Tag: M.W=150-200

Bailey, Andrew James published the artcileSelf-assembly into infinite tapes by 2,7-disubstituted-1,8-naphthyridines in the solid state, Application of 2,7-Dimethyl-1,8-naphthyridine, the publication is CrystEngComm (2010), 12(12), 4074-4079, database is CAplus.

2,7-Disubstituted-1,8-naphthyridine derivatives have been found to self-assemble into infinite 1-dimensional tapes in the solid state in a manner similar to that seen previously for their 2,6-disubstituted pyridine analogs.

CrystEngComm 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, Application of 2,7-Dimethyl-1,8-naphthyridine.

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

Kuroboshi, Manabu published the artcileA facile synthesis of difluoromethylene compounds by oxidative fluorodesulfurization of dithioacetals using tetrabutylammonium dihydrogen trifluoride and N-halo compounds, Name: 1-(Difluoromethyl)naphthalene, the publication is Synlett (1991), 909-10, database is CAplus.

Cyclic dithioacetals of aldehydes and ketones are converted into the corresponding difluoromethylene compounds with characteristic chemoselectivity by means of tetrabutylammonium dihydrogen trifluoride (I) and N-halo amides or imides (N-bromosuccinimide (II), N-iodosuccinimide and 1,3-dibromo-5,5-dimethylhydantoin) in good to excellent yield. The substrates which have an acid-sensitive functionality or other easily fluorinated functionalities give the desired products without any damage to that functionality. E.g., dithioacetal III reacts with reagents I and II in CH₂Cl₂ followed by treatment with sodium hydrogen sulfite to give fluoro compound IV in 94% yield.

Synlett 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, Name: 1-(Difluoromethyl)naphthalene.

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

Reed, Thomas E. published the artcileComplexes of 1,6-naphthyridines. VI. Mixed ligand complexes of molybdenum hexacarbonyl, Application of 2,7-Dimethyl-1,8-naphthyridine, the publication is Inorganica Chimica Acta (1970), 4(3), 471-4, database is CAplus.

Mo(CO)3(N-N)L and Mo(CO)2(N-N)L2, where N-N is 2,7-dimethyl-1,8-naphthyridine (2,7-dmnapy), or 2,9-dimethyl-1,10-phenanthroline (2,9-dmphen) and L is a monodentate Lewis base (e.g., pyridines, MeCN, DMF, P(OR)3, PR3, AsPh3, SbPh3) were prepared and characterized by ir and PMR spectroscopy. The positions observed for the CO stretching modes of these complexes as well as the separation of the A’2 and A” modes of the tricarbonyl compounds suggests that the π-accepting ability of 2,7-dmnapy may be slightly greater than 2,2′-bipyridine (bipy), 1,10-phenanthroline (phen), or 2,9-dmphen. The ease of displacement N-N by Lewis bases depends on the concentrations and steric nature of the P donor and follows the order 2,7-dmnapy > bipy > phen âˆ?2,9-dmphen. The unexpected shielding of N-N and L protons in the PMR spectra is discussed in terms of anisotropy produced by the aromatic systems.

Inorganica Chimica Acta 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, Application of 2,7-Dimethyl-1,8-naphthyridine.

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

Bodner, Richard L. published the artcileComplexes of 1,8-naphthyridines. IV. Alkaline earth perchlorate complexes of 1,8-naphthyridine and its 2,7-dimethyl derivative, Application In Synthesis of 14903-78-7, the publication is Inorganic Chemistry (1970), 9(5), 1255-8, database is CAplus.

Alk. earth-perchlorate complexes of the types ML2(ClO4)2.xH2O and MR2(ClO4)2.xH2O (M = Mg, Ca, Sr, Ba; 0 �x �3.5), where L is 1,8-naphthyridine and R is 2,7-dimethyl-1,8-naphthyridine (I) have been synthesized. The white crystalline compounds have been characterized by elemental analyses, molar conductances, and IR (4000-200 cm-1) and PMR spectroscopy. The steric influence of the Me groups of I does not affect the resulting stoichiometry. In a polar solvent, the compounds exhibit the expected 3-ion conductances. As deduced from the solid IR spectra, some of the perchlorates are distorted toward C3v symmetry. Distortion of the perchlorate in the crystal lattice and (or) a weak interaction of the metal ion and the perchlorate are offered as possibilities for this reduction in symmetry. In view of the known 1,10-phenanthroline complexes of the same metal ions, where as many as 4 chelates are associated, the present work indicates that the coordination number of the metal ion is strongly dependent on the intramol. N-N distance in the chelating heterocycle.

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 C10H10N2, Application In Synthesis of 14903-78-7.

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

Kaminskaia, Natalia V. published the artcileReactivity of μ-Hydroxodizinc(II) Centers in Enzymatic Catalysis through Model Studies, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine, the publication is Inorganic Chemistry (2000), 39(15), 3365-3373, database is CAplus and MEDLINE.

The stable dinuclear complex [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂, where BPAN = 2,7-bis[2-(2-pyridylethyl)aminomethyl]-1,8-naphthyridine, was chosen as a model to investigate the reactivity of (μ-hydroxo)dizinc(II) centers in metallohydrolases. Two reactions, the hydrolysis of phosphodiesters and the hydrolysis of β-lactams, were studied. These two processes are catalyzed in vivo by the zinc(II)-containing enzymes P1 nuclease and β-lactamase, resp. P1 nucleases catalyze the hydrolysis of single-stranded DNA and RNA, while β-lactamases are expressed in many types of pathogenic bacteria and are responsible for the hydrolytic degradation of β-lactam antibiotic drugs. In the first step of phosphodiester hydrolysis promoted by the dinuclear model complex, the substrate replaces the bridging diphenylphosphinate. The bridging hydroxide serves as a general base to deprotonate water, which acts as a nucleophile in the ensuing hydrolysis. The dinuclear model complex is only 1.8 times more reactive in phosphodiester hydrolysis than a mononuclear analog, Zn(bpta)(OTf)₂, where bpta = N,N-bis(2-pyridylmethyl)-tert-butylamine. Hydrolysis of nitrocefin, a β-lactam antibiotic analog, catalyzed by [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂ involves monodentate coordination of the substrate via its carboxylate group, followed by nucleophilic attack of the zinc(II)-bound terminal hydroxide at the β-lactam carbonyl carbon atom. Collapse of the tetrahedral intermediate results in product formation. Mononuclear complexes Zn(cyclen)(NO₃)₂ and Zn(bpta)(NO₃)₂, where cyclen = 1,4,7,10-tetraazacyclododecane, are as reactive in the β-lactam hydrolysis as the dinuclear complex. Kinetic and mechanistic studies of the phosphodiester and β-lactam hydrolyzes indicate that the bridging hydroxide in [Zn₂(BPAN)(μ-OH)(μ-O₂PPh₂)](ClO₄)₂ is not very reactive, despite its low pK_a value. This low reactivity presumably arises from the two factors. First, the bridging hydroxide and coordinated substrate in [Zn₂(BPAN)(μ-OH)(substrate)]²⁺ are not aligned properly to favor nucleophilic attack. Second, the nucleophilicity of the bridging hydroxide is diminished because it is simultaneously bound to the two zinc(II) ions.

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 C10H10N2, Recommanded Product: 2,7-Dimethyl-1,8-naphthyridine.

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

Shishimi, Toru published the artcileBrF₃-KHF₂: An air-stable fluorinating reagent, Related Products of naphthyridine, the publication is Journal of Fluorine Chemistry (2014), 55-60, database is CAplus.

BrF₃-KHF₂, an air-stable solid prepared from BrF₃ and KHF₂, was used in the various fluorination reactions, including desulfurizing fluorination reactions of benzylic sulfides, ketone and aldehyde dithioacetals, (phenylthio)glycosides, and tri-Me trithioorthocarboxylates. As the results, one to three fluorine atoms were selectively introduced to the substrates.

Journal of Fluorine 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 C6H12N2O, Related Products of naphthyridine.

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

Deolka, Shubham published the artcilePhotoinduced Trifluoromethylation of Arenes and Heteroarenes Catalyzed by High-Valent Nickel Complexes, Application In Synthesis of 14903-78-7, the publication is Angewandte Chemie, International Edition (2021), 60(46), 24620-24629, database is CAplus and MEDLINE.

Authors describe a series of air-stable Ni^III complexes supported by a simple, robust naphthyridine-based ligand. Access to the high-valent oxidation state is enabled by the CF₃ ligands on the nickel, while the naphthyridine exhibits either a monodentate or bidentate coordination mode that depends on the oxidation state and sterics, and enables facile aerobic oxidation of NiII to NiIII. These Ni^III complexes act as efficient catalysts for photoinduced C(sp²)-H bond trifluoromethylation reactions of (hetero)arenes using versatile synthetic protocols. This blue LED light-mediated catalytic protocol proceeds via a radical pathway and demonstrates potential in the late-stage functionalization of drug analogs.

Angewandte Chemie, International Edition 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, Application In Synthesis of 14903-78-7.

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

Xu, Chang published the artcileDifluoromethylation of (hetero)aryl chlorides with chlorodifluoromethane catalyzed by nickel, Synthetic Route of 53731-26-3, the publication is Nature Communications (2018), 9(1), 1-10, database is CAplus and MEDLINE.

Relatively low reactivity hinders using chlorodifluoromethane (ClCF₂H) for general difluoromethylation with organic mols., despite its availability as an inexpensive industrial chem. To date, transformations of ClCF₂H are very limited and most of them involve difluorocarbene intermediate. Here, a strategy for difluoromethylation of aromatics through nickel-catalyzed cross-coupling of ClCF₂H with readily accessible (hetero)aryl chlorides is described. The reaction proceeds under mild reaction conditions with high efficiency and features synthetic simplicity without preformation of arylmetals and broad substrate scope, including a variety of heteroaromatics and com. available pharmaceuticals. The reliable practicability and scalability of the current nickel-catalyzed process has also been demonstrated by several 10-g scale reactions without loss of reaction efficiency. Preliminary mechanistic studies reveal that the reaction starts from the oxidative addition of aryl chlorides to Ni(0) and a difluoromethyl radical is involved in the reaction, providing a route for applications of ClCF₂H in organic synthesis and related chem.

Nature Communications 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 C2H4ClNO, Synthetic Route of 53731-26-3.

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

Dhamodharan, V. published the artcileSelective G-quadruplex DNA Stabilizing Agents Based on Bisquinolinium and Bispyridinium Derivatives of 1,8-Naphthyridine, Product Details of C10H10N2, the publication is Journal of Organic Chemistry (2012), 77(1), 229-242, database is CAplus and MEDLINE.

Various biol. relevant G-quadruplex DNA structures offer a platform for therapeutic intervention for altering the gene expression or by halting the function of proteins associated with telomeres. One of the prominent strategies to explore the therapeutic potential of quadruplex DNA structures is by stabilizing them with small mol. ligands. Here the synthesis of bisquinolinium and bispyridinium derivatives of 1,8-naphthyridine, e.g., I, and their interaction with human telomeric DNA and promoter G-quadruplex forming DNAs, is reported. The interactions of ligands with quadruplex forming DNAs were studied by various biophys., biochem., and computational methods. Results indicated that bisquinolinium ligands bind tightly and selectively to quadruplex DNAs at low ligand concentration (âˆ?.2-0.4 μM). Furthermore, thermal melting studies revealed that ligands imparted higher stabilization for quadruplex DNA (an increase in the T_m of up to 21 °C for human telomeric G-quadruplex DNA and >25 °C for promoter G-quadruplex DNAs) than duplex DNA (ΔT_m â‰?1.6 °C). Mol. dynamics simulations revealed that the end-stacking binding mode was favored for ligands with low binding free energy. Taken together, the results indicate that the naphthyridine-based ligands with quinolinium and pyridinium side chains form a promising class of quadruplex DNA stabilizing agents having high selectivity for quadruplex DNA structures over duplex DNA structures.

Journal of Organic 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 C10H10N2, Product Details of C10H10N2.

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

Mahapatra, Ajit K. published the artcileA highly sensitive and selective ratiometric fluorescent probe based on conjugated donor-acceptor-donor constitution of 1,8-naphthyridine for Hg²⁺, Computed Properties of 14903-78-7, the publication is Journal of Photochemistry and Photobiology, A: Chemistry (2011), 222(1), 47-51, database is CAplus.

A new 1,8-naphthyridine based di-olefinic chemosensor was designed, synthesized and its sensing behavior towards metal ions was investigated by UV-vis, fluorescence and ¹H NMR spectroscopic methods. A highly Hg²⁺-selective fluorescence enhancing property (>1.5-fold) in conjunction with a visible colorimetric change from yellow to purple has been observed, leading to a potential fabrication of both “naked-eye” and fluorescence detection of Hg²⁺. Our designed sensor of the donor-acceptor-donor system shows high selectivity towards mercury(II) ion over other competing metal ions.

Journal of Photochemistry and Photobiology, A: 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 C10H10N2, Computed Properties of 14903-78-7.

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