Category: 17201-43-3

In 2019,Journal of Medicinal Chemistry included an article by Pirzer, Anna S.; Lasch, Roman; Friedrich, Heike; Huebner, Harald; Gmeiner, Peter; Heinrich, Markus R.. COA of Formula: C8H6BrN. The article was titled 《Benzyl Phenylsemicarbazides: A Chemistry-Driven Approach Leading to G Protein-Biased Dopamine D4 Receptor Agonists with High Subtype Selectivity》. The information in the text is summarized as follows:

Many subtype-selective dopamine receptor ligands developed for the D2-D4 family incorporate a 1-arylpiperazine-derived primary recognition motif, which is connected to a lipophilic moiety occupying an extended binding pocket (EBP) of the receptor via an aliphatic linker of variable lengths. The evaluation of a novel group of dopamine receptor ligands now showed that highly subtype-selective ligands [up to Ki(D4.4) = 0.25 nM, D2L/D4.4 = 320, D3/D4.4 = 710 for APH199 (17)] can be obtained by choosing a relatively large and conformationally flexible 1-benzyl-1-phenylsemicarbazide substructure to fill the EBP. The novel chemotype APH199 (17) was found to act as a full agonist at the D4 receptor showing significant bias toward G protein activation over β-arrestin recruitment in comparison to quinpirole. In the experiment, the researchers used many compounds, for example, 4-Cyanobenzyl bromide(cas: 17201-43-3COA of Formula: C8H6BrN)

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.COA of Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Fung, Alfred. K. K.; Yu, Li-Juan; Sherburn, Michael S.; Coote, Michelle L. published their research in Journal of Organic Chemistry in 2021. The article was titled 《Atom Transfer Radical Polymerization-Inspired Room Temperature (sp3)C-N Coupling》.SDS of cas: 17201-43-3 The article contains the following contents:

A simple nonphotochem. procedure is reported for Cu(I)-catalyzed C-N coupling of aliphatic halides with amines and amides. The process is loosely based on the Goldberg reaction but takes place readily at room temperature It uses Cu(I)Br, a commonly used and inexpensive atom transfer radical polymerization precatalyst, along with the cheap ligand N,N,N’,N”,N”-pentamethyldiethylenetriamine, to activate the R-X bond of the substrate via inner-sphere electron transfer. The procedure brings about productive C-N bond formation between a range of alkyl halide substrates with heterocyclic aromatic amines and amides. The mechanism of the coupling step, which was elucidated through application of computational methods, proceeds via a unique Cu(I) → Cu(II) → Cu(III) → Cu(I) catalytic cycle, involving (a) inner-sphere electron transfer from Cu(I) to the alkyl halide to generate the alkyl radical; (b) successive coordination of the N-nucleophile and the radical to Cu(II); and finally reductive elimination. In the absence of a nucleophile, debrominative homocoupling of the alkyl halide occurs. Control experiments rule out SN-type mechanisms for C-N bond formation. 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 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.SDS of cas: 17201-43-3

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Application of 17201-43-3In 2020 ,《Synthesis, molecular docking simulation, and biological evaluation studies of novel amide and ether conjugates of 2,3-diaryl-1,3-thiazolidin-4-ones》 was published in Journal of Heterocyclic Chemistry. The article was written by Daipule, Komal; Goud, Nerella Sridhar; Sethi, Aaftaab; Gurrapu, Swapna; Mamidala, Estari; Alvala, Mallika. The article contains the following contents:

To develop potent lead mols. as a novel class of reverse transcriptase (RT) inhibitors, amide and ether conjugates of 2,3-diaryl-1,3-thiazolidin-4-ones I (R1 = Ph, 2-BrC6H4, 2,3-Me2C6H3, 2-pyridyl, etc.) and II (R2 = H2C:CHCH2, HCCCH2, PhCH2, 3-ClC6H4CH2, etc.) were synthesized. The compounds II (R2 = PhCH2) and II (R2 = 4-FC6H4CH2) exhibited IC50 values of 0.21113 ± 0.013μM and 12.6804 ± 0.062μM resp. from the in-vitro human immunodeficiency virus type 1 (HIV-1) RT assay. None of the compounds showed toxicity towards peripheral blood mononuclear cells (PBMC). Structure-activity relationship (SAR) studies were performed for the synthesized compounds I and II in order to estimate the effect of the substitution pattern on the RT inhibition potency. In silico docking studies revealed that two or more interactions were necessary for significant activity. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Application of 17201-43-3)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Application of 17201-43-3

Referemce:
Nitrile – Wikipedia,
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Application In Synthesis of 4-Cyanobenzyl bromideIn 2020 ,《6-Nitro-1-benzylquinolones exhibiting specific antitubercular activity》 was published in Chemical Biology & Drug Design. The article was written by Beteck, Richard M.; Jordaan, Audrey; Swart, Tarryn; Van Der Kooy, Frank; Warner, Digby F.; Hoppe, Heinrich C.; Legoabe, Lesetja J.. The article contains the following contents:

In this study, we synthesized novel nitro quinolone-based compounds and tested them in vitro against a panel of Gram-pos. and Gram-neg. pathogens including Mycobacterium tuberculosis (MTB), Pseudomonas aeruginosa, Acinetobacter baumannii, Klebsiella pneumonia, Staphylococcus aureus, and Escherichia coli for antibacterial activities and also against HeLa cells for overt cytotoxicity. Compound I was identified as a non-toxic, potent hit with selective activity (MIC90 < 0.24μM) against MTB. I, however, showed no activity against DprE1 mutant, suggesting DprE1 as the likely target for this compound class. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Application In Synthesis of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Application In Synthesis of 4-Cyanobenzyl bromide

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The author of 《Impregnated copper ferrite on mesoporous graphitic carbon nitride: An efficient and reusable catalyst for promoting ligand-free click synthesis of diverse 1,2,3-triazoles and tetrazoles》 were Khalili, Dariush; Rezaee, Meysam. And the article was published in Applied Organometallic Chemistry in 2019. Computed Properties of C8H6BrN The author mentioned the following in the article:

Synthesis of magnetic CuFe2O4/g-C3N4 hybrids via a facile method and their catalytic performances were evaluated via click chem. was reported. The structural and morphol. characterization of CuFe2O4, g-C3N4, CuFe2O4/g-C3N4 were carried out by different techniques such as X-ray diffraction, high-resolution transmission electron microscopy, field emission SEM, Fourier IR spectroscopy, vibrating sample magnetometry, thermogravimetric anal. and N2 adsorption-desorption anal. (Brunauer-Emmett-Teller surface area). The utilization of magnetic CuFe2O4/g-C3N4 enabled superior performance in the one-pot azide-alkyne cycloaddition reaction in water using alkyl halides and epoxides as azide precursors without the need of any addnl. agents to afford triazoles I [R = cyclohexyl, allyl, Bn, etc.; Ar = Ph, 2-methoxynaphthalenyl] and II [Ar1 = Ph, 2-methoxynaphthalenyl; R1 = H, Ph, 4-ClC6H4; R2 = H, Et, CH2OPh, etc.]. Also 5-substituted 1H-tetrazoles III [Ar2 = Ph, 4-MeC6H4, 2-ClC6H4, etc.] were prepared via [3 + 2] cycloaddition of sodium azide and aryl nitriles by using magnetic CuFe2O4/g-C3N4 nanoparticles. In addition, the catalytic system highly fulfilled the demands of “”green click chem.”” with its convenient conditions, especially easy access to a variety of significant products in low catalyst loading and simple work-up and isolation procedure.4-Cyanobenzyl bromide(cas: 17201-43-3Computed Properties of C8H6BrN) was used in this study.

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.Computed Properties of C8H6BrN

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The author of 《Tuning Molecular Vibrational Energy Flow within an Aromatic Scaffold via Anharmonic Coupling》 were Schmitz, Andrew J.; Pandey, Hari Datt; Chalyavi, Farzaneh; Shi, Tianjiao; Fenlon, Edward E.; Brewer, Scott H.; Leitner, David M.; Tucker, Matthew J.. And the article was published in Journal of Physical Chemistry A in 2019. Application of 17201-43-3 The author mentioned the following in the article:

From guiding chem. reactivity in synthesis or protein folding to the design of energy diodes, intramol. vibrational energy redistribution harnesses the power to influence the underlying fundamental principles of chem. To evaluate the ability to steer these processes, the mechanism and timescales of intramol. vibrational energy redistribution through aromatic mol. scaffolds have been assessed by utilizing two-dimensional IR (2D IR) spectroscopy. 2D IR cross peaks reveal energy relaxation through an aromatic scaffold from the azido- to the cyano- vibrational reporters in p-azidobenzonitrile (PAB) and p-(azidomethyl)benzonitrile (PAMB) prior to energy relaxation into the solvent. The rates of energy transfer are modulated by Fermi resonances, which are apparent by the coupling cross peaks identified within the 2D IR spectrum. Theor. vibrational mode anal. allowed de-termination of the origins of the energy flow, the transfer pathway, and a direct comparison of the associated transfer rates, which were in good agreement with the exptl. results. Large variations in energy transfer rates, approx. 1.9 ps for PAB and 23 ps for PAMB, illustrate the importance of strong anharmonic coupling, i.e. Fermi resonance, on the transfer pathways. In particular, vibrational energy rectification is altered by Fermi resonances of the cyano- and azido- modes allowing control of the propensity for energy flow. After reading the article, we found that the author used 4-Cyanobenzyl bromide(cas: 17201-43-3Application of 17201-43-3)

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.Application of 17201-43-3

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Ibis, Kubra; Nalbat, Esra; Caliskan, Burcu; Kahraman, Deniz Cansen; Cetin-Atalay, Rengul; Banoglu, Erden published an article in 2021. The article was titled 《Synthesis and biological evaluation of novel isoxazole-piperazine hybrids as potential anti-cancer agents with inhibitory effect on liver cancer stem cells》, and you may find the article in European Journal of Medicinal Chemistry.Product Details of 17201-43-3 The information in the text is summarized as follows:

A series of isoxazole-piperazine analogs I (R = 2-Me, 4-Cl, 3-CN, etc.) and II (R1 = 2-Me, 3-Me, 2-F, 3-F; R2 = ((4-(4-(trifluoromethyl)benzyl)piperazin-1-yl), (4-(furan-2-carbonyl)piperazin-1-yl), (1-benzylpiperidin-4-yl)amino), etc.) were prepared, screened for their antiproliferative potential against hepatocellular carcinoma (HCC; Huh7/Mahlavu) and breast (MCF-7) cancer cells and demonstrated potent to moderate cytotoxicity with IC50 values in the range of 0.09-11.7μM. Further biol. studies with I (R1 = H) and II (R = 3-F; X = (4-(4-(trifluoromethyl)benzyl)piperazin-1-yl)) in HCC cells have shown that both compounds induced G1 or G2/M arrests resulting in apoptotic cell death. Subsequent anal. of proteins involved in cell cycle progression as well as proliferation of HCC cells revealed that these 2 compounds may affect cellular survival pathways differently depending on the mutation profiles of cells (p53 and PTEN) and epidermal/mesenchymal characteristics. Lastly, authors have demonstrated the potential anti-stemness properties of these compounds was demonstrated in which the proportion of liver CSCs in Huh7 cells (CD133+/EpCAM+) were significantly reduced by I (R1 = H) and II (R = 3-F; X = (4-(4-(trifluoromethyl)benzyl)piperazin-1-yl)). Furthermore, both compounds caused a significant reduction in expression of stemness markers, NANOG or OCT4 proteins, in Mahlavu and Huh7 cells, as well as resulted in a decreased sphere formation capacity in Huh7 cells.4-Cyanobenzyl bromide(cas: 17201-43-3Product Details of 17201-43-3) was used in this study.

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.Product Details of 17201-43-3

Referemce:
Nitrile – Wikipedia,
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Reference of 4-Cyanobenzyl bromideIn 2019 ,《A Facile Synthesis of Substituted 2-(5-(Benzylthio)-1,3,4-oxadiazol-2-yl)pyrazine Using Microwave Irradiation and Conventional Method with Antioxidant and Anticancer Activities》 appeared in Journal of Heterocyclic Chemistry. The author of the article were Patil, Sanjeev R.; Sarkate, Aniket P.; Karnik, Kshipra S.; Arsondkar, Ashish; Patil, Vrushali; Sangshetti, Jaiprakash N.; Bobade, Anil S.; Shinde, Devanand B.. The article conveys some information:

A series of novel substituted 2-(5-(benzylthio)-1,3,4-oxadiazol-2-yl)pyrazine derivatives I (X = 2,4-Cl2, 3-MeO, 4-NO2, etc.) was synthesized under microwave irradiation and conventional conditions with less reaction time with good to excellent yields. All the synthesized compounds I were screened for antioxidant and anticancer activities. Out of the 14 prepared derivatives, compounds I (X = H, 3-F) were most potent and active with antioxidant and anticancer activities, resp. Also, the developed technique was simple, easy, and less time consuming. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3Reference of 4-Cyanobenzyl bromide)

4-Cyanobenzyl bromide(cas: 17201-43-3) can reacts with 2H-tetrazole in the presence of KOH to yield 4-[(2H-tetra-zol-2-yl)methyl]benzonitrile. And it may be used in the synthesis of ligands containing a chelating pyrazolyl-pyridine group with a pendant aromatic nitrile.Reference of 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,European Journal of Medicinal Chemistry included an article by Yu, Jia-Ying; Li, Xue-Qiang; Wei, Meng-Xue. Related Products of 17201-43-3. The article was titled 《Synthesis and biological activities of artemisinin-piperazine-dithiocarbamate derivatives》. The information in the text is summarized as follows:

Twelve derivatives of artemisinin-piperazine-dithiocarbamate, I (R = CH2Ph, CH2C6H4Me-4, n-pentyl, CH2CO2CH2Ph, etc.), have been synthesized, and some of them show good in vitro cytotoxic activity. Compound I (R = CH2C6H4CN-4) (II) exhibits the best inhibitory activity against SMMC-7721 cell lines with an IC50 of 0.0025 ± 0.04 μM for 72 h, but the toxicity was lower against LO2 cell lines with an IC50 of 0.18 ± 0.04 μM for 72 h. The results indicate that compound II is more cytotoxic towards cancer cell lines than towards benign cell lines compared with vincristine in vitro. And compound II also has good inhibitory activity against colon, breast and prostate cancer cells. Meanwhile, we have also proposed the six-member ring mechanism of DMSO in catalyzing the esterification of hydroxyl and acyl chloride. Instead of using the hydroxyl, we can obtain the nucleophilic substitution production simply and efficiently without a Lewis acid, which has not been reported previously. In the part of experimental materials, we found many familiar compounds, such as 4-Cyanobenzyl bromide(cas: 17201-43-3Related Products 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.Related Products of 17201-43-3

Referemce:
Nitrile – Wikipedia,
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The author of 《Discovery of 1,2,4-oxadiazole-Containing hydroxamic acid derivatives as histone deacetylase inhibitors potential application in cancer therapy》 were Yang, Zhuang; Shen, Mingsheng; Tang, Minghai; Zhang, Wanhua; Cui, Xue; Zhang, Zihao; Pei, Heying; Li, Yong; Hu, Mengshi; Bai, Peng; Chen, Lijuan. And the article was published in European Journal of Medicinal Chemistry in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

In this study, a series of novel HDAC inhibitors containing 1,2,4-oxadiazole as the cap group, were synthesized and evaluated in vitro. Compound I, displayed the most potent histone deacetylase (HDAC) inhibition, especially against HDAC1, 2, and 3 with IC50 values of 1.8, 3.6 and 3.0 nM, resp. In vitro antiproliferative studies confirmed that I was more potent than SAHA, with IC50 values against 12 types of cancer cell lines ranging from 9.8 to 44.9 nM. The results of Western blot assays showed that compound I can significantly up-regulate the acetylation of the biomarker his-H3 and mol. docking analyses revealed the mode of action of compound I against HDAC1. The results of flow-cytometry anal. suggested that the above compound induces cell cycle arrest at the G1 phase and has apoptotic effects and further investigation of the activity on the primary cells of three patients, showed IC50 values of 21.3, 61.1, and 77.4 nM. More importantly, an oral bioavailability of up to 53.52% was observed for compound I. An in vivo pharmacodynamic evaluation demonstrated that compound I can significantly inhibit tumor growth in a Daudi Burkitt’s lymphoma xenograft model, with tumor inhibition rates of 53.8 and 46.1% observed at 20 and 10 mg/kg when administered p.o. and i.v., resp. These results indicate that compound I may be a suitable lead for further evaluation and development as an HDAC inhibitors and potent anticancer agents. The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts