Tag: 100-200

Dang, Xin; Lei, Shuwen; Luo, Shuhua; Hu, Yixin; Wang, Juntao; Zhang, Dongdong; Lu, Dan; Jiang, Faqin; Fu, Lei published an article in 2021. The article was titled 《Design, synthesis and biological evaluation of novel thiazole-derivatives as mitochondrial targeting inhibitors of cancer cells》, and you may find the article in Bioorganic Chemistry.COA of Formula: C8H6BrN The information in the text is summarized as follows:

Mitochondria are pivotal energy production sources for cells to maintain necessary metabolism activities. Targeting dysfunctional mitochondrial features has been a hotspot for mitochondrial-related disease researches. Investigation with cancerous mitochondrial metabolism is a continuing concern within tumor therapy. Herein, we set out to assess the anti-cancer activities of a novel family of TPP-thiazole derivatives based on our earlier research on mitochondrial targeting agents. Specifically, we designed and synthesized a series of TPP-thiazole derivatives and revealed by the MTT assay that most synthesized compounds effectively inhibited three cancer cell lines (HeLa, PC3 and MCF-7). After structure modifications, we explored the SAR relationships and identified the most promising compound R13 (IC50 of 5.52μM) for further investigation. In the meantime, we performed ATP production assay to assess the selected compounds inhibitory effect on HeLa cells energy production The results displayed the test compounds significantly restrained ATP production of cancer cells. Overall, we have designed and synthesized a series of compounds which exhibited significant cytotoxicity against cancer cells and effectively inhibited mitochondrial energy production In the experiment, the researchers used 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

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Liu, Yanhong; Han, Zhe; Yang, Yiying; Zhu, Rongxiu; Liu, Chengbu; Zhang, Dongju published their research in Molecular Catalysis in 2021. The article was titled 《DFT study on synergetic Ir/Cu-metallaphotoredox catalyzed trifluoromethylation of aryl bromides》.Product Details of 623-00-7 The article contains the following contents:

MacMillan et al. recently developed an elegant strategy for trifluoromethylation of aryl halides by merging iridium photoredox catalysis with copper catalysis [Science 360 (2018) 1010-1014]. The present work presents a complementary theor. study to better understand the dual photoredox-copper catalysis. Calculated results confirm that the most possible photoredox catalytic cycle proceeds via a reductive quenching mechanism (IrIII/*IrIII/IrII/IrIII) with supersilanol as quencher and the CF3 reagent as oxidant. The formation of aryl radical involves three essential steps: deprotonation of the oxidized supersilanol by Na2CO3 to form the O-centered radical species, SiMe3 group migration to give the Si-centered silyl radical, bromine atom abstraction from aryl bromide. The CF3 radical can be obtained via the fragmentation process of the reduced CF3 reagent. The additions of both aryl radical and CF3 radical on the CuI center generates CuIII complex, from which the desired trifluoromethylation product is obtained via the C(sp2)-CF3 reductive elimination. All these processes were found to involve low barriers, and the highest one is only 12.7 kcal/mol, providing support of the viable trifluoromethylation strategy using copper catalysis via the radical trapping mechanism rather than the conventional oxidative addition mechanism. The results came from multiple reactions, including the reaction of 4-Bromobenzonitrile(cas: 623-00-7Product Details of 623-00-7)

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,Product Details of 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.

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《Novel phenoxazine-benzonitrile and phenothiazine-benzonitrile donor-acceptor molecules with thermally activated delayed fluorescence (TADF)》 was written by Baraket, Faiza; Pedras, Bruno; Torres, Erica; Brites, Maria Joao; Dammak, Mohamed; Berberan-Santos, Mario N.. COA of Formula: C7H4BrN And the article was included in Dyes and Pigments in 2020. The article conveys some information:

Four novel TADF emitters, containing phenothiazine and phenoxazine as electron-donors and benzonitrile derivatives as electron-acceptors were synthesized and fully characterized. Their photophys. (absorption and emission spectra, molar extinction coefficients, fluorescence quantum yields and lifetimes) and electrochem. properties (HOMO and LUMO energy levels) were measured, and drop-cast solid films of the four compounds were obtained to perform TADF studies. The obtained values for ΔEST indicate that these compounds are candidates for OLED applications. The experimental part of the paper was very detailed, including the reaction process of 4-Bromobenzonitrile(cas: 623-00-7COA of Formula: C7H4BrN)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.COA of Formula: C7H4BrN 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.

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《Design, synthesis and SARs of novel telomerase inhibitors based on BIBR1532》 was written by Liu, Chao; Zhou, Hua; Sheng, Xiao Bao; Liu, Xin Hua; Chen, Fei Hu. SDS of cas: 31938-07-5 And the article was included in Bioorganic Chemistry in 2020. The article conveys some information:

Telomerase has become one of the new popular targets for the development of anti-tumor drugs. Based on the structural characteristics of the BIBR1532 which has entered the stage of clin. research, six series total of 64 new compounds with diverse structural characteristics were designed and synthesized. The inhibitory activity against SGC-7901, MGC-803, SMMC-7721, A375 and GES cell lines and their telomerase inhibitory activity were tested. Among them, eight compounds showed good activity against cancer cells, among them compounds 56, 57 and 59 also showed low toxicity. Some of them showed excellent telomerase inhibitory activity with IC50 values ranging from 0.62μM to 8.87μM. Based on above, in depth structure-activity relationships were summarized, the compounds by replacing Me group with cyanide and retaining amide moiety had good anti-tumor activity, moderate cytotoxicity, and better telomerase inhibitory activity. The results should be used for reference in BIBR1532-based structural optimization for further development of small mol. telomerase inhibitors. In the experimental materials used by the author, we found 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5SDS of cas: 31938-07-5)

2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5) has been used in the synthesis of a series of aminoethylbiphenyls, novel 5-HT7 receptor ligands or 2-(1-cyano-1-(3-bromophenyl))methylidene-3-phenylthiazolidine-4,5-dione.SDS of cas: 31938-07-5

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《Design and Synthesis of 5-Morpholino-Thiophene-Indole/Oxindole Hybrids as Cytotoxic Agents》 was written by Yadav, Upasana; Sakla, Akash P.; Tokala, Ramya; Nyalam, Sai Teja; Khurana, Amit; Digwal, Chander Singh; Talla, Venu; Godugu, Chandraiah; Shankaraiah, Nagula; Kamal, Ahmed. Application of 17201-43-3 And the article was included in ChemistrySelect in 2020. The article conveys some information:

A series of new 5-morpholino-thiophene-indole/oxindole hybrids (Z)-I (R1 = PhCH2, 4-MeOC6H4CH2, 4-NCC6H4CH2, 3-FC6H4CH2, 4-FC6H4CH2, 4-ClC6H4CH2; R2 = 4-MeOC6H4, 4-MeC6H4, 4-ClC6H4) and (Z)-II (R3 = H, Cl) has been designed and synthesized using mol. hybridization approach. The synthesized compounds I and II were evaluated for their in vitro cytotoxic potential against selected human cancer cell lines such as triple neg. breast (MDA-MB-231), liver (SK-Hep-1), breast (MCF-7), colon (HCT-116) mouse melanoma (B16F10) and compared with normal human lung epithelial cell line (BEAS-2B). Among I and II, I (R1 = PhCH2; R2 = 4-MeC6H4) (III) showed significant cytotoxicity in HCT-116 cancer cells with an IC50 value of 8.98 ± 0.6μM. Cell cycle anal. revealed that selected compounds arrested the cell cycle in sub-G1 phase. Moreover, JC-1, acridine orange, DAPI nucleic acid, and DCFDA staining studies suggest that III inhibited cellular proliferation through induction of apoptosis. Further, mol. docking and relative viscosity studies of III indicated that III bound in the minor groove of calf thymus DNA. 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 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

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The author of 《Formation of Hetero-binuclear Pt(II)-M(II) Complexes Based on (2-(1H-Tetrazol-5-yl)phenyl)diphenylphosphine Oxide for Superior Phosphorescence of Monomers》 were Huang, Juan; Liu, Zhuo; Chen, Hui; Zhang, Hailing; Zhang, Han; Liu, Chunmei; Gao, Qin; Du, Chenxia; Zhang, Bin. And the article was published in Inorganic Chemistry in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

Novel hetero-binuclear platinum complexes (HBC-Pt(II)-M(II), M = Ca(II), Mg(II), Zn(II), and Cd(II)) have been synthesized by the reaction of the corresponding precursors [Pt(ppy)(μ-Cl)]2 with (2-(1H-tetrazol-5-yl)phenyl)diphenylphosphine oxide (TTPPO). The x-ray structures of the complexes show that two ancillary ligands TTPPO in the square-planar Pt(II) moiety act as a quadridentate chelating agent for the other metal center, eventually forming a distorted octahedral configuration. There are no significant π-π interactions and Pt-M metallophilic interactions in the crystal lattice, due to the steric hindrances associated with the rigid octahedral structure together with the bulky TTPPO. Consequently, HBC-Pt-M complexes show monomer emission characteristics with quantum yields up to 59% in powder, suggesting their great potential for practical applications. DFT and TD-DFT calculations on HBC-Pt-Zn reveal that the phosphorescence can be ascribed to intraligand charge transfer (3ILCT) combined with some metal-to-ligand charge transfer (3MLCT) in the Pt(ppy) moiety, which is consistent with the observations from the photophys. investigations. The experimental process involved the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Category: nitriles-buliding-blocks)

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.Category: nitriles-buliding-blocks

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In 2019,Chemical Science included an article by Song, Hualong; Rogers, Nicola J.; Allison, Simon J.; Brabec, Viktor; Bridgewater, Hannah; Kostrhunova, Hana; Markova, Lenka; Phillips, Roger M.; Pinder, Emma C.; Shepherd, Samantha L.; Young, Lawrence S.; Zajac, Juraj; Scott, Peter. Electric Literature of C8H6BrN. The article was titled 《Discovery of selective, antimetastatic and anti-cancer stem cell metallohelices via post-assembly modification》. The information in the text is summarized as follows:

Helicates and related metallofoldamers, synthesized by dynamic self-assembly, represent an area of chem. space inaccessible by traditional organic synthesis, and yet with potential for discovery of new classes of drug. Here we report that water-soluble, optically pure Fe(II)- and even Zn(II)-based triplex metallohelices are an excellent platform for post-assembly click reactions. By these means, the in vitro anticancer activity and most importantly the selectivity of a triplex metallohelix Fe(II) system are dramatically improved. For one compound, a remarkable array of mechanistic and pharmacol. behaviors is discovered: inhibition of Na+/K+ ATPase with potency comparable to the drug ouabain, antimetastatic properties (including inhibition of cell migration, re-adhesion and invasion), cancer stem cell targeting, and finally colonosphere inhibition competitive with the drug salinomycin. In the experimental materials used by the author, we found 4-Cyanobenzyl bromide(cas: 17201-43-3Electric Literature of 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.Electric Literature of C8H6BrN

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In 2010,Kienle, Marcel; Knochel, Paul published 《i-PrI Acceleration of Negishi Cross-Coupling Reactions》.Organic Letters published the findings.Name: 2-(3-Bromophenyl)acetonitrile The information in the text is summarized as follows:

The Negishi cross-coupling of arylzinc reagents with various bromoanilines is accelerated by the presence of i-PrI (1 equiv) and furnished the expected biaryls within 5-12 min reaction time at 25 °C. Arylzinc reagents can also be cross-coupled under these conditions with a range of aryl bromides bearing an enolizable ester or acidic benzylic protons. In the part of experimental materials, we found many familiar compounds, such as 2-(3-Bromophenyl)acetonitrile(cas: 31938-07-5Name: 2-(3-Bromophenyl)acetonitrile)

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.Name: 2-(3-Bromophenyl)acetonitrile

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The author of 《Imidazolium chloride-Co(III) complex immobilized on Fe3O4@SiO2 as a highly active bifunctional nanocatalyst for the copper-, phosphine-, and base-free Heck and Sonogashira reactions》 were Kazemnejadi, Milad; Alavi G., Seyyedeh Ameneh; Rezazadeh, Zinat; Nasseri, Mohammad Ali; Allahresani, Ali; Esmaeilpour, Mohsen. And the article was published in Green Chemistry in 2019. Category: nitriles-buliding-blocks The author mentioned the following in the article:

A heterogeneous, magnetically recoverable Fe3O4@SiO2@Im[Cl]Co(III)-melamine nanocomposite was prepared by immobilization of a novel Co(III) Schiff base complex on Fe3O4@SiO2 nanoparticles followed by treatment with melamine, and was found to be an efficient catalyst for the Heck and Sonogashira reactions. The reactions were performed in the presence of the catalyst (0.5 mol% Co) along with Mn additive in the absence of any base, phosphine ligand, or Cu/co-catalyst in ethanol under reflux conditions. The nanocatalyst was well studied by FTIR, CHN, XRD, XPS, TGA, EDX, VSM, ICP, NMR, FE-SEM, TEM, BET, CV, and DLS analyses. The catalyst was compatible with a variety of substrates, with which all the Heck and Sonogashira coupling products were obtained in high to excellent yields. Also, protocols such as hot filtration, three-phase testing, and mercury poisoning provided a complete insight into the nature of the heterogeneous catalyst. The recycling and reuse of the catalyst were studied for both coupling reactions several times. Moreover, the mechanism of the coupling reactions was entirely investigated. The experimental process involved the reaction of 4-Bromobenzonitrile(cas: 623-00-7Category: nitriles-buliding-blocks)

4-Bromobenzonitrile(cas: 623-00-7) has been used in the synthesis of 4-iodobenzonitrile via photo-induced aromatic Finkelstein iodination reaction.Category: nitriles-buliding-blocks 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,
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In 2019,ChemistrySelect included an article by Vaarla, Krishnaiah; Karnewar, Santosh; Panuganti, Devayani; Peddi, Saikiran Reddy; Vedula, Rajeswar Rao; Manga, Vijjulatha; Kotamraju, Srigiridhar. Product Details of 614-16-4. The article was titled 《3-(2-(5-Amino-3-aryl-1H-pyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-ones as Potential Anticancer Agents: Synthesis, Anticancer Activity Evaluation and Molecular Docking Studies》. The information in the text is summarized as follows:

In an effort to design and develop efficient anticancer agents here, the synthesis, anticancer activity and mol. docking studies of new 3-(2-(5 amino-3-aryl-1H-pyrazol-1-yl)thiazol-4-yl)-2H-chromen-2-ones I (R = H, Cl, OCH3 etc.; R1 = H, Cl, Br, etc.; R2 = H, Br, C6H5) is reported. The target products were synthesized via a facile one pot multicomponent approach by utilizing various substituted 3-(2-bromoacetyl)coumarins, thiosemicarbazide and benzoylacetonitriles with excellent yields. All the synthesized compounds were screened for their anticancer activity against five human cancer cell lines [L1210, CEM, DU-145, HeLa, and MCF-7]. Among the tested compounds, 6-diethylamino substituted compound I (R = R2 = H; R1 = N(CH2CH3)2) exhibited excellent potency against tested cancer cell lines, whereas 6,8-ditert-Bu substituted compound I (R = R1 = C(CH3)3; R2 = H) showed promising activity against DU-145 and MCF-7 cancer cell lines with IC50 values of 7 +/- 1 and 9 +/- 6 μM. Mol. docking study was carried out in order to understand the most plausible binding site interactions of the compounds with human Epidermal growth factor receptor (EGFR). In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4Product Details of 614-16-4)

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.Product Details of 614-16-4

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