February 2023 - Page 93 of 121 - Bromides-buliding-blocks

Shioiri, Takayuki et al. published their research in Tetrahedron in 1998 | CAS: 28322-40-9

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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 carbonbromine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application In Synthesis of Isopentyltriphenylphosphonium bromide

Synthesis of topostins B567 and D654 (WB-3559D, flavolipin), DNA topoisomerase I inhibitors of bacterial origin was written by Shioiri, Takayuki;Terao, Yoshihiro;Irako, Naoko;Aoyama, Toyohiko. And the article was included in Tetrahedron in 1998.Application In Synthesis of Isopentyltriphenylphosphonium bromide This article mentions the following:

Topostins B567 and D654 (WB-3559D, flavolipin) have been efficiently synthesized from 1,10-decanediol in 11 and 13 steps, resp., involving an asym. hydrogenation of the β-keto ester Me₂CH(CH₂)₁₁COCH₂CO₂Et using (R)-BINAP ruthenium bromide and a peptide coupling using di-Et phosphorocyanidate (DEPC, (EtO)₂P(O)CN) as key steps. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Application In Synthesis of Isopentyltriphenylphosphonium bromide).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Takeo, Ken’ichi et al. published their research in Staerke in 1974 | CAS: 53784-83-1

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. 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.Synthetic Route of C42H63Br7O28

Improved synthesis of 6-deoxy analogs of cyclodextrins and amylose. Further interpretations of the proton magnetic resonance spectra of the peracetates of cyclodextrins and amylose was written by Takeo, Ken’ichi;Sumimoto, Tatsuo;Kuge, Takashi. And the article was included in Staerke in 1974.Synthetic Route of C42H63Br7O28 This article mentions the following:

Reaction of cyclohexa-, -hepta-, and octa-amyloses and amylose with MeSO2Br gave the 6-bromo-6-deoxy derivatives, which were converted with Ac2O into the 2,3-di-O-acetyl-6-bromo-6-deoxy derivatives Reductive debromination of the latter with NaBH4 in Me2SO gave the 2,3-di-O-acetyl-6-deoxy derivatives, which were deacetylated to give the6-deoxy derivatives The purity and structure of the prepared compounds were confirmed by identification of the methanolysis products by chromatog. and PMR spectra. The 6-deoxy derivatives of α-, β-, and γ-cyclodextrin and amylose were composed of 95, 97, 94, and 92% 6-deoxy-D-glucose, resp. The conformation of the 2,3-di-O-acetyl-6-bromo-6-deoxy and 2,3-di-O-acetyl-6-deoxy derivatives of the cyclodextrins and amylose was investigated by PMR spectroscopy. The chem. shift changes due to the modification at C-6 were studied for the Me protons of the ring and Ac group. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1Synthetic Route of C42H63Br7O28).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Diemer, Vincent et al. published their research in European Journal of Organic Chemistry in 2011 | CAS: 615-55-4

3,4-Dibromoaniline (cas: 615-55-4) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Name: 3,4-Dibromoaniline

Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes was written by Diemer, Vincent;Leroux, Frederic R.;Colobert, Francoise. And the article was included in European Journal of Organic Chemistry in 2011.Name: 3,4-Dibromoaniline This article mentions the following:

1,2-Dibromobenzenes are highly valuable precursors for various organic transformations, in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene, 1,2-dibromo-4-iodobenzene, and 2,3-dibromo-1,4-diiodobenzene act as intermediates in these syntheses. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Name: 3,4-Dibromoaniline).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Krzemien, Wojciech et al. published their research in Molecules in 2021 | CAS: 954-81-4

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Related Products of 954-81-4

Tuning photodynamic properties of BODIPY dyes, porphyrins’ little sisters was written by Krzemien, Wojciech;Rohlickova, Monika;Machacek, Miloslav;Novakova, Veronika;Piskorz, Jaroslaw;Zimcik, Petr. And the article was included in Molecules in 2021.Related Products of 954-81-4 This article mentions the following:

The photodynamic properties of a series of non-halogenated, dibrominated and diiodinated BODIPYs with a phthalimido or amino end modification on the phenoxypentyl and phenoxyoctyl linker in the meso position were investigated. Halogen substitution substantially increased the singlet oxygen production based on the heavy atom effect. This increase was accompanied by a higher photodynamic activity against skin melanoma cancer cells SK-MEL-28, with the best compound reaching an EC₅₀ = 0.052 ± 0.01μM upon light activation. The dark toxicity (toxicity without light activation) of all studied dyes was not detected up to the solubility limit in cell culture medium (10μM). All studied BODIPY derivatives were predominantly found in adiposomes (lipid droplets) with further lower signals colocalized in either endolysosomal vesicles or the endoplasmic reticulum. A detailed investigation of cell death indicated that the compounds act primarily through the induction of apoptosis. In conclusion, halogenation in the 2,6 position of BODIPY dyes is crucial for the efficient photodynamic activity of these photosensitizers. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Related Products of 954-81-4).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zheng, Jiang et al. published their research in Drug Metabolism and Disposition in 1992 | CAS: 74440-80-5

4-Amino-3-bromophenol (cas: 74440-80-5) 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.Application In Synthesis of 4-Amino-3-bromophenol

Bromo(monohydroxy)phenyl mercapturic acids. A new class of mercapturic acids from bromobenzene-treated rats was written by Zheng, Jiang;Hanzlik, Robert P.. And the article was included in Drug Metabolism and Disposition in 1992.Application In Synthesis of 4-Amino-3-bromophenol This article mentions the following:

Alk. permethylation and GC/MS anal. of urinary mercapturic acids from rats given bromobenzene yielded several quinone-derived bromodimethoxythioanisole isomers as expected. Unexpectedly, seven bromomonomethoxythioanisole isomers were also observed, suggesting the presence of bromomonohydroxyphenyl mercapturic acids in the urine. Alk. permethylation of synthetic 4- and 5-bromo-2-hydroxyphenyl mercapturic acid gave 4- and 5-bromo-2-methoxythioanisole, resp., which were also observed after alk. permethylation of urine from bromobenzene-treated rats, as was 2-bromo-4-methoxythioanisole. To explore the biosynthetic origin of the bromomonohydroxyphenyl mercapturic acids, rats were sep. dosed i.p. with synthetic racemic 2-, 3-, or 4-bromophenyl mercapturic acid, or biosynthetic L-(-)-4-bromophenyl mercapturic acid, or a biosynthetic mixture of the 3,4- and 4,3-premercapturic acids from bromobenzene, and their urine (0-24 h) analyzed by alk. permethylation and GC/MS. The administered mercapturic acids and premercapturic acids were partly excreted unchanged (60-80% and 24%, resp.), but both gave rise to bromomonohydroxyphenyl mercapturic acids (0.1-5.2% of dose). Results indicated that the latter could be formed by (1) dehydrogenation of premercapturic acids and (2) hydroxylation of mercapturic acids (or their cysteine equivalent). In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Application In Synthesis of 4-Amino-3-bromophenol).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Li, Jiao et al. published their research in Food Control in 2022 | CAS: 128-08-5

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. 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.Category: bromides-buliding-blocks

Development of an indirect competitive enzyme-linked immunosorbent assay for propiconazole based on monoclonal antibody was written by Li, Jiao;Ding, Yuan;Chen, He;Sun, Wanlin;Huang, Yue;Liu, Fengquan;Wang, Minghua;Hua, Xiude. And the article was included in Food Control in 2022.Category: bromides-buliding-blocks This article mentions the following:

Propiconazole is a widely used fungicide in agricultural production, but it poses risks to human health. Here, an indirect competitive ELISA (ic-ELISA) based on a monoclonal antibody (mAb) was established to detect propiconazole residues. Three haptens of propiconazole were designed and synthesized to prepare antigens. Ten mAbs were obtained using hapten B (5-(4-(2-((1H-1,2,4-triazol-1-yl)methyl)-4-propyl-1,3-dioxolan-2-yl)-3-chlorophenyl) pentanoic acid). The ic-ELISA based on the combination of mAb 2G2E12 and hapten B-ovalbumin (coating antigen) showed the highest sensitivity. After optimization, the 50% inhibition concentration, limit of detection and linear range of the ic-ELISA were 2.33 μg/L, 0.26 μg/L and 0.26-21.28 μg/L, resp. The cross-reactivities for the analogs of propiconazole were ≤1.9%. The average recoveries of the spiked samples were 75.7%-117.0% with relative standard deviations of ≤9.4%. The results of the ic-ELISA were consistent with those of gas chromatog.-mass spectrometry in the anal. of blind samples. Therefore, we provide an alternative tool for the accurate and reliable determination of propiconazole. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Category: bromides-buliding-blocks).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nakano, Takeo et al. published their research in Journal of Organic Chemistry in 2022 | CAS: 128-08-5

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 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: 128-08-5

Aryl/Heteroaryl Substituted Boron-Difluoride Complexes Bearing 2-(Isoquinol-1-yl)pyrrole Ligands Exhibiting High Luminescence Efficiency with a Large Stokes Shift was written by Nakano, Takeo;Fujikawa, Shigenori. And the article was included in Journal of Organic Chemistry in 2022.HPLC of Formula: 128-08-5 This article mentions the following:

A series of 2-(isoquinol-1-yl)pyrrole-boron complexes possessing (hetero)aryl substituents on the pyrrole and/or isoquinoline moiety were prepared These compounds exhibited the fluorescence emission character in both solution and solid state. In most cases, the large Stokes shift and high fluorescence quantum yield in the solution were compatible. Furthermore, the structural diversity allowed the precise tuning of emitting colors from light blue to red with strong emission intensity. The present paper describes their comprehensive optical characteristics dependent on the type and position of the substituted aryl groups by the exptl. and computational studies. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5HPLC of Formula: 128-08-5).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Vilums, Maris et al. published their research in ChemMedChem in 2012 | CAS: 14425-64-0

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

Understanding of Molecular Substructures that Contribute to hERG K⁺ Channel Blockade: Synthesis and Biological Evaluation of E-4031 Analogues was written by Vilums, Maris;Overman, Jeroen;Klaasse, Elisabeth;Scheel, Olaf;Brussee, Johannes;Ijzerman, Adriaan P.. And the article was included in ChemMedChem in 2012.SDS of cas: 14425-64-0 This article mentions the following:

Cardiotoxicity is a common side effect of a large variety of drugs that is often caused by off-target human ether-a-go-go-related gene (hERG) potassium channel blockade. In this study, we designed and synthesized a series of derivatives of the class III antiarrhythmic agent E-4031. These compounds where evaluated in a radioligand binding assay and automated patch clamp assay to establish structure-activity relationships (SAR) for their inhibition of the hERG K⁺ channel. Structural modifications of E-4031 were made by altering the peripheral aromatic moieties with a series of distinct substituents. Addnl., we synthesized several derivatives with a quaternary nitrogen and modified the center of the mol. by introduction of an addnl. nitrogen and deletion of the carbonyl oxygen. Some modifications caused a great increase in affinity for the hERG K⁺ channel, while other seemingly minor changes led to a strongly diminished affinity. Structures with quaternary amines carrying an addnl. aromatic moiety were found to be highly active in radioligand binding assay. A decrease in affinity was achieved by introducing an amide functionality in the central scaffold without directly interfering with the pK_a of the essential basic amine. The knowledge gained from this study could be used in early stages of drug discovery and drug development to avoid or circumvent hERG K⁺ channel blockade, thereby reducing the risk of cardiotoxicity, related arrhythmias and sudden death. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0SDS of cas: 14425-64-0).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kick, Ellen K. et al. published their research in ACS Medicinal Chemistry Letters in 2016 | CAS: 474709-71-2

Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2) 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.Synthetic Route of C9H8BrFO2

Discovery of Highly Potent Liver X Receptor β Agonists was written by Kick, Ellen K.;Busch, Brett B.;Martin, Richard;Stevens, William C.;Bollu, Venkataiah;Xie, Yinong;Boren, Brant C.;Nyman, Michael C.;Nanao, Max H.;Nguyen, Lam;Plonowski, Artur;Schulman, Ira G.;Yan, Grace;Zhang, Huiping;Hou, Xiaoping;Valente, Meriah N.;Narayanan, Rangaraj;Behnia, Kamelia;Rodrigues, A. David;Brock, Barry;Smalley, James;Cantor, Glenn H.;Lupisella, John;Sleph, Paul;Grimm, Denise;Ostrowski, Jacek;Wexler, Ruth R.;Kirchgessner, Todd;Mohan, Raju. And the article was included in ACS Medicinal Chemistry Letters in 2016.Synthetic Route of C9H8BrFO2 This article mentions the following:

Introducing a uniquely substituted Ph sulfone into a series of biphenyl imidazole liver X receptor (LXR) agonists afforded a dramatic potency improvement for induction of ATP binding cassette transporters, ABCA1 and ABCG1, in human whole blood. The agonist series demonstrated robust LXRβ activity (>70%) with low partial LXRα agonist activity (<25%) in cell assays, providing a window between desired blood cell ABCG1 gene induction in cynomolgus monkeys and modest elevation of plasma triglycerides for agonist I. The addition of polarity to the Ph sulfone also reduced binding to the plasma protein, human α-1-acid glycoprotein. Agonist I was selected for clin. development based on the favorable combination of in vitro properties, excellent pharmacokinetic parameters and a favorable lipid profile. In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2Synthetic Route of C9H8BrFO2).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sahoo, Basudev et al. published their research in Chemistry – A European Journal in 2019 | CAS: 14425-64-0

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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 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.Synthetic Route of C9H11BrO

Site-Selective, Remote sp³ C-H Carboxylation Enabled by the Merger of Photoredox and Nickel Catalysis was written by Sahoo, Basudev;Bellotti, Peter;Julia-Hernandez, Francisco;Meng, Qing-Yuan;Crespi, Stefano;Koenig, Burkhard;Martin, Ruben. And the article was included in Chemistry – A European Journal in 2019.Synthetic Route of C9H11BrO This article mentions the following:

In the presence of (bipyridine)nickel(II) bromides and the photoredox catalyst CzIPN, arylalkyl bromides such as PhCH₂CH₂Br underwent regioselective photochem. carboxylation with CO₂ to yield carboxylic acids such as α-methylphenylacetic acid. Alkyl halides in the presence of CzIPN and a related (bipyridine)nickel(II) bromide underwent regioselective carboxylation to give unbranched carboxylic acids; a mixture of bromoheptanes reacted to yield octanoic acid regioselectively. Exptl. and computational studies of the reaction mechanism were performed; a mechanism involving dynamic displacement of the catalyst throughout the alkyl chain is proposed. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Synthetic Route of C9H11BrO).

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary