Category: naphthyridine

Feng, Zhang published the artcileAccess to Difluoromethylated Arenes by Pd-Catalyzed Reaction of Arylboronic Acids with Bromodifluoroacetate, Recommanded Product: 1-(Difluoromethyl)naphthalene, the publication is Organic Letters (2016), 18(1), 44-47, database is CAplus and MEDLINE.

An unprecedented example of Pd-catalyzed difluoromethylation of aryl boronic acids with bromodifluoroacetate is described. The reaction proceeds under mild reaction conditions with hydroquinone and Fe(acac)₃ as additives. Preliminary mechanistic studies reveal that a difluorocarbene pathway is involved in the reaction, which is unusual compared to the most traditional approaches. This reaction has advantages of high efficiency and excellent functional group compatibility, even toward bromide and hydroxy group, thus providing a useful protocol for drug discovery and development.

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, Recommanded Product: 1-(Difluoromethyl)naphthalene.

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

Novell, A. published the artcileMonolithic silica columns with covalently attached octaproline chiral selector. Dependence of performance on derivatization degree and comparison with a bead-based analogue, Synthetic Route of 2960-93-2, the publication is Journal of Chromatography A (2015), 124-132, database is CAplus and MEDLINE.

A monolithic silica gel chromatog. matrix was derivatized repetitively with an octaproline-derived chiral selector (CS). The increasingly derivatized column was tested after each derivatization reaction. The enantioseparation ability, resolution and efficiency were found to depend on the content of CS attained after each reaction. Moreover, enantioselectivity and performance of the column with the highest CS coverage were compared to those of a bead-based chiral stationary phase (CSP) counterpart. The octaproline-derivatized monolithic column demonstrated increased enantioseparation factors, resolution and broader applicability than the particle-based column. Finally, the loading capacity of the CSPs was also examined The monolithic octaproline-derived column permits the separation of 3-20 times higher molar amounts of the tested analytes (depending on the compound considered) than the particle-based counterpart. The enhanced capabilities of the derivatized monolithic column with respect to that of a bead-based counterpart cannot be explained only on the basis of an increased CS coverage. The involvement of an effect produced by the chromatog. silica support structure in the obtained results is discussed.

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, Synthetic Route of 2960-93-2.

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

Novell, Arnau published the artcileOctaproline, a conformationally flexible chiral selector in liquid chromatographic enantioseparation, Safety of 2,2′-Dimethoxy-1,1′-binaphthalene, the publication is Journal of Chromatography A (2014), 109-118, database is CAplus and MEDLINE.

A proline octapeptide-derived chiral selector (CS) end-capped using a pivaloyl group was covalently linked to a silica gel chromatog. matrix by the C-terminal group. The chromatog. behavior of the resulting chiral stationary phase (CSP) using different conditions was compared to those containing 3,5-dimethylphenylcarbamate residues on the proline units. An enantioseparation ability highly dependent on the mobile phase used is observed for these CSPs. When mixtures of alkane/alc. or alkane/ether were used as mobile phase a similar enantioselectivity was obtained. Nevertheless, in the presence of chlorinated solvents, and without a hydrogen bonding donor in the mobile phase, enantioselectivity is extremely reduced. The reversibility of this phenomenon, attributed to a conformational change in the CS, was examined

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, Safety of 2,2′-Dimethoxy-1,1′-binaphthalene.

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

Thirugnanaselvi, S. published the artcileStructural and biological activities of (4Z)-4-(3-phenyl allylidene amino)-3-hydroxy naphthalene-1-sulfonic acid (AC) and naphthalene-1-yl-thiophene-2-ylmethyleneamine (NT) as Schiff bases, Product Details of C10H9NO4S, the publication is International Journal of Chemical Sciences (2016), 14(2), 559-569, database is CAplus.

Schiff bases (4Z)-4-(3-Ph allylidene amino)-3-hydroxy naphthalene-1-sulfonic acid (AC) and naphthalene-1-yl-thiophene-2-ylmethylene-amine (NT) derived from the condensation reaction of Analar grade 1-amino-2-naphthol 4-sulfonic acid WITH Cinnamaldehyde and naphthalene-1-ylamine and thiophene-2-carboxaldehyde, resp. was prepared The synthesis was carried out under microwave condition. This Schiff base was analyzed by infra-red and UV. The all prepared compounds were assayed for antibacterial (Bacillus subtilis MTCC 441, Staphylococcus aureus MTCC 96, Echirichia coli MTCC 1689 and Proteus vulgaris MTCC 742) and antifungal (Aspergillus sp. and Candida albicans) activities by disk diffusion method. The results indicate that all tested compounds show antibacterial activity against E. coli, as gram pos. and neg. bacteria, and antifungal activity against C. albicans. But the compounds AC having 1-OH and 1-HSO₃ substituted showed good inhibition against bacteria and fungi as compare to standard drugs.

International Journal of Chemical Sciences 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 C3H9ClOS, Product Details of C10H9NO4S.

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

Arber, N. published the artcileSporadic adenomatous polyp regression with exisulind is effective but toxic: a randomized, double blind, placebo controlled, dose-response study, COA of Formula: C20H17FO4S, the publication is Gut (2006), 55(3), 367-373, database is CAplus and MEDLINE.

Background and aim: A 12 mo, multicenter, randomized, double blind, placebo controlled, phase 3, dose-response study was carried out. Exisulind inhibits tumor growth by induction of apoptosis. The aim of our study was to investigate if exisulind induces regression of sporadic colonic adenomas. Patients and methods: A 12 mo multicenter randomized double blind placebo controlled phase 3 dose response study was carried out. At baseline colonoscopy, left sided polyps (3-10 mm) were tattooed, measured, and left in place. Subjects received exisulind 200 or 400 mg, or placebo daily. Follow up sigmoidoscopy was performed after six months, and removal of any remaining polyps at the 12 mo colonoscopy. The primary efficacy variable was change in polyp size from baseline. Results: A total of 281 patients were enrolled and randomized; 155 (55%) fulfilled the criteria for the intention to treat (ITT) anal. and 114 (41%) fulfilled the criteria for the efficacy evaluation anal. (patients who underwent the 12 mo colonoscopy). The decrease in median polyp size was significantly greater (p = 0.03) in patients who received exisulind 400 mg (-10 mm²) compared with those who received placebo (-4 mm²). Complete or partial response was significantly higher in the exisulind 400 mg group (54.6%) compared with the placebo group (30.2%), and disease progression was significantly lower (6.1% v 27.9%) (p = 0.04 and 0.02, resp.). Increased liver enzymes (8.4%) and abdominal pain (14.7%) were also reported at a greater frequency in the exisulind 400 mg group. Conclusion: Exisulind caused significant regression of sporadic adenomatous polyps but was associated with more toxicity. This model of polyp regression, short in its term and involving a comparatively small patient sample size, may be the best available tool to assess a therapeutic regimen before launching into large preventive clin. studies.

Gut 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

Drahonovsky, Dusan published the artcilePinene-fused chiral N-ethylpyridinum room temperature molten salts, COA of Formula: C22H18O2, the publication is Heterocycles (2005), 65(9), 2169-2179, database is CAplus.

New chiral room temperature molten salts (ionic liquids) based on the pinene-pyridinium unit associated with triflate or trifluoroacetate anions I (X^– = CF₃SO₂^–, CF₃CO₂^–) were prepared The thermal behavior of these salts was observed by DSC and solventless ¹H NMR spectrum, whereas the diastereomeric interactions were studied by test asym. reactions, GC, CD spectroscopy, and ¹⁹F NMR spectra. X-ray structure of iodide intermediate is presented.

Heterocycles 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, COA of Formula: C22H18O2.

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

Raj Sinha, Deo published the artcileNaphthyridines reactivity of methyl groups: new cyanine dyes from 2,7-dimethyl- and 4,7-dimethyl-1,8-naphthyridines, Quality Control of 14903-78-7, the publication is Journal of the Indian Chemical Society (1979), 56(2), 164-7, database is CAplus.

The reactivity of the 4-Me in 4,7-dimethyl-1,8-naphthyridine (I) [14759-23-0] is greater than the 7-Me towards condensation with m-nitrobenzladehyde [99-61-6]. Cyanine and styryl dyes derived from I and from 2,7-dimethyl-1,8-naphthyridine [14903-78-7] were prepared and their structures established. The trimethine dyes were found to be useless as sensitizers for Ag halide emulsions.

Journal of the Indian Chemical Society 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, Quality Control of 14903-78-7.

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

Kuehl, Gwendolyn E. published the artcileGlucuronidation of nonsteroidal anti-inflammatory drugs: Identifying the enzymes responsible in human liver microsomes, Application In Synthesis of 59973-80-7, the publication is Drug Metabolism and Disposition (2005), 33(7), 1027-1035, database is CAplus and MEDLINE.

Nonsteroidal anti-inflammatory drugs (NSAIDs), used for the treatment of pain and inflammation, are eliminated primarily through conjugation with polar sugar moieties to form glucuronides. Glucuronidation is catalyzed by the UDP-glucuronosyltransferases (UGT) superfamily. An inverse relationship may exist between glucuronidation activity and NSAID efficacy; however, specific UGTs catalyzing conjugation of the structurally diverse NSAIDs have yet to be identified systematically. Therefore, NSAID glucuronidation activity by 12 individually expressed UGTs was investigated by liquid chromatog.-tandem mass spectrometry. The relative rates of NSAID glucuronidation varied among UGT enzymes examined, demonstrating specificity of the individual UGTs toward selected NSAIDs. Kinetic parameters were determined for expressed UGT Supersomes and compared with parameters determined in pooled human liver microsomes (HLMs). Comparison of K_m values suggested roles for UGTs 1A3 and 2B7 in indene glucuronidation and UGTs 1A9, 2B4, and 2B7 in profen glucuronidation. Inhibitory studies in pooled HLMs support the role of UGTs 1A1, 1A3, 1A9, 2B4, and 2B7 in the glucuronidation of ibuprofen, flurbiprofen, and ketoprofen. Bilirubin did not inhibit indomethacin or diclofenac glucuronidation, suggesting that UGT1A1 was not involved in catalysis. Imipramine did not inhibit glucuronidation of sulindac, sulindac sulfone, indomethacin, or naproxen in pooled HLMs, suggesting that UGT1A3 was not a principal hepatic catalyst. Nevertheless, multiple UGT enzymes, most notably UGTs 1A1, 1A9, 2B4, and 2B7, seem to be involved in the hepatic catalysis of NSAID glucuronidation.

Drug Metabolism and Disposition 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, Application In Synthesis of 59973-80-7.

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

Patra, Kamaless published the artcileA Protic Mn(I) Complex Based on a Naphthyridine-N-oxide Scaffold: Protonation/Deprotonation Studies and Catalytic Applications for Alkylation of Ketones, Category: naphthyridine, the publication is Organometallics (2022), 41(14), 1836-1846, database is CAplus.

A Mn(I) complex (1) bearing a proton responsive hydroxy unit on 1,8-naphthyridine-N-oxide scaffold (L¹H) was synthesized. The mol. structure of 1 revealed the lactim form of the ligand. The corresponding deprotonated lactam complexes [18-C-6-K路2] and 3 were prepared and structurally characterized. The acid-base equilibrium between the lactim and lactam forms was studied by ¹H NMR and UV-visible spectra. The catalytic efficiency of 1 was evaluated by performing 伪-alkylation reaction of ketones with primary alcs. The scope of the 伪-alkylation reaction is broad in terms of both ketones and alcs. The efficacy of the protic catalyst is demonstrated in the alkylation of the bioactive steroids progesterone and pregnenolone. A controlled catalyst [Mn(L²)(CO)₃Br] (4), which is structurally similar to 1 but devoid of the proton responsive hydroxy unit, shows significantly reduced catalytic efficiency validating the crucial role of the hydroxy functionality in 1. Kinetic study, control reactions, and D labeling experiments were conducted to gain mechanistic insights.

Organometallics 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

Karafiloglou, Padeleimon published the artcileComparing electron (de)localization in the through benzene and anthracene charge transfer, Synthetic Route of 18512-55-5, the publication is Chemical Physics (2003), 289(2-3), 231-242, database is CAplus.

The contrasting behavior of benzene and anthracene in the through 蟺-system passing of a (+) charge is examined by considering para-diethynylbenzene and para-diethynylanthracene spacers. The (de)localization of their bonds in both neutral and cationic forms are compared by a two-electron population anal.; the electron-pair distributions are calculated in orbital spaces appropriate for population anal., as the natural AOs, in which two-electron correlations are also studied. When the spacer involves benzene, then its oxidation causes a reorganization of electron pairs towards a pronounced quinoid bond (de)localization, which induces analogous bond deformations; on the contrary, in the case of anthracene, a similar quinoid (de)localization (and the corresponding bond deformation) is impeded, due to the possibility of addnl. delocalization on its central ring. As shown, these electron-pair reorganizations are the driving force for the corresponding geometrical deformations.

Chemical Physics 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, Synthetic Route of 18512-55-5.

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