Tag: M.W=200-250

Wang, Xiao-Tong published the artcileIridium-Catalyzed [4+2] Annulations of β-Keto Sulfoxonium Ylides and o-Phenylenediamines: Mild and Facile Synthesis of Quinoxaline Derivatives, Application of 2-(Thiophen-2-yl)quinoxaline, the main research area is quinoxaline synthesis iridium catalyzed cycloaddition keto sulfoxonium ylide phenylenediamine.

A synthetic method for quinoxaline derivatives from the [4+2] annulation of β-keto sulfoxonium ylides and o-phenylenediamine by using (Cp*IrCl2)2 catalyst is described [e.g., ylide I + 1,2-benzenediamine → quinoxaline II (98%) in presence of (Cp*IrCl2)2, AgSbF6 and NaHCO3 in dichloromethane]. This novel protocol features mild reaction conditions, moderate to excellent yields, wide substrate scope, and high functional-group compatibility. Moreover, this cyclization strategy was successfully applied in late-stage modification for structurally complex bioactive compounds

European Journal of Organic Chemistry published new progress about Aromatic diamines Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Application of 2-(Thiophen-2-yl)quinoxaline.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Lassagne, Frederic published the artcileA Combined Experimental and Theoretical Study of the Ammonium Bifluoride Catalyzed Regioselective Synthesis of Quinoxalines and Pyrido[2,3-b]pyrazines, Computed Properties of 40353-41-1, the main research area is arylenediamine dicarbonyl ammonium bifluoride regioselective cyclocondensation catalyst; quinoxaline preparation crystal mol structure; pyridopyrazine preparation crystal mol structure.

Ammonium bifluoride was efficiently used at a 0.5 mol% loading to catalyze the cyclocondensation of 1,2-arylenediamines with 1,2-dicarbonyl compounds at room temperature in methanol-water to give quinoxalines or pyrido[2,3-b]pyrazines in excellent yields. Importantly, 2,8-disubstituted quinoxalines and 3-substituted pyrido[2,3-b]pyrazines were regioselectively formed by the reaction of arylglyoxals with 3-methylbenzene-1,2-diamine or pyridine-2,3-diamine, resp. An anal. of the d. functional theory reactivity indexes explained the catalytic role of ammonium bifluoride.

Synthesis published new progress about Aromatic diamines Role: RCT (Reactant), RACT (Reactant or Reagent). 40353-41-1 belongs to class quinoxaline, name is 2-(Thiophen-2-yl)quinoxaline, and the molecular formula is C12H8N2S, Computed Properties of 40353-41-1.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Zhang, Pei-Ming published the artcileA One-pot Facile Synthesis of 2,3-Dihydroxyquinoxaline and 2,3-Dichloroquinoxaline Derivatives Using Silica Gel as an Efficient Catalyst, SDS of cas: 39267-05-5, the main research area is dichloroquinoxaline preparation green chem; aromatic diamine oxalic acid tandem heterocyclization silica gel catalyst.

An efficient one-pot reaction has been developed for the synthesis of 2,3-dichloroquinoxaline derivatives I (R1 = H, H3CO, Cl, etc.; R2 = H, F, CH3, etc.; R3 = H, CH3; R1R2 = CH=CH-CH=CH). The reaction was performed in two steps via a silica gel catalyzed tandem process from o-phenylenediamines 2-H2N-3-R3-4-R1-5-R2C6HNH2 and oxalic acid, followed by addition of phosphorus oxychloride (POCl3). A variety of 2,3-dichloroquinoxalines I have been obtained in good to excellent overall yields.

Journal of Heterocyclic Chemistry published new progress about Aromatic diamines 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, SDS of cas: 39267-05-5.

Referemce:
Quinoxaline – Wikipedia,
Quinoxaline | C8H6N2 | ChemSpider

Matsumura, Mio published the artcileSynthesis of 2-arylquinoxalines: triarylstibane-catalyzed oxidative cyclization of α-hydroxy ketones with 1,2-diamines under aerobic conditions, Recommanded Product: 2-(Thiophen-2-yl)quinoxaline, the main research area is quinoxaline aryl preparation; diamine hydroxy ketone aerobic oxidative cyclization triarylstibane catalyst.

The reaction of α-hydroxy ketones ArC(O)CH2OH (Ar = Ph, 4-bromophenyl, 2-naphthyl, 2-thienyl, etc.) with 1,2-diamines such as benzene-1,2-diamine, 4,5-dibromobenzene-1,2-diamine, naphthalene-2,3-diamine, etc. in the presence of triphenylstibane (10 mol%) as catalyst led to the formation of 2-arylquinoxalines I (R1 = H, MeO, Me, Br, CN, CF3; R2 = H, MeO, Br, Me, CN; R1R2 = CH=CH-CH=CH) in moderate to good yield under aerobic conditions. This reaction is the first example of oxidative cyclization catalyzed by organoantimony compounds

Heterocycles published new progress about Aromatic diamines Role: RCT (Reactant), RACT (Reactant or Reagent). 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

Guntreddi, Tirumaleswararao published the artcileElemental sulfur mediated synthesis of benzoxazoles, benzothiazoles and quinoxalines via decarboxylative coupling of 2-hydroxy/mercapto/amino-anilines with cinnamic acids, Quality Control of 40353-41-1, the main research area is aminophenol cinnamic acid decarboxylative coupling reaction; arylmethyl benzoxazole preparation; mercaptoaniline cinnamic acid decarboxylative coupling reaction; benzothiazole arylmethyl preparation; aminoaniline cinnamic acid decarboxylative coupling reaction; aryl quinoxaline preparation.

An easy and practical method was developed for the synthesis of 2-benzylbenzoxazoles and 2-benzylbenzothiazoles using sulfur mediated decarboxylative coupling of cinnamic acids with 2-hydroxyanilines and 2-mercaptoanilines resp. under metal- and solvent-free conditions. However, the reaction of 2-aminoanilines with cinnamic acids led to the formation of 2-arylquinoxalines under the same set of reaction conditions. The transformation was versatile and compatible with a number of functional groups.

RSC Advances published new progress about Amino alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 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

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

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

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

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