Tag: 200-300

In 2017,Cui, Jing; Peng, Xia; Gao, Dingding; Dai, Yang; Ai, Jing; Li, Yingxia published 《Optimization of 1H-indazol-3-amine derivatives as potent fibroblast growth factor receptor inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.HPLC of Formula: 105942-08-3 The information in the text is summarized as follows:

Fibroblast growth factor receptor (FGFR) is a potential target for cancer therapy because of its critical role in promoting cancer formation and progression. In a continuing effort to improve the cellular activity of hit compound 4-(4-ethylpiperazin-1-yl)-N-[6-(2-fluoro-3-methoxyphenyl)-1H-indazol-3-yl]benzamide bearing an indazole scaffold, which was previously discovered, several compounds harnessing fluorine substituents I [R1 = H, F; R2 = H, F; R3 = H, F; R4 = H, F; R5 = H, F; R6 = H, F; X = [2-(dimethylamino)ethyl](methyl)aminyl, (3R,5S)-3,5-dimethylpiperazin-1-yl, 4-methyl-1,4-diazepan-1-yl, etc.] were designed, synthesized and biol. evaluated. Besides, the region extended out to the ATP binding pocket toward solvent was also explored. Among them, compound I [R1 = R2 = R3 = R4 = R5 = H; R6 = F; X = 4-ethylpiperazin-1-yl] containing 2,6-difluoro-3-methoxyphenyl residue exhibited the most potent activities (FGFR1: less than 4.1 nM, FGFR2: 2.0 ± 0.8 nM). More importantly, compound I [R1 = R2 = R3 = R4 = R5 = H; R6 = F; X = 4-ethylpiperazin-1-yl] showed an improved antiproliferative effect against KG1 cell lines and SNU16 cell lines with IC50 values of 25.3 ± 4.6 nM and 77.4 ± 6.2 nM resp. In the part of experimental materials, we found many familiar compounds, such as 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3HPLC of Formula: 105942-08-3)

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.HPLC of Formula: 105942-08-3 4-Bromo-2-fluorobenzonitrile is also used in the preparation of fluorinated CB2 receptor agonists for PET imaging.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

《Silver(I)-Catalyzed Enantioselective [3+2]-Cycloaddition Reaction of α-Silylimines: A Facile Route to Quaternary-Carbon-Rich Scaffolds》 was written by Kesava-Reddy, Naredla; Golz, Christopher; Strohmann, Carsten; Kumar, Kamal. Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile And the article was included in Chemistry – A European Journal in 2016. The article conveys some information:

A silver-catalyzed highly enantioselective 1,3-dipolar cycloaddition reaction of α-silylimines with pyrone-based trisubstituted olefins was developed affording bi- and tricyclic α-quaternary-carbon-rich pyrano-pyrrolidines in excellent yields. The tricyclic benzopyrone adducts thus obtained were efficiently transformed into highly complex tetracyclic scaffolds supporting four consecutive stereogenic centers with three quaternary carbons. The experimental process involved the reaction of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile)

6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile(cas: 50743-32-3) 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.Application In Synthesis of 6-Isopropyl-4-oxo-4H-chromene-3-carbonitrile

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

In 2013,European Journal of Organic Chemistry included an article by Gogoi, Pranjal; Bezboruah, Pranjal; Boruah, Romesh C.. Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile. The article was titled 《Ligand-free Suzuki cross-coupling reactions: application to β-halo-α,β-unsaturated aldehydes》. The information in the text is summarized as follows:

A facile, efficient, ligand-free Suzuki-Miyaura reaction of β-halo α,β-unsaturated aldehydes with boronic acids in aqueous media at room temperature is described. Under the optimized conditions, both steroidal and nonsteroidal β-halo α,β-unsaturated aldehydes reacted rapidly with the boronic acids to provide a series of aryl-substituted derivatives in excellent yields. Moreover, the protocol was extended to the direct one-pot synthesis of polycyclic aromatic hydrocarbons through a Suzuki-Miyaura cross-coupling/aldol condensation cascade reaction under microwave irradiation In the experimental materials used by the author, we found 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile)

2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile(cas: 325141-71-7) 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. Name: 2-(2-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)acetonitrile Industrially, the main methods for producing nitriles are ammoxidation and hydrocyanation. Both routes are green in the sense that they do not generate stoichiometric amounts of salts.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Chen, Xiaolu; Liu, Yanan; Zhang, Liting; Chen, Daoxing; Dong, Zhaojun; Zhao, Chengguang; Liu, Zhiguo; Xia, Qinqin; Wu, Jianzhang; Chen, Yongheng; Zheng, Xiaohui; Cai, Yuepiao published an article in 2021. The article was titled 《Design, synthesis, and biological evaluation of indazole derivatives as selective and potent FGFR4 inhibitors for the treatment of FGF19-driven hepatocellular cancer》, and you may find the article in European Journal of Medicinal Chemistry.Synthetic Route of C7H3BrFN The information in the text is summarized as follows:

Fibroblast growth factor receptor 4 (FGFR4) is a member of the fibroblast growth factor receptor family, which is closely related to the occurrence and development of hepatocellular carcinoma (HCC). In this article, a series of indazole derivatives were designed and synthesized by using computer-aided drug design (CADD) and structure-based design strategies, and then they were evaluated for their inhibition of FGFR4 kinase and antitumor activity. F-30 was subtly selective for FGFR4 compared to FGFR1; it affected cell growth and migration by inhibiting FGFR4 pathways in HCC cell lines in a dose-dependent manner. In the experimental materials used by the author, we found 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Synthetic Route of C7H3BrFN)

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.Synthetic Route of C7H3BrFN 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,European Journal of Medicinal Chemistry included an article by Pan, Xiaoyan; Liang, Liyuan; Sun, Ying; Si, Ru; Zhang, Qingqing; Wang, Jin; Fu, Jia; Zhang, Junjie; Zhang, Jie. Electric Literature of C7H3BrFN. The article was titled 《Discovery of novel Bcr-AblT315I inhibitors with flexible linker. part 1: confirmation optimization of phenyl-1H-indazol-3-amine as hinge binding moiety》. The information in the text is summarized as follows:

As a continuation to our research, a series of novel Bcr-Abl inhibitors incorporated with 6-phenyl-1H-indazol-3-amine as hinge binding moiety (HBM) were developed based on confirmation anal. Biol. results indicated that these compounds exhibited an enhanced inhibition against Bcr-AblWT and Bcr-AblT315I in kinases assays, along with improved anti-proliferative activities in K562 cell assays. In particular, compound Y9(I) displayed comparable potency with that of imatinib. It potently inhibited Bcr-AblWT and Bcr-AblT315I kinases with IC50 of 0.043 μM and 0.17 μM, resp. Furthermore,(I) inhibited the proliferation of K562 and K562R cells with IC50 of 1.65 μM and 5.42 μM, resp. Therefore, 6-phenyl-1H-indazol-3amine as HBM, combined with flexible linker, is a successful strategy contribute to research on T315I mutant resistance, and I could be served as a starting point for further optimization. After reading the article, we found that the author used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Electric Literature of C7H3BrFN)

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.Electric Literature of C7H3BrFN 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 2018,Angewandte Chemie, International Edition included an article by Huang, Long; Rueping, Magnus. COA of Formula: C7H3BrFN. The article was titled 《Direct Cross-Coupling of Allylic C(sp3)-H Bonds with Aryl- and Vinylbromides by Combined Nickel and Visible-Light Catalysis》. The information in the text is summarized as follows:

An efficient protocol for the direct allylic C(sp3)-H bond activation of unactivated tri- and tetrasubstituted alkenes and their functionalization with aryl- and vinylbromides by nickel and visible-light photocatalysis has been developed. The method allows C(sp2)-C(sp3) formation under mild reaction conditions with good functional-group tolerance and excellent regioselectivity. The results came from multiple reactions, including the reaction of 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3COA of Formula: C7H3BrFN)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.COA of Formula: C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Pan, Zhangjin; Li, Wenbo; Zhu, Shuai; Liu, Feng; Wu, Hai-Hong; Zhang, Junliang published their research in Angewandte Chemie, International Edition in 2021. The article was titled 《Palladium/TY-Phos-Catalyzed Asymmetric Intermolecular α-Arylation of Aldehydes with Aryl Bromides》.Computed Properties of C7H3BrFN The article contains the following contents:

Herein, an efficient Pd-catalyzed asym. intermol. α-arylation reaction of α-alkyl-α-aryl disubstituted aldehydes with aryl bromides, which provided a rapid access to chiral aldehydes bearing an α-all-carbon quaternary stereocenter in moderate to good yields with good er in most cases was reported. In addition, a pair of enantiomers could be easily prepared with the use of the same ligand by exchanging the aryl groups of aldehyde and aryl bromide.4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Computed Properties of C7H3BrFN) was used in this study.

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.Computed Properties of C7H3BrFN 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 2017,Welin, Eric R.; Le, Chip; Arias-Rotondo, Daniela M.; McCusker, James K.; MacMillan, David W. C. published 《Photosensitized, energy transfer-mediated organometallic catalysis through electronically excited nickel(II)》.Science (Washington, DC, United States) published the findings.Category: nitriles-buliding-blocks The information in the text is summarized as follows:

Transition metal catalysis has traditionally relied on organometallic complexes that can cycle through a series of ground-state oxidation levels to achieve a series of discrete yet fundamental fragment-coupling steps. The viability of excited-state organometallic catalysis via direct photoexcitation has been demonstrated. Although the utility of triplet sensitization by energy transfer has long been known as a powerful activation mode in organic photochem., it is surprising to recognize that photosensitization mechanisms to access excited-state organometallic catalysts have lagged far behind. Here, we demonstrate excited-state organometallic catalysis via such an activation pathway: Energy transfer from an iridium sensitizer produces an excited-state nickel complex that couples aryl halides with carboxylic acids. Detailed mechanistic studies confirm the role of photosensitization via energy transfer. In the part of experimental materials, we found many familiar compounds, such as 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3Category: nitriles-buliding-blocks)

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.Category: nitriles-buliding-blocks It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Liras, Spiros; Lynch, Christopher L.; Fryer, Andrew M.; Vu, Binh T.; Martin, Stephen F. published an article in Journal of the American Chemical Society. The title of the article was 《Applications of Vinylogous Mannich Reactions. Total Syntheses of the Ergot Alkaloids Rugulovasines A and B and Setoclavine》.Application of 89245-35-2 The author mentioned the following in the article:

Concise syntheses of the Ergot alkaloids rugulovasine A [I; R1 = H, R2 = β-H, R3 = Me, (II)], rugulovasine B I [R1 = H, R2 = α-H, R3 = Me (III)], and setoclavine (IV) have been completed by strategies that feature inter- and intramol. vinylogous Mannich reactions as the key steps. Thus, the first synthesis of II,III commenced with the conversion of the known 4-bromoindole-3-acetonitrile into V via the addition of the 2-(tert-butyldimethylsilyloxy)-3-methylfuran to the iminium ion [VI; CH=N+(Me)Bn], which was generated in situ from the aldehyde VI (R = CHO). Cyclization of V by a novel SRN1 reaction followed by removal of the N-benzyl group furnished a mixture (1:2) of II and III. In an alternative approach to these alkaloids, the biaryl [VII; R = Boc] was reduced with DIBAL-H to give an intermediate imine that underwent spontaneous cyclization via an intramol. vinylogous Mannich addition to provide I [R1 = Boc, R2 = R3 = H]. N-Methylation of the derived benzyl carbamates I [R1 = Boc, R2 = H, R3 = Cbz] followed by global deprotection gave a mixture (2:1) of II and III. IV was then prepared from the biaryl VII (R = Ts) using a closely related intramol. vinylogous Mannich reaction to furnish the spirocyclic lactones I [R1 = Ts, R2 = R3 = H (VIII)]. VIII were subsequently transformed by hydride reduction and reductive methylation into the ergoline derivatives [IX; R = α-OH, β-OH] which were in turn converted into IV by deprotection and solvolytic 1,3-rearrangement of the allylic hydroxyl group. In the experimental materials used by the author, we found 2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2Application of 89245-35-2)

2-(4-Bromo-3-indolyl)acetonitrile(cas: 89245-35-2) is a member of nitriles. Nitriles have been reduced to amines by many methods, especially by catalytic hydrogenation and by metal hydrides. Aliphatic and aromatic nitriles have also been reduced to nitro derivatives using hydrazinium monoformate in the presence of Raney-nickel.Application of 89245-35-2

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

COA of Formula: C7H3BrFNIn 2019 ,《Discovery of novel pan-genotypic HCV NS5A inhibitors containing a novel tetracyclic core》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Yu, Wensheng; Hu, Bin; Zhong, Bin; Hao, Jinglai; Lei, Zhixin; Agrawal, Sony; Rokosz, Laura; Liu, Rong; Chen, Shiying; Asante-Appiah, Ernest; Kozlowski, Joseph A.. The article contains the following contents:

A series of novel tetracyclic core-containing HCV NS5A inhibitors has been discovered. Incorporation of tetrahydropyran-substituted amino acid moiety improved their potency and yielded HCV NS5A inhibitors with a min. potency shift from the GT1a strain compared to other genotypes and mutants. Compounds 53 and 54 showed the best potency profile and had reasonable half-times in rat PK studies. However, further optimization of their oral bioavailability is still needed in order to advance them for further development. [BMCL Abstract] 2000 Elsevier Science Ltd. All rights reserved. In addition to this study using 4-Bromo-2-fluorobenzonitrile, there are many other studies that have used 4-Bromo-2-fluorobenzonitrile(cas: 105942-08-3COA of Formula: C7H3BrFN) was used in this study.

4-Bromo-2-fluorobenzonitrile(cas:105942-08-3) is used as a OLED intermediate, Pharmaceutical, electronic and chemical intermediate.COA of Formula: C7H3BrFN It is used in the synthesis of heterocycles and liquid crystals.

Referemce:
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts