Month: October 2022

In 2012,Dyes and Pigments included an article by Ghanadzadeh Gilani, A.; Moghadam, M.; Zakerhamidi, M. S.; Moradi, E.. Electric Literature of C18H16FNO2. The article was titled 《Solvatochromism, tautomerism and dichroism of some azoquinoline dyes in liquids and liquid crystals》. The information in the text is summarized as follows:

Absorption and emission spectra of three hetarylazoquinoline compounds with different substituents were examined in liquids and liquid crystalline solvents for the first time. The spectral features of the hetarylazoquinoline dyes were explained according to azo/hydrazone tautomerism in conjunction with the solvatochromic characteristic of the preferred tautomer. The nature and extent of solute-solvent interactions were described using Kamlet-Taft and Katritzky multiparameter polarity scales. Solvatochromic azo/hydrazone tautomerism depend on multiple solute-solvent interactions, in particular on specific interactions and the solvent ability to transport the hydrogen atom through the media. In addition, anisotropic hosts prevent shift of the tautomeric equilibrium toward the hydrazone form. In the part of experimental materials, we found many familiar compounds, such as 4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5Electric Literature of C18H16FNO2)

4-Cyano-3-fluorophenyl 4-butylbenzoate(cas: 86776-52-5) is a member of aromaticfluorinated building blocks. Depending on which substituents are present, fluoroaromatic intermediates can be converted into fluorinated or fluorine-free commercial end products.Fluorine-containing aromatics have been incorporated into drugs (hypnotics, tranquilizers, antiinflammatory agents, analgesics, antibacterials).Electric Literature of C18H16FNO2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liu, Yongfu; Wu, Jun; Zhou, Mingwei; Chen, Wenming; Li, Dongbo; Wang, Zhanguo; Hornsperger, Benoit; Aebi, Johannes D.; Marki, Hans-Peter; Kuhn, Bernd; Wang, Lisha; Kuglstatter, Andreas; Benz, Jorg; Muller, Stephan; Hochstrasser, Remo; Ottaviani, Giorgio; Xin, Jian; Kirchner, Stephan; Mohr, Susanne; Verry, Philippe; Riboulet, William; Shen, Hong C.; Mayweg, Alexander V.; Amrein, Kurt; Tan, Xuefei published an article in Journal of Medicinal Chemistry. The title of the article was 《Discovery of 3-Pyridyl Isoindolin-1-one Derivatives as Potent, Selective, and Orally Active Aldosterone Synthase (CYP11B2) Inhibitors》.HPLC of Formula: 658-98-0 The author mentioned the following in the article:

Aldosterone synthase (CYP11B2) inhibitors have been explored in recent years as an alternative therapeutic option to mineralocorticoid receptor (MR) antagonists to reduce elevated aldosterone levels, which are associated with deleterious effects on various organ systems including the heart, vasculature, kidney, and central nervous system (CNS). A benzamide pyridine hit derived from a focused screen was successfully developed into a series of potent and selective 3-pyridyl isoindolin-1-ones CYP11B2 inhibitors. Our systematic structure-activity relationship study enabled us to identify unique structural features that result in high selectivity against the closely homologous cortisol synthase (CYP11B1). We evaluated advanced lead mols., exemplified by compound 52, in an in vivo cynomolgus monkey acute adrenocorticotropic hormone (ACTH) challenge model and demonstrated a superior 100-fold in vivo selectivity against CYP11B1. In the part of experimental materials, we found many familiar compounds, such as 3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0HPLC of Formula: 658-98-0)

3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0) belongs to nitriles. Nitriles are found in many useful compounds. Nitrile rubber is also widely used as automotive and other seals since it is resistant to fuels and oils. Organic compounds containing multiple nitrile groups are known as cyanocarbons.HPLC of Formula: 658-98-0

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Journal of Medicinal Chemistry included an article by Guo, Zuhao; Zhang, Zhuqing; Yang, Hong; Cao, Danyan; Xu, Xiaowei; Zheng, Xingling; Chen, Danqi; Wang, Qi; Li, Yanlian; Li, Jian; Du, Zhiyan; Wang, Xin; Chen, Lin; Ding, Jian; Shen, Jingkang; Geng, Meiyu; Huang, Xun; Xiong, Bing. Application In Synthesis of 4-Cyanobenzyl bromide. The article was titled 《Design and Synthesis of Potent, Selective Inhibitors of Protein Arginine Methyltransferase 4 against Acute Myeloid Leukemia》. The information in the text is summarized as follows:

PRMT4 is a type I protein arginine methyltransferase and plays important roles in various cellular processes. Overexpression of PRMT4 has been found to be involved in several types of cancers. Selective and in vivo effective PRMT4 inhibitors are needed for demonstrating PRMT4 as a promising therapeutic target. On the basis of compound I, a weak dual PRMT4/6 inhibitor, several tetrahydroisoquinolines has been constructed through a cut-and-sew scaffold hopping strategy. The subsequent SAR optimization efforts employed structure-based approach led to the identification of a novel PRMT4 inhibitor II. Compound 49 exhibited prominently high potency and selectivity, moderate pharmacokinetic profiles, and good antitumor efficacy in acute myeloid leukemia xenograft model via oral administration, thus demonstrating this compound as a useful pharmacol. tool for further target validation and drug development in cancer therapy. In addition to this study using 4-Cyanobenzyl bromide, there are many other studies that have used 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide) was used in this study.

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.Application In Synthesis of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Li, Qianqian; He, Xinwei; Tao, Jiajia; Xie, Mengqing; Wang, Hui; Li, Ruxue; Shang, Yongjia. Safety of 3-Oxo-3-phenylpropanenitrile. The article was titled 《Base-mediated 1,4-Conjugate Addition/Intramolecular 5-exo-dig Annulation of Propargylamines with Benzoylacetonitriles and β-Keto Esters for Polysubstituted Furans and Furo[3,4-c]coumarins Formation》. The information in the text is summarized as follows:

A novel and one-pot domino reaction of propargylamines with benzoylacetonitriles and β-keto esters for the regiospecific synthesis of polysubstituted furans I [R1 = H, Me, Br, etc.; R2 = H, tBu; Ar1 = Ph, 4-MeC6H4, 4-ClC6H4, etc.; Ar2 = Ph, 4-MeOC6H4, 4-F3CC6H4, etc.] and furo[3,4-c]coumarins II [R3 = H, OMe, Br, etc; R4 = H, tBu; R5 = Me, 2-furyl, Ph, etc.; Ar3 = Ph, 4-FC6H4, 4-EtC6H4, etc.] were developed in moderate to good yields. The reaction was proceed by sequential 1,4-conjugate addition of benzoylacetonitriles/β-keto esters to propargylamines, 5-exo-dig annulation/isomerization to form compounds I and intramol. transesterification to compounds II. The features of this method included use of inexpensive and environmentally friendly carbonates as the base, readily available substrates, high regioselectivity and convenient operation. In the experiment, the researchers used 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Safety of 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.Safety of 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Advanced Synthesis & Catalysis included an article by Huang, Wenbo; Chen, Shaomin; Yang, Jian; El-Harairy, Ahmed; Wang, Xin; Li, Minghao; Gu, Yanlong. COA of Formula: C9H7NO. The article was titled 《Modular Synthesis of Bicyclic and Tricyclic (Aza-) Arenes from Nucleophilic (Aza-)Arenes with Electrophilic Side Arms via [4+2] Annulation Reactions》. The information in the text is summarized as follows:

An efficient strategy for the synthesis of bicyclic aza-arenes I [R1 = Me, Ph, 2-thienyl, etc.; R2 = Me, OEt, OBn, etc.; Ar = OMe, Cl, Ph, etc.] and tricyclic aza-arenes, e.g., II from a nucleophilic aza-arene with an electrophilic side arm was developed. The aza-arene precursor had both nucleophilic and electrophilic sites, which were fixed at a 1,4-distance. The bicyclic and tricyclic (aza-)arene products I and II were constructed via [4+2] annulation by using scandium(III) triflate as a catalyst and enolizable ketones or aldehydes as the counterpart reagents. A variety of six-membered carbocycles and heterocycles, such as indolizines, indoles, naphthalenes, carbazoles and pyrido[1,2-α]indoles, were successfully synthesized. Some one-pot sequential reactions were also developed, in which the 1,4-donor-acceptor precursors can be synthesized via oxidation of alcs. or a proper condensation reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4COA of Formula: C9H7NO)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used to produce 2-benzoyl-3-furan-2-yl-acrylonitrile. It is an active methylene compound, useful in heterocyclic synthesis, e.g. polyfunctional pyridines and pyrimidines.COA of Formula: C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Cascade Process for Direct Transformation of Aldehydes (RCHO) to Nitriles (RCN) Using Inorganic Reagents NH2OH/Na2CO3/SO2F2 in DMSO》 were Fang, Wan-Yin; Qin, Hua-Li. And the article was published in Journal of Organic Chemistry in 2019. Electric Literature of C7H4FN The author mentioned the following in the article:

Aryl, α,β-unsaturated, and alkyl nitriles were prepared in one step from the corresponding aldehydes by treatment with hydroxylamine hydrochloride, Na2CO3, SO2F2, and DMSO at ambient temperature In the experiment, the researchers used many compounds, for example, 4-Fluorobenzonitrile(cas: 1194-02-1Electric Literature of C7H4FN)

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Electric Literature of C7H4FN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Photocatalytic selective aerobic oxidation of amines to nitriles over Ru/γ-Al2O3: the role of the support surface and the strong imine intermediate adsorption》 was written by Zhu, Pengqi; Zhang, Jin; Wang, Jie; Kong, Peng; Wang, Yunwei; Zheng, Zhanfeng. Application In Synthesis of 4-Fluorobenzonitrile And the article was included in Catalysis Science & Technology in 2020. The article conveys some information:

Hydroxyl coordinated ruthenium dispersed on the surface of γ-Al2O3 can be applied to the selective oxidation of amines with light irradiation and an atm. pressure of O2 at room temperature Sunlight is also an effective light source for the selective aerobic oxidation of primary amines to corresponding nitriles. The high photocatalytic activity and selectivity over Ru/γ-Al2O3 originate from the adsorption of amines and imine intermediates on the abundant surface OH groups of the photocatalyst and further formation of Ru-amide species by ligand exchange of adsorbed amines and imine intermediates with adjacent exposed active Ru sites. Light is introduced to the system successfully via the formation of Ru-amide species, which are used as the light absorption sites of the photocatalytic selective oxidation of amines. Primary amines are directly converted to corresponding nitriles via a two-step oxidative dehydrogenation process.4-Fluorobenzonitrile(cas: 1194-02-1Application In Synthesis of 4-Fluorobenzonitrile) was used in this study.

4-Fluorobenzonitrile(cas: 1194-02-1) is used as chemical intermediate, solvent for perfumes and pharmaceuticals, stabilizer for chlorinated solvents, HPLC analysis, catalyst and component of transition-metal complex catalysts.Application In Synthesis of 4-Fluorobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dhawale, Kiran D.; Ingale, Ajit P.; Shinde, Sandeep V.; Thorat, Nitin M.; Patil, Limbraj R. published their research in Synthetic Communications in 2021. The article was titled 《ZnO-NPs catalyzed condensation of 2-aminothiophenol and aryl/alkyl nitriles: Efficient green synthesis of 2-substituted benzothiazoles》.HPLC of Formula: 1194-02-1 The article contains the following contents:

The synthesis of 2-substituted benzothiazoles I (R1 = H, 5-Cl; R2 = H, 4-OMe, 2-Br, etc.) has been described using ZnO-nanoparticles as a catalyst. The condensation of 2-aminothiophenol and aryl/alkyl nitriles resulted in the formation of various 2-substituted benzothiazoles under solvent-free reaction conditions. The library of 2-substituted benzothiazoles has been synthesized in good to excellent yield. The reaction has shown a wide range of functional group compatibility for both varyingly substituted 2-aminothiophenols and nitriles. The protocol has many advantages such as faster reaction rate, mild reaction conditions, various functional group compatibility, excellent yield, solvent-free reaction conditions, easy recovery of materials, and excellent catalyst recyclability, among others. The various advantages of this protocol make it a more feasible, economical, and environmentally benign process. The experimental process involved the reaction of 4-Fluorobenzonitrile(cas: 1194-02-1HPLC of Formula: 1194-02-1)

4-Fluorobenzonitrile(cas: 1194-02-1) is used in the synthesis of flurenones, pharmaceutical prerequisites, as well as opiod receptor antagonists.HPLC of Formula: 1194-02-1

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Yuan, Shuo; Wang, Bo; Dai, Qing-Qing; Zhang, Xiao-Nan; Zhang, Jing-Ya; Zuo, Jia-Hui; Liu, Hui; Chen, Zhe-Sheng; Li, Guo-Bo; Wang, Shaomeng; Liu, Hong-Min; Yu, Bin published an article in 2021. The article was titled 《Discovery of New 4-Indolyl Quinazoline Derivatives as Highly Potent and Orally Bioavailable P-Glycoprotein Inhibitors》, and you may find the article in Journal of Medicinal Chemistry.Reference of 4-Cyanobenzyl bromide The information in the text is summarized as follows:

The major drawbacks of P-glycoprotein (P-gp) inhibitors at the clin. stage make the development of new P-gp inhibitors challenging and desirable. In this study, we reported our structure-activity relationship studies of 4-indolyl quinazoline, which led to the discovery of a highly effective and orally active P-gp inhibitor, YS-370. YS-370 effectively reversed multidrug resistance (MDR) to paclitaxel and colchicine in SW620/AD300 and HEK293T-ABCB1 cells. YS-370 bound directly to P-gp, did not alter expression or subcellular localization of P-gp in SW620/AD300 cells, but increased the intracellular accumulation of paclitaxel. Furthermore, YS-370 stimulated the P-gp ATPase activity and had moderate inhibition against CYP3A4. Significantly, oral administration of YS-370 in combination with paclitaxel achieved much stronger antitumor activity in a xenograft model bearing SW620/Ad300 cells than either drug alone. Taken together, our data demonstrate that YS-370 is a promising P-gp inhibitor capable of overcoming MDR and represents a unique scaffold for the development of new P-gp inhibitors. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is an important intermediate for pharmaceutical production. It can be used for the synthesis of a series of piperidine-linked aromatic diimidazolines, which have been synthesized as conformationally restricted congeners of the anti-Pneumocystis carinii (PCP) drug, Pentamidine.Reference of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Yuhang; Li, Pan; Yuan, Caili; Zeng, Lingping; Wang, Jianchuan; Li, Baosheng; Wei, Zidong published an article in 2022. The article was titled 《Anion Exchange Membranes Synthesized by Acetalization of Poly(vinyl alcohol) for Fuel Cells》, and you may find the article in ACS Applied Energy Materials.Application In Synthesis of 4-Cyanobenzyl bromide The information in the text is summarized as follows:

High-performance anion exchange membranes (AEMs) are the bottleneck of the commercialization of alk. AEM fuel cells. Various methods have been developed to prepare AEMs with high ionic conductivity, excellent mech. properties, and alk. stability. Among them, modification of various com. polymers is a facile and effective way. To broaden the category of the com. polymer-based AEMs, herein, a series of AEMs based on poly(vinyl alc.) were prepared by acetalization. The PVA-FBMPx-TPAz membrane achieved OH- conductivity up to 200.4 mS cm-1 at 80°C with appropriate water uptake and a low swelling ratio. Moreover, a high peak power d. of 982 mW cm-2 was obtained in a H2/O2 fuel cell test. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) is used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile. It is also useful in the preparation of 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile by reaction with 2H-tetrazole in the presence of potassium hydroxide.Application In Synthesis of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts