Category: naphthyridine

Wang, Jiaoyang published the artcileDinuclear Organoruthenium Complex for Mitochondria-Targeted Near-Infrared Imaging and Anticancer Therapy to Overcome Platinum Resistance, Quality Control of 14903-78-7, the publication is Inorganic Chemistry (2022), 61(21), 8267-8282, database is CAplus and MEDLINE.

New mononuclear and dinuclear Ru(II) coordination compounds with the 2,7-bisbenzoimidazolyl-naphthyridine ligand have been synthesized and characterized by UV-vis, NMR, and MALDI-TOF. The mol. structures for Ru(II) compounds were determined by single-crystal X-ray diffraction. With the expansion of ligand π-conjugation and the increase in the complexed Ru number, the maximum emission wavelength red-shifted from 696 to 786 nm. The binding mode between complexes and DNA was predicted by mol. docking, which is intercalations and π-π stacking interactions with the surrounding bases. The intercalation mode of DNA binding was then determined by DNA titration and ethidium bromide (EB) displacement experiments The antigrowth effects of complexes RuY (I), RuY1 (II), and RuY2 (III)were tested in HaCat (normal cells), HeLa (cervical cancer), A549 (lung cancer), and A549/DDP (cisplatin-resistant lung cancer) through the MTT assay. The dinuclear complex RuY2 was superior to mononuclear complexes and cisplatin in the cisplatin-resistant cell line. Confocal imaging proved that the subcellular localization of Ru(II) complexes was mitochondria; moreover, apoptosis was detected by flow cytometry. All three complexes showed a dose-dependent manner in all four cell lines. All Ru(II) complexes were found to have reactive oxygen species (ROS). The finding indicated that these Ru(II) complexes caused cell death by both DNA disruption and ROS. This study helps to explore the potential of the polynuclear Ru(II) complexes for the combination of NIR imaging and Pt-resistant cancer therapy.

Inorganic Chemistry 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 C11H15NO2, Quality Control of 14903-78-7.

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

Liu, Yue-Jin published the artcileNi(II)/BINOL-catalyzed alkenylation of unactivated C(sp³)-H bonds, Product Details of C22H18O2, the publication is Chemical Communications (Cambridge, United Kingdom) (2015), 51(37), 7899-7902, database is CAplus and MEDLINE.

The first nickel-catalyzed alkenylation of unactivated C(sp³)-H bonds with vinyl iodides is described. The catalytic system comprises an inexpensive and air-stable Ni(acac)₂ as the catalyst and BINOL as the ligand, which is highly efficient for the alkenylation of β-Me C(sp³)-H bonds of a broad range of aliphatic carboxamides. The resulting olefins can serve as versatile handles for further preparation Addnl., we also demonstrated the synthesis of functionalized carboxamides bearing α-quaternary carbon centers from simple pivalamide via nickel-catalyzed sequential C(sp³)-H bond functionalization.

Chemical Communications (Cambridge, United Kingdom) 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, Product Details of C22H18O2.

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

Yang, Wenbo published the artcileDirect Observation of Long-Lived Upper Excited Triplet States and Intersystem Crossing in Anthracene-Containing Pt^II Complexes, SDS of cas: 18512-55-5, the publication is Journal of Physical Chemistry Letters (2019), 10(24), 7767-7773, database is CAplus and MEDLINE.

Exceptionally long-lived T₂ states (7 ns) were observed with the N^N Pt^II bisacetylide complex (Pt-1) and trans-bis(phosphine) Pt^II bisacetylide complexes (Pt-2, Pt-3) containing anthryl acetylide ligands. For Pt-1, fluorescence of the anthryl moiety (An) was quenched and phosphorescence was observed Under 350 nm excitation, the upper long-lived triplet state T₂ (³An) was populated via ultrafast intersystem crossing (ISC) of S₁ (¹An) → T₂ (³An) (within 0.2 ps). Interestingly, Pt-3, after population of the S₁ state, emits strong fluorescence (Φ_F = 89%); the poor ISC is due to the high-lying T₂ (³An, 3.36 eV) vs. S₁ (¹An, 2.55 eV) state and the large energy gap between S₁ (¹An, 2.55 eV) and T₁ (³An, 1.32 eV) states. The population of the upper excited state S₂ (¹LLCT, 3.49 eV) turns to an efficient S₂ → T₂ → T₁, and ISC yield increases by 55% compared with S₀ → S₁ excitation. These results present new in-depth insights into fundamental photochem. of upper excited states.

Journal of Physical 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 C42H63O3P, SDS of cas: 18512-55-5.

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

Andrews, Peter published the artcileA comparison of the effectiveness of selected non-steroidal anti-inflammatory drugs and their derivatives against cancer cells in vitro, Recommanded Product: Sulindac sulfone, the publication is Cancer Chemotherapy and Pharmacology (2008), 61(2), 203-214, database is CAplus and MEDLINE.

Previously, we reported in vitro observations suggesting that ibuprofen is an effective non-prescription non-steroidal anti-inflammatory drug (NSAID) to reduce the survival of human prostate cancer cells (Andrews et al. in Cancer Chemother Pharmacol 502:77-284, 2002), and that this observed effectiveness is mediated by an up-regulation of the p75^NTR tumor suppressor (Khwaja et al. in Cancer Res 646:207-6213, 2004). However, other NSAIDs and their derivatives have received significant attention with regard to their anti-cancer effectiveness and have been selected for clin. trials to treat a variety of human cancers. In this investigation, we compared celecoxib, sulindac sulfone, nitric oxide linked NSAIDs, and R-flurbiprofen with ibuprofen in their ability to inhibit the growth of a variety of human cancer cells lines including cells lines with multi-drug resistance. We also evaluated whether, like ibuprofen, an up-regulation of p75^NTR is a mol. mechanism that mediates the anti-growth effectiveness of these drugs. Selected dosages for each drug were evaluated for their ability to reduce the growth (MTT anal.) and induce apoptosis (Hoechst staining) of a variety of different cancer cell lines, including an ovarian cell line expressing multidrug resistance-1 glycoprotein (MDR-1). The drugs were then analyzed using immunoblot, RT-PCR and siRNA to study the role of p75^NTR in their anti-growth effectiveness. This study revealed consistency in the drug dosages that inhibit the survival of different human cancer cell lines. While NO-linked aspirin and celecoxib were most effective in decreasing cell growth and inducing apoptosis at the lowest dosages, R-flurbiprofen and ibuprofen were most effective at clin. relevant dosages. A multidrug resistant ovarian cell line is more resistant to growth inhibition by the drugs tested than its non-drug resistant parental counterpart. There was no correlation between the expression of cyclooxygenase-2 (COX-2) and the ability of the drugs to reduce cancer cell survival. All the drugs tested induced an up-regulation in p75^NTR tumor suppressor gene expression in concert with their observed growth inhibiting ability. Inhibition of p75^NTR expression with siRNA reduced the cell growth inhibiting effects of all the drugs tested. The method of chemotherapy (i.e., intravascular, intrathecal, oral) might dictate the choice of NSAID/NSAID derivative used to treat/prevent a given type of cancer. Also, the p75^NTR tumor suppressor appears to be a common mol. mechanism that mediates the growth inhibiting effectiveness of these drugs.

Cancer Chemotherapy and Pharmacology 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

Miao, Wenjun published the artcileIron-Catalyzed Difluoromethylation of Arylzincs with Difluoromethyl 2-Pyridyl Sulfone, Product Details of C11H8F2, the publication is Journal of the American Chemical Society (2018), 140(3), 880-883, database is CAplus and MEDLINE.

In the presence of Fe(acac)₃ and N,N,N’,N’-tetramethylethylenediamine, arylzinc reagents (in most cases generated in situ from aryl Grignard reagents) underwent difluoromethylation reactions with difluoromethyl 2-pyridinyl sulfone at -40° to ambient temperature to yield difluoromethylarenes. Reaction of a difluoropentenyl 2-pyridinyl sulfone with an in situ-generated diarylzinc reagent yielded an arylmethyldifluorocyclopentane, implying the involvement of radical species in the iron-catalyzed difluoromethylation; the reaction was inhibited by TEMPO, BHT, and 1,4-dinitrobenzene.

Journal of the American Chemical Society 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, Product Details of C11H8F2.

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

Ren, Baoyi published the artcileOxybromination of spiro [fluorene-9,9′-xanthene] over 12-tungstophosphoric acid supported on zirconia, HPLC of Formula: 159-62-6, the publication is Yingyong Huaxue (2013), 30(11), 1299-1303, database is CAplus.

A catalyst for the oxybromination of spiro [fluorene-9,9′-xanthene], 12-tungstophosphoric acid (TPA) supported on zirconia, was prepared Effects of TPA loading and activation temperature on the structure of the catalyst and the catalytic performance for oxybromination of spiro [fluorine-9,9′-xanthene] (SFX) have been investigated. The results of XRD and FTIR anal. show that the monoclinic zirconia transformed to tetragonal phase with the increase of TPA loading and calcinations temperature A preliminary study on catalysts with 15% ( mass fraction) TPA indicated that calcination at 300°C could greatly enhance the stability of catalyst. The bromination position of the products was confirmed in the position of 2 of SFX from NMR.

Yingyong Huaxue 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, HPLC of Formula: 159-62-6.

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

Cao, Hong-Tao published the artcileNovel electron acceptor based on spiro[fluorine-9,9′-xanthene] for exciplex thermally activated delayed fluorescence, SDS of cas: 159-62-6, the publication is Dyes and Pigments (2018), 422-429, database is CAplus.

Two cyano-substituted spiro[fluorine-9,9′-xanthene] (SFX) derivatives, 2-carbonitrile-spiro[fluorene-9,9′-xanthene] (CNSFX) and 2,7-dicarbonitrile-spiro[fluorene-9,9′-xanthene] (DCNSFX) were conveniently prepared as electron acceptors to combine with tris(4-carbazoyl-9-ylphenyl)amine (TCTA) as electron donor to form exciplex emitters, resp. Favorable exciplex-TADF was successfully achieved with photoluminescence quantum yield of 31% and electroluminescence efficiency of 8.2 cd A^-1 in TCTA:DCNSFX, which possesses increases of 1.1 and 3.3 times than those (15% and 1.9 cd A^-1) of TCTA:CNSFX, resp. The relatively favorable performance of TCTA:DCNSFX is related to the stronger electron-accepting ability through dicyano-substitution and larger driving force in the exciplex emission. These appealing results reveal that the dicyano-substituted SFX derivative opens interesting perspectives for developing favorable exciplex-TADF organic light-emitting diodes in the future.

Dyes and Pigments 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, SDS of cas: 159-62-6.

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

Pusztai, Lajos published the artcilePhase I and II study of exisulind in combination with capecitabine in patients with metastatic breast cancer, Name: Sulindac sulfone, the publication is Journal of Clinical Oncology (2003), 21(18), 3454-3461, database is CAplus and MEDLINE.

We studied the safety and clin. activity of exisulind in combination with capecitabine in 35 patients with metastatic breast cancer (MBC). All patients had received previous anthracycline and taxane chemotherapies. Two dose levels of exisulind were explored, 125 and 250 mg orally bid as continuous daily therapy, concomitant with capecitabine 2,000 mg/m² for 14 days in 21-day cycles. In the phase I study, the dose-limiting toxicities were hand-foot syndrome and diarrhea. The 125-mg bid dose was selected for phase II testing. The most common nonhematol. grade 2 to 3 adverse events were hand-foot syndrome (57%) and fatigue (48%). The most frequent grade 2 to 3 laboratory abnormality was granulocytopenia. No death, unexpected adverse events, or cumulative toxicity were encountered. One complete and four partial responses were achieved (objective response rate, 16%) in the 31 patients assessable for response. The median duration of response was 31 wk; three patients experienced stable disease longer than 26 wk. Overall clin. benefit (complete response, partial response, or stable disease > 26 wk) was 23%. Fourteen specimens were available for immunohistochem. assessment of phosphodiesterase-5 isoenzyme (PDE-5) and PDE-2 expression, which are the targets of exisulind. Eighty percent of tumors showed some expression of PDE-5 in the invasive cancer cells including 35% that showed moderate or strong staining. PDE-2 showed moderate or strong staining in 78% of tumors. There was no apparent association between tumor response and staining intensity. Exisulind (125 mg orally bid) in combination with capecitabine is well tolerated and the combination has anticancer activity similar to that of capecitabine alone in heavily pretreated patients with MBC.

Journal of Clinical Oncology 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, Name: Sulindac sulfone.

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

Gai, Hengjun published the artcileExtraction of 1-amino-2-Naphthol-4-Sulfonic acid from wastewater using trioctylamine (N, N-dioctyloctan-1-amine) in methyl isobutyl ketone, COA of Formula: C10H9NO4S, the publication is Journal of Cleaner Production (2018), 774-782, database is CAplus.

Wastewater containing 1-amino-2-naphthol-4-sulfonic acid (ANS) is mainly derived from the dye production process, causing serious environmental problems. In this work, extraction of ANS from wastewater was carried out using trioctylamine (TOA) under condition of Me iso-Bu ketone (MIBK) as a diluent. The effects of diluent type, concentration of TOA, temperature and pH on the distribution coefficient (D) were discussed in detail. The results showed that the value of D = 76 was obtained with TOA (1.41 mol kg^-1) + MIBK at 25°C and pH = 1.1. After that, the extraction mechanism was determined by analyzing the chem. bonds of the complex compound using UV-vis, FT-IR and ¹H NMR. The exptl. results showed that the extractant could be regenerated by back extraction Specially the distillation process was simulated using Aspen Plus and the results verified its feasibility in the process of extractant regeneration. The proposed extraction system is conductive to both environment and technol.

Journal of Cleaner Production published new progress about 116-63-2. 116-63-2 belongs to naphthyridine, auxiliary class Sulfonic acid,Amine,Naphthalene,Alcohol,Organic Pigment, name is 4-Amino-3-hydroxynaphthalene-1-sulfonic acid, and the molecular formula is C10H9NO4S, COA of Formula: C10H9NO4S.

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

Ren, Bao-Yi published the artcileQuinolyl functionalized spiro[fluorene-9,9′-xanthene] host materials with bipolar characteristics for green and red phosphorescent organic light-emitting diodes, Computed Properties of 159-62-6, the publication is Organic Electronics (2016), 140-147, database is CAplus.

Spiro[fluorene-9,9′-xanthene] (SFX) bipolar hosts bearing one, two and three quinolyl substituents, namely SFX-bPy, SFX-DbPy and SFX-TbPy, were designed and synthesized for phosphorescent organic light emitting diodes (PhOLEDs). The successive substitution of quinoline at 2′, 2 and 7′ positions of SFX results in reduced LUMO energy levels while leaving the HOMO energy levels nearly intact. The impact of quinoline substitution in these SFX-based hosts on PhOLED performance was investigated in detail through green and red model devices. For the green emitting devices, the device based on SFX-bPy host showed better performance (23.6 cd A^-1, 23.4 lm W^-1, 6.3%) due to high triplet energy level (T₁) and balanced carriers-transporting ability. In contrast, for the red PhOLED devices, the device hosted by SFX-DbPy displayed higher performance (15.8 cd A^-1, 16.0 lm W^-1, 9.1%), attributable to the well matched T₁ and separated frontier MOs. This work thus sheds light on the rational design of SFX-based bipolar hosts for more efficient PhOLEDs.

Organic Electronics 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, Computed Properties of 159-62-6.

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