402-49-3 Archives - Page 4 of 13 - Bromides-buliding-blocks

Wu, Gaorong team published research in Organic Letters in 2022 | 402-49-3

402-49-3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., Electric Literature of 402-49-3

Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Organic compounds having carbon bonded to bromine are called organic bromides. Electric Literature of 402-49-3.

Wu, Gaorong;Yang, Zhaoziyuan;Xu, Xiaobo;Hao, Liqiang;Chen, Lu;Wang, Yangyang;Ji, Yafei research published 《 Metal-Free Boron-Mediated ortho-C-H Hydroxylation of N-Benzyl-3,4,5-tribromopyrazoles》, the research content is summarized as follows. A novel route was reported for C-H hydroxylation of benzyl compounds directed by a 3,4,5-tribromopyrazole auxiliary via boronation/oxidation using BBr₃ and NaBO₃·4H₂O. The strategy exhibited outstanding site selectivity and afforded the corresponding phenols in moderate to excellent yields under metal-free conditions. Besides, this protocol was achieved in one pot, which is highly promising as a practical method for use in a multistep organic synthetic process.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Meng-Ke team published research in Drug Development Research in 2021 | 402-49-3

Vinyl bromides undergo the Heck reaction, which involves C-C coupling with alkene to give substituted alkenes. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Methyl bromide is a precursor in the manufacture of several chemicals and is employed as a soil sterilant, mainly for seed production. Recommanded Product: 1-(Bromomethyl)-4-(trifluoromethyl)benzene.

Wu, Meng-Ke;Man, Ruo-Jun;Liao, Yan-Juan;Zhu, Hai-Liang;Zhou, Zhu-Gui research published 《 Discovery of novel indole-1,2,4-triazole derivatives as tubulin polymerization inhibitors》, the research content is summarized as follows. A series of novel indole-1,2,4-triazole derivatives have been designed, synthesized, and evaluated as potential tubulin polymerization inhibitors. The top hit 12, bearing the 3,4,5-trimethoxyphenyl moiety, exhibited substantial anti-proliferative activity against HepG2, HeLa, MCF-7, and A549 cells in vitro with IC₅₀ values of 0.23 ± 0.08μM, 0.15 ± 0.18μM, 0.38 ± 0.12μM, and 0.30 ± 0.13μM, resp. It also inhibited tubulin polymerization with the IC₅₀ value of 2.1 ± 0.12μM, which was comparable with that of the pos. controls. Furthermore, compound 12 regulated the expression of cell cycle-related proteins (Cyclin B1, Cdc25c, and Cdc2) and apoptosis-related proteins (Bcl-2, Bcl-x, and Mcl-1). Mechanistically, compound 12 could arrest cell cycle at the G2/M phase, thus induce an increase of apoptotic cell death. In addition, mol. docking hinted the possible interaction mode of compound 12 into the colchicine binding site of tubulin heterodimers. According to the applications of microtubule-targeting agents in both direct and synergistic cancer therapies, we hope this work might be of significance for future researches.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Zhuangzhuang team published research in Nanomaterials in 2022 | 402-49-3

Wang, Zhuangzhuang;Zhou, Xuehao;Gong, Shaofeng;Xie, Jianwei research published 《 MOF-Derived Cu@N-C Catalyst for 1,3-Dipolar Cycloaddition Reaction》, the research content is summarized as follows. Cu(i.m.)₂-derived Cu-N-C composites were used for the first time as efficient heterogeneous catalysts for one-pot 1,3-dipolar cycloaddition of terminal alkynes, aryl halides, and sodium azide to preparation of 1,4-disubstituted 1,2,3-triazoles with broad substrate scope and high yields. The catalyst can be easily reused without the changes of structure and morphol., and the heterogeneity nature was confirmed from the catalyst recyclability and metal leaching test.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Ziyong team published research in Angewandte Chemie, International Edition in 2021 | 402-49-3

Name: 1-(Bromomethyl)-4-(trifluoromethyl)benzene, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., 402-49-3.

Wang, Ziyong;Wu, Jason;Lamine, Walid;Li, Bo;Sotiropoulos, Jean-Marc;Chrostowska, Anna;Miqueu, Karinne;Liu, Shih-Yuan research published 《 C-Boron Enolates Enable Palladium Catalyzed Carboboration of Internal 1,3-Enynes》, the research content is summarized as follows. A new family of carbon-bound boron enolates CatBCR¹R²CO₂R³ (5, CatB = 1,2-C₆H₄O₂B), generated by a kinetically controlled halogen exchange between chlorocatecholborane CatBCl and silylketene acetals R¹R²C:C(OR³)(OTMS), is described. These C-boron enolates 5 are demonstrated to activate 1,3-enyne substrates R⁴CH:CHCCR⁵ in the presence of a Pd⁰/Senphos ligand complex, resulting in the first examples of a carboboration reaction of an alkyne with enolate-equivalent nucleophiles and giving boryl dienes R⁴CH:CHC(R¹R²CO₂R³):CR⁵Bpin, after transesterification with pinacol. Highly substituted dienyl boron building blocks are produced in excellent site-, regio-, and diastereoselectivity by the described catalytic cis-carboboration reaction.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Wei team published research in Journal of Medicinal Chemistry in 2022 | 402-49-3

Product Details of C8H6BrF3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., 402-49-3.

Wang, Wei;He, Jiacheng;Yang, Junjie;Zhang, Chan;Cheng, Zhiyuan;Zhang, Yao;Zhang, Qiansen;Wang, Peili;Tang, Shuowen;Wang, Xin;Liu, Mingyao;Lu, Weiqiang;Zhang, Han-Kun research published 《 Scaffold Hopping Strategy to Identify Prostanoid EP4 Receptor Antagonists for Cancer Immunotherapy》, the research content is summarized as follows. Cancer cells can effectively suppress the natural immune response in humans, and prostaglandin E₂ (PGE₂) is a key mediator in the development of tumor cell resistance to immunotherapy. As a major contributor to PGE₂-elicited immunosuppressive activity, the EP4 receptor promotes tumor development and progression in the tumor microenvironment, and the development of selective and potent EP4 receptor antagonists should have promising potential for tumor immunotherapy. Aiming at improving the drug-like properties, a series of 4,7-dihydro-5H-thieno[2,3-c]pyran derivatives were designed and synthesized through a scaffold hopping strategy. The most promising compound 47 exhibited good EP4 antagonistic activity and excellent subtype selectivity, as well as favorable drug-like properties. It effectively suppressed the expression of multiple immunosuppression-related genes in macrophages. Meanwhile, oral administration of compound 47, alone or in combination with anti-PD-1 antibody, significantly enhanced the antitumor immune response and inhibited tumor growth in the mouse CT26 colon carcinoma model.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Yingjie team published research in Organic Letters in 2021 | 402-49-3

Vinyl bromides undergo the Heck reaction, which involves C-C coupling with alkene to give substituted alkenes. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene. Methyl bromide is a precursor in the manufacture of several chemicals and is employed as a soil sterilant, mainly for seed production. Safety of 1-(Bromomethyl)-4-(trifluoromethyl)benzene.

Wang, Yingjie;Yu, Biao research published 《 Total Syntheses of Aturanosides A and B》, the research content is summarized as follows. Total syntheses of aturanosides A and B, two antiangiogenic anthraquinone glycosides, have been achieved in an expeditious manner, highlighting anthraquinone synthesis, phenol glycosylation, α-D-glucosaminoside installation, and judicious use of protecting groups.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Jixin team published research in Angewandte Chemie, International Edition in 2022 | 402-49-3

One prominent application of synthetic organobromine compounds is the use of polybrominated diphenyl ethers as fire-retardants, and in fact fire-retardant manufacture is currently the major industrial use of the element bromine. 402-49-3, formula is C8H6BrF3, Name is 1-(Bromomethyl)-4-(trifluoromethyl)benzene, Name: 1-(Bromomethyl)-4-(trifluoromethyl)benzene

Wang, Jixin;Duan, Zhili;Liu, Xingchen;Dong, Shoucheng;Chen, Kaixin;Li, Jie research published 《 Salt-Stabilized Silylzinc Pivalates for Nickel-Catalyzed Carbosilylation of Alkenes》, the research content is summarized as follows. The authors herein report the preparation of solid and salt-stabilized silylzinc pivalates from the corresponding silyllithium reagents via transmetalation with Zn(OPiv)₂. These resulting organosilylzinc pivalates show enhanced air and moisture stability and unique reactivity in the silylative difunctionalization of alkenes. Thus, a practical chelation-assisted Ni-catalyzed regioselective alkyl and benzylsilylation of alkenes was developed, which provides an easy method to access alkyl silanes with broad substrate scope and wide functional group compatibility. Kinetic experiments highlight that the OPiv-coordination is crucial to improve the reactivity of silylzinc pivalates. Also, late-stage functionalizations of druglike mols. and versatile modifications of the products illustrate the synthetical utility of this protocol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Lucia team published research in Journal of Organic Chemistry in 2022 | 402-49-3

Safety of 1-(Bromomethyl)-4-(trifluoromethyl)benzene, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., 402-49-3.

Wang, Lucia;Lin, Shengjia;Santos, Emmanuel;Pralat, Jenna;Spotton, Kaylyn;Sharma, Abhishek research published 《 Boron-Promoted Deprotonative Conjugate Addition: Geminal Diborons as Soft Pronucleophiles and Acyl Anion Equivalents》, the research content is summarized as follows. The 1,4-addition of α,α-diboryl carbanions generated via deprotonation of the corresponding geminal diborons R¹CH(Bpin)₂ (R¹ = prop-2-en-1-yl, thiophen-3-ylmethyl, cyclopropylmethyl, etc.) has been reported. The methodol. provided a general route to highly substituted and synthetically useful γ,γ-diboryl ketones R¹C(Bpin)₂CH(R³)C(O)R² (R² = C₆H₅, 4-ClC₆H₄, cyclohexyl, etc.; R³ = Me, Ph, Et, etc.). The development of geminal diborons as soft pronucleophiles also enabled their use as acyl anion equivalent via a one-pot tandem conjugate addition-oxidation sequence.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Veligeti, Rajkumar team published research in Journal of Fluorine Chemistry in 2022 | 402-49-3

Synthetic Route of 402-49-3, 4-Trifluoromethylbenzyl bromide is a useful research compound. Its molecular formula is C8H6BrF3 and its molecular weight is 239.03 g/mol. The purity is usually 95%.
4-Trifluoromethylbenzyl bromide is a choline derivative that acts as an anticancer agent. It is structurally similar to the anticancer drug doxorubicin, which has been shown to be effective against breast cancer and leukemia. 4-Trifluoromethylbenzyl bromide interacts with cellular proteins, including choline kinase, and inhibits the mitochondrial pathway. This leads to cell death through apoptosis. The molecule also interacts with nucleotide bases such as thymine and cytosine in DNA, inhibiting transcription and replication. 4-Trifluoromethylbenzyl bromide binds strongly to the hydroxyl group of cholesterol by an electrophilic substitution mechanism to form a covalent bond with its hydroxy group. The molecule can also bind to chloride ions by an ionic bond., 402-49-3.

Veligeti, Rajkumar;Ramakrishna, D. S.;Madhu, Rajesh Bagepalli;Anireddy, Jaya Shree research published 《 Synthesis of fluoro and trifluoromethyl substituents containing novel tetracyclic N-benzylated benzopiperazine fused acridone regioisomers using a greener solvent 2-MeTHF and their DFT studies》, the research content is summarized as follows. This work was reported the synthesis of novel tetracyclic N-benzylated benzopiperazine fused acridone regioisomers e.g., I tagged with three trifluoromethyl and three fluoride substituents. The novelty of this work was based on the execution of green chem. principles, 2-Me THF was employed as renewable solvent during this benzylation reaction (carried out at room temperature) resulting higher yields (87-94%) under halogenated solvent free methodol.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tilby, Michael J. team published research in ACS Catalysis in 2022 | 402-49-3

Tilby, Michael J.;Dewez, Damien F.;Pantaine, Loic R. E.;Hall, Adrian;Martinez-Lamenca, Carolina;Willis, Michael C. research published 《 Photocatalytic Late-Stage Functionalization of Sulfonamides via Sulfonyl Radical Intermediates》, the research content is summarized as follows. A plethora of drug mols. and agrochems. contain the sulfonamide functional group. However, sulfonamides are seldom viewed as synthetically useful functional groups. To confront this limitation, a late-stage functionalization strategy is described, which allows sulfonamides to be converted to pivotal sulfonyl radical intermediates. This methodol. exploits a metal-free photocatalytic approach to access radical chem., which is harnessed by combining pharmaceutically relevant sulfonamides with an assortment of alkene fragments. Addnl., the sulfinate anion can be readily obtained, further broadening the options for sulfonamide functionalization. Mechanistic studies suggest that energy-transfer catalysis (EnT) is in operation.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary