Tag: 200-300

Soluble 2-Substituted Aminopyrido[2,3-d]pyrimidin-7-yl Ureas. Structure-Activity Relationships against Selected Tyrosine Kinases and Exploration of in Vitro and in Vivo Anticancer Activity was written by Schroeder, Mel C.;Hamby, James M.;Connolly, Cleo J. C.;Grohar, Patrick J.;Winters, R. Thomas;Barvian, Mark R.;Moore, Charles W.;Boushelle, Stacey L.;Crean, Sheila M.;Kraker, Alan J.;Driscoll, Denise L.;Vincent, Patrick W.;Elliott, William L.;Lu, Gina H.;Batley, Brian L.;Dahring, Tawny K.;Major, Terry C.;Panek, Robert L.;Doherty, Annette M.;Showalter, H. D. Hollis. And the article was included in Journal of Medicinal Chemistry in 2001.SDS of cas: 67197-53-9 This article mentions the following:

In a search for medicinal agents to treat proliferative diseases, 2-substituted aminopyrido[2,3-d]pyrimidin-7-ylureas were discovered as a novel class of soluble, potent, broadly active tyrosine kinase (TK) inhibitors. An efficient route was developed that enabled the synthesis of a wide variety of analogs with substitution on several positions of the template. From the lead structure, 1-[2-amino-6-(2,6-dichlorophenyl)pyrido[2,3-d]pyrimidin-2-yl]-3-tert.-butylurea , several series of analogs were made that examined the C-6 aryl substituent, a variety of water solubilizing substituents at the C-2 position, and urea or other acyl functionality at the N-7 position. Compounds of this series were competitive with ATP and displayed submicromolar to low nanomolar potency against a panel of TKs, including receptor (platelet-derived growth factor, PDGFr; fibroblast growth factor, FGFr;) and non-receptor (c-Src) classes. Several of the most potent compounds displayed submicromolar inhibition of PDGF-mediated receptor autophosphorylation in rat aortic vascular smooth muscle cells and low micromolar inhibition of cellular growth in five human tumor cell lines. One of the more thoroughly evaluated members, I, with IC₅₀ values of 0.21 μM (PDGFr), 0.049 μM (bFGFr), and 0.018 μM (c-Src), was evaluated in in vivo studies against a panel of five human tumor xenografts, with known and/or inferred dependence on the EGFr, PDGFr, and c-Src TKs. I produced a tumor growth delay of 14 days against the Colo-205 colon xenograft model. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9SDS of cas: 67197-53-9).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.SDS of cas: 67197-53-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

D-Glucose: An efficient reducing agent for a copper(II)-mediated arylation of primary amines in water was written by Bollenbach, Maud;Wagner, Patrick;Aquino, Pedro G. V.;Bourguignon, Jean-Jacques;Bihel, Frederic;Salome, Christophe;Schmitt, Martine. And the article was included in ChemSusChem in 2016.Synthetic Route of C14H12N2 This article mentions the following:

A copper-catalyzed Ullmann-type amination with primary amines in water with a combination of copper(II) triflate [Cu(OTf)₂], dipivaloylmethane, and D-glucose is reported. The mild conditions and the use of an inexpensive catalyst as well as a renewable feedstock (D-glucose and the surfactant TPGS-750-M, which is derived from vitamin E) make this protocol a safe and convenient strategy for efficient C-N bond formation. This easy-to-handle procedure is extremely competitive compared to palladium-based reactions and may be used to synthesize N-containing mols., such as drugs or organic light-emitting diodes (OLEDs). In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Synthetic Route of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Synthetic Route of C14H12N2

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A rapid-room temperature synthesis of α-cyanoacrylates, α-cyanoacrylonitriles and 4H-pyrans using water extract of pomegranate ash as catalytic media was written by Lakshmidevi, Jangam;Ramesh Naidu, Bandameeda;Venkateswarlu, Katta. And the article was included in Sustainable Chemistry and Pharmacy in 2022.Name: 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

In this article we report a sustainable and rapid-room temperature synthesis of α-cyanoacrylonitriles, α-cyanoacrylates, and 4H-pyransvia the condensation of active methylene compounds with aldehydes, and a three-component reaction of 1,3-dicarbonyl compounds/4-hydroxycoumarins, active methylene compounds and acetylene dicarboxylates in water extract of pomegranate ash (WEPA). The agro-waste-derived WEPA acts both as catalyst and aqueous reaction medium. The products of this process were separated by simple filtration and purified by recrystallization This protocol did not require organic solvent-based work-up and column chromatog.-assisted purifications. The use of renewable catalytic media, good reusability of catalyst, ease of handling, ambient and depleting resources-based catalyst free conditions, avoid of volatile organic solvents throughout the process, excellent product yields, and actual usage of waste are the highlights of this process. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Name: 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Name: 2-(Anthracen-9-ylmethylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A recyclable Cu-catalyzed C-N coupling reaction in water and its application to synthesis of imidazo[1,2-a]quinoxaline was written by Huang, Liye;Yu, Ruina;Zhu, Xinhai;Wan, Yiqian. And the article was included in Tetrahedron in 2013.Quality Control of 4-(Benzylamino)benzonitrile This article mentions the following:

Polystyrene-supported pyrrole-2-carbohydrazide was synthesized and combined with CuI to make up a recyclable heterogeneous catalytic system for Ullmann-type C-N coupling reaction in water. In which, a variety of functionalized aryl halides reacted efficiently with anilines, benzylamine, aliphatic amines, and imidazole. its preliminary application resulted in a more practical synthesis of imidazo[1,2-a]quinoxaline. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Quality Control of 4-(Benzylamino)benzonitrile).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Nitriles are susceptible to hydrogenation over diverse metal catalysts. The reaction can afford either the primary amine (RCH2NH2) or the tertiary amine ((RCH2)3N), depending on conditions.Quality Control of 4-(Benzylamino)benzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A real-time colorimetric and ratiometric fluorescent probe for sulfite was written by Wu, Ming-Yu;He, Ting;Li, Kun;Wu, Ming-Bo;Huang, Zheng;Yu, Xiao-Qi. And the article was included in Analyst (Cambridge, United Kingdom) in 2013.Category: nitriles-buliding-blocks This article mentions the following:

A real-time colorimetric and ratiometric fluorescent probe based on modulating the intramol. charge transfer (ICT) of the coumarin platform for selective detection of sulfite is presented. This reaction based probe used the Michael addition to the dicyano-vinyl group with the detection limit of 5.8 × 10^-5 M The probe displayed a high selectivity for sulfite over other anions and reactive sulfur especially for biothiols including cysteine (Cys), homocysteine (Hcy) and glutathione (GSH), with ∼100 nm blue shift and >230 times intensity ratios change of the emission spectrum. Meanwhile, it could be easily observed that the probe for sulfite changes from red to pale yellow by the naked eye, and from red to blue under UV lamp immediately after the sulfite is added. It is the fastest response probe for sulfite ever reported, which could give a colorimetric and ratiometric fluorescent response instantly. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Category: nitriles-buliding-blocks).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. The R-C-N bond angle in and nitrile is 180° which give a nitrile functional group a linear shape. Both the carbon and the nitrogen are sp hydridized which leaves them both with two p orbitals which overlap to form the two π bond in the triple bond. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pyrolysis of aryl azides. V. Characterization of phenylazo, benzoyl and formyl as neighboring groups was written by Dickson, Noel J.;Dyall, Leonard K.. And the article was included in Australian Journal of Chemistry in 1980.HPLC of Formula: 68385-95-5 This article mentions the following:

The enhancements of the thermolysis rate of PhN₃ produced by o-PhN:N, o-Bz and o-HCO substituents are 21,780, 70.0 and 22.8 (Decalin solutions). The same ortho substituents produce much smaller enhancements (169, 8.56 and 10.7, resp.) in the pyrolysis rate of 2,4-Br₂C₆H₃N₃. These results are interpreted as steric effects on an electrocyclic thermolysis mechanism, and are not consistent with the alternative pathway of intramol. 1,3-dipolar addition In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5HPLC of Formula: 68385-95-5).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Nitrile function is a very important functional group because it can be manipulated to other functional groups such as carboxylic acid by hydrolysis or amine by reduction, respectively. Alkyl nitriles are sufficiently acidic to undergo deprotonation of the C-H bond adjacent to the CN group.Strong bases are required, such as lithium diisopropylamide and butyl lithium. The product is referred to as a nitrile anion. HPLC of Formula: 68385-95-5

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A cost-effective and green aqueous synthesis of 3-substituted coumarins catalyzed by potassium phthalimide was written by Kiyani, Hamzeh;Daroonkala, Masoumeh Darzi. And the article was included in Bulletin of the Chemical Society of Ethiopia in 2015.Related Products of 51473-74-6 This article mentions the following:

An efficient procedure for the synthesis of various 3-substituted coumarins I [R = H, 6-Br, 7-NEt₂, 8-OMe; R¹ = CN, COOH; X = O] as well as 2-imino-2H-chromenes I [R¹ = CN; X = NH] was developed via potassium phthalimide-catalyzed Knoevenagel condensation reaction of salicylaldehydes with active methylene compounds under aqueous conditions at room temperature This approach provided many merits such as high yields of products, simple work-up procedure, waste free and mild reaction conditions, com. available organocatalyst and the use of water as environmentally benign solvent. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Related Products of 51473-74-6).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) belongs to nitriles. The electronic structure of nitriles is very similar to that of an alkyne with the main difference being the presence of a set of lone pair electrons on the nitrogen. Some nitriles are manufactured by heating carboxylic acids with ammonia in the presence of catalysts. This process is used to make nitriles from natural fats and oils, the products being used as softening agents in synthetic rubbers, plastics, and textiles and for making amines.Related Products of 51473-74-6

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Binding interactions and FRET between bovine serum albumin and various phenothiazine-/anthracene-based dyes: a structure-property relationship was written by Bhuin, Shouvik;Halder, Sayantan;Saha, Subit Kumar;Chakravarty, Manab. And the article was included in RSC Advances in 2021.Application of 55490-87-4 This article mentions the following:

The present study demonstrates binding interactions and Forster resonance energy transfer (FRET) between bovine serum albumin (BSA) and a series of structurally and electronically diverse phenothiazine (PTZ) and anthracene (ANT) dyes. Upon selective excitation of tryptophan (Trp) residues of BSA, radiationless energy transfer to a dye takes place, resulting in fluorescence quenching of the former. Fluorescence quenching mechanisms, FRET parameters, possible locations, and binding constants of dyes with the BSA have been examined to deduce a structure-property relationship. The mechanism of quenching is apparently static in nature. PTZ dyes with heteroatoms and a pentyl tail (C5-PTZ) attached to them were found to have a stronger binding affinity with BSA as compared to ANT dyes. Stronger binding affinities of C5-PTZ dyes with BSA result in greater energy transfer efficiencies (ET). A dye with a strong electron-withdrawing group present in it has shown better energy accepting capability. A FRET study with dicyanoaniline (DCA) analogs of PTZ and ANT dyes (C5-PTZDCA and ANTDCA, resp.) revealed that ET depends on electronic and structural factors of mols. An almost orthogonal geometry between ANT and DCA moieties (�9°) in ANTDCA induces the greater extent of electron transfer from ANT to DCA, showing a higher ET for this dye as compared to C5-PTZDCA in which the torsion angle is only �8°. Further, the observed facts have been validated by exptl. determined bandgaps (using cyclic voltammetry experiments) for all the dyes. Thus, the hydrophobic character and the presence of interactive substituents along with the electron-accepting abilities majorly control the FRET for such dyes with BSA. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Application of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile carbon shifts are in the range of 115�25 ppm whereas in isonitriles the shifts are around 155�65 ppm. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Application of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Amino-functionalized Zr(IV) metal-organic framework as bifunctional acid-base catalyst for Knoevenagel condensation was written by Yang, Yang;Yao, Hong-Fei;Xi, Fu-Gui;Gao, En-Qing. And the article was included in Journal of Molecular Catalysis A: Chemical in 2014.SDS of cas: 55490-87-4 This article mentions the following:

The amino-functionalized metal-organic framework of Zr(IV) with 2-aminoterephthalate, UiO-66-NH₂, was studied as a solid catalyst for Knoevenagel condensation. The material can efficiently catalyze the condensation reaction of benzaldehyde with Et cyanoacetate or malononitrile in highly polar solvents such as DMF, DMSO and ethanol. The catalytic system has also been tested for various aromatic aldehydes, the conversion easily reaching more than 90% under mild conditions. It was demonstrated that the catalytic process is heterogeneous and shows size effects, characteristic of a porous catalyst. The catalyst can be recycled without losing its framework integrity and catalytic activity. The catalytic activity has been compared with di-Me 2-aminoterephthalate and the isostructural amino-free MOF (UiO-66). The superior performance of UiO-66-NH₂ has been attributed to the site-isolated acid-base bifunctional character. It has been proposed that the Zr site in close proximity to the amino group activates aldehydes to promote the formation of aldimine intermediates from the aldehydes and the amino group. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4SDS of cas: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.SDS of cas: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dehydrogenation and α-functionalization of secondary amines by visible-light-mediated catalysis was written by Stanek, Filip;Pawlowski, Robert;Morawska, Paulina;Bujok, Robert;Stodulski, Maciej. And the article was included in Organic & Biomolecular Chemistry in 2020.Related Products of 10282-32-3 This article mentions the following:

A visible-light-mediated process for dehydrogenation of amines was described for the synthesis of imines. The given protocol showed a broad substrate scope, mild reaction conditions and excellent results without the requirement of tedious purification This process could be applied in one-pot functionalization of secondary amines with various nucleophiles through the cooperation of visible-light and Lewis acid catalysis, leading to the structurally varied essential components of biol. active mols. In addition, Stern-Volmer studies and quenching experiments revealed the role of a catalyst and led to the proposed mechanism of this transformation. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Related Products of 10282-32-3).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. In conventional organic reductions, nitrile is reduced by treatment with lithium aluminium hydride to the amine. Reduction to the imine followed by hydrolysis to the aldehyde takes place in the Stephen aldehyde synthesis, which uses stannous chloride in acid.Related Products of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts