Category: bromides-buliding-blocks

Hybrids consisting of the pharmacophores of salmeterol and roflumilast or phthalazinone: Dual β₂-adrenoceptor agonists-PDE4 inhibitors for the treatment of COPD was written by Liu, Anqiu;Huang, Ling;Wang, Zhiren;Luo, Zonghua;Mao, Fei;Shan, Wenjun;Xie, Jiaxing;Lai, Kefang;Li, Xingshu. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2013.SDS of cas: 954-81-4 This article mentions the following:

A novel class of dual pharmacol. bronchodilators I(n = 2, 3, 4, 5) and II(n = 1, 3, 4, 5) targeting both β₂-adrenoceptor and PDE4 was designed and synthesized by combining the pharmacophores of salmeterol and roflumilast or phthalazinone. All the compounds exhibited better β₂-adrenoceptor agonist activities (pEC₅₀ = 8.47-9.20) than the reference compound salmeterol (pEC₅₀ = 8.3) and good inhibitory activity on PDE4B2 (IC₅₀ = 0.235-1.093 μM). In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4SDS of cas: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.SDS of cas: 954-81-4

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

Synthesis of Bisboronic Acids and Their Selective Recognition of Sialyl Lewis X Antigen was written by Wang, Yan-en;Li, Xueyan;Chen, Hua;Zhu, Mengyuan;Li, Xiaoliu. And the article was included in Chemical Research in Chinese Universities in 2018.Name: 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane This article mentions the following:

The development of sensors that recognize Lewis oligosaccharides can help the diagnosis and early detection of cancer. Herein, authors reported the design and synthesis of a series of anthracene-based bisboronic acids (9a–9e) with different N-substituents near the boronic acid unit. Among them, compound 9a could recognize sialyl Lewis X(sLe^x) with selectivity over other Lewis sugars, and could significantly stain sLe^x-expressing HEPG2 cells with selectivity over the range of 0.1-10 μmol/L. Compound 9a possibly has two properly positioned boronic acids caused by the steric hindrance by the near N-benzyl substituent group, which empower its sLe^x selectivity and higher binding affinity. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Name: 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Name: 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Parameters of the production of carboxin and its analogs was written by Dziedzic, Czeslaw;Eckstein, Zygmunt;Ejmocki, Zdzislaw;Miszczak, Kamila;Rusek, Dorota;Tippe, Andrzej. And the article was included in Przemysl Chemiczny in 1983.Application of 615-55-4 This article mentions the following:

Chlorinating MeCOCH₂CO₂Et (I) with SOCl₂ in C₆H₆ gave 98.1-9.9% MeCOCHClCO₂Et, which condensed with HSCH₂CH₂OH in the presence of NaHCO₃ to give the intermediate HOCH₂CH₂SCH(CO₂Et)COMe. Cyclocondensation of the latter in the presence of acid gave ester II (R = OEt), which was saponified to give 47.6-51.8% II (R = OH) (III), based on I. Treating III with SOCl₂ and then PhNH₂ and 34 other primary and secondary aromatic and heterocyclic amines yielded 21.0-98.8% II (R = substituted NH₂). The fungicidal activity of II (R = NHC₆H₄R¹; R¹ = C₁-C₅ alkoxy, F) exceeded that of II (R = NHPh). In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Application of 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. 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.Application of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rhenium(I) complexation-dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers was written by Klenner, Mitchell A.;Zhang, Bo;Ciancaleoni, Gianluca;Howard, James K.;Maynard-Casely, Helen E.;Clegg, Jack K.;Massi, Massimiliano;Fraser, Benjamin H.;Pascali, Giancarlo. And the article was included in RSC Advances in 2020.Reference of 22426-14-8 This article mentions the following:

A novel fluorine-18 method employing rhenium(I) mediation is described herein. The method was found to afford moderate to high radiochem. yields of labeled rhenium(I) complexes. Subsequent thermal dissociation of the complexes enabled the radiosynthesis of fluorine-18 labeled pyridine bidentate structures which could not be radiofluorinated hitherto. This rhenium(I) complexation-dissociation strategy was further applied to the radiosynthesis of [¹⁸F]CABS13, an Alzheimer′s disease imaging agent, alongside other 2,2′-bipyridine, 1,10-phenanthroline and 8-hydroxyquinoline labeled radiotracers. Computational modeling of the reaction mechanism suggests that the efficiency of rhenium(I) activation may be attributed to both an electron withdrawal effect by the metal center and the formation of an acyl fluoride intermediate which anchors the fluoride subsequent to nucleophilic addition In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Reference of 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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.Reference of 22426-14-8

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

Improved preparation of hexakis(6-deoxy)cyclomaltohexaose and heptakis(6-deoxy)cyclomaltoheptaose was written by Baer, Hans H.;Vargas Berenguel, Antonio;Shu, Youn Y.;Defaye, Jacques;Gadelle, Andree;Santoyo Gonzalez, Francisco. And the article was included in Carbohydrate Research in 1992.HPLC of Formula: 53784-83-1 This article mentions the following:

Title compounds I (R = H; n = 6, 7) were prepared from I (R = OH) by direct halogenation with Br or iodine and DMF-PPh₃, followed by reductive dehalogenation with NaBH₄. In the experiment, the researchers used many compounds, for example, Heptakis(6-Bromo-6-Deoxy)-β-Cyclodextrin (cas: 53784-83-1HPLC of Formula: 53784-83-1).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ni-catalyzed migratory fluoro-alkenylation of unactivated alkyl bromides with gem-difluoroalkenes was written by Zhou, Lu;Zhu, Chuan;Bi, Peijia;Feng, Chao. And the article was included in Chemical Science in 2019.Application of 14425-64-0 This article mentions the following:

Nickel-catalyzed highly regio- and stereoselective migratory fluoro-alkenylation of unactivated alkyl bromides was reported. Catalytic cycle merged alkyl nickel chain-walking and defluorinative coupling enabled the introduction of a broad array of fluoroalkenyl moieties into carbon chains. Control experiments with other halogenated alkenes demonstrated the essential role of fluorine atoms in this reaction. The reaction proceeded under mild conditions and allowed for the synthesis of a variety of valuable monofluoroalkenes. 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. 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.Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Dehydrohalogenation of ethyl halides was written by Ahubelem, Nwakamma;Altarawneh, Mohammednoor;Dlugogorski, Bogdan Z.. And the article was included in Tetrahedron Letters in 2014.Synthetic Route of C9H11BrO This article mentions the following:

Unimol. decomposition kinetics of selected Et halides, phenethyl halides and methoxyphenethyl halides were studied using high level computational chem. methods. The phenethyl halides decompose faster than the Et halides due to a more electroneg. chlorine atom, induced by the chloroethyl functionality as an electron-withdrawing group. 1-Chloro-2-(methylthio)ethane exhibits faster dehydrochlorination than that of chloroethane/1-chloro-2-methoxyethane, owing to more polarizable C···H and C···Cl bonds in the transition structures. Calculations suggest that electronic factors rather than anchimeric assistance influence the dehydrochlorination reactions. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Synthetic Route of C9H11BrO).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Using boronolectin in MALDI-MS imaging for the histological analysis of cancer tissue expressing the sialyl Lewis X antigen was written by Dai, Chaofeng;Cazares, Lisa H.;Wang, Lifang;Chu, Yong;Wang, Siming L.;Troyer, Dean A.;Semmes, O. John;Drake, Richard R.;Wang, Binghe. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2011.Synthetic Route of C12H16BBrO2 This article mentions the following:

Certain carbohydrate-based biomarkers are known to correlate with cancer formation and progression. By targeting sialyl Lewis X, the authors have developed the first boronolectin-MS tag conjugate, which allows for MALDI-based imaging of cancer based on its cell surface carbohydrate. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Synthetic Route of C12H16BBrO2).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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 C12H16BBrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary