Month: February 2023

Iron catalysis of Grignard reductions. Mechanism of 1,3-reductive eliminations from 绾?propyl halides was written by Rollick, K. L.;Nugent, W. A.;Kochi, J. K.. And the article was included in Journal of Organometallic Chemistry in 1982.Synthetic Route of C5H11BrO This article mentions the following:

The Fe³⁺-catalyzed reduction of 3-substituted propyl bromides by Grignard reagents gives propylene (I) and cyclopropane. The reduction to I is particularly noteworthy since it formally represents a 1,2-H shift. Two key intermediates are identified in I formation, in which MeO(CH₂)₃Br is first catalytically reduced to the Mg derivative by the Grignard reagent. The Fe³⁺-catalyzed 灏?elimination of the MeO(CH₂)₃MgBr intermediate gives CH₂:CHCH₂OMe, which is then reductively cleaved to I. Extensive studies of D labeling in the reactants, as well as in both intermediates, allow the course of the H shift to be followed unequivocally. The mechanism of Fe catalysis is proposed for the first and second stages of the reduction to I. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Synthetic Route of C5H11BrO).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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.Synthetic Route of C5H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Pentamacrocyclic tris-crown hosts. Selective binding of cationic, anionic, and neutral guest compounds was written by Wallon, Alexander;Werner, Ute;Mueller, Walter M.;Nieger, Martin;Voegtle, Fritz. And the article was included in Chemische Berichte in 1990.Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl This article mentions the following:

The tris-crown host compounds I [X, X¹ = 1,3,5-C₆H₃ (Z), 1,3,5-(m-C₆H₄)₃C₆H₃ (Z¹), (p-C₆H₄)₃CMe (Z²)] were synthesized for the first time. The x-ray crystal structures of I (X = Z, X¹ = Z¹) (II) the 1:3 complex of I (X = X¹ = Z) (III) and KSCN were determined Whereas in the free crown II a less well preorganized mol. cavity is encountered, in the complex of III with KSCN one potassium ion is bound to each crown ether unit. One of the three SCN^– anions is situated in the interior of the cavity and in addition is deoriented in such a way as to be bound to the K⁺ using partially the S atom of the SCN^– ion. Organic guest mols. like 1,2-, 1,3-, 1,5-, 2,6-, and 2,7-naphthalenediol as well as 灏?naphthol in acidic water solution are bound selectively in the interior of the cavities of the host mol. II and I (X = X¹ = Z¹) but not by III and I (X = X¹ = Z²) resp. In contrast, the binding of 浼?naphthol and of smaller phenolic guest mols. like phenol, resorcinol, pyrocatechol, phloroglucinol, pyrogallol, and 1,2,4-trihydroxybenzene with the hosts I is much less pronounced (¹H-NMR highfield shifts). In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl).

3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2) 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鑱砨romine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Quality Control of 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Analysis of low polar constituents of mangrove endophytic fungus 350# by GC-MS was written by Li, Shang-de;Wei, Mei-yan;Zheng, Ming-bin;Chen, Ming-xiang;Lin, Yong-cheng. And the article was included in Guangzhou Huagong in 2013.Name: 15-Bromopentadecanoic acid This article mentions the following:

Low polar constituents of mangrove endophytic fungus 350# were firstly reported by GC-MS anal. Twenty-nine kinds of compounds in mangrove endophytic fungus 350# were identified through a database, including hydrocarbons, alcs., aldehydes, ketones, carboxylic acid esters and amides. The data showed that the content of ketones reached up to 32.35%, followed by the amide (15.53%), paraffins (13.32%), aldehydes (12.02%), olefins (8.62%), carboxylate (5.62%) and alc. (3.59%). Quinone Ke Sam hormone and blue snow quinone with significant biol. activity were firstly identified from mangrove endophytic fungus 350#. The Quinone Ke Sam hormone content was 23.31% and blue snow quinone content was 2.97%. The research provided a new basis for the further development and utilization of red olive trees. In the experiment, the researchers used many compounds, for example, 15-Bromopentadecanoic acid (cas: 56523-59-2Name: 15-Bromopentadecanoic acid).

15-Bromopentadecanoic acid (cas: 56523-59-2) 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鑱砨romine bond is electrophilic in nature. 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.Name: 15-Bromopentadecanoic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

New 1,10-phenanthrolinethiols was written by Hunziker, Max;Hauser, Urs. And the article was included in Heterocycles in 1982.Application of 22426-14-8 This article mentions the following:

Treating 2-chloro- and 2,9-dichloro-1,10-phenanthroline with KHS in EtOH at elevated temperature and pressure gave the corresponding phenanthrolinethiols, which were characterized by spectral and chem. methods. 2,2′-Thiobis(1,10-phenanthroline) and other heteroaryl sulfides derived from 1,10-phenanthroline-2-thiol were prepared by amide promoted nucleophilic substitution of aryl halide by thiolate anion. In the experiment, the researchers used many compounds, for example, 2-Bromo-1,10-phenanthroline (cas: 22426-14-8Application of 22426-14-8).

2-Bromo-1,10-phenanthroline (cas: 22426-14-8) 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鑱砨romine bond is electrophilic in nature. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application of 22426-14-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Intramolecular Acetyl Transfer to Olefins by Catalytic C-C Bond Activation of Unstrained Ketones was written by Rong, Zi-Qiang;Lim, Hee Nam;Dong, Guangbin. And the article was included in Angewandte Chemie, International Edition in 2018.SDS of cas: 85118-24-7 This article mentions the following:

A rhodium-catalyzed intramol. acetyl-group transfer was achieved through a “cut and sew” process. The challenge arises from the existence of different competitive pathways. Preliminary success was achieved with unstrained enones that contain a biaryl linker. The use of an electron-rich N-heterocyclic carbene (NHC) ligand is effective to inhibit undesired 灏?hydrogen elimination. Various 9,10-dihydrophenanthrene derivatives can be prepared with excellent functional-group compatibility. The ¹³C-labeling study suggests that the reaction begins with cleavage of the unstrained C-C bond, followed by migratory insertion and reductive elimination. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7SDS of cas: 85118-24-7).

2-Bromo-4-(trifluoromethyl)benzaldehyde (cas: 85118-24-7) belongs to organobromine compounds. Bromine is more electronegative than carbon (2.9 vs 2.5). Consequently, the carbon in a carbon閳ユ彽romine bond is electrophilic, i.e. alkyl bromides are alkylating agents. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. SDS of cas: 85118-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of Substituted 6-Anilinouracils and Their Inhibition of DNA Polymerase IIIC and Gram-Positive Bacterial Growth was written by Zhi, Chengxin;Long, Zheng-Yu;Gambino, Joseph;Xu, Wei-Chu;Brown, Neal C.;Barnes, Marjorie;Butler, Michelle;LaMarr, William;Wright, George E.. And the article was included in Journal of Medicinal Chemistry in 2003.Related Products of 615-55-4 This article mentions the following:

Certain substituted 6-anilinouracils are potent and selective inhibitors of Gram+ bacterial DNA polymerase IIIC (pol IIIC). In addition, analogs with 3-substituents in the uracil ring have potent antibacterial activity against Gram+ organisms in culture. In an attempt to find optimal anilino substituents for pol IIIC binding and optimal 3-substituents for antibacterial activity, several series of 3-substituted-6-aminouracils were prepared and assayed their activity against pol IIIC from Bacillus subtilis and a panel of Gram+ and Gram- bacteria in culture. The 6-(3-ethyl-4-methylanilino) group and closely related substituent patterns maximized pol IIIC inhibition potency. Among a series of 3-(substituted-butyl)-6-(3-ethyl-4-methylanilino)uracils, basic amino substituents increased pol IIIC inhibition, but decreased antibacterial activity. The most potent antibacterials were simple hydroxybutyl and methoxybutyl derivatives, and hydrophobically substituted piperidinylbutyl derivatives In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Related Products of 615-55-4).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Identification of PR-SET7 and EZH2 selective inhibitors inducing cell death in human leukemia U937 cells was written by Valente, Sergio;Lepore, Ilaria;Dell’Aversana, Carmela;Tardugno, Maria;Castellano, Sabrina;Sbardella, Gianluca;Tomassi, Stefano;Di Maro, Salvatore;Novellino, Ettore;Di Santo, Roberto;Costi, Roberta;Altucci, Lucia;Mai, Antonello. And the article was included in Biochimie in 2012.Related Products of 108940-96-1 This article mentions the following:

Chem. manipulations undertaken on some bis(bromo- and dibromo-phenol) compounds previously reported by us as wide-spectrum epigenetic inhibitors let us to identify bis (bromo- and dibromo-methoxyphenyl) derivatives highly selective for PR-SET7 and EZH2 (compounds 4, 5, 9, and 10). Western blot analyses were carried out in U937 cells to determine the effects of such compounds on the Me marks related to the tested enzymes (H3K4me1, H3K9me2, H4H20me1, and H3K27me3). The 1,5-bis(3-bromo-4-methoxyphenyl)penta-1,4-dien-3-one 4 (EC₅₀ vs EZH2 = 74.9 娓璏), tested in U937 cells at 50 娓璏, induced massive cell death and 28% of granulocytic differentiation, highlighting the potential use of EZH2 inhibitors in cancer. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Related Products of 108940-96-1).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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. 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 108940-96-1

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Variation of the alkyl side chain in 铻?sup>8-THC was written by Huffman, John W.;Lainton, Julia A. H.;Dai, Dong;Jordan, Robert D.;Duncan, Sammy G. Jr.. And the article was included in Life Sciences in 1995.Category: bromides-buliding-blocks This article mentions the following:

The synthesis of (2’RS)-2′-methyl-, (3’RS)-, (3’S)-3′-methyl-, and 4′-methyl-铻?sup>8-THC has been carried out, and the pharmacol. of all four compounds has been investigated. All four compounds showed typical cannabinoid activity both in vitro and in vivo. The 2′-Me compound is somewhat more active than 铻?sup>8-THC, while the 4′-Me isomer is less active. The 3′-methyl-铻?sup>8-THC has approx. the same activity as the parent cannabinoid. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Category: bromides-buliding-blocks).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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. Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design of novel carbamate acetylcholinesterase inhibitors based on the multiple sites of acetylcholinesterase was written by Zhao, Qianfei;Yang, Guoquan;Mei, Xiangdong;Yuan, Huizhu;Ning, Jun. And the article was included in Journal of Pesticide Science (Tokyo, Japan) in 2008.Quality Control of N-(5-Bromopentyl)phthalimide This article mentions the following:

This work describes the design, synthesis, AChE inhibitory activity, and structure-activity relationship of compounds related to a recently discovered series of AChE inhibitors: phthalimide alkyloxyphenyl N-methylcarbamates. The influence of structural variations on inhibitory potency was carefully investigated by modifying different alkyloxy chain lengths and positions between phthalimide and Ph N-methylcarbamate. The biol. properties of the series were investigated in some detail by considering their activity on isolated enzymes. All of the newly synthesized derivatives, when tested on isolated AChE from the brain of the housefly (Musca domestica), were more active than Ph N-methylcarbamate. In particular, compound I1 displayed the best AChE inhibition (352-fold higher than Ph N-methylcarbamate, and 29-fold higher than metolcarb), which suggested that the phthalimide group of I1 bound strongly to the residues lining the gorge, and Ph N-methylcarbamate bound at the catalytic sites. 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. 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. 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.Quality Control of N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Research in the azole series. XXVI. Nuclear magnetic resonance study and the reaction of 1,2,3-triazole with halo nitrobenzenes was written by Elguero, Jose;Gonzalez, Emmanuel;Jacquier, Robert. And the article was included in Bulletin de la Societe Chimique de France in 1967.Formula: C3H4BrN3 This article mentions the following:

Nucleophilic aromatic substitution of 1,2,3-triazole (I) is studied. An equimolar mixture of I and p-fluoronitrobenzene is heated 2 hrs. at 210鎺?in the presence of anhydrous KF to give a mixture of II, m. 206鎺? and III, m. 185鎺? With 1-fluoro-2,4-dinitrobenzene refluxed 6 hrs. with an equimolar amount of I, the only product isolated is IV, m. 127鎺? The same reaction with 1-chloro-2,4,6-trinitrobenzene leads only to V, m. 230鎺? The products are studied by N.M.R. in CDCl3, C6H6, Me2SO, (NMe2)3PO, C5D5N, CF3CO2H, and H2NNH2 solution, together with 1-methyl-1,2,3-triazole and 1-methyl-1,2,5-triazole. The chem. shifts are compared with calculated electron densities. 13C-1H coupling constants are determined for I and for its 1-Me derivative In the experiment, the researchers used many compounds, for example, 4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5Formula: C3H4BrN3).

4-Bromo-1-methyl-1H-1,2,3-triazole (cas: 13273-53-5) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C3H4BrN3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary