Category: nitriles-buliding-blocks

Antihypertensive activity of 6-arylpyrido[2,3-d]pyrimidin-7-amine derivatives was written by Bennett, Lawrence R.;Blankley, C. John;Fleming, Robert W.;Smith, Ronald D.;Tessman, Deirdre K.. And the article was included in Journal of Medicinal Chemistry in 1981.COA of Formula: C8H5Br2N This article mentions the following:

Fifty-one title compounds I (R = H, Me, Et, etc.; R¹ = H, Me, OEt, etc.; R² = substituted phenyl) were synthesized and evaluated for antihypertensive activity in the conscious spontaneously hypertensive rat. A number of these compounds, notably 6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-amine [76574-80-6], lowered blood pressure in these rats in a gradual and sustained manner to normotensive levels at oral doses of 10-50 mg/kg. Normalized blood pressure levels could then be maintained by single daily oral doses. The effect of structural variation in the 6-aryl group and in the 2 and 4 positions of the pyridopyrimidine ring on activity is reported and discussed. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9COA of Formula: C8H5Br2N).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) 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. 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.COA of Formula: C8H5Br2N

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Zinc-proline complex catalyzed Knoevenagel condensation in water was written by Yan, Shiqiang;Guo, Wei;Wang, Wensheng;Zhang, Wei. And the article was included in Youji Huaxue in 2019.Computed Properties of C18H10N2 This article mentions the following:

Zinc-proline complex catalyzed Knoevenagel condensation in water was reported. Seventeen aldehydes and two ketones were investigated, which coupled with malononitrile smoothly affording desired Knoevenagel condensation products in 5∼10 min at 80°C in the yields of 84%∼99%. The catalyst can be recovered and reused for ten cycles without loss of activity. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Computed Properties of C18H10N2).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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.Computed Properties of C18H10N2

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Nitrile – Wikipedia,
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Design, synthesis and biochemical evaluation of novel ethanoanthracenes and related compounds to target Burkitt’s lymphoma was written by Byrne, Andrew J.;Bright, Sandra A.;McKeown, James P.;O’Brien, John E.;Twamley, Brendan;Fayne, Darren;Clive Williams, D.;Meegan, Mary J.. And the article was included in Pharmaceuticals in 2020.Product Details of 55490-87-4 This article mentions the following:

The synthesis and preliminary studies on the antiproliferative activity of a library of 9,10-dihydro-9,10-ethanoanthracene based compounds such as I [R¹ = H, Cl; R² = H, Me, Et; X = O, NH, N(C₆H₅), etc.], II and III [R³ = CN, CO₂Me, CO₂Et, OC(O)Me; R⁴ = H, CN; R⁵ = H, CO₂Me, CO₂Et] structurally related to the antidepressant drug maprotiline against BL cell lines MUTU-1 and DG-75 was reported. Structural modifications were achieved by Diels-Alder reaction of the core 9-(2-nitrovinyl)anthracene with number of dienophiles including maleic anhydride, maleimides, acrylonitrile and benzyne. The antiproliferative activity of these compounds was evaluated in BL cell lines EBV- MUTU-1 and EBV+ DG-75 (chemoresistant). The most potent compounds I [R¹ = Cl, R² = H, X = NH, N(C₆H₅); R¹ = R² = H, X = N(C₆H₅), N(4-ClC₆H₄), N(4-OMeC₆H₄)], II and III [R³ = CN, R⁴ = R⁵ = H] displayed IC₅₀ values in the range 0.17-0.38μM against the BL cell line EBV- MUTU-1 and IC50 values in the range 0.45-0.78μM against the chemoresistant BL cell line EBV+ DG-75. Compounds I [R¹ = R² = H, X = N(4-ClC₆H₄), N(4-OMeC₆H₄)] and II demonstrated potent ROS dependent apoptotic effects on the BL cell lines which were superior to the control drug taxol and showed minimal cytotoxicity to peripheral blood mononuclear cells. The results suggested that this class of compounds merits further investigation as antiproliferative agents for BL. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Product Details of 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) 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.Product Details of 55490-87-4

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Facile synthesis of polynuclear heterocycles and acyclic C-nucleosides via α-substituted cinamonitrile (II) was written by Abu-zied, Kh. M.;Hussein, H. A. R.;Abu-Hashem, A. A.. And the article was included in Organic Chemistry: An Indian Journal in 2012.Recommanded Product: 70291-62-2 This article mentions the following:

The synthesis of the target compounds was achieved using 2-amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile as a key starting material. This compound was converted to 4-hydrazinyl-6,7-dihydro-5H-cyclopenta[4,5]thieno[2,3-d]pyrimidine and a related thione derivative While a 2-hydrazine derivative was obtained upon methylation of the above-mentioned intermediate and reaction of the Me thioether with hydrazine hydrate (99% yield). S-glycosides are produced when a 2,4-dithione derivative reacted with α-D-glucopyranosyl bromide tetraacetate or α-D-galactopyranosyl bromide tetraacetate. Acyclic C-nucleosides were obtained by a reaction of hydrazine derivatives with aldose sugars, aldohexoses (hexoses) or aldopentoses (pentoses) such as D-glucose, D-galactose and D-xylose. The title compounds included derivatives of 9,10-dihydro-8H-cyclopenta[4,5]thieno[3,2-e]-1,2,4-triazolo[4,3-c]pyrimidine (I) and cyclopenta[4,5]thieno[2,3-d]-1,2,4-triazolo[4,3-a]pyrimidine (II). In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Recommanded Product: 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. 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.Recommanded Product: 70291-62-2

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Nitrile – Wikipedia,
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Reagents for new heteroannelation reactions. Part I. Isocyanate-dithioketal reagents was written by Sauter, F.;Froehlich, J.;Shaifullah Chowdhury, A. Z. M.. And the article was included in Scientia Pharmaceutica in 1996.HPLC of Formula: 70291-62-2 This article mentions the following:

(MeS)₂C:NCH₂CO₂Et was reacted with various educts. While heteroaromatic 2-amino esters gave cyclization to a pyrimido moiety, the corresponding 2-amino nitriles led in 1-pot reactions to double-annelation, yielding products with an imidazopyrimido moiety. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2HPLC of Formula: 70291-62-2).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).HPLC of Formula: 70291-62-2

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Nitrile – Wikipedia,
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Contribution to Our Knowledge of the Terpenes and the Ethereal Oils. Eighty-fourth Paper. Carboxylic Acids of Cyclic Hydrocarbons and Their Transformation Products was written by Wallach, O.. And the article was included in Justus Liebigs Annalen der Chemie in 1907.Name: 2-Cyclohexylacetonitrile This article mentions the following:

Acids and bases containing the characteristic groups in the side chain were studied. 1. Cyclohexanone derivatives. Two isomeric acids, (I) and (II) were formed on dehydrating cyclohexanolacetic acid. Δ^2.7-Cyclohexeneacetic acid (II), m. 91°, was prepared as already described (Ibid., 347, 329) added HBr to form a compound, m. 89-90°, C₈H₁₃BrO₂, and Br₂ to form C₄H₁₂Br₂O₂ m. 133-34°. Oxidized with permanganate, cyclohexanone was formed. The isomeric acid, m. 38°, probably structure I, yielded the same compound as the Δ^1.7-acid and the hexanolacetic acid with halogen hydrides. Monochlorcyclohexylacetic acid, m. 83°. Monobromcyclohexylacetic acid, m. 89-90°. Monoiodocyclohexylacetic acid, m. 99-100°. The acid, m. 38°, added two atoms bromine to form a compound, m. 119-20°, and distilled with sulphuric acid yielded a lactone. The acid chloride and the amide, m. 152-53°, were prepared. On oxidation, no definite products could be identified. Cyclohexylacetic acid, b. 245-47°, m. 30-31°, was prepared by reduction (Zn dust and acetic acid) of the brom- or iodo- acid. Amide, m. 168°. Nitrile, b. 215-17°, on reduction yielded, β-cyclohexylethylamine, b. 188-189°. Hydrochloride, m. 252-53°; chlorplatinate, m. 253-54°; ureide, m. 85-86°; methylammonium iodide, m. 221-22°. Cyclohexylmethylamine, b. 162-164°, was prepared from the amide, bromine and alkali. Hydrochloride, m. above 210°. Chlorplatinate, m. 240° (decompose). Ureide, m. 170-72°. Cyclohexylacetic acid distilled with lime yielded the completely hydrated dibenzylketone. Semicarbazone, m. 142-45°. Similarly cyclohexylacetone, b. 198-200°, was prepared. Semicarbazone, m. 165-66°. II Suberone derivatives. The methods used were the same as before. Suberylacetic acid, (cycloheptylacetic acid), b₁₀ 165°. Silver salt. Amide, m. 146-48°. Amine, b. 193-95°, [n]_D=1.4719, hydrochloride, m. 229-32°; chlorplatinate; ureide, m. 127-29°; trimethylammonium iodide, m. 223°. III Cyclopentanone derivatives. Cyclopentylacetic acid, b. 226-30°. Amide, m. 143-45°. Amine, b. 139-45°; hydrocldoride, chlorplatinate. Cyctopentanone and ethyl α-isobrombutyrate condensed with zinc formed pentanolisobutyric ester, b₁₁ 108-13°, which lost water on heating with potassium acid sulphate and yielded cyclopenteneisobutyric acid, b₁₁ 148-50°. Silver salt. HCl was added readily to form monochlorcyclopentylisobutyric acid, m. 122.5-123.5°. Monobromcyclopentylisobutyric acid, m. 113-14°. Moniodocyclopentylisobutyric acid, m. 107-108°. The dry distillation of the pentene isobutyric acid yielded a hydrocarbon, C₁₄H₈, b. 136-37° probably chiefly, since on oxidation cyclopentanone (semicarbazone) was formed. An isomer, was also formed and could also be obtained from the first on prolonged heating with alcoholic sulphuric acid. IV 1,4-Methylcyclohexonone derivatives. (Edgar Evans). 1,4-Methylhexeneacetic acid, (Ibid., 343, 345) CH₃C_6?H₉:CH.CO₂H, m. 42-43°. Monochlorcyclomethylhexylacetic acid, m. 88-89°. Monobromcyclomethylhexylacetic acid, m. 85-86°. Dibromcyclomethylhexylacetic acid, m. 97-99°. Cyclomethylhexeneacetomide, m. 155-56°. Nitrile, b₁₅ 107°, 1,4-Cyclomethylhexylacetic acid, m. 63-65°. Amide, m. 161-62°. V Menthone derivatives (Eduard Schellack). Menthone condensed with methylbromacetate and zinc yielded mentholacetic acid methyl ester, , m. 32-33°, b_.10 136-137°. Acid, m. 82-83°, b₁₁ 193-197°. Brommenthylacetic acid. In the preparation of mentheneacetic acid, a lactone, C₁₂H₂₀O₂, b. 300-305°, [n]_D=1.4781 at 22°, was obtained, which, on boiling with HI and phosphorus yielded a substance, m. 88.5-89.5°, isomeric with the lactone. The liquid lactone was levorotatory, the solid, dextrorotatory. Brommenthylacetic acid reduced gave menthylacetic acid, b₁₁ 166-170°. Amide, m. 148-150°. In the experiment, the researchers used many compounds, for example, 2-Cyclohexylacetonitrile (cas: 4435-14-7Name: 2-Cyclohexylacetonitrile).

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

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Nitrile – Wikipedia,
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Bovine serum albumin-catalyzed one-pot synthesis of 2-aminothiophenes via Gewald reaction was written by Zhao, Dan-Dan;Li, Li;Xu, Fan;Wu, Qi;Lin, Xian-Fu. And the article was included in Journal of Molecular Catalysis B: Enzymatic in 2013.Quality Control of 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile This article mentions the following:

A novel bovine serum albumin (BSA)-catalyzed Gewald reaction in one-pot was developed in this work. The influence of reaction conditions including solvent, temperature and catalyst loading was investigated, and 12 multi-substituted 2-aminothiophene derivatives were prepared with moderate to excellent yields. Recycle experiments were designed to demonstrate the reusability of BSA. This novel activity of BSA to catalyze Gewald reaction is of practical significance in expanding the application of biocatalysts. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2Quality Control of 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile).

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

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Nitrile – Wikipedia,
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Polynitrile- and polyamine-functionalized poly(trimethylenimine) dendrimers was written by Woerner, Christof;Muelhaupt, Rolf. And the article was included in Angewandte Chemie in 1993.Recommanded Product: 3,3′,3”-Nitrilotripropanenitrile This article mentions the following:

Sequential acrylonitrile-condensation and Raney nickel-catalyzed hydrogenation of poly(trimethylenimine) N[CH₂CH₂CH₂N(CH₂CH₂NH₂)₂]₃ gave poly(trimethylenimine) I (X = CN). This sequence was repeated two more times to give a dendrimer complex, which was analyzed spectroscopically. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Recommanded Product: 3,3′,3”-Nitrilotripropanenitrile).

3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1) 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. 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.Recommanded Product: 3,3′,3”-Nitrilotripropanenitrile

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Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Quantitative structure-activity relationship studies on relative sweetness of aniline derivatives was written by Zhu, Lilan. And the article was included in Shipin Kexue (Beijing, China) in 2011.Category: nitriles-buliding-blocks This article mentions the following:

In this article, a novel connectivity index (^mL_t^v) was established by extending Kier’s connectivity index (^mX_t^v). The quant. structure-activity relationship (QSSR) between the relative sweetness (R_S/B) of 20 nitroaniline and cyanoaniline derivatives and ^mL_t^v was explored using multivariate statistical regression. Based on leaps-and-bounds regression anal., an optimal binary QSAR model was set up. The traditional correlation coefficient (R) and cross-validation correlation coefficient (Q²) of leave-one-out (LOO) were 0.943 and 0.844, resp. These results demonstrated that the model was highly reliable and had good prediction capability. Meanwhile, it was better than that of Kier’s connectivity index. Moreover, the model could be explained by the AH-B-W sweetness theory of Shallenberger and Kier. In the experiment, the researchers used many compounds, for example, 3-Amino-4-methoxybenzonitrile (cas: 60979-25-1Category: nitriles-buliding-blocks).

3-Amino-4-methoxybenzonitrile (cas: 60979-25-1) 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. In addition, Nitriles can react with alkynes, which leads to an increase in carbon chain length (carbocyanation).Category: nitriles-buliding-blocks

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Nitrile – Wikipedia,
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Immobilization of rhodium-based transfer hydrogenation catalysts on mesoporous silica materials was written by Long, Jie;Liu, Guohua;Cheng, Tanyu;Yao, Hui;Qian, Qingqian;Zhuang, Jinglan;Gao, Fei;Li, Hexing. And the article was included in Journal of Catalysis in 2013.Synthetic Route of C9H9NO This article mentions the following:

Rhodium TsDPEN complex was immobilized on mesoporous silica as reusable catalyst for transfer hydrogenation of aryl ketones into chiral benzyl alcs. The immobilization procedure comprised in situ reaction of [Cp^*RhCl₂]₂ with (S,S)-(MeO)₃SiCH₂CH₂C₆H₄SO₂NHCHPhCHPhNH₂ (1) followed by hydrolytic chemisorption on mesoporous silica, or cocondensation of (EtO)₄Si with 1 followed by reaction of functionalized silica with [Cp^*RhCl₂]₂. A series of chiral heterogeneous rhodium catalysts obtained via immobilization of chiral N-sulfonylated diamine-based organorhodium complexes within mesoporous silicate networks have been obtained through the postgrafting, postmodification, and co-condensation strategies. Structural analyses and characterizations disclose their well-defined single-site rhodium species within materials, while electron microscopy images reveal their highly ordered dimensional-hexagonal mesostructures. By systemically comparing these prepared strategies, it is found that they exhibit obviously different catalytic activities and enantioselectivities in aqueous asym. transfer hydrogenation of aromatic ketones. The direct anchoring of chiral organorhodium complexes onto the outside surface of mesoporous silica can maintain high enantioselectivity, while the co-condensation of chiral organorhodium complexes into the inside surface of mesoporous silica can form a uniform distribution of active rhodium centers. Both strategies show higher catalytic efficiency than the postmodification strategy in enantioselective performance. This outcome from the study clearly demonstrates the nature of these heterogeneous catalysts based on different immobilization strategies and offers a general way to optimize the prepared strategy to adjust the catalytic efficiency of heterogeneous catalysts. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Synthetic Route of C9H9NO).

(R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6) 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. 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.Synthetic Route of C9H9NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts