10425-70-4

Usage

Uses

A nitropyridinol derivative as herbicides.

InChI:InChI=1/C5H2ClN3O4/c6-5-3(8(10)11)1-7-2-4(5)9(12)13/h1-2H

Upstream product

• 10425-71-5 3,5-Dinitro-4-hydroxypyridine 
• 19872-96-9 1H-3,5-dinitropyridine-4-one 
• 5435-54-1 4-hydroxy-3-nitropyridine 
• 31872-58-9 3,5-Dinitro-4-hydroxypyridin-N-oxid 
• 108-96-3 4-pyridone 
• 626-64-2 pyridin-4-ol 

Downstream Products

• 411209-91-1 2-(3,5-dinitro-[4]pyridylamino)-phenol 
• 98138-12-6 3,5-dinitro-isonicotinonitrile 
• 1262533-74-3 1,6-dibenzyl-2,3,5,6-tetrahydro-1H,4H-1,3a,6,8-tetraazaphenalene 
• 914944-26-6 3-((4-tert-butyloxycarbonyl(methyl)amino)-1-methyl-6-(2,2,2-trifluoroacetamido)-1H-imidazo[4,5-c]pyridin-7-yl)ethynyl-5-fluorobenzoic acid methyl ester 
• 914943-46-7 N-[[3-[1,5-dihydro-1-methyl-4-(methyl-t-butyloxycarbonylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]trimethylacetamide 
• 914943-90-1 3-[6-amino-4-(tert-butoxycarbonyl-methyl-amino)-1-methyl-1H-imidazo[4,5-d]pyridin-7-ylethynyl]-benzoic acid tert-butyl ester 
• 914944-25-5 3-((6-amino-4-(tert-butyloxycarbonyl(methyl)amino)-1-methyl-1H-imidazo[4,5-c]pyridine-7-yl)ethynyl)-5-fluorobenzoic acid methyl ester 
• 914944-30-2 3-[1,6-dihydro-1-methyl-4-((methyl)tert-butoxycarbonylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]-5-fluoro-benzoic acid 
• 914942-98-6 N-[[3-[1,6-dihydro-1-methyl-4-(methyl-t-butyloxycarbonylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]phenyl]methyl]acetamide 
• 914944-27-7 3-[1,6-dihydro-1-methyl-4-((methyl)tert-butoxycarbonylamino)imidazo[4,5-d]pyrrolo[2,3-b]pyridin-7-yl]-5-fluoro-benzoic acid methyl ester 

Relevant academic research and scientific papers

Lewis Acidic Boranes, Lewis Bases, and Equilibrium Constants: A Reliable Scaffold for a Quantitative Lewis Acidity/Basicity Scale

A quantitative Lewis acidity/basicity scale toward boron-centered Lewis acids has been developed based on a set of 90 experimental equilibrium constants for the reactions of triarylboranes with various O-, N-, S-, and P-centered Lewis bases in dichloromethane at 20 °C. Analysis with the linear free energy relationship log KB=LAB+LBB allows equilibrium constants, KB, to be calculated for any type of borane/Lewis base combination through the sum of two descriptors, one for Lewis acidity (LAB) and one for Lewis basicity (LBB). The resulting Lewis acidity/basicity scale is independent of fixed reference acids/bases and valid for various types of trivalent boron-centered Lewis acids. It is demonstrated that the newly developed Lewis acidity/basicity scale is easily extendable through linear relationships with quantum-chemically calculated or common physical–organic descriptors and known thermodynamic data (ΔH (Formula presented.)). Furthermore, this experimental platform can be utilized for the rational development of borane-catalyzed reactions.

Design, synthesis, and molecular docking study of 3H-imidazole[4,5-c]pyridine derivatives as CDK2 inhibitors

A novel series of imidazo[4,5-c]pyridine-based CDK2 inhibitors were designed from the structure of CYC202 via scaffold hopping strategy. These compounds were synthesized and biologically evaluated for their CDK2 inhibitory and in vitro anti-proliferation potential against cancer cell lines. Several compounds exhibited potent CDK2 inhibition with IC50 values of less than 1 μM. The most potent compound 5b showed excellent CDK2 inhibitory (IC50 = 21 nM) and in vitro anti-proliferation activity against three different cell lines (HL60, A549, and HCT116). The molecular docking and dynamic studies portrayed the potential binding mechanism between 5b and CDK2, and several key interactions between them were observed, which would be the reason for its potent CDK2 inhibitory and anti-proliferation activities. Therefore, the pyridin-3-ylmethyl moiety would serve as an excellent pharmacophore for the development of novel CDK2 inhibitors for targeted anti-cancer therapy.

Annelated pyridines as highly nucleophilic and Lewis basic catalysts for acylation reactions

New heterocyclic derivatives of 9-azajulolidine have been synthesized and characterized with respect to their nucleophilicity and Lewis basicity. The Lewis basicity of these bases as quantified through their theoretically calculated methyl-cation affinities correlate well with the experimentally measured reaction rates for addition to benzhydryl cations. All newly synthesized pyridines show exceptional catalytic activities in benchmark acylation reactions, which correlate only poorly with Lewis basicity or nucleophilicity parameters. A combination of Lewis basicity with charge and geometric parameters in the framework of a three-component quantitative structure-activity relationship (QSAR) model is, however, highly predictive. Copyright

Synthesis and reactivity of highly nucleophilic pyridines

3,4,5-Triamino-substituted pyridines are avid for electrophiles but are still willing to give them back. In these compounds three amino groups conjoin their forces into the heterocyclic nitrogen, making it a powerful Lewis base. A short and efficient synt

Novel tricyclic inhibitors of 1κB kinase

The design and synthesis of a novel series of oxazole-, thiazole-, and imidazole-based inhibitors of IκB kinase (IKK) are reported. Biological activity was improved compared to the pyrazolopurine lead, and the expedient synthesis of the new tricyclic systems allowed for efficient exploration of structure-activity relationships. This, combined with an iterative rat cassette dosing strategy, was used to identify compounds with improved pharmacokinetic (PK) profiles to advance for in vivo evaluation.

Imidazo-fused oxazolo[4,5-b]pyridine and imidazo-fused thiazolo[4,5-b]pyridine based tricyclic compounds and pharmaceutical compositions comprising same

The present invention provides for pyrazolopurine-based tricyclic compounds having the formula (I), wherein R1, R2, R3, and R6 are as described herein. The present invention further provides pharmaceutical compositions comprising such compounds, as well as the use of such compounds for treating inflammatory and immune diseases.

1, 6 -DIHYDRO- 1,3, 5, 6-TETRAAZA-AS-INDACENE BASED TRICYCLIC COMPOUNDS AND PHARMACEUTICAL COMPOSITIONS COMPRISING SAME AS INHIBITORS OF IKK ENZYME ACTIVITY

The present invention provides for tricyclic compounds having the formula (I) wherein R1, R2, R5, R6, R7, and R8 are as described herein. The present invention further provides pharmaceutical compositions comprising such compounds, as well as the use of such compounds for treating inflammatory and immune diseases.

Chemistry of the Phenoxathiins and Isosterically Related Heterocycles. XXXII. The Synthesis of 2-Azathianthrene and Selected Analogs

The synthesis of 2-azathianthrene (benzodithiinopyridine), the only remaining monoazathianthrene yet to be reported, is described.Attempts at the direct condensation of disubstituted pyridines with the dianion of 1,2-dimercaptobenzene were generally unsuccessful requiring that the alternative condensation of the dianion with disubstituted pyridine 1-oxides be employed.The title compound was characterized by physical means including 13 C-nmr spectroscopy.One analog, 4-nitro-2-azathianthrene was also studied by X-ray crystallographic means; the molecule crystallized with two molecules in the asymetric unit P21/n, a=20.712(3), b=7.8109(13), c=13.720(2) Angstroem, β=107.880(11) deg, Z=8, the data refined to a final R=0.051 for 3061 reflections.Dihedral angles between the planes of the phenyl rings were 135.00(13) and 132.52(13) deg for the two independent molecules contained in the crystal.Close non-bonded S...O intramolecular contacts were observed in both molecules between the sulfur and nitro-group oxygens.Both nitro groups are twisted out the plane of the pyridine ring and are oriented at angles of 28.75 and 38.82 deg respectively.

Pyrolysis of Aryl Azides. VI Identification of Neighbouring Group Effects in Pyrolysis of Azidopyridines and Azidoquinolines

Although there are literature reports of anomalous behaviour on pyrolysis of ortho-nitroazidopyridines and ortho-nitroazidoquinolines, we find that these compounds cyclize to the expected furazan 1-oxides in near-quantitative yields, and with a high degree of neighbouring group participation by the nitro group.Kinetic studies in decalin solution reveal the following rate enhancements by the ortho-nitro group: 3-azido-2-nitropyridine, 466 at least; 4-azido-3-nitropyridine, 5400; 4-azido-3,5-dinitropyridine, 640; 4-azido-3-nitroquinoline, 82.4; 5-azido-6-nitroquinoline,27.6; 2-nitro-1-azidonaphthalene, 12.7.The unstable furazan oxide, oxadiazolopyridine 1-oxide, has now been characterized. Oxadiazolopyridine 1-oxide decomposed in decalin at 145 deg to give products indicative of a nitrene intermediate.