Tag: 100-200

Copper-Catalyzed Trifluoromethylation of Alkyl Bromides was written by Kornfilt, David J. P.;MacMillan, David W. C.. And the article was included in Journal of the American Chemical Society in 2019.Name: 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

Copper oxidative addition into organohalides is a challenging two-electron process. In contrast, formal oxidative addition of copper to C_sp² carbon-bromine bonds can be accomplished by employing latent silyl radicals under photoredox conditions. This novel paradigm for copper oxidative addition has now been applied to a Cu-catalyzed cross-coupling of C_sp³-bromides. Specifically, a copper/photoredox dual catalytic system for the coupling of alkyl bromides with trifluoromethyl groups is presented. This operationally simple and robust protocol successfully converts a variety of alkyl, allyl, benzyl, and heterobenzyl bromides into the corresponding alkyl trifluoromethanes. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Name: 2-(Bromomethyl)-1,3-dimethylbenzene).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Name: 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structural Optimizations of Thieno[3,2-b]pyrrole Derivatives for the Development of Metabolically Stable Inhibitors of Chikungunya Virus was written by Ching, Kuan-Chieh;Tran, Thi Ngoc Quy;Amrun, Siti Naqiah;Kam, Yiu-Wing;Ng, Lisa F. P.;Chai, Christina L. L.. And the article was included in Journal of Medicinal Chemistry in 2017.Synthetic Route of C5H3BrOS This article mentions the following:

Chikungunya virus (CHIKV) is a re-emerging vector-borne alphavirus, and there is no approved effective antiviral treatment currently available for CHIKV. We previously reported the discovery of thieno[3,2-b]pyrrole 1b that displayed good antiviral activity against CHIKV infection in vitro. However, it has a short half-life in the presence of human liver microsomes (HLMs) (T_1/2 = 2.91 min). Herein, we report further optimization studies in which potential metabolically labile sites on compound 1b were removed or modified, resulting in the identification of thieno[3,2-b]pyrrole 20 and pyrrolo[2,3-d]thiazole 23c possessing up to 17-fold increase in metabolic half-lives in HLMs and good in vivo pharmacokinetic properties. Compound 20 not only attenuated viral RNA production and displayed broad-spectrum antiviral activity against other alphaviruses and CHIKV isolates but also exhibited limited cytotoxic liability (CC₅₀ > 100 μM). These studies have identified two compounds that have the potential for further development as antiviral drugs against CHIKV infection. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Synthetic Route of C5H3BrOS).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon–bromine bond is electrophilic, i.e. alkyl bromides are alkylating agents. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Synthetic Route of C5H3BrOS

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Solvolysis of 2-substituted-9-(ortho-substituted phenylmethyl)fluoren-9-yltrimethylammonium ions in various solvents. The effect of steric crowding on alkene formation was written by Smith, Peter James;Pradhan, Jyotsna. And the article was included in Canadian Journal of Chemistry in 1986.Application of 83902-02-7 This article mentions the following:

The solvolytic reaction of several 9-(o-substituted phenylmethyl)fluoren-9-yltrimethylammonium salts has been investigated in several different solvents. Substitution and elimination products were found for the reactions in all the solvents studied, with the exceptions that reaction in both tert-Bu alc. and chloroform led exclusively to the alkene product. The observed rate constants for alkene formation and the percent alkene were measured and it was found that the di-o compounds reacted at a faster rate but produced less alkene than the reaction of the corresponding mono-o salts. Hydrogen-deuterium isotope effects were also determined for the various reactions. The results are discussed in terms of the reaction proceeding by way of the E1 mechanism, where steric acceleration promotes the loss of the bulky ammonium leaving group to give the carbocation intermediate. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Application of 83902-02-7).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. Organobromine compounds have fallen under increased scrutiny for their environmental impact. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Application of 83902-02-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Infrared studies of 3-fluoro-6-bromotoluene and 4-fluoro-3-bromotoluene was written by Singh, I. D.;Sarowha, S. L. S.. And the article was included in Acta Ciencia Indica, Physics in 1980.Application of 452-62-0 This article mentions the following:

The IR absorption spectra of 3-fluoro-6-bromotoluene and 4-fluoro-3-bromotoluene in the form of thin films were investigated in the frequency range 200-4000 cm^-1. Modes of vibrations were assigned to different observed vibrational frequencies in each case. Me group vibrations are discussed. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Application of 452-62-0).

3-Bromo-4-fluorotoluene (cas: 452-62-0) belongs to organobromine compounds. Most of the natural organobromine compounds are produced by marine organisms, and several brominated metabolites with antibacterial, antitumor, antiviral, and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.Application of 452-62-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Biological Evaluation of Quinoxaline Derivatives for PET Imaging of the NMDA Receptor was written by Milicevic Sephton, Selena;Vetterli, Peter T.;Pedani, Valentina;Cermak, Stjepko;Chiotellis, Aristeidis;Roscales, Sylvia;Mueller Herde, Adrienne;Schibli, Roger;Auberson, Yves P.;Ametamey, Simon M.. And the article was included in Helvetica Chimica Acta in 2017.Synthetic Route of C7H6BrF This article mentions the following:

Due to the biol. complexity of the N-methyl-D-aspartate receptor (NMDAR), the development of a positron emission tomog. radiotracer for the imaging of NMDAR has met with limited success. Recent studies have established the presence of GluN2A subunit of the NMDAR in the heart and its role in the regulation of intracellular calcium levels. In our efforts to develop an imaging agent for the GluN2A subunit, we designed three new compounds based on a quinoxaline scaffold. The synthesis of the analogs was based on a two-step Kabachnik-Fields reaction in sequence with Suzuki cross-coupling and acid hydrolysis. They exhibited comparable high binding affinity values below 5 nM. A two-step radiolabeling procedure was successfully developed for the synthesis of [¹⁸F]I. [¹⁸F]I was obtained in a modest overall radiochem. yield of 5.5 ± 4.2%, a good specific radioactivity of 254 ± 158 GBq/μmol, and a radiochem. purity > 99%. While two compounds showed comparable binding affinity towards NMDAR, sluggish radiolabeling, prevented their further evaluation. For [¹⁸F]I, in vitro autoradiog. on rat heart slices demonstrated heterogeneous but unspecific accumulation, whereas for the brain a high in vitro specificity towards NMDAR, could be demonstrated. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Synthetic Route of C7H6BrF).

3-Bromo-4-fluorotoluene (cas: 452-62-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Synthetic Route of C7H6BrF

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Free energy perturbation (FEP)-guided scaffold hopping was written by Wu, Deyan;Zheng, Xuehua;Liu, Runduo;Li, Zhe;Jiang, Zan;Zhou, Qian;Huang, Yue;Wu, Xu-Nian;Zhang, Chen;Huang, Yi-You;Luo, Hai-Bin. And the article was included in Acta Pharmaceutica Sinica B in 2022.SDS of cas: 4457-67-4 This article mentions the following:

Scaffold hopping refers to computer-aided screening for active compounds with different structures against the same receptor to enrich privileged scaffolds, which is a topic of high interest in organic and medicinal chem. However, most approaches cannot efficiently predict the potency level of candidates after scaffold hopping. Herein, we identified potent PDE5 inhibitors with a novel scaffold via a free energy perturbation (FEP)-guided scaffold-hopping strategy, and FEP shows great advantages to precisely predict the theor. binding potencies ΔGFEP between ligands and their target, which were more consistent with the exptl. binding potencies ΔGEXP (the mean absolute deviations |ΔGFEP – ΔGEXP| < 2 kcal/mol) than those ΔGMM-PBSA or ΔGMM-GBSA predicted by the MM-PBSA or MM-GBSA method. Lead L12 had an IC50 of 8.7 nmol/L and exhibited a different binding pattern in its crystal structure with PDE5 from the famous starting drug tadalafil. Our work provides the first report via the FEP-guided scaffold hopping strategy for potent inhibitor discovery with a novel scaffold, implying that it will have a variety of future applications in rational mol. design and drug discovery. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4SDS of cas: 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. For many applications, organobromides represent a compromise of reactivity and cost.SDS of cas: 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Poly(phenylene oxide)-Based Anion Exchange Membranes Having Linear Cross-Linkers or Star Cross-Linkers was written by Han, Juanjuan;Zhang, Yangyang;Kang, Fei;Liu, Chifeng;Song, Wenfeng;Zheng, Xiumeng;Liu, Xia;Wang, Minhao;Zhou, Xiaorong;Ren, Zhandong;Hu, Meixue;Xiao, Li;Zhuang, Lin. And the article was included in ACS Applied Energy Materials in 2022.Computed Properties of C4H4BrNO2 This article mentions the following:

Linear crosslinked and star crosslinked anion exchange membranes (AEMs) are reported in this work, namely, lcQPPO (linear crosslinked quaternized poly(2,4-dimethyl-1,4-phenylene oxide) (PPO)) and scDQPPO (star crosslinked quaternized PPO). Compared with original quaternized PPO (QPPO), crosslinked AEMs show a restrained swelling degree. But, due to the hindrance of a crosslinking polymer matrix, lcQPPO membranes show decreased ionic conductivity For scDQPPO, its wide and connective ion channels are beneficial to the conduction of OH^–, exhibiting increased ionic conductivity Besides, the aggregated and crosslinked polymer networks in scDQPPO enhance the chem. stability and mech. properties of the AEMs. Specifically, for scDQPPO-40, a high OH^– conductivity of 100.7 mS cm^-1 and a low swelling degree of 20.7% are achieved at 80°C. The tensile strength and elongation at break of wet scDQPPO-40 at 25°C are 16.7 MPa and 18.0%. After immersing in 1 M NaOH at 80°C for 30 days, the loss of ionic conductivity and weight for scDQPPO-40 is 24.2 and 14.8%, with the degradation of tensile strength and elongation at break of 22.2% and 26.7%, resp. On the basis of the membrane, a fuel cell performance of 0.577 W cm^-2 is demonstrated at 60°C, while, for QPPO-40 and lcQPPO-60, their fuel cell peak power densities are only 0.250 and 0.215 W cm^-2. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Computed Properties of C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Computed Properties of C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of monosubstituted [1.1.1]propellanes was written by Bothe, Harald;Schlueter, Arnulf Dieter. And the article was included in Chemische Berichte in 1991.Related Products of 4457-67-4 This article mentions the following:

Wittig reaction of (ClCH₂)₂CO with RCH:PPh₃ [R = Me(CH₂)_n, MeO(CH₂)_m; n = 4, 6, 10; m = 3, 5] in Et₂O-hexane gave 32-48% RCH:C(CH₂Cl)₂, which underwent cycloaddition with :CBr₂ to give 20-57% bis(chloromethyl)dibromocyclopropanes I. Treating I with MeLi in Et₂O gave 21-64% title propellanes II, which polymerized spontaneously at room temperature in the absence of inhibitors. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Related Products of 4457-67-4).

1-Bromo-4-methoxybutane (cas: 4457-67-4) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Related Products of 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In-flow photooxygenation of aminothienopyridinones generates iminopyridinedione PTP4A3 phosphatase inhibitors was written by Tasker, Nikhil R.;Rastelli, Ettore J.;Blanco, Isabella K.;Burnett, James C.;Sharlow, Elizabeth R.;Lazo, John S.;Wipf, Peter. And the article was included in Organic & Biomolecular Chemistry in 2019.Category: bromides-buliding-blocks This article mentions the following:

A continuous flow photooxygenation of 7-aminothieno[3,2-c]pyridin-4(5H)-ones to produce 7-iminothieno[3,2-c]pyridine-4,6(5H,7H)-diones has been developed, utilizing ambient air as the sole reactant. N-H Imines are formed as the major products, and excellent functional group tolerance and conversion on gram-scale without the need for chromatog. purification allow for facile late-stage diversification of the aminothienopyridinone scaffold. Several analogs exhibit potent in vitro inhibition of the cancer-associated protein tyrosine phosphatase PTP4A3, and the SAR supports an exploratory docking model. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Category: bromides-buliding-blocks).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Identification, characterization, synthesis of major metabolites biotransformed from vonoprazan fumarate was written by Lin, Biyue;Kou, Jingping;Xiao, Qingbo;Wu, Shuming;Hu, Ji’an;Li, Jianbing;Zhu, Zhu;Zhou, Xinglin;Xin, Libo;Li, Yanhua;Wang, Zhongqing. And the article was included in Tetrahedron in 2022.Formula: C5H4BrNO This article mentions the following:

A first synthetic research concerning four observed metabolites and their deuterium-labeled analogs of reflux esophagitis drug vonoprazan fumarate was reported. Among which the synthetic methods of three metabolites M – I, M-III, M-IV-Sul, and four stable isotop labeled analogs M-I-d₄, M-II-d₄, M-III-d₄, M-IV-Sul-d₄ was not yet been reported before. The structures of these compounds were elucidated on the basis of MS and NMR spectroscopy. In the experiment, the researchers used many compounds, for example, 5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0Formula: C5H4BrNO).

5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0) belongs to organobromine compounds. Bromo compounds are employed in a variety of metal-catalyzed coupling reactions. They are also ideal candidates for the synthesis of Grignard reagents that have wide-applicability in organic synthesis. Bromine-containing agents predominate because not only are they more efficient than similar chlorine-containing species, but also the high atomic weight of bromine ensures that it is present in a high mass fraction within most organobromine compounds.Formula: C5H4BrNO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary