Month: January 2023

Indole-Derived Arynes and Their Diels-Alder Reactivity with Furans was written by Buszek, Keith R.;Luo, Diheng;Kondrashov, Mikhail;Brown, Neil;VanderVelde, David. And the article was included in Organic Letters in 2007.Reference of 615-55-4 This article mentions the following:

Arynes derived from any position of the ubiquitous indole nucleus are unknown. We have now provided the first evidence for the formation and trapping of the 4,5-, 5,6-, and 6,7-indolynes. A series of o-dihalo indoles (Cl, Br, F) were synthesized and reacted under metal-halogen exchange conditions to give Diels-Alder cycloadducts in high yield with furan. The use of an excess of tert-butyllithium resulted in the rearrangement of the initially formed cycloadduct; however, employing only a slight excess of n-butyllithium cleanly gave cycloadducts with furan. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Reference of 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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.Reference of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of D-glucose-based azacrown ethers with phosphinoxidoalkyl side chains and their application to an enantioselective reaction was written by Novak, Tibor;Bako, Peter;Keglevich, Gyorgy;Dobo, Andras;Vekey, Karoly;Toke, Laszlo. And the article was included in Journal of Inclusion Phenomena and Macrocyclic Chemistry in 2001.Recommanded Product: 954-81-4 This article mentions the following:

Five chiral α-D-glucose-based monoaza-15-crown-5 ethers with phosphinoxidoalkyl side chains of one to five carbon atoms I (n = 1-5) have been synthesized. The cation binding ability of the new lariat ethers was evaluated by the picrate extraction method. The substituents at the nitrogen atom were not a major influence on the cation extraction ability of the azacrown ether; the compounds showed, however, a significant asym. induction as phase transfer catalysts in the Michael addition of 2-nitropropane to chalcone (95% ee). In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Recommanded Product: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. 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.Recommanded Product: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Palladium(0)-Catalyzed Enantioselective Intramolecular Arylation of Enantiotopic Secondary C-H Bonds was written by Melot, Romain;Zuccarello, Marco;Cavalli, Diana;Niggli, Nadja;Devereux, Michael;Buergi, Thomas;Baudoin, Olivier. And the article was included in Angewandte Chemie, International Edition in 2021.COA of Formula: C7H5Br2F This article mentions the following:

The enantioselective functionalization of nonactivated enantiotopic secondary C-H bonds is one of the greatest challenges in transition-metal-catalyzed C-H activation proceeding by an inner-sphere mechanism. Such reactions have remained elusive within the realm of Pd⁰ catalysis. Reported here is the unique reactivity profile of the IBiox ligand family in the Pd⁰-catalyzed intramol. arylation of such nonactivated secondary C-H bonds. Chiral C₂-sym. IBiox ligands led to high enantioselectivities for a broad range of valuable indane products containing a tertiary stereocenter, as well as the arylation of secondary C-H bonds adjacent to amides. Depending on the amide substituents and upon control of reaction time, indanes containing labile tertiary stereocenters were also obtained with high enantioselectivities. Anal. of the steric maps of the IBiox ligands indicated that the level of enantioselectivity correlates with the difference between the two most occupied and the two less occupied space quadrants, and provided a blueprint for the design of even more efficient ligands. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0COA of Formula: C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.COA of Formula: C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Preparation of oxacylanes. III. Mechanism of the cyclization of γ and δ halogenated methyl ethers in the presence of Lewis acids; isolation of intermediary oxonium salts was written by Kirrmann, Albert;Wartski, Lya. And the article was included in Bulletin de la Societe Chimique de France in 1966.Recommanded Product: 4457-67-4 This article mentions the following:

That the title cyclization takes place via the tertiary oxonium salts is confirmed (loc. cit.) by the isolation of the following intermediate salts: methyl tetrahydrofuranyl oxonium bromopentachloroantimonate (I), m. 110°, and methyl tetrahydropyranyl oxonium fluoborate (II). On heating, I gave tetrahydrofuran, MeBr and traces of MeCl while II gave tetrahydropyranate-BF3, b. 171°. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Recommanded Product: 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 4457-67-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of DHQ-based chemical biology probe to profile cellular targets for HBV was written by Zhang, Qing;Huang, Jianzhou;Chow, Hoi Yee;Wang, Jinzheng;Zhang, Yingjun;Fung, Yi Man Eva;Ren, Qingyun;Li, Xuechen. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2020.Safety of Methyl 4-bromo-2-fluorobenzoate This article mentions the following:

Chronic hepatitis B virus (HBV) infection has been a serious public health burden worldwide. Current anti-HBV therapies could not eliminate HBV ultimately. Considering the characteristics of HBV, it is impossible to be entirely cured based on current therapies. Therefore, it is urgently needed to develop novel therapeutic agents with new mechanism of action. The dihydroquinolizinone (DHQ) derivatives exhibited potent anti-HBV activity by decreasing HBV DNA and HBsAg level in an obscure mechanism of action. In this study, we have optimized the DHQ scaffold, developed the photoaffinity probe, with which to identify potential binding proteins. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Safety of Methyl 4-bromo-2-fluorobenzoate).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Organo bromine compounds are versatile compounds and are widely used in diverse fields. Organo bromine derivatives are used in the dye sector, as an indicator in analytical chemistry (Bromothymol blue is a popular indicator). 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.Safety of Methyl 4-bromo-2-fluorobenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Novel 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as potent selective human monoamine oxidase B inhibitors: Design, SAR development, and biological evaluation was written by Kong, Haiyan;Meng, Xianshe;Hou, Rui;Yang, Xiaoxiao;Han, Jihong;Xie, Zhouling;Duan, Yajun;Liao, Chenzhong. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2021.Application of 14425-64-0 This article mentions the following:

Successes have been achieved in developing human monoamine oxidase B (hMAO-B) inhibitors as anti-Parkinson’s disease (PD) drugs. However, low efficiency and unwanted side effects of the marketed hMAO-B inhibitors hamper their medical applications, therefore, novel potent selective hMAO-B inhibitors are still of great interest. Herein we report 1-(prop-2-yn-1-ylamino)-2,3-dihydro-1H-indene-4-thiol derivatives as hMAO-B inhibitors, which were designed by employing a fragment-based drug design strategy to link rasagiline to hydrophobic fragments. Among the synthesized 31 compounds, I and II demonstrated very encouraging hMAO-B inhibitory activities and selectivity over hMAO-A, better than rasagiline and safinamide. In vitro studies indicated that K8 and K24 are nontoxic to nervous tissue cells and they have considerable effects against ROS formation and potential neuroprotective activity. Further mice behavioral tests demonstrated these two compounds have good therapeutic effects on MPTP-induced PD model mice. All these experiment results suggest that compounds K8 and K24 can be promising candidates for further research for treatment of PD. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application of 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A versatile δ-aminolevulinic acid (ALA)-cyclodextrin bimodal conjugate-prodrug for PDT applications with the help of intracellular chemistry was written by Aggelidou, Chrysie;Theodossiou, Theodossis A.;Goncalves, Antonio Ricardo;Lampropoulou, Mariza;Yannakopoulou, Konstantina. And the article was included in Beilstein Journal of Organic Chemistry in 2014.Quality Control of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin This article mentions the following:

Grafting of δ-aminolevulinic acid (1) moieties on the narrow periphery of a β-cyclodextrin (β-CD) derivative through hydrolysable bonds was implemented, in order to generate a water-soluble, mol./drug carrier with the capacity to undergo intracellular transformation into protoporphyrin IX (PpIX), an endogenous powerful photosensitizer for photodynamic therapy (PDT). The water-soluble derivative 2 was prepared by esterifying δ-azidolevulinic acid with heptakis(6-hydroxyethylamino-6-deoxy)-β-cyclodextrin, with an average degree of substitution, DS = 3. Delivery of water-soluble, colorless 2 to cells resulted in intense red fluorescence registered by confocal microscopy, evidently due to the engagement of the intracellular machinery towards formation of PpIX. Conjugate 2 was further complexed with a fluorescein-labeled model guest mol. which was successfully transported into the cells, thereby demonstrating the bimodal action of the derivative The present work shows the versatility of CDs in smart applications and constitutes advancement to our previously shown PpIX-β-CD conjugation both in terms of water solubility and lack of aggregation. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Quality Control of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin).

Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1) 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.Quality Control of Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Controlling Pd(IV) reductive elimination pathways enables Pd(II)-catalysed enantioselective C(sp³)-H fluorination was written by Park, Hojoon;Verma, Pritha;Hong, Kai;Yu, Jin-Quan. And the article was included in Nature Chemistry in 2018.Electric Literature of C8H4BrF3O This article mentions the following:

The development of a Pd(II)-catalyzed enantioselective fluorination of C(sp³)-H bonds would offer a new approach to making chiral organofluorines. However, such a strategy is particularly challenging because of the difficulty in differentiating prochiral C(sp³)-H bonds through Pd(II)-insertion, as well as the sluggish reductive elimination involving Pd-F bonds. Here, authors report the development of a Pd(II)-catalyzed enantioselective C(sp³)-H fluorination using a chiral transient directing group strategy. In this work, a bulky, amino amide transient directing group was developed to control the stereochem. of the C-H insertion step and selectively promote the C(sp³)-F reductive elimination pathway from the Pd(IV)-F intermediate. Stereochem. anal. revealed that while the desired C(sp³)-F formation proceeds via an inner-sphere pathway with retention of configuration, the undesired C(sp³)-O formation occurs through an S_N2-type mechanism. Elucidation of the dual mechanism allows us to rationalize the profound ligand effect on controlling reductive elimination selectivity from high-valent Pd species. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7Electric Literature of C8H4BrF3O).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Many of the alkyl bromine derivatives are excellent alkylating agents since bromides are good leaving groups. Tribromides, like tetrabutylammonium tribromide, are used as a solid source of bromine. N-bromosuccimide (NBS) is used for the selective bromination of allylic bonds.Electric Literature of C8H4BrF3O

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reducing steric hindrance around electronegative atom in polymer simultaneously enhanced efficiency and stability of organic solar cells was written by Jiang, Qiuju;Han, Pengwei;Ning, Haijun;Jiang, Jiaquan;Chen, Hui;Xiao, Yonghong;Ye, Chun-Rong;Chen, Jinming;Lin, Man;He, Feng;Huang, Xiao-Chun;Wu, Qinghe. And the article was included in Nano Energy in 2022.Safety of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Uncovering the underlying rules that determine efficiency and device stability of polymer donors is crucially important for future rational design of new materials. By reducing bulkiness of alkyl chain in NTI, we synthesized polymer donor PNTB-HD. The PNTB-HD:N3 based photovoltaic device exhibits the highest PCE of 18.15% that is among the best efficiency in binary devices. More encouragingly, it demonstrates much better device thermal stability than PNTB-2T and the most widely used polymer PM6. Compared with PNTB-2T, PNTB-HD has more condensed packing and stronger tendency to preassembly in chloroform solution that is reason for simultaneously enhancement of efficiency and thermal stability. Single crystal data further revealed reducing alkyl chain bulkiness in NTI could significantly enhance short interaction of C=O…H-C between adjacent mols. that provide useful information to understand the phys. property variation of two polymers. This study revealed reducing steric hindrance around electroneg. atom is an effective strategy for designing high-performance polymers donors. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Safety of 1-Bromopyrrolidine-2,5-dione).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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.Safety of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A fluorine scan of a tubulin polymerization inhibitor isocombretastatin A-4: Design, synthesis, molecular modelling, and biological evaluation was written by Naret, Timothee;Bignon, Jerome;Bernadat, Guillaume;Benchekroun, Mohamed;Levaique, Helene;Lenoir, Christine;Dubois, Joelle;Pruvost, Alain;Saller, Francois;Borgel, Delphine;Manoury, Boris;Leblais, Veronique;Darrigrand, Romain;Apcher, Sebastien;Brion, Jean-Daniel;Schmitt, Etienne;Leroux, Frederic R.;Alami, Mouad;Hamze, Abdallah. And the article was included in European Journal of Medicinal Chemistry in 2018.HPLC of Formula: 95668-20-5 This article mentions the following:

A novel series of tubulin polymerization inhibitors, based on fluorinated derivatives of isocombretastatin A-4 (isoCA-4), was synthesized with the goal of evaluating the effect of these compounds on the proliferative activity. The introduction of fluorine atom was performed on the Ph ring or at the linker between the two aromatic rings. The modification of isoCA-4 by introduction of difluoromethoxy group at the para-position, I, and substitution of the two protons of the linker by two fluorine atoms, II, produced the most active compounds in the series, with IC₅₀ values of 0.15-2.2 nM (for I) and 0.1-2 nM (for II), resp., against a panel of six cancer cell lines. Compounds I and II had greater antiproliferative activity in comparison with references combretastatin A-4 (CA-4) or isoCA-4; the presence of fluorine group leads to a significant enhancement of the antiproliferative activity. Mol. docking studies indicated that compounds I and II occupy the colchicine binding site of tubulin. Evaluation of cytotoxicity in Human noncancer cells indicated that the compounds I and II were practically ineffective in quiescent peripheral blood lymphocytes, and may have a selective antiproliferative activity against cancer cells. Analyses of cell cycle distribution, and morphol. microtubules organization showed that compound II induced G₂/M phase arrest and, dramatically disrupted the microtubule network. In the experiment, the researchers used many compounds, for example, 3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5HPLC of Formula: 95668-20-5).

3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5) 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.HPLC of Formula: 95668-20-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary