Category: naphthyridine

Asahara, Haruyasu published the artcileSafe cyano(nitro)methylating reagent-Michael addition of cyano-aci-nitroacetate leading to δ-functionalized α-nitronitriles, Category: naphthyridine, the publication is Tetrahedron (2014), 70(37), 6522-6528, database is CAplus.

A practical, convenient, and safe cyano(nitro)methylation method was developed, in which cyano-aci-nitroacetate served as a synthetic equivalent of anionic nitroacetonitrile. A control of the single/double Michael additions was achieved, which enabled the synthesis of unsym. double Michael adducts. Moreover, the Michael adducts can be used as precursors of pyridine and naphthyridine frameworks.

Tetrahedron 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

Cheng, Ka Wing published the artcileTopical phospho-sulindac (OXT-328) is effective in the treatment of non-melanoma skin cancer, Computed Properties of 59973-80-7, the publication is International Journal of Oncology (2012), 41(4), 1199-1203, database is CAplus and MEDLINE.

Phospho-sulindac (P-S, OXT-328), a novel sulindac derivative, has shown superior anticancer efficacy and safety compared to sulindac. In this study, we investigated the efficacy of topical P-S hydrogel in the treatment of non-melanoma skin cancer in preclin. models. P-S is a potent inhibitor of A431 epidermoid carcinoma in vitro and achieves this effect by inhibiting cell proliferation and inducing apoptosis. The anticancer efficacy of topical and oral P-S was further evaluated in mice bearing A431 intradermal xenografts. Compared to the controls, topical P-S hydrogel inhibited the A431 xenografts by 70.5% (p<0.01), while oral P-S inhibited it by 43.4% (p<0.05), being significantly less effective than topical P-S (p=0.017). Topical P-S hydrogel generated significant levels (>500 nmol/g tumor tissue) of intact P-S in the tumors, accounting for 92.5% of the total metabolites in the A431 xenografts. This local delivery of high levels of intact P-S to the A431 xenografts is an important contributor to the potent activity of topical P-S and no local or systemic side effects were noted in the treatment group. Thus, topical P-S is a promising treatment modality against non-melanoma skin cancer and merits further evaluation.

International Journal of 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, Computed Properties of 59973-80-7.

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

Colella, Silvia published the artcileMonodispersed molecular donors for bulk heterojunction solar cells: from molecular properties to device performances, Recommanded Product: 9,10-Diethynylanthracene, the publication is Chemical Communications (Cambridge, United Kingdom) (2010), 46(34), 6273-6275, database is CAplus and MEDLINE.

The relations between the chem.-phys. properties of novel designed monodispersed donors and their photovoltaic performances are discussed. The importance of intermol. interactions is emphasized to figure out the achievement of high performing bulk hetero-junction solar cells which are solution processed.

Chemical Communications (Cambridge, United Kingdom) 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, Recommanded Product: 9,10-Diethynylanthracene.

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

Naher, Masnun published the artcileConjugated platinum-poly-ynes with extended arylene ethynylenes, Application of 9,10-Diethynylanthracene, the publication is Journal of Bangladesh Academy of Sciences (2015), 39(2), 195-202, database is CAplus.

The platinum-poly-yne polymers poly[trans-bis(tri-n-butylphosphine) platinum-poly(4,4′-diethynylenearylene)] (arylene = biphenylene 3 and anthracene 4) were synthesized by the condensation reaction between poly(diethynylenearylene) (arylene = biphenylene 1 and anthracene 2) and trans-[(PⁿBu₃)₂PtCl₂] in diisopropylamine and dichloromethane under nitrogen atm. in the presence of CuI catalyst. The newly synthesized platinum containing poly-yne polymers exhibit good solubility in common organic solvents. These metal linked polymers were characterized by IR, ¹H NMR and ³¹P NMR spectroscopy.

Journal of Bangladesh Academy of Sciences 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

Gao, Lei published the artcileDevelopment and validation of a six-RNA binding proteins prognostic signature and candidate drugs for prostate cancer, COA of Formula: C20H17FO4S, the publication is Genomics (2020), 112(6), 4980-4992, database is CAplus and MEDLINE.

The dysregulation of RNA binding proteins (RBPs) regulates the progression of several cancers. However, information on the overall functions of RBPs in prostate cancer (PCa) remains largely understudied. Therefore, based on the TCGA dataset, this study identified 144 differentially expressed RBPs in tumors compared to normal tissues. Subsequently, through univariate, LASSO and multivariate Cox regression anal., 6 RBP genes among them, MSI1, MBNL2, LENG9, REXO2, RNASE1, and PABPC1L were screened as prognostic hub genes and prognostic signature was further identified. Further anal. indicated that the high-risk group was significantly associated with poor RFS, which was validated in the MSKCC cohort. Besides, patients in the high-risk group were closely associated with dysregulation of DNA damage repair pathway, copy number alteration, tumor burden mutation, and low-response to cisplatin (P lt 0.001), and bicalutamide (P lt 0.001). Using the Connectivity Map, we finally predicted 3 drugs including, ribavirin, carmustine, and carbenoxolone. In summary, we identified six-RBP gene signature and 3 potential drugs against PCa, which might promote the individualized treatment strategies and further improve the quality of life among PCa patients.

Genomics 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, COA of Formula: C20H17FO4S.

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

Bock, Jonathan M. published the artcileDifferential activity of sulindac metabolites against squamous cell carcinoma of the head and neck is mediated by p21^waf1/cip1 induction and cell cycle inhibition, Quality Control of 59973-80-7, the publication is Cancer Biology & Therapy (2007), 6(1), 30-39, database is CAplus and MEDLINE.

Sulindac sulfide and sulindac sulfone have demonstrated anti-neoplastic and chemopreventive activity against various human tumors, but few studies have examined the relative effectiveness of these drugs against squamous cell carcinoma of the head and neck (SCCHN). These compounds are metabolites of the nonsteroidal anti-inflammatory drug sulindac and differ in their ability to inhibit cyclooxygenase-2 (COX-2) enzyme function. Sulindac sulfide (the sulindac metabolite with COX-2 inhibitory function) demonstrated strong cell growth inhibition as measured by MTT and growth assays in UM-SCC-1 and SCC-25 cells, while sulindac sulfone had only moderate effect. Growth inhibition by sulindac sulfide was associated with a significant increase in percent G₁ cells and activation of caspase-3. Sulindac sulfide induced expression of p21^waf1/cip1 in a dose-dependent fashion, decreased cyclin D1 protein levels, and increased Rb hypophosphorylation. P21^waf1/cip1 protein levels increased without a significant increase in wild-type p53, suggesting that sulindac sulfide induces a p53-independent pathway regulating p21^waf1/cip1 protein levels in SCCHN. Sulindac sulfide also induced dose-dependent expression of PPAR-γ. In contrast, sulindac sulfone did not significantly alter apoptosis, cell cycle distribution or G₁ checkpoint protein expression at doses below 200 μM. These results demonstrate the differential activity of sulindac metabolites and support the hypothesis that sulindac sulfide induced perturbations in SCCHN cellular proliferation could be regulated both by p21^waf1/cip1-dependent cytostatic and caspase-dependent cytotoxic pathways.

Cancer Biology & Therapy 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, Quality Control of 59973-80-7.

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

Bock, Jonathan M. published the artcileRelative non-steroidal anti-inflammatory drug (NSAID) antiproliferative activity is mediated through p21-induced G1 arrest and E2F inhibition, Category: naphthyridine, the publication is Molecular Carcinogenesis (2007), 46(10), 857-864, database is CAplus and MEDLINE.

This study was performed to compare the relative antineoplastic activity of 10 different non-steroidal anti-inflammatory drugs (NSAIDs) in clin. use, and to investigate the underlying mechanisms of this activity in a squamous cell carcinoma of the head and neck model (SCCHN). A standard 5-day MTT assay was used to calculate IC₅₀ values in UM-SCC-1 cells for 10 NSAIDs, including celecoxib, rofecoxib, sulindac sulfide, sulindac sulfone, indomethacin, ketoprofen, flurbiprofen, naproxen, piroxicam, and aspirin. Celecoxib, a COX-2 specific inhibitor, was by far the most potent NSAID, with an IC₅₀ of 39.9±1.1 μM, followed by sulindac sulfide (116.5±2.34 μM). Celecoxib and sulindac sulfide also induced more activation of caspase-3 than any other NSAID. Cell cycle anal. showed that celecoxib and sulindac sulfide both induced a 3-fold increase in G₁ phase distribution, and this correlated with strong induction of p21^waf1/cip1, inhibition of cyclin D1, and hypophosphorylation of Rb. Celecoxib and sulindac sulfide treatment induced strong downstream inhibition of E2F transactivating activity as determined by a luciferase reporter assay. These data demonstrate the wide range of activity of various NSAID agents, and reveal a mechanism of action through cell cycle inhibition and induction of apoptosis.

Molecular Carcinogenesis 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, Category: naphthyridine.

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

Motohashi, Hirotaka published the artcileNickel-Catalyzed Aromatic Cross-Coupling Difluoromethylation of Grignard Reagents with Difluoroiodomethane, Quality Control of 53731-26-3, the publication is Organic Letters (2018), 20(17), 5340-5343, database is CAplus and MEDLINE.

The nickel-catalyzed cross-coupling difluoromethylation of the Grignard reagents with difluoroiodomethane is shown to provide the corresponding aromatic difluoromethyl products in excellent to moderate yields. The difluoromethylation proceeds smoothly within 1 h at room temperature with 1.5 equiv of the Grignard reagents in the presence of Ni(cod)₂/TMEDA (2.5-0.5 mol %). Mechanistic studies clarify that the oxidative addition of the Ni(0) catalyst to difluoroiodomethane provides the TMEDA-Ni(II)(CF₂H)I complex. This intermediate is transformed to TMEDA-Ni(II)(CF₂H)Ph via transmetalation with PhMgBr. The reductive elimination takes place to give the aromatic cross-coupling difluoromethylation product along with regeneration of the TMEDA-Ni(0) catalyst. ESR (EPR) and radical clock analyses of the nickel-catalyzed reaction provide no EPR active Ni(I) and Ni(III) species at around g = 2 and only a trace amount of the cyclization product.

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 C11H8F2, Quality Control of 53731-26-3.

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

Xu, Ling published the artcileDiastereo- and enantioselective syntheses of ansa-metallocenes from metal halide complexes with tropos biphenol and atropos binaphthol ethers, Category: naphthyridine, the publication is Tetrahedron Letters (2004), 45(50), 9215-9217, database is CAplus.

A diastereo- and enantioselective route to synthesize ethylene-bis(4,5,6,7-tetrahydro-1-indenyl)-titanium and -zirconium dichlorides is described using titanium trichloride or zirconium tetrachloride complexes with tropos (chirally flexible) biphenol and atropos (chirally rigid) binaphthol ethers.

Tetrahedron 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 C15H14O, Category: naphthyridine.

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

Feng, Zhang published the artcileChlorodifluoromethane-triggered formation of difluoromethylated arenes catalysed by palladium, Product Details of C11H8F2, the publication is Nature Chemistry (2017), 9(9), 918-923, database is CAplus and MEDLINE.

Difluoromethylated aromatic compounds are of increasing importance in pharmaceuticals, agrochems. and materials. Chlorodifluoromethane (ClCF₂H), an inexpensive, abundant and widely used industrial raw material, represents the ideal and most straightforward difluoromethylating reagent, but introduction of the difluoromethyl group (CF₂H) from ClCF₂H into aromatics has not been reported. Here, we describe a direct palladium-catalyzed difluoromethylation method for coupling ClCF₂H with arylboronic acids and esters to generate difluoromethylated arenes with high efficiency. The reaction exhibits a remarkably broad substrate scope, including heteroarylboronic acids, and was used for difluoromethylation of a range of pharmaceuticals and biol. active compounds Preliminary mechanistic studies revealed that a palladium difluorocarbene intermediate is involved in the reaction. Although numerous metal-difluorocarbene complexes were prepared, the catalytic synthesis of difluoromethylated or difluoromethylenated compounds involving metal-difluorocarbene complexes has not received much attention. This new reaction therefore also opens the door to understand metal-difluorocarbene complex catalyzed reactions.

Nature Chemistry 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