Tag: 100-200

In 2022,Li, Changan; Swenson, Dale C.; MacGillivray, Leonard R. published an article in Chemistry – A European Journal. The title of the article was 《Programming Rapid Functional Group Diversification into a Solid-State Reaction: Aryl Nitriles for Self-Assembly, Click Reactivity, and Discovery of Coexisting Supramolecular Synthons》.SDS of cas: 17201-43-3 The author mentioned the following in the article:

A method to rapidly diversify the mols. formed in organic crystals is introduced, with aryl nitriles playing a novel dual role as both hydrogen-bond acceptors and modifiable organic groups. The discovery of coexisting supramol. synthons in the same crystal is also described. The general concept is demonstrated by using a bis(aryl nitrile) alkene that undergoes a hydrogen-bond-directed intermol. [2+2] photodimerization to form a tetra(aryl nitrile)cyclobutane. The product is readily converted by click reactivity to a tetra(aryl tetrazole) and by hydrolysis to a tetra(aryl carboxylic acid). The integration of aryl nitriles into solid-state reactions opens broad avenues to post-modify products formed in crystalline solids for rapid diversification. The results came from multiple reactions, including the reaction of 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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Garnes-Portoles, Francisco; Greco, Rossella; Oliver-Meseguer, Judit; Castellanos-Soriano, Jorge; Consuelo Jimenez, M.; Lopez-Haro, Miguel; Hernandez-Garrido, Juan Carlos; Boronat, Mercedes; Perez-Ruiz, Raul; Leyva-Perez, Antonio published an article in 2021. The article was titled 《Regioirregular and catalytic Mizoroki-Heck reactions》, and you may find the article in Nature Catalysis.Recommanded Product: 2-Bromobenzonitrile The information in the text is summarized as follows:

Here, the ligand-free, few-atom palladium clusters in solution catalyze the α-selective intramol. Mizoroki-Heck coupling of iodoaryl cinnamates, and mechanistic studies support the formation of a sterically encumbered cinnamate-palladium cluster intermediate was showed. Following this rationale, the α-selective intermol. coupling of aryl iodides with styrenes was also achieved with palladium clusters encapsulated within fine-tuned and sterically restricted zeolite cavities to produce 1,1-bisarylethylenes, which are further engaged with aryl halides by a metal-free photoredox-catalyzed coupling. These ligand-free methodologies significantly expand the chem. space of the Mizoroki-Heck coupling. The experimental part of the paper was very detailed, including the reaction process of 2-Bromobenzonitrile(cas: 2042-37-7Recommanded Product: 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Recommanded Product: 2-Bromobenzonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Binding pocket-based design, synthesis and biological evaluation of novel selective BRD4-BD1 inhibitors》 were Ma, Junlong; Chen, Heng; Yang, Jie; Yu, Zutao; Huang, Pan; Yang, Haofeng; Zheng, Bifeng; Liu, Rangru; Li, Qianbin; Hu, Gaoyun; Chen, Zhuo. And the article was published in Bioorganic & Medicinal Chemistry in 2019. Electric Literature of C9H7NO The author mentioned the following in the article:

Bromodomain-containing protein 4 (BRD4), consisting of two tandem bromodomains (BD1 and BD2), is key epigenetic regulator in fibrosis and cancer, which has been reported that BD1 and BD2 have distinct roles in post-translational modification. But there are few selective inhibitors toward those two domains. Herein, this study designed and synthesized a series of novel selective BRD4-BD1 inhibitors, using computer-aided drug design (CADD) approach focused on exploring the difference of the binding pockets of BD1 and BD2, and finding the His437 a crucial way to achieve BRD4-BD1 selectivity. Our results revealed that the compound 3u(I) is a potent selective BRD4-BD1 inhibitor with IC50 values of 0.56 μM for BD1 but >100 μM for BD2. I exhibited a broad spectrum of anti-proliferative activity against several human cancer and fibroblastic cell lines, which might be related to its capability of reducing the expression of c-Myc and collagen I. Furthermore, I could induce apoptosis in A375 cells. To the contrary, the selective BD2 inhibitor, RVX-208, did not indicate any of these activities. Our findings highlight that the function of BRD4-BD1 might be predominant in fibrosis and cancer. And it is rational to further develop novel selective BRD4-BD1 inhibitors. In the experimental materials used by the author, we found 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Electric Literature of C9H7NO)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Electric Literature of C9H7NO

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2019,Bioorganic Chemistry included an article by Narella, Sridhar Goud; Shaik, Mohammed Ghouse; Mohammed, Arifuddin; Alvala, Mallika; Angeli, Andrea; Supuran, Claudiu T.. Formula: C8H6BrN. The article was titled 《Synthesis and biological evaluation of coumarin-1,3,4-oxadiazole hybrids as selective carbonic anhydrase IX and XII inhibitors》. The information in the text is summarized as follows:

With an aim to develop novel heterocyclic hybrids as potent anticancer agents, we synthesized a series of coumarin-1,3,4-oxadiazole hybrids (7a-t) and evaluated for their inhibitory activity against the four physiol. relevant human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms CA I, CA II, CA IX and CA XII. The CA inhibition results clearly indicated that the coumarin-1,3,4-oxadiazole derivatives (7a-t) exhibited selective inhibition of the tumor associated isoforms, CA IX and CA XII over CA I and II isoforms. Among all, compound 7b, exhibited significant inhibition in lower micromolar potency against hCA XII, with a Ki of 0.16 μM and compound 7n, exhibited significant inhibition in lower micromolar potency against hCA IX, with a Ki of 2.34 μM resp. Therefore, compound 7b and 7n could be the potential leads for development of selective anticancer agents by exhibiting a novel mechanism of action through hCA IX and XII inhibition. In the experiment, the researchers used 4-Cyanobenzyl bromide(cas: 17201-43-3Formula: C8H6BrN)

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.Formula: C8H6BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,Mentese, Emre published 《Efficient microwave-assisted synthesis of some new benzimidazoles containing the mebendazole nucleus》.Journal of Chemical Research published the findings.Recommanded Product: 31938-07-5 The information in the text is summarized as follows:

A simple and practical method has been developed for the synthesis of benzimidazoles containing the biol. active mebendazole nucleus. Iminoester hydrochlorides of phenylacetic acids were used as intermediates in the reaction with 3,4-diaminobenzophenone under microwave irradiation leading to the products in good yields and in short reaction times. In the experiment, the researchers used many compounds, for example, 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Recommanded Product: 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.Recommanded Product: 31938-07-5

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

The author of 《Synthesis of some new heterocyclic compounds containing indole moiety》 were Sayed, Mostafa; El-Dean, Adel M. Kamal; Ahmed, Mostafa; Hassanien, Reda. And the article was published in European Chemical Bulletin in 2017. Electric Literature of C9H5ClN2 The author mentioned the following in the article:

3-Chloro-1H-indole-2-carbaldehyde was synthesized and converted into Schiff base derivatives I [R = H, EtCO2CH2; Ar = C6H5, 4-ClC6H4, 4-NO2C6H4 etc.] by condensation reaction with active methylene group containing compounds/hydrazine derivatives Compounds I were reacted with chloroacetyl chloride to gave 2-azetidinone derivatives II [R1 = H, CH2CO2Et, CH2C(O)NHNH2]. Furthermore reaction of synthesized azetidinone derivatives with hydrazine hydrate afforded N-carbohydrazide derivatives II [R1 = CH2C(O)NHNH2]. The experimental part of the paper was very detailed, including the reaction process of 3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6Electric Literature of C9H5ClN2)

3-Chloro-1H-indole-2-carbonitrile(cas: 74960-46-6) is a member of organic chlorides. Organic chlorides are compounds containing a carbon-chlorine bond, which are widely used in the oil field as a wax dissolver. They are generally not present in crude oils and are typically the result of additives, cleaning solutions or chemicals used for oil recovery.Electric Literature of C9H5ClN2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Boltalina, Olga V.; Markov, Vitaliy Y.; Borschevskii, Andrey Y.; Davydov, Vladimir Y.; Sidorov, Lev N.; Bezmelnitsin, Valery N.; Eletskii, Alexander V.; Taylor, Roger published an article in Mendeleev Communications. The title of the article was 《Saturated vapor pressure and enthalpy of sublimation of C84》.Name: 3-Chloro-4-fluorophenylacetonitrile The author mentioned the following in the article:

The vapor pressure and sublimation enthalpy of HPLC-purified C84 have been determined by Knudsen cell mass spectrometry in the temperature range 658-980 K; the temperature-pressure equation is ln(p/Pa) = (-24337 ± 539)/(T/K) + (25.15 ± 0.64), the mean sublimation enthalpy at 853 K is 202 ± 4 kJ mol-1. After reading the article, we found that the author used 3-Chloro-4-fluorophenylacetonitrile(cas: 658-98-0Name: 3-Chloro-4-fluorophenylacetonitrile)

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.Name: 3-Chloro-4-fluorophenylacetonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Green synthesis of zirconium phosphate by combustion method: photocatalytic application and microwave-assisted catalytic conversion of aldehyde to nitriles》 was written by Shashank, M.; Bhojya Naik, H. S.; Shashikanth, J.; Nizam, Aatika; Nagaraju, G.. Electric Literature of C7H4BrNThis research focused onzirconium phosphate nanoparticle photocatalytic degradation. The article conveys some information:

Water pollution has increased swiftly, especially the dyes from industries that have disturbed aquatic eco-system. Photocatalytic degradation (PCD) is one of the attractive methods to eliminate dyes from industrial effluents. Zirconium phosphate (ZP) nanoparticles were synthesized by combustion method using zirconyl nitrate and phosphorous pentoxide as precursors. The obtained ZP was characterized by powder X-ray diffractogram, Fourier transform IR, SEM, high-resolution transmission electron microscopy, Raman spectroscopy, photoluminescence spectroscopy, Brunauer-Emmett-Teller surface area. PCD was carried out using methylene blue as a model pollutant in aqueous medium in the presence of UV light irradiation with different concentrations of dye, catalyst and pH. Higher degradation efficiency was observed in basic medium. ZP is employed as a catalyst to form nitrides from aldehydes using different solvents with different aldehydes. Graphic abstract: [graphic not available: see fulltext]. The experimental part of the paper was very detailed, including the reaction process of 2-Bromobenzonitrile(cas: 2042-37-7Electric Literature of C7H4BrN)

2-Bromobenzonitrile(cas: 2042-37-7) belongs to a group of ortho-substituted bromobenzenes that have varying hepatotoxicity effects in the presence of rat liver microsomes in vitro. 2-Bromobenzonitrile is also used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity.Electric Literature of C7H4BrN

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Name: 4-Cyanobenzyl bromideIn 2019 ,《Catalyst-Free Sulfonylation of (Hetero)aryl Iodides with Sodium Dithionite》 was published in Advanced Synthesis & Catalysis. The article was written by Li, Yuewen; Liu, Tong; Qiu, Guanyinsheng; Wu, Jie. The article contains the following contents:

The com. available and cheap sodium dithionite was used as the source of sulfonyl group for the synthesis of heteroaryl-sulfones I [R = n-Pr, Ph, 4-MeC6H4, etc.; R1 = 2-thienyl, 2-pyridyl, 2-pyrimidinyl, etc.] and sulfonamides II [R2 = Et, Ph; R3 = Me, Et; R2R3 = (CH2)4, (CH2)2O(CH2)2, (CH2)2S(CH2)2] from heteroaryl-iodides under catalyst-free conditions. During the reaction process, sodium sulfinates generated in situ were the key intermediate, which further converted into heteroaryl-sulfones I and sulfonamides II by treating with bromoalkanes and amines resp. This transformation proceeded through a radical process initiated by sodium dithionite, providing a convenient route to sulfonyl-containing compounds The experimental process involved the reaction of 4-Cyanobenzyl bromide(cas: 17201-43-3Name: 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.Name: 4-Cyanobenzyl bromide

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Optical Control of GABAA Receptors with a Fulgimide-Based Potentiator》 was written by Rustler, Karin; Maleeva, Galyna; Gomila, Alexandre M. J.; Gorostiza, Pau; Bregestovski, Piotr; Koenig, Burkhard. Recommanded Product: 3-Oxo-3-phenylpropanenitrile And the article was included in Chemistry – A European Journal in 2020. The article conveys some information:

Optogenetic and photopharmacol. tools to manipulate neuronal inhibition have limited efficacy and reversibility. We report the design, synthesis, and biol. evaluation of Fulgazepam, a fulgimide derivative of benzodiazepine that behaves as a pure potentiator of ionotropic γ-aminobutyric acid receptors (GABAARs) and displays full and reversible photoswitching in vitro and in vivo. The compound enables high-resolution studies of GABAergic neurotransmission, and phototherapies based on localized, acute, and reversible neuroinhibition. The experimental process involved the reaction of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Recommanded Product: 3-Oxo-3-phenylpropanenitrile)

3-Oxo-3-phenylpropanenitrile(cas: 614-16-4) has been used in the synthesis of substituted naphtho[1,8-bc]pyrans. It was also used as building block in the preparation of 4H-pyrans, 2-pyridones, furans and carbocyclics.Recommanded Product: 3-Oxo-3-phenylpropanenitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts