Category: naphthyridine

Wang, Pengyang published the artcileNovel Axially Chiral Ligand-Enabled Copper-Catalyzed Asymmetric Oxidative Coupling of 2-Naphthols for the Synthesis of 6,6′-Disubstituted BINOLs, Quality Control of 2960-93-2, the publication is Organic Letters (2022), 24(12), 2321-2326, database is CAplus and MEDLINE.

Novel axially chiral ligands such as I [R = H, 1-naphthyl, 9-anthryl, etc.] were designed and synthesized by merging the chelating picolinic acid with substituted BINOLs. The in-situ-prepared copper catalysts from the ligands and CuI enable the asym. oxidative coupling of 2-naphthols, affording 6,6′-disubstituted BINOLs such as II [R¹ = H, i-Pr, Ph, etc.] in up to 89% yield with good enantioselectivities (up to 96:4 e.r.).

Organic Letters published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C9H8O4, Quality Control of 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Gu, Yang published the artcileWell-defined, shelf-stable (NHC)Ag(CF₂H) complexes for difluoromethylation, Related Products of naphthyridine, the publication is Organometallics (2015), 34(12), 3065-3071, database is CAplus.

The preparation of the thermally stable, well-defined 1,3-bis(2,6-diisopropylphenyl)imidazol(idin)ylidene NHC-ligated difluoromethylated silver complexes [(NHC)AgCF₂H] (1a, NHC = SIPr, 1b, NHC = IPr) is described. The complexes were fully characterized, and the structural assignments were unambiguously further confirmed by single-crystal x-ray diffraction. Reactions of [(SIPr)Ag(CF₂H)] with a variety of activated electrophiles such as diaryliodonium salts, vinyl(aryl)iodonium salts, and acid chlorides in the presence or absence of CuI occurred smoothly at room temperature to generate difluoromethylated arene and alkene compounds in good to excellent yields; whereas aryldiazonium salts ArN₂⁺X^– typically gave aryl difluoromethyl diazenes ArN:NCF₂H, even without copper catalyst.

Organometallics published new progress about 53731-26-3. 53731-26-3 belongs to naphthyridine, auxiliary class Difluoromethyl,Fluoride,Naphthalene, name is 1-(Difluoromethyl)naphthalene, and the molecular formula is C11H8F2, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Boominathan, Siva Senthil Kumar published the artcileDiindeno-Fused Dibenzo[a,h]anthracene and Dibenzo[c,l]chrysene: Syntheses, Structural Analyses, and Properties, Related Products of naphthyridine, the publication is Chemistry – A European Journal (2019), 25(30), 7280-7284, database is CAplus and MEDLINE.

Diindeno-fused dibenzo[a,h]anthracene 6 and diindeno-fused dibenzo[c,l]chrysene 9 contain the key moieties 1,4-quinodipropene (1,4-QDP) and 2,6-naphthoquinodipropene (2,6-NQDP), resp., and they both have an open-shell singlet ground state. The latter compound exhibits a strong biradical character and interesting properties, including a low ΔE_T-S (2.44 kcal mol^-1), a small HOMO-LUMO gap (1.06 eV), a wide photoabsorption range (250-1172 nm), and a large two-photon absorption cross-section (σ=1342±56 GM). This work verifies that 6 has a slightly larger HOMO-LUMO gap and ΔE_T-S than its helical isomer diindeno[2,1-f:1′,2′-j]picene (DIP), but is a much stronger two-photon absorber, verifying the important effect of geometry on the photophys. properties.

Chemistry – A European Journal published new progress about 152873-79-5. 152873-79-5 belongs to naphthyridine, auxiliary class Trifluoromethyl,Sulfonate,Benzene, name is 1,5-NAphthalenebis(trifluoromethanesulfonate), and the molecular formula is C12H6F6O6S2, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Naim, Ramin published the artcileChemopreventive alteration of the cell-cell adhesion in head and neck squamous cell cancer, Recommanded Product: Sulindac sulfone, the publication is Oncology Reports (2006), 16(2), 273-277, database is CAplus and MEDLINE.

Approx. 310,000 new cases of oral and pharynx cancer account for a major cause of neoplasm related morbidity and mortality world-wide. Unfortunately, the survival rate has not improved significantly in the last decade. The vast majority of head and neck cancer is squamous cell carcinoma. The major adhesion-proteins involved in the development and maintenance of all solid tissue are the Cadherins. Cadherins are the transmembrane components of the adherent junction with interaction with plakoglobin and β-catenin. Downregulation of Cadherins and catenins is frequently observed in many types of human cancer. Sulindac sulfone is one of the new therapeutic apoptotic agents that show promise in the treatment of cancer. In this study, the authors incubated sulindac sulfone with a head and neck cancer cell line and investigated the outcome of E-Cadherin. Immunohistochem. and Western blot analyses were then performed, with different concentrations of sulindac sulfone (100, 200, 400, 600, and 800 μMol) for 48 h. At 400 μMol of sulindac sulfone a decrease of 21% was observed; at 600 μMol, 44% decrease of β-catenin concentration was seen, and incubation with 800 μMol resulted in 73% reduction of secreted β-catenin. Incubation with sulindac sulfone seemed to stop proliferation; however, with respect to the controls, there was no increased reduction of the total protein. Sulindac sulfone resulted in an increase of E-Cadherin content in the head and neck squamous cell cancer cell line after 48 h of incubation; however, the reactivity was restricted to the adherent junctions. At increasing concentrations of sulindac sulfone, intercellular E-Cadherin immunostaining intensified. ELISA also depicted significant rising levels of E-Cadherin. Sulindac sulfone contributes to the inactivation of cGMP phosphodiesterase. Thus, the accumulation of cellular cGMP and protein kinase G is induced. The following degradation of the phosphorylated β-catenin and the dissociation from the Cadherin-catenin complex releases E-Cadherin. This may also contribute to growth inhibition and coordinate with apoptosis induction. It is not really clear as to, which pathway results in the elevation of the E-Cadherin proteins. However, in epithelial cancer cells, the Cadherin-catenin complex serves as a target for the chemopreventive agent, sulindac sulfone.

Oncology Reports published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C20H17FO4S, Recommanded Product: Sulindac sulfone.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Yamashita, Hiroshi published the artcileFacile palladium-catalyzed hydrogermylation polymerization of a dihydrogermane with diynes affording light-emissive germylene-divinylene polymers, Formula: C18H10, the publication is Chemistry Letters (2006), 35(4), 398-399, database is CAplus.

Hydrogermylation polymerization of diphenylgermane with aliphatic and aromatic diynes smoothly proceeded in the presence of Pd-PCy₃ (Cy = cyclohexyl) catalysts to give new germylene-divinylene polymers in high yields.

Chemistry Letters published new progress about 18512-55-5. 18512-55-5 belongs to naphthyridine, auxiliary class Alkynyl,Anthracene, name is 9,10-Diethynylanthracene, and the molecular formula is C13H13BO2S, Formula: C18H10.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Fun, Hoong Kun published the artcile2,7-Bis(trichloromethyl)-1,8-naphthyridine, Category: naphthyridine, the publication is Acta Crystallographica, Section E: Structure Reports Online (2010), 66(3), o622, database is CAplus and MEDLINE.

The complete mol. of 2,7-bis(trichloromethyl)-1,8-naphthyridine, C₁₀H₄Cl₆N₂, is generated by crystallog. 2-fold symmetry, with 2 C atoms lying on the rotation axis; the 1,8-naphthyridine ring is almost planar with an root-mean-square deviation of 0.0002 Å. In the crystal structure, the mols. are stacked in an antiparallel manner along [001]. Short Cl···Cl [3.3502(4)] and Cl···N [3.2004(11)-3.2220(10) Å] contacts are observed in the crystal structure, as are π-π antistacking interactions. Crystallog. data are given.

Acta Crystallographica, Section E: Structure Reports Online published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Category: naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Singh, Tripti published the artcileNitric oxide donor exisulind is an effective inhibitor of murine photocarcinogenesis, Computed Properties of 59973-80-7, the publication is Photochemistry and Photobiology (2012), 88(5), 1141-1148, database is CAplus and MEDLINE.

NO-releasing nonsteroidal anti-inflammatory drugs (NO-NSA-IDs) have been shown to have anti-inflammatory, antiproliferative and apoptosis-inducing effects in tumor cells. Herein, we have investigated the effects of NO-exisulind on the growth of UVB-induced skin tumor development in a murine model. We found that the topical treatment with NO-exisulind significantly reduced UVB-induced tumors in SKH-1 hairless mice. The tumors/tumor bearing mouse, the number of tumors/mouse and tumor volume/mouse decreased significantly (P < 0.05) as compared with vehicle-treated and UVB-irradiated pos. controls. Consistently, NO-exisulind-treated animals showed reduced expression of proliferation markers, such as PCNA and cyclin D1. These mice also manifested increased expression of proapoptotic Bax and decreased expression of antiapoptotic Bcl2 with an increase in the number of TUNEL-pos. cells in tumors. We also investigated whether NO-exisulind-treated tumors are less invasive and progress less efficiently from benign to malignant carcinomas. For this, tumors were stained for various epithelial-mesenchymal transition (EMT) markers. NO-exisulind decreased the expression of mesenchymal markers, such as Fibronectin, N-cadherin, SNAI, Slug and Twist and enhanced the epithelial marker E-cadherin. Similarly, UVB-induced phosphorylation of Erk1/2 and p38 was decreased in NO-exisulind-treated animals. These data suggest that NO-exisulind reduces tumor growth and inhibits tumor progression by blocking proliferation, inducing apoptosis and reducing EMT.

Photochemistry and Photobiology published new progress about 59973-80-7. 59973-80-7 belongs to naphthyridine, auxiliary class Immunology/Inflammation,COX, name is Sulindac sulfone, and the molecular formula is C11H10O3, Computed Properties of 59973-80-7.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Ma, Wenpeng published the artcileRuthenium-Catalyzed Enantioselective Hydrogenation of 1,8-Naphthyridine Derivatives, Name: 2,7-Dimethyl-1,8-naphthyridine, the publication is Organic Letters (2016), 18(11), 2730-2733, database is CAplus and MEDLINE.

The first asym. hydrogenation of 2,7-disubstituted 1,8-naphthyridines catalyzed by chiral cationic ruthenium diamine complexes has been developed. A wide range of 1,8-naphthyridine derivatives were effectively hydrogenated to give 1,2,3,4-tetrahydro-1,8-naphthyridines with up to 99% ee and full conversions. The method provides a practical and facile approach to the preparation of valuable chiral heterocyclic building blocks and useful motifs for a new kind of P,N-ligand.

Organic Letters published new progress about 14903-78-7. 14903-78-7 belongs to naphthyridine, auxiliary class 6.6_Aromatics,Naphthyridines, name is 2,7-Dimethyl-1,8-naphthyridine, and the molecular formula is C10H10N2, Name: 2,7-Dimethyl-1,8-naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Guan, Yu-qiao published the artcileOne-step synthesized novel spiro[fluorene-9,9′-xanthene]-based materials as highly efficient blue phosphorescent hosts in organic light-emitting devices, Related Products of naphthyridine, the publication is Wuli Huaxue Xuebao (2017), 33(4), 816-822, database is CAplus.

We synthesized a series of novel spiro[fluorene-9,9′-xanthene] (SFX)-based host materials via a one-step palladium-catalyzed cross-coupling reaction. These materials have high triple energy levels and high yield, and thus can be used as hosts for blue phosphors. Blue phosphorescent organic light-emitting devices (PHOLEDs) with a bis(3,5-difluoro-2-(2-pyridyl)phenyl-(2-carboxypyri-dyl)iridium(III) (FIrpic) emission were fabricated. Furthermore, we applied cohosts composed of one of the new synthesized materials and the hole transport material di-[4-(N,N-ditolyl-amino)-phenyl]cyclohexane (TAPC) to the blue PHOLEDs to successfully acquire efficient blue emissions. The SFX-based material provided efficient energy transfer while TAPC improved the mobility of the cohost as well as reduced the working voltage. Maximum current efficiencies of 22.56 and 25.93 cd·A^-1 and the maximum brightnesses of 6421 and 6196 cd·m^-2 were obtained for the PHOLEDs with TAPC: 2-(9-phenyl-fluoren-9-yl)spiro[fluorene-9,9′-xanthene] (PF-SFX) and TAPC: 2-(9-(4-(octyloxy)-phenyl)-9H-fluoren-9-yl)spiro[fluorene-9, 9′-xanthene] (C8OPF-SFX) cohosts, resp. The exptl. results obtained for the four SFX-based host materials were enough to declare that SFX is an effective main unit that can be used to build efficient host materials for blue phosphors containing only C, H, and O basic elements.

Wuli Huaxue Xuebao published new progress about 159-62-6. 159-62-6 belongs to naphthyridine, auxiliary class Other Aromatic Heterocyclic,Spiro, name is Spiro[fluorene-9,9′-xanthene], and the molecular formula is C25H16O, Related Products of naphthyridine.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem

Huang, Junmin published the artcileImprovement of proline enantioselective stationary phases by replacing the 9-fluorenylmethoxycarbonyl group, Computed Properties of 2960-93-2, the publication is Journal of Chromatography A (2006), 1109(2), 307-311, database is CAplus and MEDLINE.

The role of 9-fluorenylmethoxycarbonyl (Fmoc) in previously reported proline enantioselective stationary phases was studied. Seven stationary phases in which the Fmoc group was replaced by other groups were prepared and evaluated in normal phase mode. The Fmoc group proved nonessential for the broad enantioselectivity observed, as the stationary phase with a trimethylacetyl (Tma) group proved much more effective than the one with the Fmoc group. For the 53 analytes studied, the stationary phase with the Tma group resolved 39, while the one with the Fmoc group resolved 19. Separation factors achieved for the stationary phase with the Tma group are also significantly higher than those for the stationary phase with the Fmoc group. The stationary phase with the (-)-2-(2,4,5,7-tetranitro-9-fluorenylideneaminooxy)propionyl (Tapa) group provides very different selectivity profile when compared to the one with the Tma group. In most of the proline stationary phases studied, pi-pi interaction is not the dominant interaction for the enantioselective recognition.

Journal of Chromatography A published new progress about 2960-93-2. 2960-93-2 belongs to naphthyridine, auxiliary class Naphthalene,Ether,Other MOF ligands,Organic ligands for MOF materials, name is 2,2′-Dimethoxy-1,1′-binaphthalene, and the molecular formula is C22H18O2, Computed Properties of 2960-93-2.

Referemce:
https://en.wikipedia.org/wiki/1,8-Naphthyridine,
1,8-Naphthyridine | C8H6N2 – PubChem