Month: October 2022

On February 29, 2016, Ahadi, Somayeh; Zolghadr, Mahdi; Shakibaei, Ghazaleh Imani; Bazgir, Ayoob published an article.Computed Properties of 2510-01-2 The title of the article was An efficient synthesis of highly functionalized fluorenes and fluorenothiazines. And the article contained the following:

An efficient synthesis of highly functionalized dialkyl 3-amino-4-cyano-9-oxo-9H-fluorene-1,2-dicarboxylates and dialkyl 3-amino-4-cyano-9H-fluorene-1,2-dicarboxylate were isolated in good yields. Reaction of 3-amino-4-cyano-9-oxo-9H-fluorene-1,2-dicarboxylate with carbon disulfide in the presence of DBU was investigated and 4,6-dioxo-2-thioxo-4,6-dihydrofluoreno[3,2-d][1,3]thiazin-1-ides was obtained in good isolated yields. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Computed Properties of 2510-01-2

The Article related to dihydrofluorenothiazinide preparation, carbon disulfide dialkyl fluorene dicarboxylate tandem condensation, dialkyl fluorene dicarboxylate preparation, dihydroindanylidene malononitrile dialkylacetylene dicarboxylate and other aspects.Computed Properties of 2510-01-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Kemp, W.; Bahl, A. K. published an article in 1971, the title of the article was Nuclear magnetic resonance evidence regarding the stereochemistry of cyanoindanylidene compounds.Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile And the article contains the following content:

The stereochemistry of indan derivatives with an exocyclic double bond (I, R = CN, R1 = CO2Et, CO2Me, CN, CONH2, CO2H; R = H, R1 = CN) was deduced from chem. shifts. Stereochem. assignments extend, and are different from, those reported (Jones, G., and Rae, W. J., 1966). The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile

The Article related to indanylidene malononitriles nmr, configuration indanylidenemalononitriles, stereochemistry indanylidenemaloninitriles, malononitriles indanylidene nmr, chem shift indanylidenemalononitriles, cyanomethylene indans nmr and other aspects.Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 31, 2020, Silva, Daniel; Mendes, Eduarda; Summers, Eleanor J.; Neca, Ana; Jacinto, Ana C.; Reis, Telma; Agostinho, Paula; Bolea, Irene; Jimeno, M. Luisa; Mateus, M. Luisa; Oliveira-Campos, Ana M. F.; Unzeta, Mercedes; Marco-Contelles, Jose; Majekova, Magdalena; Ramsay, Rona R.; Carreiras, M. Carmo published an article.Formula: C10H11N3O3S The title of the article was Synthesis, biological evaluation, and molecular modeling of nitrile-containing compounds: Exploring multiple activities as anti-Alzheimer agents. And the article contained the following:

Based on the monoamine oxidase (MAO) inhibition properties of aminoheterocycles with a carbonitrile group we have carried out a systematic exploration to discover new classes of carbonitriles endowed with dual MAO and AChE inhibitory activities, and Aβ anti-aggregating properties. Eighty-three nitrile-containing compounds, 13 of which are new, were synthesized and evaluated. In vitro screening revealed that 31, a new compound, presented the best lead for trifunctional inhibition against MAO A (0.34μM), MAO B (0.26μM), and AChE (52μM), while 32 exhibited a lead for selective MAO A (0.12μM) inhibition coupled to AChE (48μM) inhibition. Computational anal. revealed that the malononitrile group can find an advantageous position with the aromatic cleft and FAD of MAO A or MAO B. However, the total binding energy can be handicapped by an internal penalty caused by twisting of the ligand mol. and subsequent disruption of the conjugation (32 in MAO B compared to the conjugated 31). Conjugation is also important for AChE as well as the hydrophilic character of malononitrile that allows this group to be in close contact with the aqueous environment as seen for 83. Although the effect of 31 and 32 against Aβ1-42, was very weak, the effect of 63 and 65, and of the new compound 75, indicated that these compounds were able to disaggregate Aβ1-42 fibrils. The most effective was 63, a (phenylhydrazinylidene)propanedinitrile derivative that also inhibited MAO A (1.65μM), making it a potential lead for Alzheimer’s disease application. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Formula: C10H11N3O3S

The Article related to nitrile compound acetylcholinesterase monoamine oxidase alzheimer agent biol evaluation, ache inhibitors, alzheimer’s disease, aβ1-42 disaggregating agents, mao inhibitors, in silico study, nitrile-containing compounds and other aspects.Formula: C10H11N3O3S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 31, 2020, Silva, Daniel; Mendes, Eduarda; Summers, Eleanor J.; Neca, Ana; Jacinto, Ana C.; Reis, Telma; Agostinho, Paula; Bolea, Irene; Jimeno, M. Luisa; Mateus, M. Luisa; Oliveira-Campos, Ana M. F.; Unzeta, Mercedes; Marco-Contelles, Jose; Majekova, Magdalena; Ramsay, Rona R.; Carreiras, M. Carmo published an article.Computed Properties of 75629-62-8 The title of the article was Synthesis, biological evaluation, and molecular modeling of nitrile-containing compounds: Exploring multiple activities as anti-Alzheimer agents. And the article contained the following:

Based on the monoamine oxidase (MAO) inhibition properties of aminoheterocycles with a carbonitrile group we have carried out a systematic exploration to discover new classes of carbonitriles endowed with dual MAO and AChE inhibitory activities, and Aβ anti-aggregating properties. Eighty-three nitrile-containing compounds, 13 of which are new, were synthesized and evaluated. In vitro screening revealed that 31, a new compound, presented the best lead for trifunctional inhibition against MAO A (0.34μM), MAO B (0.26μM), and AChE (52μM), while 32 exhibited a lead for selective MAO A (0.12μM) inhibition coupled to AChE (48μM) inhibition. Computational anal. revealed that the malononitrile group can find an advantageous position with the aromatic cleft and FAD of MAO A or MAO B. However, the total binding energy can be handicapped by an internal penalty caused by twisting of the ligand mol. and subsequent disruption of the conjugation (32 in MAO B compared to the conjugated 31). Conjugation is also important for AChE as well as the hydrophilic character of malononitrile that allows this group to be in close contact with the aqueous environment as seen for 83. Although the effect of 31 and 32 against Aβ1-42, was very weak, the effect of 63 and 65, and of the new compound 75, indicated that these compounds were able to disaggregate Aβ1-42 fibrils. The most effective was 63, a (phenylhydrazinylidene)propanedinitrile derivative that also inhibited MAO A (1.65μM), making it a potential lead for Alzheimer’s disease application. The experimental process involved the reaction of 2-((1H-Indol-3-yl)methylene)malononitrile(cas: 75629-62-8).Computed Properties of 75629-62-8

The Article related to nitrile compound acetylcholinesterase monoamine oxidase alzheimer agent biol evaluation, ache inhibitors, alzheimer’s disease, aβ1-42 disaggregating agents, mao inhibitors, in silico study, nitrile-containing compounds and other aspects.Computed Properties of 75629-62-8

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Zhu, Xing-Li; He, Wu-Jun; Yu, Liang-Liang; Cai, Chang-Wu; Zuo, Zong-Le; Qin, Da-Bin; Liu, Quan-Zhong; Jing, Lin-Hai published an article in 2012, the title of the article was Organocatalytic asymmetric vinylogous Michael addition of dicyanoolefins to imine intermediates generated in situ from arenesulfonylalkylindoles.Synthetic Route of 2510-01-2 And the article contains the following content:

An organocatalytic asym. vinylogous Michael addition of dicyanoolefins to vinylogous imine intermediates generated in situ from arenesulfonylalkylindoles has been developed. This protocol provides an easy and convenient approach to C-3 alkyl-substituted indole derivatives with high yields (up to 93%), diastereomeric ratios (up to 99:1 dr) and enantioselectivities (up to 99% ee). The resulting adducts can be also readily converted to pyrazolo derivatives or α-alkylation products of ketones without any decrease of the diastereoselectivities and enantioselectivities. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Synthetic Route of 2510-01-2

The Article related to arenesulfonylalkylindole imine organocatalytic asym vinylogous michael addition dicyanoolefin, alkyl indole derivative enantioselective diastereoselective synthesis alkylation ketone pyrazole, michael adduct crystal structure and other aspects.Synthetic Route of 2510-01-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On November 20, 2008, Ohlmeyer, Michael J.; Bohnstedt, Adolph C.; Kingsbury, Celia; Ho, Koc-Kan; Quintero, Jorge Gabriel; You, Ming; Park, Haengsoon; Lu, Yingchun published a patent.Synthetic Route of 138801-92-0 The title of the patent was Preparation of purinones and imidazopyridinones as JAK3 kinase inhibitors useful as immunosuppressants. And the patent contained the following:

Title compounds e.g. [I; Q = CX1, N; X1 = H, cyano, halo, haloalkyl haloalkoxy; R4 = (substituted) aryl], were prepared Thus, (R)-4-(2,4-dimethoxybenzylamino)-3-[4-(6-fluorochroman-4-ylamino)-5-nitropyrimidin-2-ylamino]benzonitrile was stirred with Na2S2O4 and NaHCO3 in THF/H2O/MeOH to give (R)-4-(2,4-dimethoxybenzylamino)-3-[4-(6-fluorochroman-4-ylamino)-5-aminopyrimidin-2-ylamino]benzonitrile. The latter was microwaved with p-TsOH and (MeO)3CH in MeOH at 150° for 5 min. to give 3-[9-((R)-6-fluorochroman-4-yl)-9H-purin-2-yl]-3H-benzo[d]imidazole-5-carbonitrile. The latter and other title compounds showed JAK3 inhibitory activity with IC50 <100 nM. The experimental process involved the reaction of 4-Oxochroman-6-carbonitrile(cas: 138801-92-0).Synthetic Route of 138801-92-0

The Article related to purinone imidazopyridinone preparation jak3 kinase inhibitor, cancer inflammation psoriasis transplant rejection psoriasis treatment purinone preparation, chromanylpurinylbenzimidazole preparation autoimmune disease treatment and other aspects.Synthetic Route of 138801-92-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On March 31, 1991, Cristalli, Gloria; Eleuteri, Alessandra; Franchetti, Palmarisa; Grifantini, Mario; Vittori, Sauro; Lupidi, Giulio published an article.Category: nitriles-buliding-blocks The title of the article was Adenosine deaminase inhibitors: synthesis and structure activity relationships of imidazole analogs of erythro-9-(2-hydroxy-3-nonyl)adenine. And the article contained the following:

A series of erythro-1-(2-hydroxy-3-nonyl)imidazole derivatives were synthesized and evaluated for adenosine deaminase (ADA) inhibitory activity, in order to introduce simplifications in the ADA inhibitors erythro-9-(2-hydroxy-3-nonyl)adenine [EHNA, (I; X = N)] and 3-deaza-I (X = CH). Opening the pyrimidine or pyridine ring of I (X = N, CH), resp. led to compounds which are still ADA inhibitors. The most potent compound was erythro-1-(2-hydroxy-3-nonyl)imidazole-4-carboxamide (II; Ki = 3.53 × 10-8 M), which provided potential donor and acceptor sites for hydrogen bonding. Lack of one of this sites could account for the order of potency of all compounds examined in this series. Opening the same ring in adenosine and in 3-deazaadenosine led to fully inactive compounds These results support the hypothesis of the existence, at or near the enzyme active site, of a hydrophobic region able to bind the erythro-nonyl moiety. The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Category: nitriles-buliding-blocks

The Article related to adenosine deaminase inhibitor, erythrohydroxynonyladenine analog, structure activity relationship erythrohydroxynonylimidazole, adenine erythrohydroxylnonyl analog, imidazole erythrohydroxynonyl structure activity relationship and other aspects.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bec, Anja; Hok, Lucija; Persoons, Leentje; Vanstreels, Els; Daelemans, Dirk; Vianello, Robert; Hranjec, Marijana published an article in 2021, the title of the article was Synthesis, Computational Analysis, and Antiproliferative Activity of Novel Benzimidazole Acrylonitriles as Tubulin Polymerization Inhibitors: Part 2.Reference of 3-Chloro-4-nitrobenzonitrile And the article contains the following content:

Classical linear and microwave-assisted synthesis methods was used to prepare novel N-substituted, benzimidazole-derived acrylonitriles I [R1 = H, cyano; R2 = Me, iso-Bu, Ph, etc.; R3 = H, 2-methoxy, 3,4,5-trimethoxy, etc.] with antiproliferative activity against several cancer cells in vitro. The most potent systems showed pronounced activity against all tested hematol. cancer cell lines, with favorable selectivity towards normal cells. The selection of lead compounds was also tested in vitro for tubulin polymerization inhibition as a possible mechanism of biol. action. A combination of docking and mol. dynamics simulations confirmed the suitability of the employed organic skeleton for the design of antitumor drugs and demonstrated that their biol. activity relies on binding to the colchicine binding site in tubulin. In addition, it also underlined that higher tubulin affinities are linked with (i) bulkier alkyl and aryl moieties on the benzimidazole nitrogen and (ii) electron-donating substituents on the Ph group that allow deeper entrance into the hydrophobic pocket within the tubulin’s β-subunit, consisting of Leu255, Leu248, Met259, Ala354, and Ile378 residues. The experimental process involved the reaction of 3-Chloro-4-nitrobenzonitrile(cas: 34662-29-8).Reference of 3-Chloro-4-nitrobenzonitrile

The Article related to phenylacrylonitrile benzimidazole preparation diastereoselective antitumor sar apoptosis mol docking, acrylonitriles, antiproliferative activity, benzimidazoles, docking analysis, molecular dynamics simulations, tubulin polymerization and other aspects.Reference of 3-Chloro-4-nitrobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On October 1, 2007, Carreiras, M. Carmo; Eleuterio, Ana; Dias, Catarina; Brito, M. Alexandra; Brites, Dora; Marco-Contelles, J.; Gomez-Sanchez, Elena published an article.Electric Literature of 5098-14-6 The title of the article was Synthesis and Friedlander reactions of 5-amino-4-cyano-1,3-oxazoles. And the article contained the following:

The synthesis of a series of 2-substituted 5-amino-4-cyano-1,3-oxazoles and the Friedlander-type reaction of some of them with cyclic ketones was described. Oxazolo[5,4-b]quinoline derivatives were tacrine analogs provided by the Friedlander reaction. Their anticholinesterase activity has been investigated and the compound I was found to be the most active (60% inhibition), at the maximum soluble concentration The experimental process involved the reaction of 2-Aminomalononitrile 4-methylbenzenesulfonate(cas: 5098-14-6).Electric Literature of 5098-14-6

The Article related to aryl acid chloride chloride aminomalonitrile tosylate heterocyclization, alkyl acid chloride aminomalonitrile tosylate heterocyclization, amino cyanooxazole derivative preparation cycloalkanone friedlander cyclization aluminum chloride and other aspects.Electric Literature of 5098-14-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

On December 7, 2009, Xiong, Xiao-Feng; Jia, Zhi-Jun; Du, Wei; Jiang, Kun; Liu, Tian-Yu; Chen, Ying-Chun published an article.Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile The title of the article was Merging chiral organocatalysts: enantio- and diastereoselective direct vinylogous Mannich reaction of alkylimines. And the article contained the following:

An enantio- and diastereoselective direct vinylogous Mannich reaction of α,α-dicyanoolefins and N-sulfonyl alkylimines has been developed. Using the catalysis of a new family of bifunctional organocatalysts merging chiral BINOL and 9-amino-9-deoxyepi-cinchona alkaloid skeletons, chiral β-, δ- or γ-amino compounds could be efficiently derived. The experimental process involved the reaction of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile(cas: 2510-01-2).Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile

The Article related to cinchona alkaloid binol derived chiral bifunctional organocatalyst preparation, dicyanoolefin sulfonyl alkylimine chiral bifunctional organocatalyst vinylogous mannich addition, amino dicyanoolefin derivative stereoselective preparation and other aspects.Application In Synthesis of 2-(2,3-Dihydro-1H-inden-1-ylidene)malononitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts