Category: pyridine-derivatives

Beier, Markus published the artcileNucleotides. Part 62. Pyridinium salts. An effective class of catalysts for oligonucleotide synthesis, Related Products of pyridine-derivatives, the publication is Helvetica Chimica Acta (1999), 82(6), 879-887, database is CAplus.

Various pyridinium salts were tested as catalysts for the condensation step in the phosphoramidite approach of oligonucleotide synthesis. Pyridinium chloride turned out to be the most effective activator, speeding up the condensation tremendously. Pyridinium bromide and tosylate can also he regarded as powerful substitutes for the commonly used 1H-tetrazole. The acidic pK_a of the pyridinium cation provides an optimal range for phosphoramidite activation, which is followed by a nucleophilic attack of the pyridine ring to give a P-pyridinio intermediate as the most likely precursor of phosphite ester formation. ³¹P-NMR studies indirectly support this proposal.

Helvetica Chimica Acta published new progress about 636-73-7. 636-73-7 belongs to pyridine-derivatives, auxiliary class Pyridine,Sulfonic acid, name is Pyridine-3-sulfonic acid, and the molecular formula is C5H5NO3S, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Khajondetchairit, Patcharaporn published the artcileDesign, synthesis, and evaluation of the anticancer activity of 2-amino-aryl-7-aryl-benzoxazole compounds, Product Details of C6H8N2, the publication is Chemical Biology & Drug Design (2017), 90(5), 987-994, database is CAplus and MEDLINE.

A series of 2-amino-aryl-7-aryl-benzoxazole derivatives have been designed, synthesized, and evaluated as anticancer agents. Fourteen of the compounds exhibited cytotoxic effects toward human A549 lung cancer cells. We found 12l was the most potent with an EC₅₀ of 0.4 μm, equivalent to the anticancer drug doxorubicin, but had low selectivity following cross screening in monkey kidney Vero cells. Eight of the most potent or most selective compounds were further profiled in addnl. cell lines (MCF7, NCI-H187, and KB) to better understand their cytotoxic activity. Only compound 12l had a measurable EC₅₀ in a single cell line (3.3 μm in the KB cell line). Taken together, this data suggest the series as a whole display specific cytotoxicity toward A549 cells. Cheminformatics searches pointed to JAK2 as a possible target. A subset of compounds assayed at this target showed IC₅₀s ranging from 10 to 0.08 μm; however, no clear correlation between JAK2 potency and A549 cytotoxicity was observed

Chemical Biology & Drug Design published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Product Details of C6H8N2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

van der Vlugt, Jarl Ivar published the artcileDinuclear Copper(I) Thiolate Complexes with a Bridging Noninnocent PNP Ligand, Application of 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, the publication is Chemistry – A European Journal (2011), 17(14), 3850-3854, database is CAplus and MEDLINE.

The synthesis and crystal structures of dinuclear copper(I) complexes [Cu₂(μ-SR)(μ-PNP)Br] [R = Ph (4), CH₂Ph (5); PNP = 2,6-bis(di-tert-butylphosphinomethyl)pyridine] in which both the thiolate and PNP act as bridging ligands are described. The PNP ligand bridges in an unprecedented κ²-P,N-κ¹-P mode. The Cu…Cu distance of 2.7 Å, DFT calculations for optimized mol. structure, topol. anal. of electron d. in the framework of quantum theory of atoms in mols. (QT AIM) and natural-bond-order (NBO) anal. all indicate the absence of metallophilic interactions. These dinuclear complexes were prepared by treating a coordination polymer [Cu₂(μ-PNP)(μ-Br)₂]_n (3Br) with NaN(TMS)₂ followed by the thiol (HSR). The synthesis of the precursor 3Br from PNP and [CuBr(SMe₂)] is also described. The crystal structure of the related μ-chloro complex (3Cl) was determined since the μ-bromo complex formed poor quality crystals. Preliminary reactivity studies showed that the bromide ligand in complex 5 can be substituted with NCS or SPh.

Chemistry – A European Journal published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C15H14Cl2S2, Application of 2,6-Bis((di-tert-butylphosphino)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

van der Vlugt, Jarl Ivar published the artcileCu^I Complexes with a Non-innocent PNP Ligand: Selective Dearomatization and Electrophilic Addition Reactivity, Recommanded Product: 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, the publication is Inorganic Chemistry (2009), 48(16), 7513-7515, database is CAplus and MEDLINE.

The neutral, T-shaped complex Cu^I(PN^–P^tBu) (2)featuring a de-aromatized 2,6-bis[(di-tert-butylphosphino)methyl]pyridine (PN^–P^tBu) PNP-pincer ligand, is shown to interact rapidly with electrophiles. Furthermore, C-C bond formation onto the deprotonated methylene-bridgehead carbon is observed with MeOTf as the electrophile. The mol. structure of the methylated derivatives were determined by X-ray crystallog. This represents the first case of selective modification of the lutidine-based backbone of such non-innocent PNP ligands. Theor. calculations support the formation of monomeric complex 2 and indicate the high reactivity of the methylene fragment in this Cu^I complex.

Inorganic Chemistry published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C10H11NO4, Recommanded Product: 2,6-Bis((di-tert-butylphosphino)methyl)pyridine.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

van der Vlugt, Jarl Ivar published the artcileT-Shaped Cationic Cu^I Complexes with Hemilabile PNP-Type Ligands, Quality Control of 338800-13-8, the publication is Inorganic Chemistry (2008), 47(11), 4442-4444, database is CAplus and MEDLINE.

The versatile coordination behavior of the PNP ligands 1A (2,6-bis[(di-tert-butylphosphino)methyl]pyridine) and 1B (2,6-bis[(diphenylphosphino)methyl]pyridine) to Cu^I is described. A hemilabile interaction of the pyridine N-donor atom to the Cu center resulted in a rare T-shaped complex with 1A, while with 1B also a tetracoordinated species could be isolated. Theor. calculations support the weak interaction of the pyridine N donor in 1A with the Cu center.

Inorganic Chemistry published new progress about 338800-13-8. 338800-13-8 belongs to pyridine-derivatives, auxiliary class Bis-phosphine Ligands, name is 2,6-Bis((di-tert-butylphosphino)methyl)pyridine, and the molecular formula is C4Br2N2O4S, Quality Control of 338800-13-8.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Fernandez, M. A. published the artcileNew approaches for monitoring the marine environment: the case of antifouling paints, Related Products of pyridine-derivatives, the publication is International Journal of Environment and Health (2007), 1(3), 427-448, database is CAplus.

A review. Protection of ships hulls against biofouling has been a problem since man began sailing the seas. The most common protections are specially produced antifouling paints. These paints could be broadly classified in three main groups, or generations, depending on the technol. applied: first generation copper-based, second generation organotin-based, and the new, third generation, organotin-free antifouling paints. Most of these new paints contain biocides, and consequently are also toxic. To further complicate risk evaluations, synergistic effects occurred when mixtures were tested. Some researchers have pointed out the risk of employing these compounds without a deep knowledge of their environmental behavior and their effects on marine communities. However, the transition from second to third generation antifoulings is now a reality. Therefore, in this paper, considerations on the chem. and ecotoxicol. information required and proposals for approaches to deal with the new antifouling problems are discussed.

International Journal of Environment and Health published new progress about 971-66-4. 971-66-4 belongs to pyridine-derivatives, auxiliary class Pyridine,Benzene, name is Triphenyl(pyridin-1-ium-1-yl)borate, and the molecular formula is C23H20BN, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Purificacao, Sara I. published the artcileOne-Pot Synthesis of 1,2-Disubstituted 4-, 5-, 6-, and 7-Azaindoles from Amino-o-halopyridines via N-Arylation/Sonogashira/Cyclization Reaction, SDS of cas: 39856-58-1, the publication is Organic Letters (2017), 19(19), 5118-5121, database is CAplus and MEDLINE.

A direct synthesis of several 1,2-disubstituted 4-, 5-, 6-, and 7-azaindoles from available amino-o-halopyridines is described. This procedure involves a palladium-catalyzed N-arylation followed by a Sonogashira reaction and subsequent cyclization in a one-pot manner, exhibiting a wide scope and compatibility with electron-withdrawing and electron-donating groups. The strategy represents an advancement in azaindole chem. with a straightforward approach toward 1,2-disubstituted azaindoles, while avoiding complex N-arylations of hindered 2-substituted azaindoles and difficult purification steps of intermediates.

Organic Letters published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, SDS of cas: 39856-58-1.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

La Beaume, Paul published the artcileMicrowave-accelerated fluorodenitrations and nitrodehalogenations: expeditious routes to labeled PET ligands and fluoropharmaceuticals, COA of Formula: C6H3FN2, the publication is Tetrahedron Letters (2010), 51(14), 1906-1909, database is CAplus.

Methods for the expeditious fluorination of arenes have been investigated, using readily available fluoride sources. An optimized procedure for microwave-accelerated fluorodenitration has been developed, giving good to excellent yields in less than 10 min, rendering it practical for use in the preparation of F¹⁸ labeled ligands for PET imaging. Application of the method in the synthesis of CNS agents is demonstrated, and a practical method for the preparation of substrates is also presented.

Tetrahedron Letters published new progress about 847225-56-3. 847225-56-3 belongs to pyridine-derivatives, auxiliary class Pyridine,Fluoride,Nitrile, name is 4-Fluoropicolinonitrile, and the molecular formula is C6H3FN2, COA of Formula: C6H3FN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Talik, Tadeusz published the artcileOn the reactions with nitrous acid of certain derivatives of 4-aminopyridine, substituted in position 2 or 2 and 6. III, Computed Properties of 18437-58-6, the publication is Roczniki Chemii (1959), 387-96, database is CAplus.

cf. C.A. 52, 5407b. It was established that 2-methyl-, 2,6-dimethyl-, and 2,6-dichloro-4-aminopyridine can be diazotized like aromatic compounds, in spite of the fact that the NH₂ group is bound in the position 4. The following products of reactions of the diazonium salts were prepared: 4-iodo-(m. 43°, yield 29.6%); 4-chloro-, (25.5%; picrate m. 203°); 4-bromo-, (37.7%, b. 180-1°; picrate m. 184°), and 4-cyano-2-methylpyridine (8.2%, b. 201° m. 45°; picrate m. 161°). 2-Methyl-4-pyridinocarboxylic acid (64.6%, m. 292°), 4-iodo-(19.6%, m. 99°; picrate m. 192°), 4-chloro-(21.5%; picrate m. 167°), 4-bromo-(42.6%, b. 194°; picrate m. 178°), 4-thiocyano-(17.85%, m. 63°; picrate m. 182°), and 4-cyano-2,6-dimethylpyridine (13.9%, m. 81°; picrate m. 174°). 2,6-Dimethyl-4-pyridinocarboxylic acid (m. 281°), 4-hydroxy-(65.4%, m. 196°), 4-iodo-(39.56%, m. 160°), 4-bromo-(35.84%, m. 95°), 4-cyano-2,6-dichloropyridine (m. 95°), and 2,4,6-trichloropyridine (30.1%, m. 32°). The substitution of diazonium by the CNS group was possible only in the case of diazonium salt of 2,6-dimethyl-4-aminopyridine.

Roczniki Chemii published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C17H20ClN3, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Nguyen, Phuhai published the artcileEvaluation of the antiprion activity of 6-aminophenanthridines and related heterocycles, COA of Formula: C5H5BrN2, the publication is European Journal of Medicinal Chemistry (2014), 363-371, database is CAplus and MEDLINE.

Several 6-(amino)phenanthridine derivatives and related heterocyclic compounds such as benzonaphtyridine derivatives were prepared A reduction of one of the three aromatic rings was also performed. The compounds were first tested for their antiprion activity in a previously described yeast-based colorimetric prion assay. The most potent derivatives were then assayed ex-vivo against the mammalian prion PrP^Sc in a cell-based assay. Several of the new compounds were found more potent than the parent lead 6-aminophenanthridine. The most promising compounds against yeast and mammalian prions were 8-azido-6-aminophenanthridine and 7,10-dihydrophenanthridin-6-amine. In the mammalian cell-based assay, the IC₅₀ of these two compounds were around 5 μM and 1.8 μM, resp. The synthesis of the target compounds was achieved by a coupling reaction of boronic acid esters, such as 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzenamine, 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzonitrile with suitable aryl bromides or aryl chlorides. The tilte compounds thus formed included 6-phenanthridinamine derivatives and analogs, such as benzo[c][2,6]naphthyridin-5-amine, benzo[h][1,6]naphthyridin-5-amine, benzo[c][1,8]naphthyridin-6-amine, benzo[c][1,6]naphthyridine, benzo[c]-1,5-naphthyridine.

European Journal of Medicinal Chemistry published new progress about 39856-58-1. 39856-58-1 belongs to pyridine-derivatives, auxiliary class Pyridine,Bromide,Amine, name is 2-Bromopyridin-3-amine, and the molecular formula is C5H5BrN2, COA of Formula: C5H5BrN2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem