Tag: 200-300

Dissociative ionization of 7-dialkylaminocoumarins under electron impact was written by Gorozhankin, S. K.;Kirpichenok, M. A.;Klyuev, N. A.;Zhil’nikov, V. G.. And the article was included in Izvestiya Timiryazevskoi Sel’skokhozyaistvennoi Akademii in 1987.Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile This article mentions the following:

The behavior of 19 substituted 7-aminocoumarins, eg, I (R = OEt, CF₃, R¹ = H; R = Me, R¹ = thiocyanato; R = CF₃, R¹ = cyano), II (R = Ac, R¹ = H; R = H, R¹ = Cl), and III (R = Me, R¹ = H, CH₂CO₂Et; R = H, R¹ = CO₂ Et; R = CF₃, R¹ = H), under electron impact mass spectroscopic conditions was studied. The pyrone ring in I–III was more stable to degradation than in other coumarins. In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile).

7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6) 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.Quality Control of 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A transient outward potassium current activator recapitulates the electrocardiographic manifestations of Brugada syndrome was written by Calloe, Kirstine;Cordeiro, Jonathan M.;Di Diego, Jose M.;Hansen, Rie S.;Grunnet, Morten;Olesen, Soren Peter;Antzelevitch, Charles. And the article was included in Cardiovascular Research in 2009.Computed Properties of C7H4Br2N2 This article mentions the following:

Aims: Transient outward potassium current (I_to) is thought to be central to the pathogenesis of the Brugada syndrome (BrS). However, an I_to activator has not been available with which to validate this hypothesis. Here, we provide a direct test of the hypothesis using a novel I_to activator, NS 5806 (I). Methods and results: Isolated canine ventricular myocytes and coronary-perfused wedge preparations were used. Whole-cell patch-clamp studies showed that I (10 μM) increased peak I_to at +40 mV by 79 ± 4% (24.5 ± 2.2 to 43.6 ± 3.4 pA/pF, n = 7) and slowed the time constant of inactivation from 12.6 ± 3.2 to 20.3 ± 2.9 ms (n = 7). The total charge carried by I_to increased by 186% (from 363.9 ± 40.0 to 1042.0 ± 103.5 pA·ms/pF, n = 7). In ventricular wedge preparations, I increased phase 1 and notch amplitude of the action potential in the epicardium, but not in the endocardium, and accentuated the ECG J-wave, leading to the development of phase 2 re-entry and polymorphic ventricular tachycardia (n = 9). Although sodium and calcium channel blockers are capable of inducing BrS only in right ventricular (RV) wedge preparations, the I_to activator was able to induce the phenotype in wedges from both ventricles. I induced BrS in 4/6 right and 2/10 left ventricular wedge preparations Conclusion: The I_to activator I recapitulates the electrog. and arrhythmic manifestation of BrS, providing evidence in support of its pivotal role in the genesis of the disease. Our findings also suggest that a genetic defect leading to a gain of function of I_to could explain variants of BrS, in which ST-segment elevation or J-waves are evident in both right and left ECG leads. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Computed Properties of C7H4Br2N2).

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. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Computed Properties of C7H4Br2N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of strontium ranelate was written by Sun, Ningning;Wang, Decai;Jiang, Jian. And the article was included in Huagong Shikan in 2007.Application of 58168-20-0 This article mentions the following:

The improved synthetic method for strontium ranclate was realized from citric acid by decarboxylation, esterification, cyclization, alkylation, hydrolyzation and then salt formation. The total yield reached 58.6%. The improved technol. condition is moderate, the operating is simple, and adapts industrialization production In the experiment, the researchers used many compounds, for example, Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0Application of 58168-20-0).

Ethyl 5-amino-4-cyano-3-(2-ethoxy-2-oxoethyl)thiophene-2-carboxylate (cas: 58168-20-0) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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 58168-20-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Theoretical study of the relative acidities of substituted phenylacetonitrile was written by Julg, Andre;Fournon, Claire. And the article was included in Journal de Chimie Physique et de Physico-Chimie Biologique in 1960.Recommanded Product: 2-(2,6-Dibromophenyl)acetonitrile This article mentions the following:

The L.C.A.O.-M.O. method is used to calculate the energies of PhCH₂CN and (PhCHCN)^– and of derivatives substituted in the nucleus. The difference between the ion and the undissociated mol. is taken as a measure of the acidity. Values for the Coulomb and exchange integrals are chosen from the literature. The following comps. RCH₂CN are arranged according to decreasing acidity (R and relative dissociation energy in terms of β); p-NO₂C₆H₄, 7.41; p-BrC₆H₄, 7.35; Ph, 7.34; 3,5-dimethylphenyl, 7.34; 2,6-dibromophenyl, 7.25; 3,5-dibromophenyl, 7.22; 2,4,6-trimethylphenyl, 7.20; H, 6.56. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9Recommanded Product: 2-(2,6-Dibromophenyl)acetonitrile).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) 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. Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.Recommanded Product: 2-(2,6-Dibromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Lewis acid-base integrated robust metal-organic framework and reconfigurable composite for solvent-free Biginelli condensation and tandem catalysis with size selectivity was written by Seal, N.;Neogi, S.. And the article was included in Materials Today Chemistry in 2022.Safety of 2-(Anthracen-9-ylmethylene)malononitrile This article mentions the following:

Aiming at environmentally benign catalyzes with less energy consumption, reduction in chem. usage and minimization of wastes, metal-organic frameworks (MOFs) combining basic functionality enriched pores and unsaturated metal centers (UMCs) is most promising. Alternatively, astute tuning of channel dimension in these materials can benefit much anticipated size-exclusive catalysis, whereas fabrication of flexible MOF-composite is imperative considering facile applicability over real-life platforms. The pillar-bilayered and hydrolytically robust MOF, built from tri-carboxylate ligand, linear linker and solvent-bound [Cd₃(COO)₆] secondary building unit exhibits N-functionality enriched porous channels and activation-driven generation of open metal sites. Benefiting from unique bifunctional character, the MOF acts as excellent solvent-free catalyst toward one-pot Biginelli reaction and deacetalization-Knoevenagel condensation under mild condition. Both the reactions transpire with broad substrate scope, high recyclability and superior activity to contemporary materials, wherein single-crystal X-ray diffraction is first time applied as product characterization tool. Judiciously designed control experiments validate individual catalytic routes, thereby substantiating the importance of contrasting pore-functionalities at the interface of structure-property synergism. To the best of three-component coupling and acid-base tandem catalysis, substrates with incompatible mol. dimension to that of the twofold interpenetration generated optimized pores exhibit insignificant conversion and demonstrate unprecedented pore-fitting-actuated size selectivity. In view of practically advanced and eco-friendly substrate design, reconfigurable MOF-cotton fiber composite is fabricated via in situ growth, which delivered excellent yields for both these reactions with comparable reusability to that of pristine framework, delineating a paradigm shift to smart, futuristic and green strategy in synergistic catalysis. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Safety of 2-(Anthracen-9-ylmethylene)malononitrile).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitrile compounds can be prepared by the incorporation of a cyanide source through C–C bond formation or by dehydration of primary carboxamides. 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.Safety of 2-(Anthracen-9-ylmethylene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis, characterization, and SAR of arylated indenoquinoline-based cholinesterase and carbonic anhydrase inhibitors was written by Ekiz, Makbule;Tutar, Ahmet;Oekten, Salih;Buetuen, Burcu;Kocyigit, Uemit M.;Taslimi, Parham;Topcu, Guelacti. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2018.Product Details of 68385-95-5 This article mentions the following:

The authors report the synthesis of bromoindenoquinolines (15a-f) by Friedlander reactions in low yields (13-50%) and the conversion of the corresponding phenyl-substituted indenoquinoline derivatives 16-21 in high yields (80-96%) by Suzuki coupling reactions. To explore the structure-activity relationship (SAR), their inhibition potentials to inhibit acetylcholinesterase (AChE), butyrylcholinesterase (BChE), and human carbonic anhydrase cyctosolic (hCA I and II) enzymes were determined Monophenyl (16-18) indenoquinolines significantly inhibited the AChE and BChE enzymes in ranges of IC₅₀ 37-57 nM and 84-93 nM, resp., compared with their starting materials 15a-c and reference compounds (galanthamine and tacrine). These novel arylated indenoquinoline-based derivatives were effective inhibitors of the BChE, hCA I and II, BChE and AChE enzymes with K_i values in the range of 37±2.04 to 88640±1990 nM for AChE, 120.94±37.06 to 1150.95±304.48 nM for hCA I, 267.58±98.05 to 1568.16±438.67 nM for hCA II, and 84±3.86 to 144120±2910 nM for BChE. As a result, monophenyl indenoquinolines 16-18 may have promising anti-Alzheimer drug potential and 3,8-dibromoindenoquinoline amine (15f) can be novel hCA I and hCA II enzyme inhibitors. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Product Details of 68385-95-5).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Product Details of 68385-95-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

“On-Water” Palladium-Catalyzed Tandem Cyclization Reaction for the Synthesis of Biologically Relevant 4-Arylquinazolines was written by Yuan, Shuo;Yu, Bin;Liu, Hong-Min. And the article was included in Chemistry – A European Journal in 2019.Safety of 2-Amino-3,5-dibromobenzonitrile This article mentions the following:

The quinazoline scaffold is prevalent in pharmaceutically relevant mols. that show diverse biol. activities. An efficient “on-water” palladium-catalyzed tandem cyclization reaction from com. available arylboronic acids RB(OH)₂ (R = Ph, 3-nitrophenyl, naphthalen-1-yl, etc.) and benzonitriles (E)-2-CN-R¹C₆H₄N=C(R²)N(Me)₂ [R¹ = H, 5-Me, 4,5-(OMe)₂, etc.; R² = H, Me] that enable the rapid access to 4-arylquinazoline scaffolds I [R³ = H, 7-Me, 6,7-(OMe)₂, etc.] in good to excellent yields (45 examples, up to 98% yield) was reported. This protocol has shown good functional group tolerance and broad substrate scope. The reaction was also performed on a gram scale and successfully applied to the synthesis of the highly potent and selective PI3Kδ inhibitor II, showing the practicability and synthetic utility of the protocol. In this reaction, the quinazoline scaffold I is efficiently constructed with the simultaneous formation of one C-C bond and one C-N bond. Collectively, the protocol could serve as an alternative strategy to synthesize biol. important quinazoline scaffolds. In the experiment, the researchers used many compounds, for example, 2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5Safety of 2-Amino-3,5-dibromobenzonitrile).

2-Amino-3,5-dibromobenzonitrile (cas: 68385-95-5) 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.Safety of 2-Amino-3,5-dibromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

ZrCl₄/[bmim]BF₄-Catalyzed condensation of salicylaldehydes and malononitrile: Single-step synthesis of 3-cyanocoumarin derivatives was written by Valizadeh, Hassan;Mahmoodian, Manzar;Gholipour, Hamid. And the article was included in Journal of Heterocyclic Chemistry in 2011.Computed Properties of C14H14N2O2 This article mentions the following:

A versatile and efficient single-step route to 3-cyanocoumarins via Knoevenagel condensation of salicylaldehydes and malononitrile using ZrCl₄ as the catalyst (15 mol %) in ionic liquid 1-butyl-3-methylimidazolium tetrafluoroborate as reaction medium and catalyst is described. The novel procedure features single step, short reaction time, good yields, and simple workup. J. Heterocyclic Chem., (2011). In the experiment, the researchers used many compounds, for example, 7-(Diethylamino)-2-oxo-2H-chromene-3-carbonitrile (cas: 51473-74-6Computed Properties of C14H14N2O2).

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. 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.Computed Properties of C14H14N2O2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Base-promoted N-alkylation using formamides as the N-sources in neat water was written by Chen, Wen-Xin;Zhang, Cai-Yun;Shao, Li-Xiong. And the article was included in Tetrahedron in 2014.Related Products of 37812-51-4 This article mentions the following:

An efficient catalyst-free, alternative method for the C-N bond formation reaction of alkyl electrophiles using formamides as the N-sources was achieved under mild conditions. The reaction possesses the advantages of a broad range of substrates scope and wide functional group tolerance. It should also be noted that this process was performed using the environmentally benign water as the sole solvent, and high yield can also be achieved in ten-gram scale. In the experiment, the researchers used many compounds, for example, 4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4Related Products of 37812-51-4).

4-(Morpholinomethyl)benzonitrile (cas: 37812-51-4) 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.Related Products of 37812-51-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Simple, efficient catalyst system for the palladium-catalyzed amination of aryl chlorides, bromides, and triflates was written by Wolfe, John P.;Tomori, Hiroshi;Sadighi, Joseph P.;Yin, Jingjun;Buchwald, Stephen L.. And the article was included in Journal of Organic Chemistry in 2000.Electric Literature of C14H12N2 This article mentions the following:

Palladium complexes supported by (2-PhC₆H₄)P(CMe₃)₂ (I) or (2-PhC₆H₄)PCy₂ (II; Cy = cyclohexyl) are efficient catalysts for the catalytic amination of a wide variety of aryl halides and triflates. Use of ligand I allows for the room-temperature catalytic amination of many aryl chloride, bromide, and triflate substrates, while ligand II is effective for the amination of functionalized substrates or reactions of acyclic secondary amines. The catalysts perform well for a large number of different substrate combinations at 80-110°, including chloropyridines and functionalized aryl halides and triflates using 0.5-1.0 mol% Pd; some reactions proceed efficiently at low catalyst levels (0.05 mol% Pd). These ligands are effective for almost all substrate combinations that have been previously reported with various other ligands, and they represent the most generally effective catalyst system reported to date. I and II are air-stable, crystalline solids that are com. available. Their effectiveness is due to a combination of steric and electronic properties that promote oxidative addition, Pd-N bond formation, and reductive elimination. In the experiment, the researchers used many compounds, for example, 4-(Benzylamino)benzonitrile (cas: 10282-32-3Electric Literature of C14H12N2).

4-(Benzylamino)benzonitrile (cas: 10282-32-3) belongs to nitriles. There has been no report on the microbial biosynthesis of nitriles and the physiological function of such enzymes, nor was it not even known whether aliphatic and aromatic nitriles are biological compounds or just petrochemicals. Nitrile groups in organic compounds can undergo a variety of reactions depending on the reactants or conditions. A nitrile group can be hydrolyzed, reduced, or ejected from a molecule as a cyanide ion.Electric Literature of C14H12N2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts