Month: October 2022

In 2018,Shen, Peng-Xiang; Hu, Liang; Shao, Qian; Hong, Kai; Yu, Jin-Quan published 《Pd(II)-Catalyzed Enantioselective C(sp3)-H Arylation of Free Carboxylic Acids》.Journal of the American Chemical Society published the findings.HPLC of Formula: 31938-07-5 The information in the text is summarized as follows:

A monoprotected aminoethyl amine chiral ligand based on an ethylenediamine backbone was developed to achieve Pd-catalyzed enantioselective C(sp3)-H arylation of cyclopropanecarboxylic and 2-aminoisobutyric acids without using exogenous directing groups. This new chiral catalyst affords new disconnection for preparing diverse chiral carboxylic acids from simple starting materials that are complementary to the various ring forming approaches. In the experimental materials used by the author, we found 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5HPLC of Formula: 31938-07-5)

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.HPLC of Formula: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Chemical Communications (Cambridge, United Kingdom) included an article by Xu, Kai; Liu, Hao; Hou, Yilin; Shen, Jiefeng; Liu, Delong; Zhang, Wanbin. Safety of 3-Oxo-3-phenylpropanenitrile. The article was titled 《A Pd-catalyzed asymmetric allylic substitution cascade via an asymmetric desymmetrization for the synthesis of bicyclic dihydrofurans》. The information in the text is summarized as follows:

A Pd-catalyzed asym. allylic substitution cascade of allylic meso-dicarbonates with 3-oxo-nitriles was developed for the synthesis of chiral bicyclic dihydrofurans bearing two vicinal carbon stereocenters. The reaction proceeded via an asym. desymmetrization processed with the desired products being obtained in high yields and with up to 97% ee. The reaction was performed on a gram-scale and the corresponding bicyclic dihydrofurans could undergo several transformations. The methodol. provided an efficient synthetic route to biol. active chiral bicyclic dihydrofurans derivatives After reading the article, we found that the author 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,Organic Process Research & Development included an article by Remarchuk, Travis; Angelaud, Remy; Askin, David; Kumar, Archana; Thompson, Andrew S.; Cheng, Hua; Reichwein, John F.; Chen, Yanping; St-Jean, Frederic. Reference of 4-Bromo-2-fluorobenzonitrile. The article was titled 《Manufacture of the PI3K β-Sparing Inhibitor Taselisib. Part 1: Early-Stage Development Routes to the Bromobenzoxazepine Core》. The information in the text is summarized as follows:

Two convergent regioselective routes for the synthesis of the tetracyclic imidazobenzoxazepine triazole I, a key intermediate toward the synthesis of taselisib, are described. In the first-generation route, a chemoselective Negishi cross-coupling reaction was developed between iodoimidazole II and 1-isopropyl-3-methyl-1H-1,2,4-triazole, which enabled the delivery of initial kilogram quantities of I. Because of the inefficiencies in the preparation of the imidazole II, a second-generation route via a highly regioselective imidazole ring formation between α-chloroketone III and aryl amidine IV was developed. The resulting imidazole V provided the handle to efficiently install the seven-membered benzoxazepine ring system in one pot with two-step N-alkylation and SNAr tandem reactions. The experimental process involved the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Reference of 4-Bromo-2-fluorobenzonitrile)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Reference of 4-Bromo-2-fluorobenzonitrile 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Chinese Journal of Chemical Engineering included an article by Ansari, Rasheeda M.; Mahesh, Lolakshi K.; Bhat, Badekai Ramachandra. Application In Synthesis of 4-Bromobenzonitrile. The article was titled 《Cobalt Schiff base complexes: synthesis characterization and catalytic application in Suzuki-Miyaura reaction》. The information in the text is summarized as follows:

3-Methoxysalicylaldehyde was condensed with the amines 4-aminoacetophenone and 2-amino-5-bromopyridine to obtain Schiff base ligands, 1 and 2, which were coordinated to cobalt salts as complex 1 and complex 2, resp. The synthesized ligands and complexes were characterized by spectroscopic (FT-IR, UV-Vis, 1H-NMR and mass spectrometry), thermal (TGA) and elemental anal. The structures of the complexes were verified by evaluating their magnetic susceptibility and spectroscopic evidences. Synthesized complexes were studied for their catalytic activity in the Suzuki-Miyaura cross-coupling of aryl halides with phenylboronic acid. Optimized reaction yields 90% of the cyanobiphenyl for complex 1 and 91% for complex 2 with 0.1 mmol of catalyst loading thereby substantiating the C-C coupling efficiency of the synthesized complexes, 1 and 2. In the experimental materials used by the author, we found 4-Bromobenzonitrile(cas: 623-00-7Application In Synthesis of 4-Bromobenzonitrile)

4-Bromobenzonitrile(cas: 623-00-7) is classified as organic nitriles, which are commonly use solvents and are reacted further for various applications such as manufacture of polymers and intermediates for pharmaceuticals and other organic chemicals,Application In Synthesis of 4-Bromobenzonitrile It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Magnetite tethered mesoionic carbene-palladium (II): An efficient and reusable nanomagnetic catalyst for Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions in aqueous medium》 were Kempasiddhaiah, Manjunatha; Kandathil, Vishal; Dateer, Ramesh B.; Sasidhar, Balappa S.; Patil, Shivaputra A.; Patil, Siddappa A.. And the article was published in Applied Organometallic Chemistry in 2019. Recommanded Product: 623-00-7 The author mentioned the following in the article:

In this paper, a highly active, air- and moisture-stable and easily recoverable magnetic nanoparticles tethered mesoionic carbene palladium(II) complex (MNPs-MIC-Pd) as nanomagnetic catalyst was successfully synthesized by a simplistic multistep synthesis under aerobic conditions using com. available inexpensive chems. for the first time. The prepared MNPs-MIC-Pd nanomagnetic catalyst was used to catalyze the Suzuki-Miyaura and Mizoroki-Heck cross-coupling reactions and exhibited excellent catalytic activity for various substrates under mild reaction conditions. Moreover, MNPs-MIC-Pd nanomagnetic catalyst could be easily and rapidly recovered by applying an external magnet. The recovered MNPs-MIC-Pd nanomagnetic catalyst exhibited very good catalytic activity up to ten times in Suzuki-Miyaura and five times in Mizoroki-Heck cross-coupling reactions without considerable loss of its catalytic activity. However, MNPs-MIC-Pd nanomagnetic catalyst shows notable advantages such as heterogeneous nature, efficient catalytic activity, mild reaction conditions, easy magnetic work up and recyclability. In addition to this study using 4-Bromobenzonitrile, there are many other studies that have used 4-Bromobenzonitrile(cas: 623-00-7Recommanded Product: 623-00-7) was used in this study.

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Recommanded Product: 623-00-7 It can also be used as an aryl halide test compound in developing greener reaction conditions for Suzuki cross-coupling between aryl halides and phenyl boronic acid.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Enhancement of the tail hydrophobic interactions within the carbonic anhydrase IX active site via structural extension: design and synthesis of novel N-substituted isatins-SLC-0111 hybrids as carbonic anhydrase inhibitor and antitumor agent》 were Eldehna, Wagdy M.; Abo-Ashour, Mahmoud F.; Nocentini, Alessio; El-Haggar, Radwan S.; Bua, Silvia; Bonardi, Alessandro; Al-Rashood, Sara T.; Hassan, Ghada S.; Gratteri, Paola; Abdel-Aziz, Hatem A.; Supuran, Claudiu T.. And the article was published in European Journal of Medicinal Chemistry in 2019. Formula: C8H6BrN The author mentioned the following in the article:

Herein we report the design and synthesis of novel N-substituted isatins-SLC-0111 hybrids. A structural extension approach was adopted via N-alkylation and N-benzylation of isatin moiety to enhance the tail hydrophobic interactions within the carbonic anhydrase (CA) IX active site. Thereafter, a hybrid pharmacophore approach was utilized via merging the pharmacophoric elements of isatin and SLC-0111 in a single chem. framework. As planned, a substantial improvement of inhibitory profile of the target hybrids (KIs: 4.7-86.1 nM) towards hCA IX in comparison to N-unsubstituted leads (KIs: 192-239 nM), was achieved. Mol. docking of the designed hybrids in CA IX active site unveiled, as planned, the ability of N-alkylated and N-benzylated isatin moieties to accommodate in a wide hydrophobic pocket formed by T73, P75, P76, L91, L123 and A128, establishing strong van der Waals interactions. Hybrid I displayed good anti-proliferative activity under hypoxic conditions towards breast cancer MDA-MB-231 and MCF-7 cell lines (IC50 = 7.43 ± 0.28 and 12.90 ± 0.34 μM, resp.). Also, I disrupted the MDA-MB-231 cell cycle via alteration of the Sub-G1 phase and arrest of G2-M stage. Addnl., I displayed significant increase in the percent of annexinV-FITC pos. apoptotic cells from 1.03 to 18.54%. Furthermore, I displayed potent VEGFR-2 inhibitory activity (IC50 = 260.64 nM). Collectively, these data suggest I as a promising lead mol. for the development of effective anticancer agents. In the experimental materials used by the author, we found 4-Cyanobenzyl bromide(cas: 17201-43-3Formula: C8H6BrN)

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.Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Dahatonde, Dipak J.; Ghosh, Aritra; Batra, Sanjay published their research in European Journal of Organic Chemistry in 2021. The article was titled 《Metal-Free Synthesis of Alkenylazaarenes and 2-Aminoquinolines through Base-Mediated Aerobic Oxidative Dehydrogenation of Benzyl Alcohols》.Electric Literature of C8H6BrN The article contains the following contents:

A metal-free, base-mediated, and atom-efficient oxidative dehydrogenative coupling of substituted phenylmethanols (benzyl alcs.) with Me azaarenes or phenylacetonitriles to afford substituted alkenylazaarenes or 2-aminoquinolines, resp. was described. CsOH. H2O was discovered to be the base of choice for obtaining optimal yields of the title compounds, although the reaction proceeded with KOH as well. The protocol that worked efficiently in the presence of air was amenable over broad range of substrates. The experimental process involved the reaction of 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Electric Literature of C8H6BrN)

According to other reports, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) is used in the preparation of diarylpyrimidines (DAPYs) as HIV-1 non-nucleoside reverse transcriptase inhibitors.Electric Literature of C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Qhobosheane, Malikotsi A.; Beteck, Richard M.; Baratte, Blandine; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Legoabe, Lesetja J. published their research in Chemico-Biological Interactions in 2021. The article was titled 《Exploration of 7-azaindole-coumaranone hybrids and their analogues as protein kinase inhibitors》.Application of 17201-43-3 The article contains the following contents:

7-Azaindole has been labeled a privileged scaffold for the design of new potent inhibitors of protein kinases. In this paper, we determined the inhibition profiles of novel mono- and disubstituted derivatives of 7-azaindole-coumaranone hybrids on various disease-related protein kinases. Eight hit compounds were identified, including a potent Haspin inhibitor with an IC50 value of 0.15 μM. An interesting observation was that all active monosubstituted compounds displayed dual inhibition for Haspin and GSK-3β, while disubstituted derivatives inhibited GSK-3β and LmCK1 from Leishmania major parasite. Analyses of structure activity relationships (SARs) also revealed that mono-substitution with para-fluorobenzyloxy ring produced an equipotent inhibition of Haspin and GSK-3β. Haspin and GSK-3β are relevant targets for developing new anticancer agents while LmCK1 is an innovative target for leishmanicidal drugs. Novel compounds reported in this paper constitute promising starting points for the development of new anticancer and leishmanicidal drugs. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Application of 17201-43-3)

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 of 17201-43-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Petritsch, Markus; Seebacher, Werner; Mohsin, Noor-ul-Amin; Dolensky, Johanna; Hochegger, Patrick; Kaiser, Marcel; Maeser, Pascal; Belaj, Ferdinand; Saf, Robert; Kretschmer, Nadine; Alajlani, Muaaz; Brantner, Adelheid; Bauer, Rudolf; Schuehly, Wolfgang; Weis, Robert published their research in European Journal of Medicinal Chemistry in 2021. The article was titled 《Preparation of new 1,3-dibenzyl tetrahydropyridinylidene ammonium salts and their antimicrobial and anticellular activities》.SDS of cas: 17201-43-3 The article contains the following contents:

New 1,3 dibenzyl -tetrahydropyridinylidene ammonium salts I [R1R2 = -(CH2)4-, -(CH2)5-; R3 = Ph, 4-chlorophenyl, 2,6-dichlorophenyl, etc.; R4 = Ph, 4-chlorophenyl, 2,6-dichlorophenyl, etc.] were prepared from unsubstituted or N-benzylated tetrahydropyridinylidene ammonium salts II and III. The antiplasmodial and antitrypanosomal activities as well as their cytotoxic effects were determined using microplate assays. In addition, their activities against two gram pos. and two gram neg. bacteria strains and a yeast strain were examined Furthermore, anticancer effects against two cell lines were investigated. Physicochem. parameters were calculated and structure-activity-relationships discussed. One compound showed antiplasmodial activity against a multiresistant strain of Plasmodium falciparum in subnanomolar concentration Antitrypanosomal activities were detected in low nanomolar concentrations A single compound was active against gram pos. and gram neg. bacteria, as well as yeast. One compound inhibited the growth of a HCT cell line in low concentration In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3SDS of cas: 17201-43-3)

4-Cyanobenzyl bromide(cas: 17201-43-3) is a white solid. Its melting point is 113-117°C, and flash point is 125.1°C. It is insoluble in water at 20°C. It is stable under normal temperatures and pressures. It should be stored at 0-5°C.SDS of cas: 17201-43-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Faraggi, Tomer M.; Rouget-Virbel, Caroline; Rincon, Juan A.; Barberis, Mario; Mateos, Carlos; Garcia-Cerrada, Susana; Agejas, Javier; de Frutos, Oscar; MacMillan, David W. C. published their research in Organic Process Research & Development in 2021. The article was titled 《Synthesis of enantiopure unnatural amino acids by metallaphotoredox catalysis》.Category: nitriles-buliding-blocks The article contains the following contents:

We describe herein a two-step process for the conversion of serine to a wide array of optically pure unnatural amino acids. This method utilizes a photocatalytic cross-electrophile coupling between a bromoalkyl intermediate and a diverse set of aryl halides to produce artificial analogs of phenylalanine, tryptophan, and histidine. The reaction is tolerant of a broad range of functionalities and can be leveraged toward the scalable synthesis of valuable pharmaceutical scaffolds via flow technol. The experimental part of the paper was very detailed, including the reaction process of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Category: nitriles-buliding-blocks)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a reagent in the synthesis of picolinamide derivatives as a novel class of 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD1) inhibitors.Category: nitriles-buliding-blocks 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts