Author: Jessica.F

Immobilization of chiral Rh catalyst on glass and application to asymmetric transfer hydrogenation of aryl ketones in aqueous media was written by Cheng, Tan-Yu;Zhuang, Jing-Lan;Yao, Hui;Zhang, Huai-Sheng;Liu, Guo-Hua. And the article was included in Chinese Chemical Letters in 2014.Reference of 101219-69-6 This article mentions the following:

A chiral catalyst, Cp^*RhTsDPEN (Cp^* = pentamethylcyclopentadiene, TsDPEN = substituted N-phenylsulfonyl-1,2-diphenylethylenediamine), was synthesized and immobilized at the surface of glass. The immobilized catalyst exhibited good catalytic efficiency for asym. transfer hydrogenation of aromatic ketones in water with HCO₂Na as hydrogen source. In the experiment, the researchers used many compounds, for example, (R)-4-(1-Hydroxyethyl)benzonitrile (cas: 101219-69-6Reference of 101219-69-6).

(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. 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. Reference of 101219-69-6

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Structure-activity relationships for 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones as inhibitors of the cellular checkpoint kinase Wee1 was written by Palmer, Brian D.;Smaill, Jeff B.;Rewcastle, Gordon W.;Dobrusin, Ellen M.;Kraker, Alan;Moore, Charles W.;Steinkampf, Randall W.;Denny, William A.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Safety of 2-(2,6-Dibromophenyl)acetonitrile This article mentions the following:

A series of 2-anilino-6-phenylpyrido[2,3-d]pyrimidin-7(8H)-ones, e.g., I, were synthesized and evaluated for their inhibitory properties against the non-receptor kinase c-Src and the G2/M checkpoint kinase Wee1. Overall, the compounds were 10-100-fold more potent inhibitors of c-Src than Wee1, and variation of substituents on the 6-Ph ring did not markedly alter this preference. Solubilizing substituents off the 2-anilino ring in many cases increased Wee1 activity, thus lowering this preference to about 10-fold. 5-Alkyl substituted analogs were generally Wee1 selective, but at the expense of absolute potency. In the experiment, the researchers used many compounds, for example, 2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9Safety of 2-(2,6-Dibromophenyl)acetonitrile).

2-(2,6-Dibromophenyl)acetonitrile (cas: 67197-53-9) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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.Safety of 2-(2,6-Dibromophenyl)acetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pyridinylpyrimidines selectively inhibit human methionine aminopeptidase-1 was written by Zhang, Pengtao;Yang, Xinye;Zhang, Feiran;Gabelli, Sandra B.;Wang, Renxiao;Zhang, Yihua;Bhat, Shridhar;Chen, Xiaochun;Furlani, Manuel;Amzel, L. Mario;Liu, Jun O.;Ma, Dawei. And the article was included in Bioorganic & Medicinal Chemistry in 2013.Recommanded Product: 4-methoxypicolinonitrile This article mentions the following:

Cellular protein synthesis is initiated with methionine in eukaryotes with few exceptions. Methionine aminopeptidases (MetAPs) which catalyze the process of N-terminal methionine excision are essential for all organisms. In mammals, type 2 MetAP (MetAP2) is known to be important for angiogenesis, while type 1 MetAP (MetAP1) has been shown to play a pivotal role in cell proliferation. Authors’ previous high-throughput screening of a com. compound library uncovered a novel class of inhibitors for both human MetAP1 (HsMetAP1) and human MetAP2 (HsMetAP2). This class of inhibitors contains a pyridinylpyrimidine core. To understand the structure-activity relationship (SAR) and to search for analogs of 2 with greater potency and higher HsMetAP1-selectivity, a total of 58 analogs were acquired through either com. source or by inhouse synthesis and their inhibitory activities against HsMetAP1 and HsMetAP2 were determined Through this systematic medicinal chem. anal., the authors have identified: (1) 5-chloro-6-methyl-2-pyridin-2-ylpyrimidine as the min. element for the inhibition of HsMetAP1; (2) 5′-chloro as the favored substituent on the pyridine ring for the enhanced potency against HsMetAP1; and (3) long C4 side chains as the essentials for higher HsMetAP1-selectivity. As a result of the SAR campaign, six compounds were found to be among the most selective and potent inhibitors of purified HsMetAP1 reported to date. In addition, crystallog. anal. of one representative inhibitor (I) in complex with N-terminally truncated HsMetAP1 was also performed. Map gene. In the experiment, the researchers used many compounds, for example, 4-methoxypicolinonitrile (cas: 36057-44-0Recommanded Product: 4-methoxypicolinonitrile).

4-methoxypicolinonitrile (cas: 36057-44-0) belongs to nitriles. Nitrile carbon shifts are in the range of 115–125 ppm whereas in isonitriles the shifts are around 155–165 ppm. 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.Recommanded Product: 4-methoxypicolinonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Bifunctional design of stable metal-organic framework bearing triazole-carboxylate mixed ligand: Highly efficient heterogeneous catalyst for knoevenagel condensation reaction under mild conditions was written by Liu, Feixiong;Kumar, Sandeep;Li, Shuangshuang;You, Hengzhi;Ren, Peng;Zhao, Limin. And the article was included in Catalysis Communications in 2020.Recommanded Product: 55490-87-4 This article mentions the following:

A highly water stable zinc metal-organic framework (ZnMOF), {[Zn(HL)₂]}_n, was synthesized using a triazole-carboxylate-based mixed ligand (L = 5-(4H-1,2,4-triazol-4-yl)isophthalic acid). A 2D MOF was formed by hydrothermal synthesis, and extended to a 3D supramol. network through strong hydrogen bonding. This MOF was fully characterized by Fourier-transformation IR spectroscopy, thermogravimetric anal., single-crystal X-ray diffraction (XRD), powder XRD and elemental anal. Owing to the d10 configuration of this ZnMOF, its luminescent properties were suitable for the sensing of the CN^– ions over other anions, as inferred from the florescence result. However, regarding the catalytic mechanism, this ZnMOF showed a strong ability to react with CN^–, which might be due to the hydrogen bonding between the COOH groups without coordination. This interaction behavior with CN^– ions makes the ZnMOF a promising heterogeneous catalyst for Knoevenagel condensations using malononitrile and aldehyde derivatives as reactants under mild conditions. All reactions were conducted in water as a green solvent. In the experiment, the researchers used many compounds, for example, 2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4Recommanded Product: 55490-87-4).

2-(Anthracen-9-ylmethylene)malononitrile (cas: 55490-87-4) belongs to nitriles. Nitriles are polar, as indicated by high dipole moments. As liquids, they have high relative permittivities, often in the 30s. 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: 55490-87-4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis and Characterization of Amidato Divalent Lanthanide Complexes and Their Use in Forming 2,4-Quinazolidinones from CO₂ and 2-Aminobenzonitriles was written by Wang, Qianyu;Lu, Chengrong;Zhao, Bei;Yao, Yingming. And the article was included in European Journal of Organic Chemistry in 2016.Application In Synthesis of 2-Amino-3-chlorobenzonitrile This article mentions the following:

Four amidato divalent lanthanide complexes, {LⁿLn[N(TMS)₂]THF}₂ [n = 1, Ln = Eu (I); n = 2, Ln = Eu (III), Yb (IV); HL¹ = tBuC₆H₄CONHC₆H₃(iPr)₂; HL² = C₆H₅CONHC₆H₃(iPr)₂] and {L³Eu[N(TMS)₂]THF}{L³₂Eu(THF)₂} (II) [HL³ = ClC₆H₄CONHC₆H₃(iPr)₂], were synthesized and extensively characterized. This is the first time that the amidato lanthanide amides I–IV were used to catalyze the reactions of CO₂ and 2-aminobenzonitriles to form quinazoline-2,4(1H,3H)-diones at atm. pressure. All the complexes efficiently catalyzed the transformation, with complex III showing the highest activity. This catalytic system gave good to excellent yields, and good functional group tolerance. Preliminary studies were conducted to investigate the reaction mechanism. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Application In Synthesis of 2-Amino-3-chlorobenzonitrile).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. 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.Application In Synthesis of 2-Amino-3-chlorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Syntheses of 2-chloro-4-acetylaminobenzonitrile isomers and structurally related compounds with biological activities was written by Grivsky, Eugene M.;Hitchings, George H.. And the article was included in Industrie Chimique Belge in 1974.Product Details of 53312-77-9 This article mentions the following:

Benzonitriles I, II, and III (Xn = 2-,3-Cl, 2-F, 2,6-, 2,4 -Cl2; NH2, NHCOR, NO2 in 2, 4, or 5 position; R = e.g., Me, H, CF3, CHCl2, CH2Cl, Et, Me2CH, Pr, CH:CHCO2H, CH2CH2CO2H) were prepared (5 I, 15 II and 88 III). E.g., reaction of 2,4-F-(O2N)C6H3CO2H with MeSO2NH2-PCl5 gave 96% I (Xn = 2-F, 4-NO2), which was reduced to give II (Xn = 2-F, 4-NH2), which was acetylated to give 95% III (Xn = 2-F, R = Me). III (Xn = 2-Cl, NHCOMe in 4 position) had LD50 (oral-mice)of 1800 mg/kg; and at 20 mg/kg (oral-mice) was an antide-pressant and at 25 and 50 mg kg (orally-rat), resp., was an anal-gesic and antipyretic. In the experiment, the researchers used many compounds, for example, 2-Amino-3-chlorobenzonitrile (cas: 53312-77-9Product Details of 53312-77-9).

2-Amino-3-chlorobenzonitrile (cas: 53312-77-9) 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. Asymmetric bioreduction of nitriles is an attractive route to produce optically active nitriles as current metal-catalyzed hydrogenations tend to have low reactivity.Product Details of 53312-77-9

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Polymer-anchored Ru(II) complex as an efficient catalyst for the synthesis of primary amides from nitriles and of secondary amides from alcohols and amines was written by Islam, Sk Manirul;Ghosh, Kajari;Singha Roy, Anupam;Molla, Rostam Ali. And the article was included in Applied Organometallic Chemistry in 2014.Recommanded Product: 3-Methylthiophene-2-carbonitrile This article mentions the following:

A polymer-anchored ruthenium(II) catalyst was synthesized and characterized. Its catalytic activity was evaluated for the preparation of primary amides from aqueous hydration of nitriles in neutral condition. A range of nitriles were successfully converted to their corresponding amides in good to excellent yields. The catalyst was also effective in the preparation of secondary amides from the coupling of alcs. and amines. The catalyst can be facilely recovered and reused six times without a significant decrease in its activity. In the experiment, the researchers used many compounds, for example, 3-Methylthiophene-2-carbonitrile (cas: 55406-13-8Recommanded Product: 3-Methylthiophene-2-carbonitrile).

3-Methylthiophene-2-carbonitrile (cas: 55406-13-8) 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. Recommanded Product: 3-Methylthiophene-2-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthesis, anticancer activity and structure-activity relationship of some anticancer agents based on cyclopenta[b]thiophene scaffold was written by Said, Mohamed;Elshihawy, Hosam. And the article was included in Pakistan Journal of Pharmaceutical Sciences in 2014.COA of Formula: C8H8N2S This article mentions the following:

Methods for the synthesis of new heterocyclic systems of thieno[3,2-d]-1,2,3-triazine derivatives and N-3-cyano-5,6-dihydro-4H-cyclopenta[b]thiophene derivatives have been developed. The newly synthesized compounds were tested in vitro against human breast carcinoma cell line (MCF-7). Compounds N-(3-cyano-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl)-2-[4-(pyrimidin-2-ylsulfamoyl)anilino]acetamide sodium salt and 4-(5,6-dihydro-7H-cyclopenta[4:5]thieno[2,3-d]-1,2,3-triazin-4-ylamino)phenol have shown the highest activity among the two synthesized series. The results of this study have led to the identification of two lead compounds with good inhibitory activities that can confirm the design of the next generation inhibitors of tyrosine kinase with fewer side effects such as hepatotoxicity and resistance. In the experiment, the researchers used many compounds, for example, 2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2COA of Formula: C8H8N2S).

2-Amino-5,6-dihydro-4H-cyclopenta[b]thiophene-3-carbonitrile (cas: 70291-62-2) belongs to nitriles. Trimerization of aromatic nitriles requires harsh reaction conditions, high temperatures, long reaction times, and pressure. 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. COA of Formula: C8H8N2S

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

A convenient synthesis of 3,3′,3”-triaminotripropylamine tetrahydrochloride-0.5 water was written by Laurino, John A.;Knapp, Spencer;Schugar, Harvey J.. And the article was included in Inorganic Chemistry in 1978.Product Details of 7528-78-1 This article mentions the following:

3,3′,3”-Iminotrispropionitrile I was converted to the title compound (II). Hydrogenation of I over Raney Ni (wet with Ac₂O) gave (AcNHCH₂CH₂CH₂)₃N which was hydrolyzed (aqueous HCl) to yield II. In the experiment, the researchers used many compounds, for example, 3,3′,3”-Nitrilotripropanenitrile (cas: 7528-78-1Product Details of 7528-78-1).

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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Design, Synthesis, and Biological Evaluation of Quinazolin-4-one-Based Hydroxamic Acids as Dual PI3K/HDAC Inhibitors was written by Thakur, Ashish;Tawa, Gregory J.;Henderson, Mark J.;Danchik, Carina;Liu, Suiyang;Shah, Pranav;Wang, Amy Q.;Dunn, Garrett;Kabir, Md.;Padilha, Elias C.;Xu, Xin;Simeonov, Anton;Kharbanda, Surender;Stone, Richard;Grewal, Gurmit. And the article was included in Journal of Medicinal Chemistry in 2020.Formula: C5H3ClN4 This article mentions the following:

A series of quinazolin-4-one based hydroxamic acids was rationally designed and synthesized as novel dual PI3K/HDAC inhibitors by incorporating an HDAC pharmacophore into a PI3K inhibitor (Idelalisib) via an optimized linker. Several of these dual inhibitors were highly potent (IC₅₀ < 10 nM) and selective against PI3Kγ, δ and HDAC6 enzymes and exhibited good antiproliferative activity against multiple cancer cell lines. The lead compound 48c, induced necrosis in several mutant and FLT3-resistant AML cell lines and primary blasts from AML patients, while showing no cytotoxicity against normal PBMCs, NIH3T3, and HEK293 cells. Target engagement of PI3Kδ and HDAC6 by 48c was demonstrated in MV411 cells using the cellular thermal shift assay (CETSA). Compound 48c showed good pharmacokinetics properties in mice via i.p. administration and provides a means to examine the biol. effects of inhibiting these two important enzymes with a single mol., either in vitro or in vivo. In the experiment, the researchers used many compounds, for example, 4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4Formula: C5H3ClN4).

4-Amino-6-chloropyrimidine-5-carbonitrile (cas: 60025-09-4) 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. 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.Formula: C5H3ClN4

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts