Tag: 100-200

The author of 《Discovery and development of 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives as Bcl-2/Mcl-1 inhibitors》 were Liu, Renshuai; Liu, Lulu; Yang, Xinying; Fang, Hao. And the article was published in Bioorganic Chemistry in 2019. Computed Properties of C8H6BrN The author mentioned the following in the article:

Bcl-2 family proteins play a vital role for cancer cell in escaping apoptosis, and small-mol. anti-apoptotic Bcl-2 protein inhibitors have been developed as new anticancer therapies. In current study, a series of substituted 1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid derivatives were developed based on the lead compound 1 (Ki = 5.2 μM against Bcl-2 protein). The fluorescence polarization assays suggested that active compounds possessed potent binding affinities to both Bcl-2 and Mcl-1 protein, but had minor or no binding affinities to Bcl-XL protein. MTT assays showed that these compounds had certain anti-proliferative activities against cancer cells. Furthermore, it was found that active compound 11t(I) could induce cell apoptosis and caspase-3 activation in a dose-dependent manner in Jurkat cells. In addition to this study using 4-Cyanobenzyl bromide, there are many other studies that have used 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 《Microwave synthesis of 1-aryl-1H-pyrazole-5-amines》 were Everson, Nikalet; Yniguez, Kenya; Loop, Lauren; Lazaro, Horacio; Belanger, Briana; Koch, Grant; Bach, Jordan; Manjunath, Aashrita; Schioldager, Ryan; Law, Jarvis; Grabenauer, Megan; Eagon, Scott. And the article was published in Tetrahedron Letters in 2019. COA of Formula: C9H7NO The author mentioned the following in the article:

A microwave-mediated synthesis of 1H-pyrazole-5-amines utilizing 1 M HCl at 150 °C was developed in order to provide products in a matter of minutes with minimal purification Most reactions are complete in only 10 min and can be isolated via a simple filtration without the need for further purification by column chromatog. or recrystallization This method tolerates a range of functional groups and can be performed on milligram to gram scales. In the experiment, the researchers used many compounds, for example, 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4COA of Formula: 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.COA of Formula: C9H7NO

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The author of 《Photochemically-Mediated, Nickel-Catalyzed Synthesis of N-(Hetero)aryl Sulfamate Esters》 were Blackburn, J. Miles; Gant Kanegusuku, Anastasia L.; Scott, Georgia E.; Roizen, Jennifer L.. And the article was published in Organic Letters in 2019. SDS of cas: 2042-37-7 The author mentioned the following in the article:

A general method is described for the coupling of (hetero)aryl bromides with O-alkyl sulfamate esters. The protocol relies on catalytic amounts of nickel and photoexcitable iridium complexes and proceeds under visible light irradiation at ambient temperature This technol. engages a broad range of simple and complex O-alkyl sulfamate ester substrates under mild conditions. Furthermore, it is possible to avoid undesirable N-alkylation, which was found to plague palladium-based protocols for N-arylation of O-alkyl sulfamate esters. These investigations represent the first use of sulfamate esters as nucleophiles in transition metal-catalyzed C-N coupling processes. After reading the article, we found that the author used 2-Bromobenzonitrile(cas: 2042-37-7SDS of cas: 2042-37-7)

2-Bromobenzonitrile(cas: 2042-37-7) is used as a starting material to synthesize novel benzothiophene derivatives that were found to exhibit antibacterial and antifungal activity. It is commonly employed in reactions that require an electron-rich species to carry out nucleophilic substitution (or addition) reactions.SDS of cas: 2042-37-7

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In 2019,Synlett included an article by Asquith, Christopher R. M.; Konstantinova, Lidia S.; Tizzard, Graham J.; Laitinen, Tuomo; Coles, Simon J.; Rakitin, Oleg A.; Hilton, Stephen T.. HPLC of Formula: 17201-43-3. The article was titled 《Exploration and Development of a C-H-Activated Route to Access the [1,2]Dithiolo[4,3-b]indole-3(4H)-thione Core and Related Derivatives》. The information in the text is summarized as follows:

N-Substituted 2-methylindoles I [R = H, F; R1 = Me, Et, i-Pr, i-Bu, 2-FC6H4CH2, 3-FC6H4CH2, 4-FC6H4CH2, 3,4-F2C6H3CH2, PhCH2CH2CH2, 2-NCC6H4CH2, 3-NCC6H4CH2, 4-NCC6H4CH2, PhCH2, 2-MeOC6H4CH2, 3-MeOC6H4CH2, 3,4-(MeO)2C6H3, 3-F-4-MeOC6H3] underwent chemoselective oxidative cyclocondensation reactions with the DABCO complex of S2Cl2 (generated in situ from S2Cl2 and DABCO) in CHCl3 followed by Et3N to yield dithioloindolethiones II [R = H, F; R1 = Me, Et, i-Pr, i-Bu, 2-FC6H4CH2, 3-FC6H4CH2, 4-FC6H4CH2, 3,4-F2C6H3CH2, PhCH2CH2CH2, 2-NCC6H4CH2, 3-NCC6H4CH2, 4-NCC6H4CH2, PhCH2, 2-MeOC6H4CH2, 3-MeOC6H4CH2, 3,4-(MeO)2C6H3, 3-F-4-MeOC6H3]. I (R = H, F; R1 = Me, Et, i-Pr, i-Bu, 2-FC6H4CH2, 3-FC6H4CH2, 4-FC6H4CH2, 3,4-F2C6H3CH2, PhCH2CH2CH2, 2-NCC6H4CH2, 3-NCC6H4CH2, 4-NCC6H4CH2, PhCH2, 2-MeOC6H4CH2, 3-MeOC6H4CH2) were prepared by N-alkylation of 2-methylindoles with alkyl bromides using either KOH in DMF or NaH and NaI in THF. The structures of I [R = H, F; R1 = Me, i-Bu, 2-FC6H4CH2, 3-FC6H4CH2, 4-FC6H4CH2, 3,4-F2C6H3CH2, PhCH2CH2CH2, 2-NCC6H4CH2, 3-NCC6H4CH2, 4-NCC6H4CH2, PhCH2, 2-MeOC6H4CH2, 3-MeOC6H4CH2, 3,4-(MeO)2C6H3, 3-F-4-MeOC6H3] were determined by X-ray crystallog. The experimental part of the paper was very detailed, including the reaction process of 4-Cyanobenzyl bromide(cas: 17201-43-3HPLC of Formula: 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.HPLC of Formula: 17201-43-3

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Nitrile – Wikipedia,
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In 2019,Current Organic Synthesis included an article by Gao, Hui; Liu, Bei; Zhu, Ping; Zhang, Li-Jun; Wan, Chun-Ping; Rao, Gao-Xiong; Mao, Ze-Wei. Electric Literature of C8H6BrN. The article was titled 《Synthesis and Biological Evaluation of New Piperazine Substituted 3, 5-Diarylisoxazolines》. The information in the text is summarized as follows:

A series of new piperazine substituted 3,5-diphenylisoxazoline derivatives I [R = H, H3CCO, 4-O2NC6H4, etc.] were designed and synthesized and in-vitro anti-inflammatory activity in lipopolysaccharide (LPS)-stimulated RAW-264.7 macrophages and anticancer effect against a panel of human tumor cell lines (Hela, A549 and SGC7901) by MTT assay were evaluated. Structure-activity relationship of the synthesized compounds I was conducted and concluded that the substituents of the NH group of piperazine ring had an obvious influence on biol. activities. Especially, compounds I [R = H, ClCH2CO, ClCH2CH2CO, 4-F3CC6H4CO, 3,5-ClC6H3CO, C6H5CHCHCO, 4-BrC6H4COCH2] showed good inhibitory effect on the generation of NO compared to dexamethasone. Furthermore, derivatives I [R = H, H3CCO, ClCH2CO, ClCH2CH2CO, H3COCOCH2CO, C6H5CHCHCO, 4-ClC6H4COCH2] were found to be potential selectively anticancer activity on human tumor cell lines, which displayed better cytotoxic activity to pos. control 5-FU. Piperazine substituted 3, 5-diarylisoxazoline derivatives could be considered as new antiinflammatory and anticancer agents. In addition to this study using 4-Cyanobenzyl bromide, there are many other studies that have used 4-Cyanobenzyl bromide(cas: 17201-43-3Electric Literature of C8H6BrN) was used in this study.

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.Electric Literature of C8H6BrN

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Nitrile – Wikipedia,
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In 2019,Nature Communications included an article by Cheng, Xiaokai; Lu, Huangzhe; Lu, Zhan. Name: 4-Bromobenzonitrile. The article was titled 《Enantioselective benzylic C-H arylation via photoredox and nickel dual catalysis》. The information in the text is summarized as follows:

Here, an enantioselective benzylic C(sp3)-H bond arylation via photoredox/nickel dual catalysis was reported. Sterically hindered chiral biimidazoline ligands were designed for this asym. cross-coupling reaction. Readily available alkyl benzenes and aryl bromides with various functional groups tolerance could be easily and directly transferred to useful chiral 1,1-diaryl alkanes I [R = Me, Et, Bn, etc.; Ar1 = Ph, 4-MeOC6H4, 4-FC6H4, 4-iBuC6H4, 2-naphthyl; Ar2 = 4-FC6H4, 3-CNC6H4, benzofuran-5-yl, etc.] including pharmaceutical intermediates and bioactive mols. This reaction proceeded smoothly under mild conditions without the use of external redox reagents. In addition to this study using 4-Bromobenzonitrile, there are many other studies that have used 4-Bromobenzonitrile(cas: 623-00-7Name: 4-Bromobenzonitrile) was used in this study.

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,Name: 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.

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In 2019,Inorganic Chemistry included an article by Hiscock, Lana K.; Joekar, Delara; Balonova, Barbora; Tomas Piqueras, Marta; Schroeder, Zachary W.; Jarvis, Victoria; Maly, Kenneth E.; Blight, Barry A.; Dawe, Louise N.. HPLC of Formula: 614-16-4. The article was titled 《Structures, Phase Behavior, and Fluorescent Properties of 3-Phenyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine and Its ZnCl2 Complex》. The information in the text is summarized as follows:

The synthesis of the asym. ligand 3-phenyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine (L1) and its single-crystal X-ray structure are reported. L1 displays crystallog. symmetry (orthorhombic, Pccn) higher than its mol. symmetry (point group C1) and also displays supercooling, with a difference in the melting and solidification points of over 100°C. Upon complexation with ZnCl2, L1 engages in both primary cation and secondary anion coordination via hydrogen bonding, and the complex exhibits a room-to-low-temperature single crystal-to-crystal phase transition. The ZnCl2 complex becomes a birefringent fluid mixed with crystalline domains at high temperatures, as detected by polarized optical microscopy. Examination of the photoluminescence properties showed that the emission intensity increased and a pronounced bathochromic shift was observed in the emission maximum upon going from solution to the solid state, for both the ligand and complex, consistent with aggregation-induced emission behavior. The syntheses and single-crystal structures of 3-phenyl-1-(pyridin-2-yl)-1H-pyrazol-5-amine (L1) and its complex with ZnCl2 are reported. L1 exhibits supercooling, with a difference in the melting and solidification points of over 100°C. The complex [L1ZnCl2] has a room-to-low-temperature single crystal-to-crystal phase transition in the solid state, while a birefringent fluid phase mixed with crystalline domains is present at high temperatures Significant fluorescence enhancement is observed upon formation of the ZnCl2 complex. The experimental part of the paper was very detailed, including the reaction process of 3-Oxo-3-phenylpropanenitrile(cas: 614-16-4HPLC of Formula: 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.HPLC of Formula: 614-16-4

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Nitrile – Wikipedia,
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In 2019,Chemical Science included an article by Takale, Balaram S.; Thakore, Ruchita R.; Handa, Sachin; Gallou, Fabrice; Reilly, John; Lipshutz, Bruce H.. Name: 2-Bromobenzonitrile. The article was titled 《A new, substituted palladacycle for ppm level Pd-catalyzed Suzuki-Miyaura cross couplings in water》. The information in the text is summarized as follows:

A newly engineered palladacycle that contains substituents on the biphenyl rings along with the ligand HandaPhos is especially well-matched to an aqueous micellar medium, enabling valued Suzuki-Miyaura coupling of aryl halides RX (R = 2-O2NC6H4, 1-benzothiophen-2-yl, 2-fluoropyridin-3-yl, etc.; X = Cl, Br, I) and aryl boronic acids R1B(OH)2 (R1 = 4-ClC6H4, 1-benzofuran-2-yl, pyren-1-yl, etc.) to be run not only in water under mild conditions, but at 300 ppm of Pd catalyst. This general methodol. has been applied to several targets in the pharmaceutical area. Multiple recyclings of the aqueous reaction mixture involving both the same as well as different coupling partners are demonstrated. Low temperature microscopy (cryo-TEM) indicates the nature and size of the particles acting as nanoreactors. Importantly, given the low loadings of Pd invested per reaction, ICP-MS analyses of residual palladium in the products show levels to be expected that are well within FDA allowable limits. The experimental process involved the reaction of 2-Bromobenzonitrile(cas: 2042-37-7Name: 2-Bromobenzonitrile)

2-Bromobenzonitrile(cas: 2042-37-7) is a precursor to the quinazolinones, a class of drugs used to treat autoimmune diseases and coronary heart disease. This substrate molecule undergoes a palladium-catalyzed coupling reaction to form an aromatic ring. The light emission from this reaction can be seen in the reaction solution.Name: 2-Bromobenzonitrile

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Application of 1194-02-1In 2019 ,《Extending the Chemistry of Hexamethylenetetramine in Ruthenium-Catalyzed Amine Oxidation》 was published in Organometallics. The article was written by Kannan, Muthukumar; Muthaiah, Senthilkumar. The article contains the following contents:

A very efficient, highly atom economical, and environmentally benign oxidation of primary and secondary amines using an in situ catalyst system generated from com. available Ru(II) benzene dichloride dimer and hexamethylenetetramine was demonstrated. Mechanistic studies revealed that hexamethylenetetramine acted as a source of hydride to generate the active Ru hydride catalyst and amine oxidation involves a dehydrogenative pathway. In comparison to reported catalyst systems for the dehydrogenative oxidation of amines, this synthetic protocol makes use of a simple Ru precursor and a cheaper additive; it is very selective, leading to the exclusive formation of nitrile/imine compounds Further, it releases H as the only side product, suggesting the potential application of the developed catalyst system in H storage. In the experimental materials used by the author, we found 4-Fluorobenzonitrile(cas: 1194-02-1Application of 1194-02-1)

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 of 1194-02-1

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In 2022,Murali, Karunanidhi; Prasad, Karnam Jayarampillai Rajendra published an article in ChemistrySelect. The title of the article was 《A Direct and Divergent Entrance to Aza Heterocycles On 3-Amino Carbazole》.Product Details of 614-16-4 The author mentioned the following in the article:

The product-switchable reagent-controlled construction of 1,4-Dihydropyridines and stereo-structured amino dienes decorated with carbazole moieties have been realized via coupling of 3-amino-9-ethylcarbazole with benzaldehyde and Me propiolate. Highly functionalized pyrido[3,2-b]carbazoles have been concisely synthesized in good yields via Et3N promoted single-pot assembly of 3-amino-9-ethylcarbazole with aryl/heteroaryl aldehydes and α-aryl-3-oxopropanenitrile. The structures of the synthesized products were confirmed by spectral data and elemental anal. In the experiment, the researchers used 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

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts