Tag: 100-200

Discovery of Dihydro-1,4-Benzoxazine Carboxamides as Potent and Highly Selective Inhibitors of Sirtuin-1 was written by Spinck, Martin;Bischoff, Matthias;Lampe, Philipp;Meyer-Almes, Franz-Josef;Sievers, Sonja;Neumann, Heinz. And the article was included in Journal of Medicinal Chemistry in 2021.Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

Sirtuins are signaling hubs orchestrating the cellular response to various stressors with roles in all major civilization diseases. Sirtuins remove acyl groups from lysine residues of proteins, thereby controlling their activity, turnover, and localization. The seven human sirtuins, SirT1-7, are closely related in structure, hindering the development of specific inhibitors. Screening 170,000 compounds, we identify and optimize SirT1-specific benzoxazine inhibitors, Sosbo, which rival the efficiency and surpass the selectivity of selisistat (EX527). The compounds inhibit the deacetylation of p53 in cultured cells, demonstrating their ability to permeate biol. membranes. Kinetic anal. of inhibition and docking studies reveal that the inhibitors bind to a complex of SirT1 and NAD, similar to selisistat. These new SirT1 inhibitors are valuable alternatives to selisistat in biochem. and cell biol. studies. Their greater selectivity may allow the development of better targeted drugs to combat SirT1 activity in diseases such as cancer, Huntington’s chorea, or anorexia. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Quality Control of 2-(Bromomethyl)-1,3-dimethylbenzene).

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. 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 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Iron catalysis of Grignard reductions. Mechanism of 1,3-reductive eliminations from γ-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 β-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

Heterocyclics. XIII. Synthesis of substituted bromothiophenes was written by Fournari, Pierre;Guilard, Roger;Person, Maurice. And the article was included in Bulletin de la Societe Chimique de France in 1967.Category: bromides-buliding-blocks This article mentions the following:

Bromothiophenecarboxaldehydes of the general formula I are prepared and treated with aryl ketones to give compounds of the general formula II. Thus, 66 g. 2,3-dibromothiophene is treated with 0.273 mole BuLi and the organic Li compound obtained is treated with 30 g. HCONMe2 to give 13.5 g. 3-bromo-2-formylthiophene (III), b12 109-12°; thiosemicarbazone m. 246°; oxime m. 159°. Similarly prepared are (b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): I (R = R3 = H, R1 = CHO, R2 = Br), 118-20°/13, -, 221°, 104°; I (R = R1 = CHO, R2 = Br, R3 = H), 158-60°/13, 117-18°, -, -. I [R = R2 = R3 = H, R1 = CH(OEt)2] is treated with 0.13 mole BuLi and a solution of 12 g. Br is added to give 5 g. I (R = Br, R1 = CHO, R2 = R3 = H), m. 34° (hexane); thiosemicarbazone m. 235°, oxime m. 86°. Similarly prepared are the following I (R2 = H) (R, R1, R3, b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): H, CHO, Br, 114-16°/17-18, -, 180°, 91°; Br, CHO, Br, 122-35°/12-14, 45-6° (ligroine), 266°, 136°. The following I (R1 = H) are prepared according to known methods (R, R2, R3, b.p./mm., m.p., m.p. thiosemicarbazone, and m.p. oxime given): CHO, Br, H, -, 45-6°, 216°, 174°; CHO, H, Br, 112-14°/14, -, 173-4°, 152-4°. A mixture of 0.01 mole 0-HOC6H4Ac, 0.01 mole III, 1 ml. 5N NaOH, and 10 ml. EtOH is heated 2 hrs. at 60° to give 10% 0-hydroxyphenyl 2-(3-bromo-2-thienyl)vinyl ketone, m. 124°. Similarly prepared are the following II (R = R2 = H, R1 = Br) (Ar, m.p., and % yield given): 0-HOC6H4, 108°, 11; 2,5-HO(O2N)C6H3, 195°, 65. A mixture of 0.01 mole 5-bromo-2-acetylthiophene, 0.01 mole 2-formylthiophene, 3.2 ml. N NaOH, and 20 ml. EtOH is refrigerated 2 hrs. to give 20% II (R = R1 = R2 = H, Ar + 5-bromo-2-thienyl), m. 113°. Similarly prepared are the following II (R2 = H) (Ar, R, R1, m.p., and % yield given): 5-bromo-2-thienyl, H, Br, 135°, 33; 5-bromo-2-thienyl, Br, H, 144°, 40; 2-thienyl, Br, H, 100°, 60; 2-pyridyl, Br, H, 145°, 80; 2-pyridyl, H, Br, 136°, 70. 3-Bromo-2-cyanothiophene (m. 50°) and the following I are prepared according to the P. Reynaud-R. Delaby method for the preparation of 2-cyanothiophene (R, R1, R2, R3, b.p./mm., and m.p. given): CN, H, Br, H, -, 45° (ether-ligroine); CN, H, H, Br, 124°/34, -; Br, CN, H, H, 130°/22, -; H, CN, Br, H, -, 56 (ether-ligroine); H, CN, H, Br, -, 33° (aqueous alc.); Br, CN, H, Br, -, 76° (aqueous alc.). The bromocyanothiophenes (0.01 mole) are treated with 10 ml. H2O2 at 50° in the presence of 4 ml. 25% KOH to give 4-bromo-2-thiophenecarboxamide, m. 153-4°, and the following I (R, R1, R2, R3, and m.p. given): CONH2, H, H, Br, 164°; Br, CONH2, H, H, 142°; H, CONH2, Br, H, 146°; H, CONH2, H, Br, 146°; Br, CONH2, H, Br, 140-1°; CONH2, Br, H, H, 103°. 5-Bromo-3-formylthiophene (0.005 mole) is treated with 800 mg. KMnO4 to give 0.6 g. 5-bromo-3-thiophenecarboxylic acid, m. 139° (aqueous alc.). Similarly prepared are the following I (R, R1, R2, R3, and m.p. given): CO2H, Br, H, H, 197-8°; CO2H, H, Br, H, 123°; CO2H, H, H, Br, 142°; Br, CO2H, H, H, 180°; H, CO2H, Br, H, 159°; H, CO2H, H, Br, 139°; Br, CO2H, H, Br, 178°. N.M.R. data are given. In the experiment, the researchers used many compounds, for example, 5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2Category: bromides-buliding-blocks).

5-Bromothiophene-3-carbaldehyde (cas: 18791-79-2) 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. 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Electrochemical Properties of Donor-Acceptor-Conjugated Polymers Based on Carbazole-EDOT Derivatives with Different Electron-Withdrawing Groups was written by Liu, Junlei;Hou, Weiwei;Xu, Ruoteng;Gao, Yijing;Xu, Lintie;Jiang, Linxiang;Zhang, Cheng. And the article was included in ACS Applied Polymer Materials in 2022.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione This article mentions the following:

A series of donor (D)-acceptor (A)-conjugated monomers (ECzE-NB and ECzE-AQ) were designed and synthesized by EDOT-carbazole-EDOT (ECzE) acting as a donor (D) and anthraquinone (AQ) and nitrobenzene (NB) acting as acceptors (A) in this study. The corresponding polymer films (PECzE, PECzE-NB, and PECzE-AQ) were obtained by electrochem. polymerization, and then the effects of different acceptors on the structure and electrochem. performance of the polymers were studied. Through NMR, mass spectrometry (MS), and Fourier transform IR spectroscopy (FT-IR), it was proved that the monomers were successfully synthesized. The results of the electrochem. performance test illustrated that the electrochem. behavior of PECzE was a typical nondiffusion-controlled process. When the c.d. was 0.1 mA/cm², the specific capacity of PECzE was 8.41 mF/cm² with a rather good rate performance. However, the electrochem. behaviors of PECzE-NB and PECzE-AQ were different from that of PECzE owing to the ability of hole injection and spatial structures of the monomers changed by introducing electron-withdrawing groups. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Application In Synthesis of 1-Bromopyrrolidine-2,5-dione).

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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Application In Synthesis of 1-Bromopyrrolidine-2,5-dione

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis, biological evaluation, and molecular modeling investigation of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives with PPARα and PPARγ agonist activity was written by Fracchiolla, Giuseppe;Lavecchia, Antonio;Laghezza, Antonio;Piemontese, Luca;Trisolini, Raffaella;Carbonara, Giuseppe;Tortorella, Paolo;Novellino, Ettore;Loiodice, Fulvio. And the article was included in Bioorganic & Medicinal Chemistry in 2008.Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene This article mentions the following:

PPARs are ligand-activated transcription factors that govern lipid and glucose homeostasis and play a central role in cardiovascular disease, obesity, and diabetes. Herein, we present screening results for a series of chiral 2-(4-chloro-phenoxy)-3-phenyl-propanoic acid derivatives, some of which are potent PPARγ agonists as well as PPARα agonists. To investigate the binding modes of the most interesting derivatives into the PPARα and PPARγ binding clefts and evaluate their agonist activity, docking experiments, mol. dynamics simulations, and MM-PBSA anal. were performed. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene).

2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7) 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.Application In Synthesis of 2-(Bromomethyl)-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chemistry of heavy carbene analogs R₂M, M = Si, Ge, Sn. IX. Properties and thermolysis of new 7-silabicyclo[2.2.1]heptadienes was written by Appler, Hubertus;Gross, Lutz W.;Mayer, Bernd;Neumann, Wilhelm P.. And the article was included in Journal of Organometallic Chemistry in 1985.Product Details of 452-62-0 This article mentions the following:

Factors governing the ease and mechanism of 7-silabicyclo[2.2.1]heptadienes thermolysis in order to generate free silylenes and the corresponding benzene derivatives are investigated. For this purpose, 29 new compounds, I–IV (R¹ = Cl, Me, p-tolyl; R² = Cl, Me, Ph, p-tolyl, R³, R⁴ = H, Me, Ph; R⁵ = H, CO₂Me; R⁶, R⁷, R⁸, R⁹ = H, Me; R⁶ = R⁹ = H; R⁷R⁸ = benzo), have been prepared No indications for a polar mechanism or an intermediate biradical could be found. The degradation is 1st order in all cases investigated, and is enhanced by Ph groups at the bridgehead C atoms, if a conformation coplanar with the basic ring is allowed by the neighboring substituents, but is not enhanced by Ph groups at the Si. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorotoluene (cas: 452-62-0Product Details of 452-62-0).

3-Bromo-4-fluorotoluene (cas: 452-62-0) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Product Details of 452-62-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Location effect of triptycene on the photovoltaic performance of carbazole-based dyes was written by Yan, Mao;Zhu, Yi-Zhou;Yan, Yi-Qiao;Wang, Qun-Hui;Yin, Guan-Lin;Zheng, Jian-Yu. And the article was included in Journal of Photochemistry and Photobiology, A: Chemistry in 2022.SDS of cas: 128-08-5 This article mentions the following:

Due to the unique three-dimensional spatial structure and special electronic properties, triptycene has been applied in dye-sensitized solar cells. Herein, two dyes JY76/JY77 featuring triptycene at the different substitution position of carbazole donor have been synthesized, and location effect of triptycene on the photovoltaic performance of devices has been investigated. Lateral derived triptycene endows JY77 much more enhanced capability of impeding the interface charge recombination than JY76 which triptycene was decorated at terminal. Finally, JY77-sensitized solar cells exhibit around 20% higher power conversion efficiency (PCE) than that of JY76. The photovoltaic properties are further tuned by co-sensitization strategy, and better PCEs are obtained. Under AM 1.5G irradiation, cells fabricated by the synergic adsorption of JY77 and JY75, achieve the highest PCE of 8.01%. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5SDS of 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.SDS of cas: 128-08-5

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° in the presence of anhydrous KF to give a mixture of II, m. 206°, and III, m. 185°. With 1-fluoro-2,4-dinitrobenzene refluxed 6 hrs. with an equimolar amount of I, the only product isolated is IV, m. 127°. The same reaction with 1-chloro-2,4,6-trinitrobenzene leads only to V, m. 230°. 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

3-Halogeno-2-, 4- and 6-aminophenol was written by Hodgson, Herbert H.;Kershaw, Arnold. And the article was included in Journal of the Chemical Society in 1928.Application In Synthesis of 4-Amino-3-bromophenol This article mentions the following:

3-Chloro-2-aminophenol, m. 122°, by reduction of the corresponding NO₂ derivative (HCl salt, plates); 3-Br derivative, m. 138° (HCl salt, needles); 3-I derivative, m. 137° (decomposition) (HCl salt, plates). 3-Chloro-4-aminophenol, m. 159.5° (HCl salt, plates); 3-Br derivative, m. 151° (HCl salt, prisms); 3-I derivative, m. 145.5° (HCl salt, plates). 3-Chloro-6-aminophenol, m. 154° (HCl salt, plates); 3-Br derivative, m. 150° (HCl salt, plates); 3-I derivative, m. 141° (HCl salt, plates). Color reactions of these compounds with FeCl₃, bleaching powder solution and Br-H₂O are given. 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).

4-Amino-3-bromophenol (cas: 74440-80-5) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Application In Synthesis of 4-Amino-3-bromophenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ruthenium-catalyzed reaction of diazoquinones with arylamines to synthesize diarylamines was written by Rao, Junxin;Ren, Xiaoyu;Zhu, Xin;Guo, Zhen;Wang, Chengming;Zhou, Cong-Ying. And the article was included in Organic Chemistry Frontiers.Recommanded Product: 4-Amino-3-bromophenol This article mentions the following:

Herein, reported a Ru(II)-catalyzed C-N cross-coupling reaction of diazoquinones with arylamines, which provided access to a range of functionalized diarylamines in 43-97% yields. The reaction proceeded under mild and neutral conditions and tolerates various functional groups. The synthetic utility of this method was demonstrated by the modular synthesis of structurally sophisticated diarylamine derivatives and the short synthesis of an anti-inflammatory compound In the experiment, the researchers used many compounds, for example, 4-Amino-3-bromophenol (cas: 74440-80-5Recommanded Product: 4-Amino-3-bromophenol).

4-Amino-3-bromophenol (cas: 74440-80-5) 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 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.Recommanded Product: 4-Amino-3-bromophenol

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary