M.W=250-300 Archives - Page 31 of 46 - Bromides-buliding-blocks

Zhao, Bing team published research in Acta Pharmaceutica Sinica B in 2021 | 90-59-5

Reference of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

3,5-Dibromosalicylaldehyde, also known as 3,5-Dibromosalicylaldehyde, is a useful research compound. Its molecular formula is C7H4Br2O2 and its molecular weight is 279.91 g/mol. The purity is usually 95%.

3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes. 3,5-Dibromosalicylaldehyde can be used in the synthesis of Schiff base and can be used as reactant for synthesis of Schiff base ligands which forms mononuclear complexes with copper(II), nickel(II), zinc(II) and cobalt(II).

3,5-Dibromosalicylaldehyde is a copper complex that has been synthesized from 3,5-dibromosalicylaldehyde and copper chloride. FTIR spectroscopy revealed that the coordination geometry of the copper complex is octahedral with two nitrogen atoms in the equatorial plane. The presence of hydrogen bonding interactions was confirmed by homologous protein adsorption experiments. This chemical structure was determined using X-ray crystallography and fluorescence probe experiments. The copper complex showed high affinity for malonic acid, which is an ester hydrochloride. The molecular mechanism of this interaction is based on adsorption, which occurs through hydrogen bonding interactions and hydrophobic interactions. Structural analysis revealed that the polymeric matrix consists of a three-dimensional network of crosslinked chains, while FTIR analysis indicated a possible disulfide bond between two cysteine residues., 90-59-5.

Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. 90-59-5, formula is C7H4Br2O2, Name is 3,5-Dibromo-2-hydroxybenzaldehyde. Organic compounds having carbon bonded to bromine are called organic bromides. Reference of 90-59-5.

Zhao, Bing;Zhang, Xinhui;Yu, Tingting;Liu, Ying;Zhang, Xiaoling;Yao, Yongfang;Feng, Xuejian;Liu, Hongmin;Yu, Dequan;Ma, Liying;Qin, Shangshang research published 《 Discovery of thiosemicarbazone derivatives as effective New Delhi metallo-β-lactamase-1 (NDM-1) inhibitors against NDM-1 producing clinical isolates》, the research content is summarized as follows. In this study, structure-activity relationship based on thiosemicarbazone derivatives (E)-R¹C(S)NHN=C(R²)(R³) (I) (R¹ = phenylamino, Ph, cyclohexylamino, morpholin-4-yl, etc.; R² = H, Me; R³ = Ph, pyridin-2-yl, 3,4,5-trimethoxyphenyl, etc.) was systematically characterized and their potential activities combined with meropenem (MEM) were evaluated. Compounds (I).HCl [R¹ = piperazin-1-yl, R² = H, R³ = 2-hydroxyphenyl (II); R¹ = 4-methylpiperazin-1-yl, R² = H, R³ = 2-hydroxyphenyl (III)] exhibited excellent activity against 10 NDM-pos. isolate clin. isolates in reversing MEM resistance. Further studies demonstrated that compounds II and III were uncompetitive NDM-1 inhibitors with Ki = 0.63 and 0.44μmol/L, resp. Mol. docking speculated that compounds II and III were most likely to bind in the allosteric pocket which would affect the catalytic effect of NDM-1 on the substrate meropenem. Toxicity evaluation experiment showed that no hemolysis activities were found even at concentrations of 1000 mg/mL against red blood cells. In vivo exptl. results showed that a combination of MEM and compound III was markedly effective in treating infections caused by NDM-1 pos. strain and prolonging the survival time of sepsis mice. The finding showed that compound III might be a promising lead in developing new inhibitor to treat NDM-1 producing superbug.

Reference of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zelisko, Nataliya team published research in Synthetic Communications in 2021 | 90-59-5

Computed Properties of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Zelisko, Nataliya;Karpenko, Olexandr;Muzychenko, Volodymyr;Gzella, Andrzej;Lesyk, Roman research published 《 Citraconic acid and its anhydride-based hetero-Diels-Alder reactions in the synthesis of new thiopyrano[2,3-d][1,3]thiazole derivatives》, the research content is summarized as follows. Novel thiopyrano[2,3-d][1,3]thiazoles I (R = H, 8,10-Br₂, 10-Br, 10-Cl, 8-MeO, 9-HO) were synthesized in 63-72% yields via tandem acylation-hetero-Diels-Alder reaction of 5-(2-hydroxybenzylidene)-4-thioxo-2-thiazolidinones II with citraconic acid or its anhydride. The regio- and stereochem. of the process was confirmed by NMR spectral data and a single-crystal X-ray diffraction anal.

Computed Properties of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yang, Wu-Lin team published research in ACS Catalysis in 2021 | 90-59-5

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Organic bromides such as alkyl bromides are used as fumigants in agriculture to control insects. 90-59-5, formula is C7H4Br2O2, Name is 3,5-Dibromo-2-hydroxybenzaldehyde. Ethylene bromide is one of the commercially important organic bromides which are the component of leaded gasoline. Name: 3,5-Dibromo-2-hydroxybenzaldehyde.

Yang, Wu-Lin;Wang, Yuan-Lin;Li, Wen;Gu, Bu-Ming;Wang, Si-Wen;Luo, Xiaoyan;Tian, Bo-Xue;Deng, Wei-Ping research published 《 Diastereo- and Enantioselective Synthesis of Eight-Membered Heterocycles via an Allylation/Ring Expansion Sequence Enabled by Multiple Catalysis》, the research content is summarized as follows. The present work addresses this issue by designing an asym. allylation/ring expansion reaction of 2-(1-hydroxyallyl)phenols and cyclobutanone carboxamides enabled by sequential iridium/zinc/bifunctional squaramide catalysis, affording a series of 8-membered benzo[b]oxocines in high yields with high diastereo- and enantioselectivities. Mechanistic investigation revealed that the enantioselectivity was controlled by the chiral iridium catalyst, while d. functional theory calculations demonstrate that the diastereoselectivity was controlled by the chiral bifunctional squaramide catalyst. Moreover, the sequential allylation reaction strategy was demonstrated to be also applicable to the synthesis of two types of enantiomerically enriched nitrogen heterocycles, 8-membered benzo[b]azocines and polycyclic cyclobuta[b]quinolines.

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yao, Ying team published research in Inorganic Chemistry Communications in 2022 | 90-59-5

Safety of 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. 90-59-5, formula is C7H4Br2O2, Name is 3,5-Dibromo-2-hydroxybenzaldehyde. Organobromine compounds have fallen under increased scrutiny for their environmental impact., Safety of 3,5-Dibromo-2-hydroxybenzaldehyde.

Yao, Ying;Fu, Xu-Mei;Hu, Jing-Han research published 《 Novel high sensitivity dual-channel chemosensor for detecting CN^– based on asymmetric azine derivatives in aqueous media》, the research content is summarized as follows. Specific monitoring of trace levels of poisonous ions by naked eyes is still a significant challenge in the surroundings. Herein, the authors developed a novel asym. azine dual-channel sensor (HSD) applied for selectively detecting the CN^– in the aqueous media. The selectivity and sensitivity of sensor HSD for anions sensing were studied by measuring the photophys. properties. HSD recognizes CN^– with good selectivity and sensitivity, with an “off” fluorescence response and apparent color change (from colorless to yellow) under visible light and strong anti-interference to other common anions. According to fluorescence titration of sensor HSD to CN^–, the detection limit is as low as 1.02 x 10^-8 M. In addition, the reaction mechanism of the probe was studied by ¹H NMR titration and DFT theor. calculations Finally, the test strips were prepared and verified to be a convenient and high-efficiency test kit for detecting CN^– by naked eyes in the actual sample.

Safety of 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Qiong team published research in Journal of Molecular Structure in 2021 | 90-59-5

Safety of 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Organobromine compounds, also called organobromides, are organic compounds that contain carbon bonded to bromine. 90-59-5, formula is C7H4Br2O2, The most pervasive is the naturally produced bromomethane. Safety of 3,5-Dibromo-2-hydroxybenzaldehyde

Wu, Qiong;Huang, Meifen;Li, Tianyu;Jiao, Liang;Tu, Yujiao;Xu, Xindi;Ma, Xun;Tian, Hui;Qiao, Yongfeng research published 《 Crystal and electronic structure of poly-halogenated lanthanide Schiff base complex: Insights into halogen bond from structural and theoretical analysis》, the research content is summarized as follows. With the aim to explore the electronic structure and the influence of halogen bonds to the supramol. networks of lanthanide Schiff base complexes, halogenated salen-type Schiff-base and cerium nitrate were chosen as starting materials and isolated a new salen-type cerium(IV) complex [Ce^IV(3,5Br-salpn)₂] (1) where 3,5Br-salpn = N,N’-bis(3,5-bromo salicylidene)-1,3-diaminopropane. The complex was investigated in the solid state by single-crystal X-ray diffraction. Structural anal. reveal the substitutional halogen atoms play an important role in tuning the mol. structure and supramol. networks. The electronic structure of halogen bonds was confirmed by theor. calculation, which uncovered an interesting phenomenon that the σ-hole of bromine atoms of different substituents present quite different mol. electrostatic surface potential (5-Br: V_max = 6.8 kcal/mol and 3-Br: V_max = 13.2 kcal/mol). Hirshfeld surface anal. showed that bromine atoms involved intermol. contacts donate 56.6% contribution of all the interactions, indicating the significant role of bromine atoms in crystal structures. Addnl., fluorescence experiments proved that the halogenated ligand has an important influence on the fluorescence behavior of the complex.

Safety of 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Shouting team published research in Molecules in 2021 | 90-59-5

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Wu, Shouting;Liang, Xi;Luo, Fang;Liu, Hua;Shen, Lingyi;Yang, Xianjiong;Huang, Yali;Xu, Hong;Wu, Ning;Zhang, Qilong;Redshaw, Carl research published 《 Synthesis, Crystal Structure and Bioactivity of Phenazine-1-carboxylic Acylhydrazone Derivatives》, the research content is summarized as follows. A phenazine-1-carboxylic acid intermediate was synthesized from the reaction of aniline and 2-bromo-3-nitro-benzoic acid. It was then esterified and reacted with hydrazine hydrate to afford phenazine-1-carboxylic hydrazine. Finally, 10 new hydrazone compounds I [R = 2-pyridinyl, 3-pyridinyl, 4-pyridinyl, 2-hydroxyphenyl, etc.] were obtained by the condensation reaction of phenazine-1-carboxylic acid hydrazide and the resp. aldehyde-containing compound The structures were characterized by 1H and 13C NMR spectroscopy, MS and single crystal X-ray diffraction. The antitumor activity of the target compounds in vitro (HeLa and A549) was determined by thiazolyl blue tetrazolium bromide. The results showed that compound (E)-N’-(2-hydroxy-4-(2-(piperidine-1-yl) ethoxy) benzyl) phenazine-1-carbonyl hydrazide 3d exhibited good cytotoxic activity.

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Yun team published research in Environmental Science & Technology in 2022 | 90-59-5

Synthetic Route of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Wu, Yun;Wei, Wenzhe;Luo, Jiayi;Pan, Yang;Yang, Mengting;Hua, Ming;Chu, Wenhai;Shuang, Chendong;Li, Aimin research published 《 Comparative Toxicity Analyses from Different Endpoints: Are New Cyclic Disinfection Byproducts (DBPs) More Toxic than Common Aliphatic DBPs?》, the research content is summarized as follows. In recent years, dozens of halogenated disinfection byproducts (DBPs) with cyclic structures were identified and detected in drinking water globally. Previous in vivo toxicity studies have shown that a few new cyclic DBPs possessed higher developmental toxicity and growth inhibition rate than common aliphatic DBPs; however, in vitro toxicity studies have proved that the latter exhibited higher cytotoxicity and genotoxicity than the former. Thus, to provide a more comprehensive toxicity comparison of DBPs from different endpoints, 11 groups of cyclic DBPs and nine groups of aliphatic DBPs were evaluated for their comparative in vitro and in vivo toxicity using human hepatoma cells (Hep G2) and zebrafish embryos. Notably, results showed that the in vitro Hep G2 cytotoxicity index of the aliphatic DBPs was nearly eight times higher than that of the cyclic DBPs, whereas the in vivo zebrafish embryo developmental/acute toxicity indexes of the cyclic DBPs were roughly 48-50 times higher than those of the aliphatic DBPs, indicating that the toxicity rank order differed when different endpoints were applied. For a broader comparison, a Pearson correlation anal. of DBP toxicity data from nine different endpoints was conducted. It was found that the observed Hep G2 cytotoxicity and zebrafish embryo developmental/acute toxicity in this study were highly correlated with the previously reported in vitro CHO cytotoxicity and in vivo toxicity in aquatic organisms (P < 0.01), resp. However, the observed in vitro toxicity had no correlation with the in vivo toxicity (P > 0.05), suggesting that the toxicity rank orders obtained from in vitro and in vivo bioassays had large discrepancies. According to the observed toxicity data in this study and the candidate descriptors, two quant. structure-activity relationship (QSAR) models were established, which help to further interpret the toxicity mechanisms of DBPs from different endpoints.

Synthetic Route of 90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wongsuwan, Sutthida team published research in JBIC, Journal of Biological Inorganic Chemistry in 2021 | 90-59-5

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Wongsuwan, Sutthida;Chatwichien, Jaruwan;Pinchaipat, Bussaba;Kumphune, Sarawut;Harding, David J.;Harding, Phimphaka;Boonmak, Jaursup;Youngme, Sujittra;Chotima, Ratanon research published 《 Synthesis, characterization and anticancer activity of Fe(II) and Fe(III) complexes containing N-(8-quinolyl)salicylaldimine Schiff base ligands》, the research content is summarized as follows. A series of Fe(II) complexes [(L)₂Fe] and Fe(III) complexes [(L)₂Fe]Cl from Fe(II)/(III) chlorides and N-(8-quinolyl)-X-salicylaldimine Schiff base ligands (HL, Hqsal-X₂/X: X = 3,5-Br₂, 3,5-Cl₂, 5-Br, 5-Cl) were successfully synthesized and characterized by spectroscopic (FT-IR, ¹H-NMR), mass spectrometry, thermogravimetric anal. (TGA), and single crystal X-ray crystallog. techniques. The interaction of complexes 1-8 with calf thymus DNA (CT-DNA) was determined by UV-Vis and fluorescence spectroscopy. The complexes exhibited good DNA-binding activity via intercalation. The mol. docking between a selected complex and DNA was also investigated. The in vitro anticancer activity of the Schiff base ligands and their complexes were screened against the A549 human lung adenocarcinoma cell line. The complexes showed anticancer activity toward A549 cancer cells while the free ligands and iron chloride salts showed no inhibitory effects at 100μM. In this series, complex [Fe(qsal-Cl₂)₂]Cl (6) showed the highest anticancer activity against A549 cells (IC₅₀ = 10μM). This is better than two well-known anticancer agents (Etoposide and Cisplatin). Furthermore, the possible mechanism for complexes 1–8 penetrating A549 cells through intracellular ROS generation was investigated. The complexes containing dihalogen substituents 1, 2, 5, and 6 can increase ROS in A549 cells, leading to DNA or macromol. damage and cell-death induction.

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wu, Mei-Chun team published research in Tetrahedron in 2021 | 90-59-5

Recommanded Product: 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Organic compounds having carbon bonded to bromine are called organic bromides. 90-59-5, formula is C7H4Br2O2, Name is 3,5-Dibromo-2-hydroxybenzaldehyde. Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Recommanded Product: 3,5-Dibromo-2-hydroxybenzaldehyde.

Wu, Mei-Chun;Xia, Peng-Ju;Hu, Yuan-Zhuo;Ye, Zhi-Peng;Chen, Kai;Xiang, Hao-Yue;Yang, Hua research published 《 Intramolecular [3+2]-cycloaddition of salicylaldehydes-based cyclic azomethine imines to access novel tetrahydrochromeno[4,3-c]pyrazolo[1,2-a]pyrazol-9-ones》, the research content is summarized as follows. An efficient intramol. [3+2]-cycloaddition of in situ-formed salicylaldehyde-based N,N’-cyclic azomethine imines was successfully developed to access novel tetracyclic skeleton bearing three contiguous stereogenic centers I (R = H, 2-F, 2,4-Cl₂, etc.). This established protocol features high functional-group tolerance, excellent chem. yields, good diastereoselectivities, and variable reaction conditions.

Recommanded Product: 3,5-Dibromo-2-hydroxybenzaldehyde, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wen, Chang team published research in Synthesis in 2021 | 90-59-5

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Wen, Chang;Wu, Chuan;Luo, Ruiqiang;Li, Qinghan;Chen, Feng research published 《 Highly Efficient Synthesis of 2-Substituted Benzo[ b ]furan Derivatives from the Cross-Coupling Reactions of 2-Halobenzo[ b ]furans with Organoalane Reagents》, the research content is summarized as follows. A highly efficient and simple route for the synthesis of benzo[ b]furans was developed by palladium-catalyzed cross-coupling reaction of 2-halobenzo[ b]furans with aryl, alkynyl, and alkylaluminum reagents. Various 2-aryl-, 2-alkynyl-, and 2-alkyl benzo[ b]furans was obtained in 23-97% isolated yields using 2-3 mol% PdCl 2/4-6 mol% XantPhos as the catalyst under mild reaction conditions. The aryls beared electron-donating or electron-withdrawing groups in 2-halobenzo[ b]furans gave products in 40-97% isolated yields. In addition, aluminum reagents containing thienyl, furanyl, trimethylsilanyl, and benzyl groups worked efficiently with 2-halobenzo[ b]furans as well, and three bioactive mols. with benzo[ b]furans skeleton were synthesized. Furthermore, the broad substrates scope and the typical maintenance of vigorous efficiency on gram scale made this protocol a potentially practical method to synthesize benzo[ b]furans. On the basis of the exptl. results, a possible catalytic cycle was proposed.

90-59-5, 3,5-Dibromosalicylaldehyde reacts with alkyl cyanoacetates in the presence of ammonium acetate to yield 4H- chromenes.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary