56183-69-8

Upstream product

• 762-04-9 phosphonic acid diethyl ester 
• 762-04-9 Diethyl phosphonate 

Downstream Products

• 117949-69-6 fuchsone (diethoxyphosphinyl)hydrazone 
• 762-04-9 phosphonic acid diethyl ester 
• 106537-24-0 N'-Cyclohexylidene-phosphorohydrazidic acid diethyl ester 
• 94521-03-6 1-(diethoxyphosphoryl)-2-(phenylmethylidene)hydrazine 
• 106537-23-9 N'-[(E)-3-Phenyl-prop-2-en-(Z)-ylidene]-phosphorohydrazidic acid diethyl ester 
• 106537-21-7 1-(diethoxyphosphoryl)-2-(1-phenylethylidene)hydrazine 
• 99692-30-5 diethyl (4-hydroxyphenylazo)phosphonate 
• 142019-11-2 diethyl 7-chloro-3a-(4-chlorophenyl)-3a,4-dihydro[1]benzopyrano[4.3-c]pyrazol-2(3H)-yl-phosphonate 

Relevant academic research and scientific papers

4-Chloroacetophenone [1-(4-methoxyphenyl)ethylidene]hydrazone

The crystal structure of the title mixed azine, C17H17CIN2O, contains four independent molecules, A-D, and molecule B is disordered. All four molecules have an N-N gauche conformation, with C-N-N-C torsion angles of 136.5 (4), 137.0 (4), -134.7 (4) and -134.7 (4)°, respectively. The phenyl rings are also somewhat twisted with respect to the plane defined by Cipso and the imine bond. On average, the combined effect of these twists results in an angle of 64.7° between the best planes of the two phenyl rings. Arene-arene double T-contacts are the dominant intermolecular interaction. The methoxy-substituted phenyl ring of one azine molecule interacts to form a T-contact with the methoxy-substituted phenyl ring of an adjacent molecule and, similarly, two chloro-substituted phenyl rings of neighboring molecules interact to form another T-contact. The only exception is for molecule B, for which the disorder leads to the formation of T-contacts between methoxy- and chloro-substituted phenyl rings. The prevailing structural motif of T-contact formation between like-substituted arene rings results in a highly dipole-parallel-aligned crystal structure.

COMPOUNDS AND USES THEREOF

The present disclosure features compounds useful for the treatment of BAF complex-related disorders.

A simple and efficient approach to the synthesis of 1-phosphonated 5-amino-1-H-[1,2,4]-triazole from N-functionalized imidates

In this study, we describe a new and easy synthetic approach to variously substituted triazoles based on the reaction of imidates with phosphorylated hydrazine in good yields. A general mechanism of the reactions was also proposed. Characterization of the products was carried out by several analytical and spectroscopic tools including infrared and nuclear magnetic resonance spectroscopies (1H,13C NMR,31P NMR).

Novel dialkylphosphorylhydrazones: Synthesis, leishmanicidal evaluation and theoretical investigation of the proposed mechanism of action

As part of a program to develop new drugs for the treatment of neglected diseases, new dialkylphosphorylhydrazones were synthesized and evaluated against the trypanosomatid parasites Leishmania braziliensis and Leishmania amazonensis. The synthesis of these compounds proved satisfactory with yields ranging from moderate to good. The most active compounds against L. braziliensis presented IC50 values in the 10-2 μM range, similar to that of the reference drug pentamidine. Two compounds, 4m and 4n, showed a significant dose dependent decrease in the infection index of L. amazonensis infected macrophages and caused a complete healing of nodules and ulcers when tested in vivo against L. amazonensis-infected mice, but the control of parasite burden at the inoculation site was statistically significant only in the case of treatment with 4n. A target fishing (reverse docking) approach using molecular docking with 15 enzymes of L. braziliensis indicated that the probable target of the active compounds was hexokinase, the first enzyme of the glycolytic pathway.

An efficient one-pot synthesis of some new substituted 1, 2, 3, 5-thiatriazolidin-4-one 1,1-dioxides

A series of some new 1,2,3,5-thiatriazolidin-4-one 1,1-dioxides derivatives were synthesized by reacting respectively β-cyanohydrazines and phosphorylated hydrazine with chlorosulfonyl isocyanate in good yields. The structures of all the newly prepared co

Catalyst-controlled switchable phosphination of α-diazoesters

Organocatalyst and metal provide different products: a catalyst-controlled switchable phosphination of α-diazoesters has been developed by using DBU and copper as catalysts. It provided an efficient synthetic method for the construction of various phospho

Synthesis and preliminary evaluation of amiloride analogs as inhibitors of the urokinase-type plasminogen activator (uPA)

A known side-activity of the oral potassium-sparing diuretic drug amiloride is inhibition of the enzyme urokinase-type plasminogen activator (uPA, K i = 7 μM), a promising anticancer target. Several studies have demonstrated significant antitum

Criss-cross cycloadditions on ketazines derived from alicyclic ketones

The reactivity of alicyclic ketazines in criss-cross cycloadditions was investigated. They react with potassium cyanate and ammonium thiocyanate in the presence of acetic acid to form spirocyclic perhydro[1,2,4]triazolo[1,2-a][1,2, 4]triazole-1,5-diones a

Evaluation of the extent of conjugation in symmetrical and asymmetrical aryl-substituted acetophenone azines using electrochemical methods

The electrochemical behavior of a series of symmetrical and unsymmetrical aryl-substituted acetophenone azines (1-X/Y, where X and Y are 4-NO2, 4-CN, H, 3-OCH3, 4-OCH3, 4-CH3, and 4-N(CH3)2) was studied in acetonitrile and N,N-dimethylformamide (DMF) solution using cyclic voltammetry (CV). Compounds 1-X/Y, where neither X or Y are nitro substituents, undergo successive reduction to their radical anion (1-X/Y·-) and then dianion (1-X/Y2-), respectively. In all cases, the formation of the radical anion is completely reversible and the standard reduction potentials, E°1-X/Y/1-X/Y·- could be determined. The reversibility of the second electron transfer is substituent dependent with certain dianions sufficiently basic to be protonated under our conditions. Standard reduction potentials (E°1-X/Y/1-X/Y·-) for the formation of radical anions exhibit a large substituent effect with values differing by more than 0.66 V throughout the series going from 1-4-CN/4-CN to 1-4-OCH3/4-OCH3; similar substituent effects were determined for the formation of the dianion. The nitro-containing azines deviate from the above-mentioned behavior. With the exception of 1-4-NO2/4-NO2, they exhibit single electron waves that have values of E°1-X/Y/1-X/Y·- within 40 mV of each other and thus the reduction is not subject to the same substituent effect as the other azines. 1-4-NO2/4-NO2 exhibits an E° at a similar potential, but is a two-electron reversible wave with features indicative of a reduction system containing two localized, nonconjugated redox centers. The reduction potentials of all the aryl azines were correlated with Hammett σ parameters to look at variations in E°1-X/Y/1-X/Y·- vs SCE as a function of substituent. The small ρ values in combination with the other electrochemical data provide support for single bond character of the N-N bond and evidence for a lack of strong electronic communication between the two aryl centers through the azomethine bonds, especially for those systems with electron-withdrawing groups.

Push-pull substitution versus intrinsic or packing related N-N gauche preferences in azines. Synthesis, crystal structures and packing of asymmetrical acetophenone azines

The asymmetrical E,E-configured para-disubstituted 4-methoxyacetophenone azines with 4'-bromo- (1), 4'-cyano- (2) and 4'-nitro- (3) substituents have been synthesized and their crystal structures have been determined.The synergetic reinforcement of "push" and "pull" effects does not suffice to overcome the intrinsic or packing induced N-N gauche preference, and azines 1-3 all assume distinctly gauche N-n conformations (dihedral angle of 115-140 deg).The crystal packing is characterized by offset T-shaped and parallel displaced face-to-face arene-arene contacts between pairs of azines with parallel or anti-parallel D-->A orientations.This crystals architecture results in a net dipole of crystals of 1.The structural data are analyzed in comparison with the symmetrical E,E-configured para-disubstituted acetophenone azines 4-7.With regard to this best possible reference data set, the structural parameters of 1-3 do not show any significant manifestation of special electronic interactions over the N-perturbed extended ?-system to be associated with the asymmetry of the azines.While there exists no structural evidence of conjugation in these solid state structures, our results do not rule out asymmetry effects on the electronic structure of the ground or the excited states.