Category: 21901-29-1

Singh, Malvinder P.; Joseph, Tomi; Kumar, Surat; Bathini, Yadagiri; Lown, J. William published the artcile< Synthesis and sequence-specific DNA binding of a topoisomerase inhibitory analog of Hoechst 33258 designed for altered base and sequence recognition>, COA of Formula: C6H7N3O2, the main research area is topoisomerase inhibitor DNA binding preparation; DNA binding Hoechst 33258 analog sequence; safety benzoyl peroxide explosive; health hazard methoxymethyl chloride nitrobenzene.

The preparation and DNA binding characteristics of a structural analog of Hoechst 33258 bearing 2 pyridine N atoms are described. The 1H NMR signals of the complex formed between the new ligand I and decadeoxyribonucleotide d(CATGGCCATG)2 were assigned by employing 1- and 2-dimensional NMR techniques. Intermol. nuclear Overhauser effects (NOE) between the ligand and the DNA receptor fragment confirm that the ligand binds in the minor groove of the DNA, interacting with the centrally located 5′-GGCCA segment. In contrast to the steric interaction between the benzimidazole rings of the parent Hoechst 33258 mol. and the guanine 2-NH2 groups, which renders it G·C avoiding and thus A·T base pair preferring, the ligand I described here overcomes these unfavorable interactions and instead exhibits a marked preference for G·C base pairs. This behavior appears to arise from addnl. stabilization due to H-bonding with the guanine 2-NH2 groups. Although a ligand-induced distortion at the binding site is qual. assessable, the overall B-type conformation of the DNA fragment is retained upon complexation. The structural conclusions drawn from the NOE-NMR evidence were confirmed by mol. mechanics and mol. modeling studies. Safety in the use of methoxymethyl chloride and nitrobenzene, suspected toxins and benzyl peroxide, a potential explosive, is emphasized.

Chemical Research in Toxicology published new progress about DNA, complexes Role: BIOL (Biological Study). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, COA of Formula: C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hikawa, Hidemasa; Nakayama, Taku; Nakamura, Shunki; Kikkawa, Shoko; Azumaya, Isao published the artcile< Dehydrative amination of benzhydrols with electron-withdrawing group-substituted 2-aminopyridines utilizing Au(III)/TPPMS catalyst system in water>, HPLC of Formula: 21901-29-1, the main research area is benzyl aminopyridine preparation; benzhydrol aminopyridine dehydrative amination gold sodium diphenylphosphinobenzene sulfonate water.

Authors report a method for gold(III)/sodium diphenylphosphinobenzene-3-sulfonate (TPPMS)-catalyzed direct amination of benzhydrols using 2-aminopyridines with poor nucleophilic character in water. Various functional groups such as electron-withdrawing nitro, cyano and halogen groups were tolerated well to form the desired N-benzylated 2-aminopyridine compounds On the basis of mechanistic studies including kinetic profiles, Hammett study and isotope effects, authors propose a pathway in which a Lewis acidic gold cation species activates the sp3 C-O bond of the alc. in the rate-determining step.

Organic & Biomolecular Chemistry published new progress about Amination (dehydrative). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, HPLC of Formula: 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Moreau, Robert J.; Skepper, Colin K.; Appleton, Brent A.; Blechschmidt, Anke; Balibar, Carl J.; Benton, Bret M.; Drumm, Joseph E.; Feng, Brian Y.; Geng, Mei; Li, Cindy; Lindvall, Mika K.; Lingel, Andreas; Lu, Yipin; Mamo, Mulugeta; Mergo, Wosenu; Polyakov, Valery; Smith, Thomas M.; Takeoka, Kenneth; Uehara, Kyoko; Wang, Lisha; Wei, Jun-Rong; Weiss, Andrew H.; Xie, Lili; Xu, Wenjian; Zhang, Qiong; de Vicente, Javier published the artcile< Fragment-Based Drug Discovery of Inhibitors of Phosphopantetheine Adenylyltransferase from Gram-Negative Bacteria>, Recommanded Product: 2-Amino-3-nitro-6-picoline, the main research area is triazolopyrimidinone preparation phosphopantetheine adenylyltransferase inhibitory activity; azabenzimidazole preparation phosphopantetheine adenylyltransferase inhibitory activity.

The discovery and development of new antibiotics capable of curing infections due to multidrug-resistant and pandrug-resistant Gram-neg. bacteria is a major challenge with fundamental importance to our global healthcare system. Part of our broad program at Novartis to address this urgent, unmet need includes the search for new agents that inhibit novel bacterial targets. Here we report the discovery and hit-to-lead optimization of new inhibitors of phosphopantetheine adenylyltransferase (PPAT) from Gram-neg. bacteria. Utilizing a fragment-based screening approach, we discovered a number of unique scaffolds capable of interacting with the pantetheine site of E. coli PPAT and inhibiting enzymic activity, including triazolopyrimidinone. Structure-based optimization resulted in the identification of two lead compounds as selective, small mol. inhibitors of bacterial PPAT: triazolopyrimidinone I and azabenzimidazole II efficiently inhibited E. coli and P. aeruginosa PPAT and displayed modest cellular potency against the efflux-deficient E. coli ΔtolC mutant strain.

Journal of Medicinal Chemistry published new progress about Antibiotics. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Recommanded Product: 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Singh, Malvinder P.; Bathini, Yadagiri; Lown, J. William published the artcile< Site selective alkoxymethylation of imidazo[4,5-b]pyridines: structural analysis by high field NMR methods>, Product Details of C6H7N3O2, the main research area is alkylation alkoxymethylation imidazopyridine regiochem; aryl imidazopyridine preparation structure; tautomer nucleophile alkoxymethylation regiochem imidazopyridine; solvent effect alkoxymethylation benzimidazole methoxyphenyl; benzimidazole alkoxymethyl methoxyphenyl mol structure; mol structure alkoxymethyl methoxyphenyl imidazopyridine.

The alkylation reactions of 2-aryl-1(3)H-imidazo[4,5-b]pyridines (equivalent to 1-deazapurines) with alkoxymethyl chlorides and bromoacetonitrile are described. The structural assignments of the products were made using 2-dimensional 1H-1H NOE (NOESY) and selective INEPT (INAPT) 13C NMR experiments using polarization transfer from C-bound hydrogens in the alkyl side chains to selected 13C resonances via long-range 3JCH couplings. Although 3 isomeric N-alkyl derivatives could arise from a single heterocycle based on considerations of tautomeric equilibrium, however, the reactions exhibit marked site selectivity even under quite different reaction conditions. Thus, N-3 alkyl derivatives are produced exclusively in basic (Et3N/NaH) nonpolar media following an SEE2cB mechanism. Solvent effects are evident in a loss of N-3 vs. N-1 selectivity for alkylation when the polar aprotic solvent DMF is used. Under neutral conditions direct alkylation occurs at the N-4 position following an SE2′ mechanism. The overall site selectivity appears to be governed by the relative reactivity of individual nucleophilic sites rather than the tautomeric composition in solution The regioselective alkoxymethylation of 2-(4-methoxyphenyl)benzimidazole, and methyl-2-(4-methoxyphenyl)imidazopyridines I (R = hydrogen, methyl; X = CH, N) were reported. Bis(imidazo[4,5-b]pyridine analogs of Hoechst 33258 were prepared

Heterocycles published new progress about Molecular structure. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Product Details of C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Tunca, Ekrem; Bulbul, Metin; Ilkimen, Halil; Canlidinc, Rukiye Saygili; Yenikaya, Cengiz published the artcile< Investigation of the effects of the proton transfer salts of 2-aminopyridine derivatives with 5-sulfosalicylic acid and their Cu(II) complexes on cancer-related carbonic anhydrases: CA IX and CA XII>, Reference of 21901-29-1, the main research area is cancer sulfosalicylic acid aminopyridine carbonic anhydrase IX XII.

Abstract: Six novel proton transfer compounds (15-20) obtained from 5-sulfosalicylic acid (1) and 2-aminopyridine derivatives [2-amino-3-benzyloxypyridine (2), 2-amino-3-hydroxylpyridine (3), 2-amino-3-methylpyridine (4), 2-amino-3-nitropyridine (5), 2-amino-3-nitro-4-methylpyridine (6) and 2-amino-3-nitro-6-methylpyridine (7)] and their Cu(II) complexes (21-26) along with the Cu(II) complexes of 2-7 (9-14) have been prepared and characterized by spectroscopic techniques. The in vitro inhibition effects of all compounds on CA IX and CA XII isoenzymes as well as on hCA I and hCA II were investigated and the results were compared. The inhibition studies showed that the synthesized compounds are more selective to CA XII isoenzyme. The hydratase IC50 values of the compounds were determined as in the range of 15.61 ± 2.32 uM-99.02 ± 4.99 uM for hCA I, 22.36 ± 0.75 uM-77.03 ± 4.03 uM for hCA II, 23.90 ± 1.67 uM-138.63 ± 5.45 uM for CA IX, and 9.50 ± 1.16 uM-693.15 ± 8.96 uM for CA XII. The inhibition data have been analyzed using one-way anal. of variance for multiple comparisons (p < 0.0001). Chemical Papers published new progress about Enzyme inhibition kinetics. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Reference of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Babaev, Eugene V.; Rybakov, Victor B. published the artcile< Phenacylation of 6-methyl-beta-nitropyridin-2-ones and further heterocyclization of products>, Product Details of C6H7N3O2, the main research area is betanitropyridinone phenacylation; phenacylpyridone heterocyclization; 8-nitro-5-RO-indolizines; Phenacylation of beta-nitropyridin-2-ones; oxazole-pyrrole ring transformation.

Reaction between the derivatives of 6-methyl-beta-nitropyridin-2-one and phenacyl bromides was studied, and the yields observed were extremely low. The pyridones were converted via chloropyridines to methoxyderivatives, which were N-phenacylated. N-Phenacyl derivatives of 4,6-dimethyl-5-nitropyridin-2-one under the action of base gave 5-hydroxy-8-nitroindolizine and under acidic conditions gave 5-methyl-6-nitrooxazole[3,2-a]pyridinium salt, which underwent recyclization with MeONa to 5-methoxy-8-nitroindolizine.

Molecules published new progress about Acylation. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Product Details of C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Troschuetz, Reinhard; Karger, Alexander published the artcile< Versatile synthesis of 6-substituted 8-deazapteridine-2,4-diamines. Formal total synthesis of 8,10-dideazaminopterin>, HPLC of Formula: 21901-29-1, the main research area is deazapteridinediamine preparation; dideazaaminopterin formal total synthesis.

A new synthesis of 4-amino-4-deoxy-8,10-dideazapteroic acid (I, R =CH2CH2C6H4CO2H-4, R1 = H) and 6-substituted and 5,6-anelated 8-deazapteridine-2,4-diamines I [R = Me, CH2CH2C6H4CO2Me-4, R1 = H; RR1 = (CH2)4] is described. Starting from (H2N)2C:CHNO2 or (H2N)2C:CHCO2Et and RCOCR1:CHNMe2, I can be prepared via functional group transformation of 2-aminopyridines yielding 3-amino-α-picolinonitriles which are cyclocondensed with guanidine.

Journal of Heterocyclic Chemistry published new progress about 21901-29-1. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, HPLC of Formula: 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Weglinski, Zbigniew; Talik, Tadeusz published the artcile< Carboxylation of 2-hydroxypicolines>, Safety of 2-Amino-3-nitro-6-picoline, the main research area is carboxylation hydroxypicoline; pyridinol methyl carboxylation; picoline hydroxy carboxylation; pyridinecarboxylic acid hydroxymethyl.

Treatment of a mixture of 2-hydroxy-3-methylpyridine (I) and anhydrous K2CO3 with 55 atm CO2 at 220° for 9 h gave 87% 2-hydroxy-3-methyl-5-pyridinecarboxylic acid (II). Carboxylation of the Na and K salts of I gave 49.5 and 53% II, resp. Similarly, 2-hydroxy-5-methyl-, 2-hydroxy-6-methyl-, and 2-hydroxy-4-methylpyridine gave 2-hydroxy-5-methyl-3-pyridinecarboxylic acid, 2-hydroxy-6-methyl-3-pyridinecarboxylic acid, and 2-hydroxy-4-methyl-5-pyridinecarboxylic acid, resp. The isomeric hydroxymethylpyridinecarboxylic acids were also prepared by hydrolysis of the corresponding isomeric chlorocyanopicolines. The latter were obtained from isomeric aminopicolines by successive nitration, hydroxylation, chlorination, reduction, and Sandmeyer cyanation.

Roczniki Chemii published new progress about Carboxylation. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Safety of 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Smolyar, N. N.; Yutilov, Yu. M. published the artcile< Reduction of 2-amino-3- and -5-nitropyridine derivatives with hydrazine hydrate>, Related Products of 21901-29-1, the main research area is nitropyridinamine reduction hydrazine hydrate; pyridinamine preparation.

The reactions of 3- and 5-nitro-2-pyridinamine with N2H4.H2O resulted in elimination of the NH2 group and reduction of the NO2 group with formation of 3-pyridinamine. A probable reaction mechanism involves addition of N2H4.H2O to the N-C(2) bond, followed by elimination of NH3 and reduction of the NO2 group to NH2. 4- And 5-methyl-3-nitro-2-pyridinamine reacted with N2H4.H2O in a similar way.

Russian Journal of Organic Chemistry published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Related Products of 21901-29-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Timperley, Christopher M.; Banks, R. Eric; Young, Ian M.; Haszeldine, Robert N. published the artcile< Synthesis of some fluorine-containing pyridinealdoximes of potential use for the treatment of organophosphorus nerve-agent poisoning>, Name: 2-Amino-3-nitro-6-picoline, the main research area is fluorinated pyridinealdoxime preparation treatment organophosphorus nerve agent poisoning; sarin poisoning fluorinated pyridinealdoxime preparation treatment.

Fluoroheterocyclic aldoximes were screened as therapeutic agents for the treatment of anticholinesterase poisoning. 2-Fluoropyridine-3- and -6-aldoxime and 3-fluoropyridine-2- and -4-aldoxime were synthesized. Attempts to obtain 3,5,6-trifluoropyridine-2,4-bis(aldoxime) and -2-aldoxime, however, proved unsuccessful. Pentafluorobenzaldoxime was prepared by oximation of pentafluorobenzaldehyde. Acid dissociation constants (pKa) and second-order rate constants (kox-) of the fluorinated pyridinealdoximes towards sarin were measured. 2,3,5,6-Tetrafluoropyridine-4-aldoxime had the best profile: its kox- approached that of the therapeutic oxime P2S (310 vs. 120 l mol-1 min-1), but its higher pKa (9.1 vs. 7.8) fell short of the target figure of 8 required for reactivation of inhibited acetylcholinesterase in vivo. N-alkylation of the fluorinated pyridine-aldoximes may reduce their pKa nearer to 8 and enhance their therapeutic potential.

Journal of Fluorine Chemistry published new progress about Antidotes. 21901-29-1 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Name: 2-Amino-3-nitro-6-picoline.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem