GLP-1 was not changed by the allosteric agonists, but affinity of GLP-1 for the receptor was increased. The most potent compound identified (I) stimulates glucose-dependent insulin release from normal mouse islets but, importantly, not from GLP-1 receptor knockout mice. Also, the compound stimulates insulin release from perfused rat pancreas in a manner additive with GLP-1 itself. These compounds may lead to the identification or design of orally active GLP-1 agonists.

Proceedings of the National Academy of Sciences of the United States of America published new progress about Glucagon receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, SDS of cas: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gan, Linling published the artcileTetrazanbigen Derivatives as Peroxisome Proliferator-Activated Receptor Gamma (PPARγ) Partial Agonists: Design, Synthesis, Structure-Activity Relationship, and Anticancer Activities, HPLC of Formula: 39267-05-5, the main research area is tetrazanbigen derivative peroxisome proliferator activated receptor gamma partial agonist; anticancer tetrazanbigen derivative.

Tetrazanbigen (TNBG) is a novel sterol isoquinoline derivative with poor water solubility and moderate inhibitory effects on human cancer cell lines via lipoapoptosis induction. Herein, we developed a series of novel TNBG analogs with improved water solubility and antiproliferative activities. The CCK-8 assay enabled us to identify a novel compound, 14g, which strongly inhibited HepG2 and A549 cell growth with IC50 values of 0.54 and 0.47μM, resp. The anticancer effects might be explained by the partial activation and upregulation of PPARγ expression, as indicated by the transactivation assay and western blotting evaluation. Furthermore, the in vitro antiproliferative activity was verified in an in vivo xenograft model in which 14g strongly reduced tumor growth at a dose of 10 mg/kg. In line with these pos. observations, 14g exhibited an excellent water solubility of 31.4 mg/mL, which was more than 1000-fold higher than that of TNBG (4μg/mL). Together, these results suggest that 14g is a promising anticancer therapeutic that deserves further investigation.

Journal of Medicinal Chemistry published new progress about Animal gene Role: BSU (Biological Study, Unclassified), BIOL (Biological Study) (PTEN). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, HPLC of Formula: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Liu, Chun-He published the artcileDesign, synthesis, and biological evaluation of novel 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines as adenosine A1 receptor antagonists, HPLC of Formula: 25983-14-6, the main research area is oxoalkylamino chloroquinoxaline heterocyclization; imidazoquinoxaline preparation amine amination; aminoimidazoquinoxaline preparation adenosine receptor ligand.

A series of 4-alkylamino-1-hydroxymethylimidazo[1,2-a]quinoxalines, e.g., I, have been synthesized and evaluated for their adenosine A1 receptor inhibitory activity in the radioligand binding assays. These compounds were tested for the inhibition percent (IP) and the affinity toward A1AR (Ki) that IP were more than 90% in the nanomolar range. 4-Cyclopentylamino-7,8-dichloro-1-hydroxymethylimidazo[1,2-a]quinoxaline (I) was the most potent compound in this series, having Ki = 7 nM, which is remarkably higher than that of IRFI-165 (Ki = 48). 1-Hydroxymethyl groups of the tricyclic heteroaromatic compounds displayed the potent affinities toward A1AR.

Bioorganic & Medicinal Chemistry published new progress about Structure-activity relationship, purinergic receptor-binding. 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, HPLC of Formula: 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Crundwell, Guy published the artcileBis[2-(thiophen-2-yl)quinoxaline-κN 4]silver(I) tetrafluoridoborate, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is crystal structure coordination compound silver bisthienylquinoxaline complex tetrafluoridoborate; mol structure silver bisthienylquinoxaline complex tetrafluoridoborate.

In the title compound, [Ag(C12H8N2S)2]BF4, the two-coordinate AgI ion lies on a crystallog. inversion center and is linearly bonded to the N-donor atoms of two sep. quinoxaline ligands. The thienyl ring of the ligand is nearly coplanar with the quinoxaline ring system [dihedral angle = 9.15 (13)°]. In the crystal, the complex mols. pack in layers parallel to (-102) and form weak π-π ring stacking interactions [min. ring centroid separation = 3.7054 (17) Å]. The tetrafluoridoroborate anion is equally disordered about an inversion center. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about Crystal structure. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Dubovtsev, Alexey Yu. published the artcileNature of the Nucleophilic Oxygenation Reagent Is Key to Acid-Free Gold-Catalyzed Conversion of Terminal and Internal Alkynes to 1,2-Dicarbonyls, SDS of cas: 40353-41-1, the main research area is alkyne gold catalyst dichloropyridine nitrogen oxide nucleophilic oxygenation; diketone preparation; azaheterocycle one pot preparation.

2,3-Dichloropyridine N-oxide, a novel oxygen transfer reagent, allows the conductance of the gold(I)-catalyzed oxidation of alkynes to 1,2-dicarbonyls in the absence of any acid additives and under mild conditions to furnish the target species, including those derivatized by highly acid-sensitive groups. The developed strategy is effective for a wide range of alkyne substrates such as terminal- and internal alkynes, ynamides, alkynyl ethers/thioethers, and even unsubstituted acetylene (40 examples; yields up to 99%). The oxidation was successfully integrated into the trapping of reactive dicarbonyls by one-pot heterocyclization and into the synthesis of six-membered azaheterocycles. This synthetic acid-free route was also successfully applied for the total synthesis of a natural 1,2-diketone.

Journal of Organic Chemistry published new progress about Catalyst supports, oxidation catalyst supports. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, SDS of cas: 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Gazit, Aviv published the artcileTyrphostins. 5. Potent Inhibitors of Platelet-Derived Growth Factor Receptor Tyrosine Kinase: Structure-Activity Relationships in Quinoxalines, Quinolines, and Indole Tyrphostins, Related Products of quinoxaline, the main research area is quinoxaline tyrosine kinase inhibitor preparation structure; platelet growth factor receptor kinase preparation; quinoline tyrosine kinase inhibitor preparation structure; indole tyrphostin tyrosine kinase inhibitor preparation; MSBAR tyrosine kinase inhibitor tyrphostin.

A series of 3-indoleacrylonitrile tyrphostins, 2-chloro-3-phenylquinolines, and 3-arylquinoxalines were prepared and tested for inhibition of platelet-derived growth factor receptor tyrosine kinase (PDGF-RTK) activity. The potency of the inhibitors was quinoxalines >quinolines >indoles. Lipophilic groups (Me, methoxy) in the 6 and 7 positions and Ph at the 3 position of quinoxalines and quinolines were essential for potency, in contrast to the hydrophilic catechol group in tyrphostins active against EGFR kinase inhibition at different sites. The inhibitors showed selectivity for PDGF and were not active against EGF receptor and HER-2/c-ErbB-2 receptor.

Journal of Medicinal Chemistry published new progress about. 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Related Products of quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Kumar, Sonu published the artcilePalladium-Catalyzed Intramolecular Fujiwara-Hydroarylation: Synthesis of Benzo[a]phenazines Derivatives, COA of Formula: C9H6Cl2N2, the main research area is benzophenazine preparation palladium catalyzed intramol Fujiwara hydroarylation; hydroarylation ethynylquinoxaline benzophenazine preparation deuterium labeling.

An atom-economical Pd-catalyzed approach for the synthesis of benzophenazine derivatives using substituted 2-aryl-3-(aryl/alkylethynyl) quinoxaline in the presence of trifluoroacetic acid at 65 °C has been described. The chem. involves in situ generation of cationic Pd(II) species, which functionalized the aromatic C-H bonds via electrophilic metalation followed by concomitant intramol. trans-insertion of C-C triple bond to aryl-Pd complex. The results were supported by various control experiments including with electron-deficient arenes and deuterium labeling studies. The deuterium labeling studies supports electrophilic palladation of aromatic C-H over activation of C-C triple bond of alkyne. The structure of synthesized compounds was further confirmed by X-ray crystallog. studies. This catalytic protocol has been efficiently applied for novel synthesis of highly functionalized benzo fused phenazines.

Journal of Organic Chemistry published new progress about Aromatic hydrocarbons, aryl alkynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, COA of Formula: C9H6Cl2N2.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Nakhi, Ali published the artcileAlCl3-mediated hydroarylation-heteroarylation in a single pot: a direct access to densely functionalized olefins of pharmacological interest, HPLC of Formula: 39267-05-5, the main research area is diarylvinyl arylquinoxaline preparation aluminum chloride mediated hydroarylation heteroarylation; densely functionalized olefin arylquinoxaline mol docking sirtuin protein inhibitor.

An unprecedented AlCl3-mediated method has been developed involving aromatic C-H bond addition to an alkyne and heteroarylation of an arene in a single pot leading to densely functionalized novel olefins, 2-(2,2-diarylvinyl)-3-arylquinoxalines, such as I, as potential inhibitors of sirtuins.

Chemical Communications (Cambridge, United Kingdom) published new progress about Aromatic hydrocarbons Role: RCT (Reactant), RACT (Reactant or Reagent). 39267-05-5 belongs to class quinoxaline, name is 2,3-Dichloro-6-methylquinoxaline, and the molecular formula is C9H6Cl2N2, HPLC of Formula: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Sahoo, Subas Chandra published the artcileDirect Aerobic Oxidative Reactions of 2-Hydroxyacetophenones, Quality Control of 40353-41-1, the main research area is phthalide preparation; isochromandione hydroxyacetophenone aerobic oxidation; quinoxaline preparation; diamine aryl hydroxyacetophenone aerobic oxidation; amide keto preparation; pyrrolidine hydroxyacetophenone aerobic oxidation.

Valuable and direct aerobic oxidation reactions of 2-hydroxyacetophenones R1C(O)CH2OH (R1 = thien-2-yl, 2H-1,3-benzodioxol-5-yl, 2-O2NC6H4, etc.) were explored. The concept was based on the in situ treatment of small quantities of aerobically formed α-keto aldehydes that drove the reactions to the corresponding products. This new strategy was applied for a variety of oxidative reactions of 2-hydroxyacetophenones, and valuable products such as phthalides I (R2 = H, 7-CH3O), quinoxalines II (R3 = H, 6,7-Cl2, 6-NO2) and α-keto amides R1(C(O))2X (X = pyrrolidin-1-yl) were obtained in good to high yields.

European Journal of Organic Chemistry published new progress about Amides, oxo Role: SPN (Synthetic Preparation), PREP (Preparation). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Quality Control of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Bunz, Uwe H. F. published the artcileThe Palladium Way to N-Heteroacenes, Application In Synthesis of 25983-14-6, the main research area is heteroacene preparation palladium catalyst; review heteroacene acene preparation; N-heterocycles; acenes; electron transport materials; homogeneous catalysis; palladium.

A review with new data. Novel synthetic methodologies allow increasingly efficient access to known organic materials, as well as the preparation of otherwise inaccessible species. Pd-catalyzed coupling of aromatic dihalides to ortho-diaminoarenes furnishes embedded stable N,N’-dihydropyrazines expediently and in often excellent yields. The embedded N,N’-dihydropyrazines can then be oxidized by MnO2 to give substituted azatetracenes, azapentacenes, azahexacenes, and azaheptacenes, which are soluble, processable, and stable. This powerful Pd-catalyzed methodol. allows the preparation of azaacenes, including diaza-, tetraaza- and hexaazaacenes. In combination with ahsuitable Pd precursor, Buchwald-type biarylphosphines have been shown to give excellent results. Activated dihalides such as 2,3-dihaloquinoxalines are coupled easily under simplified conditions, whereas 2,3-dibromoacenes require more stringent conditions and advanced catalyst precursors. Pd catalysts effect the assembly of azaacenes with otherwise difficult to obtain substitution patterns. High yields and flexibility make this method most attractive.

Chemistry – A European Journal published new progress about Aryl halides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (aryl dihalides). 25983-14-6 belongs to class quinoxaline, name is 2,3,6,7-Tetrachloroquinoxaline, and the molecular formula is C8H2Cl4N2, Application In Synthesis of 25983-14-6.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider