Category: bromides-buliding-blocks

A new preparation of triphenylphosphinemethylenes by the reaction of carbenes with triphenylphosphine was written by Seyferth, Dietmar;Grim, Samuel O.;Read, Terence O.. And the article was included in Journal of the American Chemical Society in 1960.SDS of cas: 615-55-4 This article mentions the following:

Addition of HBr to the yellow solution of triphenylphosphinechloromethylene (I), prepared by adding 0.1 mole butyllithium in ether to 0.11 mole triphenylphosphine (II) and 0.13 mole methylene chloride in ether at -30°, precipitated a mixture of [Ph₃PH]Br (IIa), and [Ph₃PCH₂Cl]Br (III); dissolution of this in H₂O, caused a quant. decomposition of IIa to HBr and II. II was filtered off and aqueous Na tetraphenylborate added to the filtrate to precipitate [Ph₃PCH₂Cl][Ph₄], m. 189-92°, and 65% I. When III was purified by recrystallization from iso-PrOH-Et₂O in aqueous solution at comparable pH, the I was precipitated quant. and when phenyllithium was used as the base in the chlorocarbene generation, 40% was obtained. I was found to undergo the Wittig reaction and was used to synthesize 1-chloro-2-phenyl-1-propane from AcPh; chloromethylenecyclohexane from cyclohexanone; 1-chloro-2,4-dimethyl-1-pentene from Me iso-Bu ketone; 1-chloro-2-ethyl-1-butene from di-Et ketone, and 1,1-dibromo-2-phenyl-1-propene from AcPh. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4SDS of cas: 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.SDS of cas: 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-activity relationships of novel heteroaryl-acrylonitriles as cytotoxic and antibacterial agents was written by Saczewski, Franciszek;Stencel, Agnieszka;Bienczak, Andrzej M.;Langowska, Karolina A.;Michaelis, Martin;Werel, Wladyslaw;Halasa, Rafal;Reszka, Przemyslaw;Bednarski, Patrick J.. And the article was included in European Journal of Medicinal Chemistry in 2008.Related Products of 18791-79-2 This article mentions the following:

Eighteen new 2,6-disubstituted acrylonitriles, e. g. I, and two new (benzimidazol-1-yl)-acetamide derivatives were prepared and screened for antibacterial and cytotoxic activities on 12 human cancer cell lines. Based on the lead structure 2-(benzimidazol-2-yl)-3-(5-nitrothiophen-2-yl) acrylonitrile it was found that placement of Me groups at the 5,6 positions of the benzimidazole ring lead to a 3-fold increase in overall cytotoxic activity. Replacing the nitrothiophene for pyridine reduced cytotoxic activity as did replacing the nitro group for a methoxy group. Cytotoxic activity was only slightly reduced when the benzimidazole ring was replaced by a imidazo[4,5-b]pyridine or a benzthiazole ring but replacement by benzoxazole led to a substantial decrease in activity. Moving the acrylonitrile group from position 2 to position 1 of the benzimidazole ring also resulted in moderately active compounds Benzimidazol-1-ylacetamides showed only modest activity. The structure-activity relationships found in the cytotoxicity studies are mirrored in the results of the antibacterial experiments In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Related Products of 18791-79-2).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Related Products of 18791-79-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Homo- and hetero-dimers of inactive organophosphorus group binding at dual sites of AChE was written by Zhao, Qian-Fei;Xie, Ru-Liang;Zhang, Tao;Fang, Jing;Mei, Xiang-Dong;Ning, Jun;Tang, Yun. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2011.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

Homo- and hetero-dimers of inactive organophosphorus group(s) dramatically enhanced the acetylcholinesterase (AChE; EC 3.1.1.7) inhibiting potency, with the highest potency observed at a tether length of 6 methylene groups (I) for the homodimers, and 7 methylene groups (II) for the heterodimers. The docking model of Drosophila melanogaster AChE suggested that I and II bound at the catalytic and peripheral sites of AChE, in which two organophosphorous groups of I individually oriented towards TRP83 of catalytic sites and TRP321 of peripheral sites, and phthalicimide group of II was appropriately arranged for a π-π interaction with the Ph ring of TYR330, furthermore, the organophosphorus group introduced hydrophobic interaction with TRP83. The compounds prepared in this work demonstrated high insecticidal activity to Lipaphis erysimi and Tetranychus cinnabarinus at the concentration 300 mg/L. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chemical Synthesis of the Highly Sterically Hindered Core Undecasaccharide of Helicobacter pylori Lipopolysaccharide for Antigenicity Evaluation with Human Serum was written by Zou, Xiaopeng;Hu, Jing;Zhao, Ming;Qin, Chunjun;Zhu, Yuntao;Tian, Guangzong;Cai, Juntao;Seeberger, Peter H.;Yin, Jian. And the article was included in Journal of the American Chemical Society in 2022.Safety of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

Here, we report a total synthesis of the core undecasaccharide of H. pylori lipopolysaccharide and its subunit antigens. The match and mismatch between the glycosyl donor and acceptor caused by the inert hydroxyl groups were addressed by a judicious choice of orthogonal protection strategies and glycosylation conditions. A combination of acyl remote participation and solvent effects has been applied for selective formation of the five 1,2-cis-glucosidic bonds. The high steric hindrance induced by the high carbon sugars and trinacriform architecture required that the core undecasaccharide was synthesized through a finely tuned linear assembly rather than convergent strategies. An antigenicity evaluation using glycan microarrays showed that an α-(1â†?)-glucan trisaccharide is recognized by IgG antibodies in sera of H. pylori-infected patients. The phosphate group of the inner core trisaccharide key epitope is very important for IgG recognition. These findings are an important step toward designing carbohydrate-based vaccines against H. pylori. 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. 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. 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.Safety of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Copper-Catalyzed Cross-Coupling Reaction of Organoboron Compounds with Primary Alkyl Halides and Pseudohalides was written by Yang, Chu-Ting;Zhang, Zhen-Qi;Liu, Yu-Chen;Liu, Lei. And the article was included in Angewandte Chemie, International Edition in 2011.Category: bromides-buliding-blocks This article mentions the following:

A copper-catalyzed cross-coupling of non-activated alkyl electrophiles with organoboron compounds has been developed. The use of LiOtBu as a base was found to be crucial to the reaction. The reaction is applicable to alkyl iodides, bromides, tosylates, mesylates, and even chlorides, and tolerates many more functional groups than the previously described copper-catalyzed coupling of Grignard reagents. It provides practically useful reactivities and may thus compliment palladium and nickel-catalyzed Suzuki-Miyaura coupling reactions of alkyl halides. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Category: bromides-buliding-blocks).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

ZYH005, a novel DNA intercalator, overcomes all-trans retinoic acid resistance in acute promyelocytic leukemia was written by Tong, Qingyi;You, Huijuan;Chen, Xintao;Wang, Kongchao;Sun, Weiguang;Pei, Yufeng;Zhao, Xiaodan;Yuan, Ming;Zhu, Hucheng;Luo, Zengwei;Zhang, Yonghui. And the article was included in Nucleic Acids Research in 2018.Related Products of 14425-64-0 This article mentions the following:

Despite All-trans retinoic acid (ATRA) has transformed acute promyelocytic leukemia (APL) from the most fatal to the most curable hematol. cancer, there remains a clin. challenge that many high-risk APL patients who fail to achieve a complete mol. remission or relapse and become resistant to ATRA. Herein, we report that 5-(4-methoxyphenethyl)-[1, 3] dioxolo [4, 5- j] phenanthridin-6(5H)-one (ZYH005) exhibits specific anticancer effects on APL and ATRA-resistant APL in vitro and vivo, while shows negligible cytotoxic effect on non-cancerous cell lines and peripheral blood mononuclear cells from healthy donors. Using single-mol. magnetic tweezers and mol. docking, we demonstrate that ZYH005 is a DNA intercalator. Further mechanistic studies show that ZYH005 triggers DNA damage, and caspase-dependent degradation of the PML-RARa fusion protein. As a result, APL and ATRA-resistant APL cells underwent apoptosis upon ZYH005 treatment and this apoptosis-inducing effect is even stronger than that of arsenic trioxide and anticancer agents including 5-fluorouracil, cisplatin and doxorubicin. Moreover, ZYH005 represses leukemia development in vivo and prolongs the survival of both APL and ATRA-resistant APL mice. To our knowledge, ZYH005 is the first synthetic phenanthridinone derivative, which functions as a DNA intercalator and can serve as a potential candidate drug for APL, particularly for ATRA-resistant APL. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Related Products of 14425-64-0).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Porphyrin sensitizers containing an auxiliary benzotriazole acceptor for dye-sensitized solar cells: Effects of steric hindrance and cosensitization was written by Song, Heli;Tang, Weiqiang;Zhao, Shuangliang;Liu, Qingyun;Xie, Yongshu. And the article was included in Dyes and Pigments in 2018.SDS of cas: 100189-84-2 This article mentions the following:

Dye-sensitized solar cells (DSSCs) have attracted intensive attention in developing photovoltaic devices for employing solar energy. For developing panchromatic and efficient porphyrin sensitizers, it has been demonstrated to be an effective approach to introduce an electron-withdrawing benzothiadiazole unit as an extra electron acceptor. In contrast, the structurally similar benzotriazole moiety remains relatively unknown in this respect. In this work, we have synthesized a novel porphyrin dye containing an extra electron acceptor of benzotriazole. Photophys. and electrochem. investigations revealed red-shifted absorption and a narrower band gap induced by the benzotriazole unit. Thus, a reasonable efficiency of 8.39% has been achieved with a J_sc of 17.00mAcm^-2 and a V_oc of 712mV. On this basis, to investigate the effect of the dihedral angle between the benzotriazole and the adjacent phenylene ring, one or two Me groups were attached to the ortho-positions of the phenylene ring. As a result, the enlarged torsion angles induce poor electronic coupling between the LUMO of the dyes and TiO₂, resulting in lower efficiencies of 6.61% and 3.62%, resp. With the purpose to further improve the efficiencies, coadsorption and cosensitization approaches were employed. And the efficiencies have been successfully elevated to 9.32%, 8.49% and 7.34%, resp. These results demonstrate the effectiveness of incorporating an auxiliary benzotriazole acceptor into porphyrin dyes on achieving extended light-harvesting wavelength ranges and illustrate the importance of avoiding severe torsion within the acceptor part of the porphyrin dyes. In contrast to the commonly used cosensitizers with absorption peaks lying in the absorption valley between the Soret band and the Q bands of porphyrin dyes (500-600nm), the utilization of an organic dye with broad absorption in this work has been demonstrated to be effective for improving the efficiencies despite the fact that its absorption peak at 450nm largely overlaps with the Soret band of the porphyrin dyes. These results provide an alternative approach for developing cosensitizers for porphyrin dyes. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2SDS of cas: 100189-84-2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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: 100189-84-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Molecular recognition between a water-soluble organometallic complex and a β-cyclodextrin: First example of second-sphere coordination adducts possessing a catalytic activity was written by Caron, Laurent;Bricout, Herve;Tilloy, Sebastien;Ponchel, Anne;Landy, David;Fourmentin, Sophie;Monflier, Eric. And the article was included in Advanced Synthesis & Catalysis in 2004.Safety of 4-Bromo-4′-tert-butylbiphenyl This article mentions the following:

Formation of stable second-sphere adducts between a water-soluble organometallic complex and a cyclodextrin (CD) is possible by finely designing the structure of the water-soluble phosphane. The key point to obtain such adducts was the synthesis of a water-soluble phosphane which possesses a tert-butylphenyl group recognized by the CD and separated from the phosphorus atom by a Ph ring to avoid phosphane decoordination during the mol. recognition process between the organometallic complex and the CD. These adducts are able to catalyze the cleavage of water-insoluble carbonate in a biphasic system. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Safety of 4-Bromo-4′-tert-butylbiphenyl).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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. 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.Safety of 4-Bromo-4′-tert-butylbiphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Surface-initiated atom-transfer radical polymerization (SI-ATRP) of bactericidal polymer brushes on poly(lactic acid) surfaces was written by Kalelkar, Pranav P.;Geng, Zhishuai;Cox, Bronson;Finn, M. G.;Collard, David M.. And the article was included in Colloids and Surfaces, B: Biointerfaces in 2022.COA of Formula: C4H4BrNO2 This article mentions the following:

We have modified the surface of poly(lactic acid) (PLA) by bromination in the presence of N-bromosuccinimide (NBS) under UV irradiation This new approach to impart functionality to the surface does not effect the bulk of the material. Brominated PLA surfaces served as initiators for atom-transfer radical polymerization (SI-ATRP) of 2-(methacryloyloxy)ethyl trimethylammonium chloride, a quaternary ammonium methacrylate (QMA). Grafting of poly(QMA) brushes rendered PLA films hydrophilic and these films displayed a three-order of magnitude increase in antimicrobial efficacy against Gram-neg. bacteria such as Escherichia coli as compared to unmodified PLA. The two-step strategy described here to modify PLA surface represents a useful route to modified PLA materials for biomedical and antimicrobial packaging applications. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5COA of Formula: C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. 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.COA of Formula: C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Fluorescent Sensor for GABA and Synthetic GABA_B Receptor Ligands was written by Masharina, Anastasiya;Reymond, Luc;Maurel, Damien;Umezawa, Keitaro;Johnsson, Kai. And the article was included in Journal of the American Chemical Society in 2012.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

While γ-aminobutyric acid (GABA) is the main inhibitory neurotransmitter, suitable tools to measure its concentration in living cells with high spatiotemporal resolution are missing. Herein, the authors describe the first ratiometric fluorescent sensor for GABA, dubbed GABA-Snifit, which senses GABA with high specificity and spatiotemporal resolution on the surface of living mammalian cells. GABA-Snifit is a semisynthetic fusion protein containing the GABA_B receptor, SNAP- and CLIP-tag, a synthetic fluorophore and a fluorescent GABA_B receptor antagonist. When assembled on cell surfaces, GABA-Snifit displays a GABA-dependent fluorescence emission spectrum in the range of 500-700 nm that permits sensing micromolar to millimolar GABA concentrations The ratiometric change of the sensor on living cells is 1.8. Furthermore, GABA-Snifit can be utilized to quantify the relative binding affinities of GABA_B receptor agonists, antagonists and the effect of allosteric modulators. These properties make GABA-Snifit a valuable tool to investigate the role of GABA and GABA_B in biol. systems. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Quality Control of N-(5-Bromopentyl)phthalimide).

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). The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary