Nitriles-buliding-blocks

Quantitative structure-anticonvulsant activity relationships of valproic acid, related carboxylic acids, and tetrazoles was written by Abbott, F. S.;Acheampong, A. A.. And the article was included in Neuropharmacology in 1988.Recommanded Product: 4435-14-7 This article mentions the following:

Valproic acid and several structurally related carboxylic acids and tetrazole analogs antagonized seizures induced by pentylenetetrazole in mice. To investigate the influence of the alkyl substituents on the anticonvulsant activity, the octanol-water partition coefficients and relative pK_a values were determined Within the series of active carboxylic acids, there was a good correlation between the anticonvulsant activity and the partition coefficient The influence of pK_a on the anticonvulsant activity was small but of statistical significance. When the most active compound, 5-heptyltetrazole, was added to the carboxylic acid series, a low correlation between the anticonvulsant activity and a linear combination of lipophilicity and pK_a resulted. The effect of the polar moieties in alkyl-substituted anticonvulsant compounds was assessed by comparison of the regression equations with either an added pK_a or dipole moment term to the term of lipophilicity. It appears that other factors, such as the nature of the alkyl substituent, influence the anticonvulsant activity. The inactivity of the cyclohexylmethyl-substituted compounds, cyclohexylacetic acid, and 5-cyclohexylmethyltetrazole may be due to subtle steric effects at a critical step, either involving oxidative metabolism or an interaction at an active site. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Recommanded Product: 4435-14-7).

2-Cyclohexylacetonitrile (cas: 4435-14-7) 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. 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: 4435-14-7

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Microwave-assisted novel synthesis of amino-thieno[3,2-b]pyridines under solvent-free conditions was written by Su, Weike;Guo, Shaozheng;Hong, Zhi;Chen, Ren’er. And the article was included in Tetrahedron Letters in 2010.Application of 70291-62-2 This article mentions the following:

In the presence of a catalytic amount of ytterbium(III) triflate and under microwave irradiation, mixtures of 2-amino-3-thiophenecarbonitriles, ketones, and silica gel afforded smoothly the corresponding amino-thieno[2,3-b]pyridine derivatives, e.g. I, in one step. A wide variety of ketones were tested under these conditions. The reactions proceeded rapidly and afforded the desired products in good to excellent yields. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Application of 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. 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.Application of 70291-62-2

Referemce:
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

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis of some (nitropyridyl)acetonitriles was written by Katz, R. B.;Voyle, M.. And the article was included in Synthesis in 1989.HPLC of Formula: 123846-66-2 This article mentions the following:

Reaction of chloronitropyridines, e.g., I (R = Cl, R¹ = H; R = H, R¹ = Cl), with NCCH₂CO₂CMe₃ in THF containing K₂CO₃ gave cyano(nitropyridyl)acetates, e.g., I [R = CH(CN)CO₂CMe₃, R¹ = H; R = H, R¹ = CH(CN)CO₂CMe₃]. Isolation and decarboxylation or in situ decarboxylation by treatment with p-MeC₆H₄SO₃H in PhMe gave the title compounds in some cases, e.g., I (R = CH₂CN, R¹ = H). In the experiment, the researchers used many compounds, for example, 2-(5-Nitro-2-pyridinyl)acetonitrile (cas: 123846-66-2HPLC of Formula: 123846-66-2).

2-(5-Nitro-2-pyridinyl)acetonitrile (cas: 123846-66-2) 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. 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.HPLC of Formula: 123846-66-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

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

Copper-catalyzed direct amination of benzylic hydrocarbons and inactive aliphatic alkanes with arylamines was written by Yao, Hua;Xie, Bo;Zhong, Xiaoyang;Jin, Shengzhou;Lin, Sen;Yan, Zhaohua. And the article was included in Organic & Biomolecular Chemistry in 2020.Related Products of 10282-32-3 This article mentions the following:

A new synthetic method toward direct C-N bond formation through saturated C-H amination of benzylic hydrocarbons RCH₂R¹ (R = H, Me, Et; R¹ = Ph, 2-chlorophenyl, 3,5-dimethylphenyl, etc.) and inactive aliphatic alkanes such as cyclohexane with primary aromatic amines R²NH₂ (R² = Ph, 3-bromophenyl, pyridin-2-yl, pyrazin-2-yl, etc.) under an inexpensive catalyst/oxidant (Cu/DTBP) system has been developed. Both aminopyridines and anilines could react smoothly with primary and secondary benzylic C-H substrates or cyclohexane to form the corresponding aromatic secondary amines R²NHCH(R)R¹ or C₆H₁₁NHR² in moderate to good yields. This protocol has the advantages of wide functional group tolerance and use of readily available raw materials. 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. 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. Related Products of 10282-32-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Conformationally restricted quinazolone derivatives as PI3Kδ-selective inhibitors: the design, synthesis and biological evaluation was written by Ma, Xiaodong;Fang, Fang;Tao, Qiangqiang;Shen, Li;Zhong, Guochen;Qiao, Tao;Lv, Xiaoqing;Li, Jiaming. And the article was included in MedChemComm in 2019.Reference of 60025-09-4 This article mentions the following:

A series of structurally novel quinazolone-based PI3Kδ-selective inhibitors were designed and synthesized via the approach of conformational restriction. The majority of them exhibited two-digit to single-digit nanomolar IC₅₀ values against PI3Kδ, along with low micromolar to submicromolar GI₅₀ values against human malignant B-cell line SU-DHL-6. The representative compound, with the most potent PI3Kd inhibitory activity (IC₅₀ = 6.3 nM) and anti-proliferative activity (GI₅₀ = 0.21 μM) in this series, was further evaluated for its PI3Kδ selectivity, capability to down-regulate PI3K signaling in SU-DHL-6 cells, in vitro metabolic stability, and pharmacokinetic (PK) properties. The exptl. results illustrated that this compound, as a promising lead, merits extensive structural optimization for exploring novel PI3Kδ-selective inhibitors as clin. candidates. In the experiment, the researchers used many compounds, for example, 4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4Reference of 60025-09-4).

4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4) 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. 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.Reference of 60025-09-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A metalloligand appended with benzimidazole rings: tetranuclear [CoZn₃] and [CoCd₃] complexes and their catalytic applications was written by Pandey, Saurabh;Bansal, Deepak;Gupta, Rajeev. And the article was included in New Journal of Chemistry in 2018.Related Products of 55490-87-4 This article mentions the following:

A novel Co³⁺-based metalloligand 1 offering appended benzimidazole rings was prepared and used for the synthesis of tetranuclear [CoZn₃] (2 and 2-Cl, 4) and [CoCd₃] (3) heterometallic coordination complexes (HCCs). Crystallog. studies of 2-Cl and 3 illustrate coordination of three secondary metal ions (Zn²⁺/Cd²⁺) to the appended benzimidazole rings of 1 thus producing tetranuclear HCCs. Both HCCs were used as heterogeneous catalysts for Knoevenagel condensation and Henry reactions. The stability and recyclability experiments illustrate the stable nature of both HCCs during the catalysis. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Related Products of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Related Products of 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Heterocyclic studies. Part XXXIX. Ring cleavage of some pyrimidine derivatives in alkali was written by Clark, Jim;Parvizi, Bahman;Colman, Robert. And the article was included in Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) in 1976.Application In Synthesis of 4-Amino-6-chloropyrimidine-5-carbonitrile This article mentions the following:

4-(Substituted amino)-6-chloropyrimidines bearing a mesomeric electron-withdrawing substituent such as NO2, CN, CHO, or Ac at position 5 were cleaved by dilute NaOH at room temperature to give tetra-substituted alkenes. Thus I (0.01 mol. equivalent), H2O (20-30ml), and 2N NaOH (10ml), together with EtOH to aid partial dissolution, were stirred at ∼25° for 18-72 hr to give 98% H2NC(NHCH2Ph):C(CHO)CN. Unlike acid-catalyzed attacks on similar pyrimidines, the course of these basic reactions was not strongly influenced by steric interference between 4(6)- and 5-substituents. In the experiment, the researchers used many compounds, for example, 4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4Application In Synthesis of 4-Amino-6-chloropyrimidine-5-carbonitrile).

4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4) 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.Application In Synthesis of 4-Amino-6-chloropyrimidine-5-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts