Category: naphthyridine

Huang, Wei published the artcileHydrogel formulation of phosphosulindac allows once-a-day ocular dosing and limits its biodistribution to the anterior chamber: Application to dry eye disease treatment, HPLC of Formula: 59973-80-7, the publication is Journal of Drug Delivery Science and Technology (2022), 102961, database is CAplus.

We report the pharmacokinetics, biodistribution and metabolism of phospho-sulindac (PS) in a hydrogel formulation efficacious in dry eye disease (DED) administered once daily. PS 0.2% and 0.7% was studied in Dutch-Belted black and New Zealand white rabbits with and without DED. Levels of PS and its metabolites were determined by HPLC. The two rabbit strains gave similar results. PS and its metabolites were limited to the anterior chamber of the eye and undetectable in peripheral blood. DED did not affect the PK, biodistribution or metabolism of PS. Drug levels were dose dependent. PS had a rapid uptake (Tmax 15-30 min) and short t1/2 (0.6-0.9 h), being undetectable at 8h. Of the anterior chamber tissues, cornea and conjunctiva had >90% of the total PS. PS metabolism was rapid and complete, generating all its known in vivo metabolites, except for glucuronidation products. Rabbits with DED had 1.8-fold longer precorneal residence time of PS. The prolonged efficacy of PS despite its limited presence in ocular tissues suggests a vigorous downstream action suppressing ocular surface inflammation of DED. The properties of this formulation, especially the combination of superior efficacy with once-a-day dosing are a major improvement over previous formulations for the treatment of DED.

Journal of Drug Delivery Science and Technology 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, HPLC of Formula: 59973-80-7.

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

Gribkov, Denis V. published the artcileSynthesis and characterization of new biphenolate and binaphtholate rare-earth-metal amido complexes: Catalysts for asymmetric olefin hydroamination/cyclization, Name: 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Chemistry – A European Journal (2003), 9(19), 4796-4810, database is CAplus and MEDLINE.

Monomeric diolate amido yttrium complexes [Y{diolate}{N(SiHMe₂)₂}(THF)₂] can be prepared in good yield by treating [Y{N(SiHMe₂)₂}₃(THF)₂] with either 3,3′-di-tert-butyl-5,5′,6,6′-tetramethyl-1,1′-biphenyl-2,2′-diol (H₂(Biphen)), 3,3′-bis(2,4,6-triisopropylphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (H₂(Trip₂BINO)) or 3,3′-bis(2,6-diisopropylphenyl)-2,2′-dihydroxy-1,1′-dinaphthyl (H₂(Trip₂BINO)) in racemic and enantiopure form. The racemic complex [Y(biphen){N(SiHMe₂)₂}(THF)₂] dimerizes upon heating to give the heterochiral complex (R,S)-[Y(biphen){N(SiHMe₂)₂}(THF)]₂. The corresponding dimeric heterochiral lanthanum complex was the sole product in the reaction of H₂(Biphen) with [La{N(SiHMe₂)₂}₃(THF)₂]. Single-crystal x-ray diffraction of both dimeric complexes revealed that the two Ln(biphen){N(SiHMe₂)₂}(THF) fragments are connected through bridging phenolate groups of the biphenolate ligands. The two different phenolate groups undergo an intramol. exchange process in solution leading to their equivalence on the NMR timescale. All complexes were active catalysts for the hydroamination/cyclization of aminoalkynes and aminoalkenes at elevated temperature, with [Y((R)-dip₂bino){N(SiHMe₂)₂}(THF)₂] being the most active one giving enantioselectivities of up to 57% ee. Kinetic resolution of 2-aminohex-5-ene proceeded with this catalyst with 6.4:1 trans selectivity to give 2,5-dimethylpyrrolidine with a k_rel of 2.6.

Chemistry – A European Journal 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, Name: 2,2′-Dimethoxy-1,1′-binaphthalene.

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

Babbar, Naveen published the artcileCyclooxygenase-independent Induction of Apoptosis by Sulindac Sulfone is Mediated by Polyamines in Colon Cancer, Computed Properties of 59973-80-7, the publication is Journal of Biological Chemistry (2003), 278(48), 47762-47775, database is CAplus and MEDLINE.

Sulindac, a non-steroidal anti-inflammatory prodrug, is metabolized into pharmacol. active sulfide and sulfone derivatives Sulindac sulfide, but not sulindac sulfone, inhibits cyclooxygenase (COX) enzyme activities, yet both derivatives have growth inhibitory effects on colon cancer cells. Microarray anal. was used to detect COX-independent effects of sulindac on gene expression in human colorectal cells. Spermidine/sperm-ine N¹-acetyltransferase (SSAT) gene, which encodes a polyamine catabolic enzyme, was induced by clin. relevant sulindac sulfone concentrations Northern blots confirmed increased SSAT RNA levels in these colon cancer cells. Deletion anal. and mutational studies were done to map the sulindac sulfone-dependent response sequences in the SSAT 5′-flanking sequences. This led us to the identification of two peroxisome proliferator-activated receptor (PPAR) response elements (PPREs) in the SSAT gene. PPRE-2, at +48 bases relative to the transcription start site, is required for the induction of SSAT by sulindac sulfone and is specifically bound by PPARγ in the Caco-2 cells as shown by transfection and gel shift experiments PPRE-1, at-323 bases relative to the start site, is not required for the induction of SSAT by sulindac sulfone but can be bound by both PPARδ and PPARγ. Sulindac sulfone reduced cellular polyamine contents in the absence but not in the presence of verapamil, an inhibitor of the export of monoacetyl diamines, inhibited cell proliferation and induced apoptosis. The induced apoptosis could be partially rescued by exogenous putrescine. These data suggest that apoptosis induced by sulindac sulfone is mediated, in part, by the COX-independent, PPAR-dependent transcriptional activation of SSAT, leading to reduced tissue polyamine contents in human colon cancer cells.

Journal of Biological Chemistry 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, Computed Properties of 59973-80-7.

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

Iwamoto, Hiroaki published the artcileCleavage of C(sp³)-F Bonds in Trifluoromethylarenes Using a Bis(NHC)nickel(0) Complex, COA of Formula: C11H8F2, the publication is Journal of the American Chemical Society (2020), 142(45), 19360-19367, database is CAplus and MEDLINE.

The first example of the oxidative addition of a C(sp³)-F bond in trifluoromethylarenes to a nickel(0) complex is described. A nickel(0) complex that bears two N-heterocyclic carbene (NHC) ligands of low steric demand is able to cleave C(sp³)-F bonds of trifluoromethylarenes to afford the corresponding trans-difluorobenzyl nickel(II) fluoride complexes. Isolation and characterization studies suggested that the cleavage of the C(sp³)-F bond proceeds via an η²-arene nickel(0) complex. Taking advantage of the reactivity of these nickel(II) fluoride complexes, we developed a catalytic hydrodefluorination of trifluoromethylarenes using hydrosilanes. A computational study indicated that the electron-rich nickel(0) center supported by two relatively small NHC ligands cleaves the C(sp³)-F bond via a syn-S_N2′ mechanism.

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, COA of Formula: C11H8F2.

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

Garcia, Agustin A. published the artcilePhase I clinical trial of weekly docetaxel and exisulind, a novel inducer of apoptosis, Formula: C20H17FO4S, the publication is Investigational New Drugs (2006), 24(1), 79-83, database is CAplus and MEDLINE.

Background: The objective of this phase I study was to determine the maximal tolerated dose (MTD) of the combination of weekly docetaxel and exisulind in patients with advanced solid tumors. Patients and methods: Patients with advanced or refractory solid tumors were treated with i.v. weekly docetaxel with daily oral exisulind. The following dose levels (docetaxel/exisulind) were explored: 30-mg/m²/200 mg po bid, 35/200, 35/250 and 40/250. Docetaxel was administered weekly for 6 wk followed by 2 wk off, and exisulind was taken twice daily. Each cycle was 8 wk. Results: Eighteen patients were enrolled in the study. All of them had received prior systemic therapy. Most patients had either melanoma or carcinomas of the upper gastrointestinal tract. A total of 31 cycles of therapy were administered. DLTs were grade 3 diarrhea, anorexia and fatigue and grade 3 cutaneous toxicity at dose level 4 (40/250). Myelosuppression was mild. Fatigue and gastrointestinal toxicity (anorexia, dyspepsia, nausea, abdominal pain and diarrhea) represented the most common toxicities. However, grade 3 and grade 4 toxicities were uncommon. There were no treatment related deaths. No objective responses were observed and five patients achieved stable disease. Conclusions: The recommended dose for phase II studies is weekly docetaxel 35 mg/m² for 6 wk followed by 2 wk off in combination with oral exisulind 250 mg po bid. This combination is feasible and well-tolerated at these doses.

Investigational New Drugs 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, Formula: C20H17FO4S.

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

Shariati-Rad, Masoud published the artcileQuantitation of trace amounts of nitrite in water samples using 4-amino-3-hydroxynaphthalene-1-sulfonic acid and central composite design, Recommanded Product: 4-Amino-3-hydroxynaphthalene-1-sulfonic acid, the publication is Analytical Chemistry: An Indian Journal (2015), 15(10), 421-428, database is CAplus.

A simple, selective and very sensitive method for the spectrophotometric determination of nitrite in water has been developed and optimum reaction conditions along with other anal. parameters have been evaluated. Optimum conditions of the factors influencing the reaction were explored by central composite design (CCD). The variables chosen were pH of the acidic solution and volume of 4-amino-3-hydroxynaphthalene-1-sulfonic acid. The method is based on the reaction of nitrite with 4-amino-3-hydroxynaphthalene-1-sulfonic acid. The absorbance of the product at 303 nm obeyed Beer’s law in the concentration range of 0.001-0.200 mg L-1 of nitrite. A detection limit of 5 × 10-4 mg L-1 was obtained for the determination of nitrite by the proposed method. The method was successfully applied to determine nitrite in water sample. The RSD of the method for determination of nitrite in water samples was 6%. The method is capable in determination of trace amounts of nitrite in water samples.

Analytical Chemistry: An Indian Journal 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 C7H16ClNO2, Recommanded Product: 4-Amino-3-hydroxynaphthalene-1-sulfonic acid.

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

Serizawa, Hiroki published the artcileCopper-Catalyzed Difluoromethylation of Aryl Iodides with (Difluoromethyl)zinc Reagent, Formula: C11H8F2, the publication is Organic Letters (2016), 18(15), 3686-3689, database is CAplus and MEDLINE.

The combination of difluoroiodomethane and zinc dust or diethylzinc can readily lead to (difluoromethyl)zinc reagents. Therefore, the first copper-catalyzed difluoromethylation of aryl iodides with the zinc reagents is accomplished to afford the difluoromethylated arenes. The reaction proceeds efficiently through the ligand/activator-free operation without addition of ligands for copper catalyst (e.g., phen and bpy) and activators for zinc reagent (e.g., KF, CsF, and NaO-t-Bu). Moreover, transmetalation of the CF₂H group from zinc reagent to copper catalyst proceeds even at room temperature to form the cuprate [Cu(CF₂H)₂]^–.

Organic Letters 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 C14H19NO8, Formula: C11H8F2.

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

Morioka, Kohei published the artcileSynthesis, chiroptical properties, and chiral recognition ability of optically active polymethacrylamides having various tacticities, Safety of 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Polymer Journal (Tokyo, Japan) (2005), 37(4), 299-308, database is CAplus.

The radical polymerization of optically active methacrylamides, such as N-[(R)-(+)-α-methylbenzyl]methacrylamide, N-[(R)-(-)-1-cyclohexylethyl]methacrylamide, N-[(R)-(+)-1-(1-naphthyl)ethyl]methacrylamide, and N-[(1R,2S)-(-)-1-(2-indanol)methacrylamide, was carried out under various conditions. The polymerization in the presence of ytterbium trifluoromethanesulfonate [Yb(OTf)₃] produced isotactic-rich polymers compared with those obtained without the Lewis acid. The sp. rotations and the CD spectral patterns of the obtained polymers varied with the tacticities, suggesting that the tacticities influence the secondary structures of the polymers. The IR spectra of the polymers indicated that the isotactic polymers favorably formed intramol. hydrogen bonds. The chiral recognition ability of the optically active polymers immobilized on silica gel was evaluated as the chiral stationary phases for high-performance liquid chromatog. (HPLC).

Polymer Journal (Tokyo, Japan) 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, Safety of 2,2′-Dimethoxy-1,1′-binaphthalene.

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

Maciejczyk, Michal published the artcileSFX as a low-cost ‘Spiro’ hole-transport material for efficient perovskite solar cells, SDS of cas: 159-62-6, the publication is Journal of Materials Chemistry A: Materials for Energy and Sustainability (2016), 4(13), 4855-4863, database is CAplus.

Four spiro[fluorene-9,9′-xanthene] (SFX) derivatives, SFX-TAD, SFX-TCz, SFX-TPTZ and SFX-MeOTAD have been synthesized for use as hole-transport materials and fully characterized by ¹H/¹³C NMR spectroscopy, mass spectrometry, XRD and DSC. Their thermal, optical and electrochem. properties were investigated. The use of different substituents affects the HOMO (HOMO) energy level proving the versatility of the central core towards the facile and low-cost preparation of spiro-hole-transport materials. Among the synthesized SFX derivatives, SFX-MeOTAD was employed as hole-transporting material (HTM) and the performance tested in perovskite solar cells with device architecture glass/FTO/compact TiO₂/mesoporous Al₂O₃/CH₃NH₃PbI_3-xCl_x/HTM/Au. SFX-MeOTAD gave a comparable efficiency to spiro-MeOTAD, demonstrating great potential for use of the SFX family as cost effective and versatile hole conductors facilitating commercialization of perovskite solar cells (PSCs).

Journal of Materials Chemistry A: Materials for Energy and Sustainability 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

Rouille, G. published the artcilePolyynyl-Substituted PAH Molecules and DIB Carriers, Application of 9,10-Diethynylanthracene, the publication is Proceedings of the International Astronomical Union (2013), 9(S297), 276-280, database is CAplus.

Polycyclic aromatic hydrocarbon (PAH) mols. have been long considered promising candidates for the carriers of the diffuse interstellar bands (DIBs). The PAH-DIB hypothesis, however, raises two major issues. First, the number of interstellar PAH species is potentially orders of magnitude larger than the number of DIBs. Second, the absorption spectrum of a PAH is in general dominated by bands found at UV wavelengths while, conversely, DIBs are absent from the UV wavelength domain and arise at visible and near IR wavelengths. These issues do not necessarily weaken the PAH-DIB hypothesis and can actually allow us to refine it. In that context, we analyze the UV/vis absorption spectra of PAH mols. isolated in Ne matrixes and propose that polyynyl-substituted PAHs, or similar species, are valid candidates for the carriers of the DIBs. Finally, a possible lifecycle for DIB-carrying PAHs is presented.

Proceedings of the International Astronomical Union 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 C18H10, Application of 9,10-Diethynylanthracene.

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