Tag: M.W=100-150

Domarco, Olaya; Kieler, Claudia; Pirker, Christine; Dinhof, Carina; Englinger, Bernhard; Reisecker, Johannes M.; Timelthaler, Gerald; Garcia, Marcos D.; Peinador, Carlos; Keppler, Bernhard K.; Berger, Walter; Terenzi, Alessio published the artcile< Subcellular Duplex DNA and G-Quadruplex Interaction Profiling of a Hexagonal PtII Metallacycle>, HPLC of Formula: 3731-53-1, the main research area is platinum metallacycle duplex DNA quadruplex interaction; G-quadruplex; SCC; metallacycle; platinum; subcellular localization.

Metal-driven self-assembly afforded a multitude of fascinating supramol. coordination complexes (SCCs) with applications as catalysts, host-guest, and stimuli-responsive systems. However, the interest in the biol. applications of SCCs is only starting to emerge and thorough characterization of their behavior in biol. milieus is still lacking. Herein, we report on the synthesis and detailed in-cell tracking of a Pt2L2 metallacycle. We show that our hexagonal supramol. accumulates in cancer cell nuclei, exerting a distinctive blue fluorescence staining of chromatin resistant to UV photobleaching selectively in nucleolar G4-rich regions. SCC co-localizes with epitopes of the quadruplex-specific antibody BG4 and replaces other well-known G4 stabilizers. Moreover, the photophys. changes accompanying the metallacycle binding to G4s in solution (fluorescence quenching, absorption enhancement) also take place intracellularly, allowing its subcellular interaction tracking.

Angewandte Chemie, International Edition published new progress about Biocompatibility. 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, HPLC of Formula: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Rocco, Dalila; Novak, Samantha; Prescimone, Alessandro; Constable, Edwin C.; Housecroft, Catherine E. published the artcile< Coordination networks assembled from Co(NCS)2 and 4'-[4-(naphthalen-1-yl)phenyl]-3,2':6',3''-terpyridine: Role of lattice solvents>, Electric Literature of 350-03-8, the main research area is cobalt naphthalenylphenylterpyridine complex preparation thermal stability; crystal structure cobalt naphthalenylphenylterpyridine complex.

The preparation and characterization of 4′-[4-(naphthalen-1-yl)phenyl]-3,2′:6′,3”-terpyridine (1) are described. Reactions of 1 with Co(NCS)2 under conditions of crystal growth by layering using different solvent combinations produced crystals of [Co(1)2(NCS)2]n·2nCHCl3 and [Co(1)2(NCS)2]n·2nC6H5Me, each of which comprised a (4,4) net. The orientations of 1 with respect to the planar network defined by the Co atoms are significantly different in [Co(1)2(NCS)2]n·2nC6H5Me compared to [Co(1)2(NCS)2]n·2nCHCl3, and the toluene mols. in [Co(1)2(NCS)2]n·2nC6H5Me are involved in π-stacking interactions. The solvent-accessible void-space in the latter consists of a series of interlinked cavities in contrast to the open channels in [Co(1)2(NCS)2]n·2nCHCl3. Thermogravimetric anal. was used to investigate solvent loss and uptake in the two coordination networks. After solvent loss from [Co(1)2(NCS)2]n·2nCHCl3, CHCl3, CDCl3 or CH2Cl2 could be taken up by the lattice. In contrast, removal of toluene from [Co(1)2(NCS)2]n·2nC6H5Me was found to be irreversible.

Polyhedron published new progress about Crystal structure. 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Electric Literature of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Shi, Wei; Zhang, Ping; Zou, Feng; Zhou, Jiaqi; Yin, Ziyu; Cai, Zilong; Ghaleb, Hesham; Jiang, Yuxuan; Huang, Wenlong; Liu, Yan; Qiu, Qianqian; Qian, Hai published the artcile< Exploration of novel phthalazinone derivatives as potential efflux transporter inhibitors for reversing multidrug resistance and improving the oral absorption of paclitaxel>, Electric Literature of 3731-53-1, the main research area is phthalazinone preparation antitumor efflux transporter inhibitor SAR pharmacokinetic; BCRP; Efflux transporter; Multidrug resistance; Oral bioavailability; P-gp.

A series of phthalazinone ring derivatives, I [R = 4-pyridylmethylamino, 2-phenylethylamino, 4-(2-morpholinoethyl)anilino, etc.] with different aromatic heterocycles substituents on the amide bond were designed and synthesized for dual inhibition of P-gp and BCRP. Most target compoundsI significantly increased the accumulation of P-gp substrates in the chemo-resistant cancer cell lines by inhibiting the efflux of transporters. Compound I [R = 4-(2-morpholinoethyl)anilino] in particular showed stronger MDR reversal compared to Gefitinib and Verapamil, and comparable to that of the BCRP inhibitor Ko143. In addition, compound I [R = 4-(2-morpholinoethyl)anilino] improved intestinal absorption of paclitaxel (PTX) and enhanced the bioavailability of the orally administered drug in vivo.

European Journal of Medicinal Chemistry published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Electric Literature of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Abas, Mujahid; Nazir, Yasir; Ashraf, Zaman; Iqbal, Zafar; Raza, Hussain; Hassan, Mubashir; Jabeen, Erum; Bais, Abdul published the artcile< A Practical Method of N-Methyl-pyrrole Disulfonamides Synthesis: Computational Studies, Carbonic Anhydrase Inhibition and Electrochemical DNA Binding Investigations>, HPLC of Formula: 3731-53-1, the main research area is methylpyrrole disulfonamide preparation carbonic anhydrase inhibitor antitumor SAR cytotoxicity; mol docking DNA binding.

A series of N-methylpyrrole derivatives bearing disulfonamide functional group, I [R = Bu, Ph, 4-pyridyl, etc.] were synthesized by following a simple nucleophilic substitution reaction route to explore their carbonic anhydrase inhibitory activity. N-methylpyrrole was converted into N-methylpyrrole disulfonyl chloride, which upon condensation with various aliphatic and aromatic amines, yielded the final products I. In-silico docking results predicted strong binding of synthesized compounds I in an enzymic pocket of human carbonic anhydrase isoenzyme II (PDB ID 4Q6D). In-vitro carbonic anhydrase inhibitory assays revealed that analogs I [R = Bu, 2-pyridylethyl] were most potent with IC50 0.38±0.01μM and 0.75±0.88μM resp. in comparison to standard acetazolamide (IC50 0.99±0.04μM). The enzyme inhibitory kinetics exhibited I [R = 2-pyridylethyl] a noncompetitive inhibitor with Km and Ki values as 0.34 mM and 18.2μM resp. The compounds I [R = Bu, 2-pyridylethyl] showed very little cytotoxicity against human keratinocyte (HaCaT) with 80% cell viability and the anticancer activity performed against MCF-7 cell line showed that the compounds I [R = Bu, 2-pyridylethyl] caused 80% and 45% cell death resp. at 125μM concentrations Combining the results of DNA binding anal. through the UV-Vis spectroscopy (hypochromism), cyclic voltammetry (current decrease), and fluorescence spectroscopy (hypochromism in intercalator’s peak); mixed binding mode (intercalation + groove binding) was suggested for I [R = 2-pyridylethyl] and intercalation for I [R = n-butyl] with stronger DNA binding of I [R = 2-pyridylethyl] than I [R = n-butyl]. Based on our results I [R = Bu, 2-pyridylethyl] may be proposed to serve as a lead structure for designing potentially more active CAIs.

ChemistrySelect published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, HPLC of Formula: 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Piao, Ming-Zhu; Imafuku, Kimiaki published the artcile< Friedlaender reaction of 3-acetyltropolones: synthesis of naphthyridinyl- and allied heterocyclic-substituted tropolones>, Application of C6H6N2O, the main research area is acetyltropolone Friedlaender reaction aminopyridinecarboxaldehyde; naphthyridinyl tropolone preparation; pyridopyrazinyl tropolone preparation; tropolone naphthyridinyl pyridopyrazinyl pyrazolopyridinyl preparation; pyrazolopyridinyl tropolone preparation.

The reaction of 3-acetyltropolones I (R1 = H, Me, Br, etc.; R2 = H, Br) with 2-amino-3-pyridinecarbaldehyde gave 3-(1,8-naphthyridin-2-yl)tropolones II (same R1, R2) in excellent yields. In a similar manner, 1,6-naphthyridin-2-yl, 1,7-naphthyridin-2-yl-, 6-pyrido[2,3-b]pyrazinyl-, and 1-methyl-6-pyrazolo[5,4-b]pyridyl-substituted tropolones were prepared Reactivities of amino-substituted heteroarenecarbaldehydes in these reactions and properties of the products were also discussed.

Journal of Heterocyclic Chemistry published new progress about Friedlander synthesis. 55279-29-3 belongs to class pyridine-derivatives, and the molecular formula is C6H6N2O, Application of C6H6N2O.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Ashimori, Atsuyuki; Ono, Taizo; Uchida, Takeshi; Ohtaki, Yutaka; Fukaya, Chikara; Watanabe, Masahiro; Yokoyama, Kazumasa published the artcile< Novel 1,4-dihydropyridine calcium antagonists. I. Synthesis and hypotensive activity of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives>, Application In Synthesis of 131747-55-2, the main research area is antihypertensive pyridyldihydropyridinedicarboxylate; pyridyldihydropyridine derivative hypotensive activity; calcium antagonist pyridyldihydropyridinedicarboxylate.

A series of 4-(substituted pyridyl)-1,4-dihydropyridine derivatives I (R = H, halo, CF3, etc.) were synthesized and their hypotensive effects examined Several compounds have a hypotensive activity parallel to that of nicardipine; the 4-(3-trifluoromethyl-2-pyridyl) and 4-(2-trifluoromethyl-3-pyridyl) derivatives, in particular, had approx. twice the duration of nicardipine, and the 4-(4-cyano-2-pyridyl) derivative had the most potent hypotensive activity of all the derivatives synthesized.

Chemical & Pharmaceutical Bulletin published new progress about Antihypertensives. 131747-55-2 belongs to class pyridine-derivatives, and the molecular formula is C6H6FNO, Application In Synthesis of 131747-55-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lan, Xiao-Bing; Ye, Zongren; Huang, Ming; Liu, Jiahao; Liu, Yan; Ke, Zhuofeng published the artcile< Nonbifunctional Outer-Sphere Strategy Achieved Highly Active α-Alkylation of Ketones with Alcohols by N-Heterocyclic Carbene Manganese (NHC-Mn)>, Formula: C7H7NO, the main research area is ketone alc NHC manganese alkylation catalyst; alkylated ketone preparation; amino benzyl alc ketone NHC manganese Friedlander annulation catalyst; quinoline preparation.

The unusual nonbifunctional outer-sphere strategy was successfully utilized in developing an easily accessible N-heterocyclic carbene manganese (NHC-Mn) system for highly active α-alkylation of ketones with alcs. This system was efficient for a wide range of ketones and alcs. under mild reaction conditions, and also for the green synthesis of quinoline derivatives The direct outer-sphere mechanism and the high activity of the present system demonstrate the potential of nonbifunctional outer-sphere strategy in catalyst design for acceptorless dehydrogenative transformations.

Organic Letters published new progress about Alcohols Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Formula: C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Beak, Peter; Lee, Jae-Keun; McKinnie, B. Gary published the artcile< Methylation of protomeric ambident nucleophiles with methyl fluorosulfonate: a regiospecific reaction>, Application of C6H6ClNO, the main research area is methylation methyl fluorosulfate regiospecificity; nucleophile methylation regiospecific.

Methylation of 15 protomeric ambident nucleophiles with MeOSO2F occurred regiospecifically at the heteroatom remote from the mobile proton. In most cases the fluorosulfonate salts thus obtained were isolated, identified by NMR spectroscopy, and converted to the neutral methylated derivatives by aqueous base. The compounds studied include 5 of the 9 possible systems X:YZH ⇌ HXY:Z in which Y is C and X and Z are O, N and/or S. In 12 cases the reaction was synthetically useful, although it was sometimes necessary to remove the excess MeOSO2F prior to treatment with base. Three cases give mixtures of methylated products, a result established for the case of 2-pyridone as due to proton transfer from the initial regiospecifically-formed salt.

Journal of Organic Chemistry published new progress about 13472-84-9. 13472-84-9 belongs to class pyridine-derivatives, and the molecular formula is C6H6ClNO, Application of C6H6ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Fuse, Hiromu; Nakao, Hiroyasu; Saga, Yutaka; Fukatsu, Arisa; Kondo, Mio; Masaoka, Shigeyuki; Mitsunuma, Harunobu; Kanai, Motomu published the artcile< Photocatalytic redox-neutral hydroxyalkylation of N-heteroaromatics with aldehydes>, Formula: C7H7NO, the main research area is hydroxy alkylated isoquinoline preparation; isoquinoline aldehyde hydroxyalkylation photocatalyst; alkylated hydroxy pyridine preparation; pyridine aldehyde hydroxyalkylation photocatalyst; quinoline hydroxy alkylated preparation; aldehyde quinoline hydroxyalkylation photocatalyst.

Hydroxyalkylation of N-heteroaromatics with aldehydes was achieved using a binary hybrid catalyst system comprising an acridinium photoredox catalyst and a thiophosphoric acid organocatalyst. This metal-free hybrid catalysis proceeded under mild conditions for a wide range of substrates, including quinolines, isoquinolines and pyridines as N-heteroaromatics and both aromatic and aliphatic aldehydes to afford hydroxy-alkylated quinolines I [R = H, 6-F, 7-Br, etc; R1 = Me, Ph, propan-1-ol; R2 = Cl, propan-1-ol], hydroxy-alkylated isoquinolines II [R4 = Et, Ph, 4-FC6H4, etc.] and hydroxy-alkylated pyridines III [R5 = H, Br, Ph; R6 = C(O)Me, CO2Me]. The reaction was applicable to late-stage derivatization of drugs and their leads.

Chemical Science published new progress about Aryl aldehydes Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Formula: C7H7NO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Gargaro, Samantha L.; Klake, Raphael K.; Burns, Kevin L.; Elele, Sharon O.; Gentry, Skyler L.; Sieber, Joshua D. published the artcile< Access to a Catalytically Generated Umpolung Reagent through the Use of Cu-Catalyzed Reductive Coupling of Ketones and Allenes for the Synthesis of Chiral Vicinal Aminoalcohol Synthons>, Recommanded Product: 1-(Pyridin-3-yl)ethanone, the main research area is oxazolidinone homoallylic alc asym synthesis; ketone regioselective stereoselective reductive coupling oxazolidinyl allene copper catalyst.

Herein, a stereoselective method for the allylation of ketones R1C(O)R2 [R1 = Ph, 4-MeOC6H4, 2-naphthyl, 3-pyridyl, N-tosylpyrrol-3-yl, etc., R2 = Me; R1 = Ph, R2 = Et; R1R2 = 2-C6H4(CH2)3] with a chiral allenamide I is reported. By employing N-heterocyclic carbenes as ligands for the Cu catalyst, good branched selectivity can be obtained with high diastereocontrol. This methodol. allows access to a catalytically generated, polarity-reversed (umpolung) allyl nucleophile to enable the preparation of chiral 1,2-aminoalc. synthons II containing a dissonant functional group relationship.

Organic Letters published new progress about Allenes Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Recommanded Product: 1-(Pyridin-3-yl)ethanone.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem