Month: February 2023

Allylic selenides in organic synthesis: new methods for the synthesis of allylic amines was written by Shea, Regan G.;Fitzner, Jeffrey N.;Fankhauser, John E.;Spaltenstein, Andreas;Carpino, Philip A.;Peevey, Richard M.;Pratt, Daniel V.;Tenge, Bradley J.;Hopkins, Paul B.. And the article was included in Journal of Organic Chemistry in 1986.HPLC of Formula: 28322-40-9 This article mentions the following:

Oxidative rearrangement of allylic selenides in the presence of various amine nucleophiles provides synthetic access to a variety of allylic amine derivatives The stereochem. outcome of these reactions has been investigated, and is consistent with a [2,3]-sigmatropic rearrangement mechanism. Several D-α-amino acids and racemic β,γ-unsaturated α-amino acids were prepared in this manner. A variant of this process employing an achiral allylic selenide and chiral amide afforded protected allylic amines in low diastereoisomeric excess. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9HPLC of Formula: 28322-40-9).

Isopentyltriphenylphosphonium bromide (cas: 28322-40-9) 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. 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.HPLC of Formula: 28322-40-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Design and synthesis of phenoxymethybenzoimidazole incorporating different aryl thiazole-triazole acetamide derivatives as α-glycosidase inhibitors was written by Nasli Esfahani, Anita;Iraji, Aida;Alamir, Amir;Moradi, Shahram;Asgari, Mohammad Sadegh;Hosseini, Samanesadat;Mojtabavi, Somayeh;Nasli-Esfahani, Ensieh;Faramarzi, Mohammad Ali;Bandarian, Fatemeh;Larijani, Bagher;Hamedifar, Haleh;Hajimiri, Mir Hamed;Mahdavi, Mohammad. And the article was included in Molecular Diversity in 2022.Category: bromides-buliding-blocks This article mentions the following:

A novel series of phenoxymethybenzimidazole derivatives I (R¹ = H, 4-F, 4-Br, 4-CH₃, 3-OCH₃, 4-OCH₃; R² = H, CH₃; R³ = H, OCH₃) were rationally designed, synthesized, and evaluated for their α-glycosidase inhibitory activity. All tested compounds displayed promising α-glycosidase inhibitory potential with IC₅₀ values in the range of 6.31 to 49.89μM compared to standard drug acarbose (IC₅₀ = 750.0 ± 10.0μM). Enzyme kinetic studies on I (R¹ = 4-Br, R² = R³ = H; R¹ = R² = H, R³ = OCH₃; R¹ = 4-CH₃, R² = CH₃, R³ = H) as the most potent compounds revealed that these compounds were uncompetitive inhibitors into α-glycosidase. Docking studies confirmed the important role of benzimidazole and triazole rings of the synthesized compounds I to fit properly into the α-glycosidase active site. This study showed that this scaffold can be considered as a highly potent α-glycosidase inhibitor. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Category: bromides-buliding-blocks).

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. 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

LiTFSI/TBP-free hole transport materials with nonlinear π-conjugation for efficient inverted perovskite solar cells was written by Liu, Na;Zong, Xueping;Wang, Zhihui;Cui, Tianqiang;Liang, Mao;Zhang, Yue;Xue, Song. And the article was included in Electrochimica Acta in 2019.Formula: C8H6Br2O2 This article mentions the following:

We have synthesized two non-linear mols. with Y-shaped (XSln847) and X-shaped (XSln1453) structures via a facile synthetic route. Comparable to an X-shaped structure, the Y-shaped structural backbone of XSln847 enables a tight mol. stacking arrangement through multiple intermol. short contacts, which affords a nest-layer in mols. As a result, the pristine, Y-shaped XSln847 gives higher hole-mobility and more effective photoluminescence quenching than does XSln1453. Addnl., a decreased charge recombination occurs in the XSln847-fabricated inverted perovskite solar cells. As a consequence, the device based on XSln847 affords a higher power conversion efficiency of 15.02% than does that of XSln1453 (12.65%) under standard global AM 1.5 illumination. The efficiency is further improved to 17.16% when using XSln847 doping with 2, 3, 5, 6-tetrafluoro- 7, 7, 8, 8-tetracyanoquinodimethane, which is much higher than that of the widely-used PEDOT:PSS (11.95%) when measured under the same condition. These results demonstrate that the mol. engineering of hole transport materials with non-linear structure is a promising strategy for designing efficient mols. for inverted perovskite solar cells. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Formula: C8H6Br2O2).

3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1) 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.Formula: C8H6Br2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades was written by Dauncey, Elizabeth M.;Dighe, Shashikant U.;Douglas, James J.;Leonori, Daniele. And the article was included in Chemical Science in 2019.Electric Literature of C13H14BrNO2 This article mentions the following:

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles e.g., I is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides ArBr [Ar = 4-(acetyl)phenyl, 2-methylpyridin-4-yl, 1H-1,3-benzodiazol-2-yl, etc.], alkynes RCCH [R = (CH₂)₄CH₃, cyclohexyl, 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propyl, etc.] and alkyl bromides R¹Br [R¹ = 3-phenylpropyl, 4-(1,3-dioxolan-2-yl)butyl, 2-chloroethyl, etc.]. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Electric Literature of C13H14BrNO2).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Electric Literature of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Activity Relationship of Anti-Mycobacterium abscessus Piperidine-4-carboxamides, a New Class of NBTI DNA Gyrase Inhibitors was written by Beuchel, Andreas;Robaa, Dina;Negatu, Dereje A.;Madani, Abdeldjalil;Alvarez, Nadine;Zimmerman, Matthew D.;Richter, Adrian;Mann, Lea;Hoenke, Sophie;Csuk, Rene;Dick, Thomas;Imming, Peter. And the article was included in ACS Medicinal Chemistry Letters in 2022.Computed Properties of C9H11BrO This article mentions the following:

Mycobacterium abscessus causes difficult-to-cure pulmonary infections. The bacterium is resistant to most anti-infective agents, including first line antituberculosis (anti-TB) drugs. MMV688844 (844) is a piperidine-4-carboxamide (P4C) with bactericidal properties against M. abscessus. We recently identified DNA gyrase as the mol. target of 844. Here, we present in silico docking and genetic evidence suggesting that P4Cs display a similar binding mode to DNA gyrase as gepotidacin. Gepotidacin is a member of the Novel Bacterial Topoisomerase Inhibitors (NBTIs), a new class of nonfluoroquinolone DNA gyrase poisons. Thus, our work suggests that P4Cs present a novel structural subclass of NBTI. We describe structure-activity relationship studies of 844 leading to analogs showing increased antibacterial activity. Selected derivatives were tested for their inhibitory activity against recombinant M. abscessus DNA gyrase. Further optimization of the lead structures led to improved stability in mouse plasma and increased oral bioavailability. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Computed Properties of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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. 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.Computed Properties of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery of selective nanomolar inhibitors for insulin-regulated aminopeptidase based on α-hydroxy-β-amino acid derivatives of Bestatin was written by Vourloumis, Dionisios;Mavridis, Ioannis;Athanasoulis, Alexandros;Temponeras, Ioannis;Koumantou, Despoina;Giastas, Petros;Mpakali, Anastasia;Magrioti, Victoria;Leib, Jacqueline;van Endert, Peter;Stratikos, Efstratios;Papakyriakou, Athanasios. And the article was included in Journal of Medicinal Chemistry in 2022.COA of Formula: C4H4BrNO2 This article mentions the following:

The oxytocinase subfamily of M1 zinc aminopeptidases comprises emerging drug targets, including the ER-resident aminopeptidases 1 and 2 (ERAP1 and ERAP2) and insulin-regulated aminopeptidase (IRAP); however, reports on clin. relevant inhibitors are limited. Here we report a new synthetic approach of high diastereo- and regioselectivity for functionalization of the α-hydroxy-β-amino acid scaffold of bestatin. Stereochem. and mechanism of inhibition were investigated by a high-resolution X-ray crystal structure of ERAP1 in complex with a micromolar inhibitor. By exploring the P1 side-chain functionalities, we achieve significant potency and selectivity, and we report a cell-active, low-nanomolar inhibitor of IRAP with >120-fold selectivity over homologous enzymes. X-ray crystallog. anal. of IRAP in complex with this inhibitor suggest that interactions with the GAMEN loop is an unappreciated key determinant for potency and selectivity. Overall, our results suggest that α-hydroxy-β-amino acid derivatives may constitute useful chem. tools and drug leads for this group of aminopeptidases. 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. 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). In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.COA of Formula: C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and Structure-Activity Relationships of Substituted 1,4-Dihydroquinoxaline-2,3-diones: Antagonists of N-Methyl-D-aspartate (NMDA) Receptor Glycine Sites and Non-NMDA Glutamate Receptors was written by Keana, John F. W.;Kher, Sunil M.;Cai, Sui Xiong;Dinsmore, Christian M.;Glenn, Anne G.;Guastella, J.;Huang, Jin-Cheng;Ilyin, Victor;Lu, Yixin. And the article was included in Journal of Medicinal Chemistry in 1995.Electric Literature of C6H5Br2N This article mentions the following:

A series of mono-, di-, tri-, and tetrasubstituted 1,4-dihydroquinoxaline-2,3-diones were synthesized and evaluated as antagonists at N-methyl-D-aspartate (NMDA)/glycine sites and α-amino-3-hydroxy-5-methylisoxazole-4-propionic acid-preferring non-NMDA receptors. Antagonist potencies were measured by elec. assays in Xenopus oocytes expressing rat whole brain poly(A)⁺ RNA. Trisubstituted 1,4-dihydroquinoxaline-2,3-diones (e.g., ACEA 1021) containing a nitro group in the 5 position and halogen in the 6 and 7 positions, displayed high potency (K_b ∼ 6-8 nM) at the glycine site, moderate potency at non-NMDA receptors (K_b = 0.9-1.5 μM), and the highest (120-250-fold) selectivity in favor of glycine site antagonism over non-NMDA receptors. Tetrasubstituted 1,4-dihydroquinoxaline-2,3-diones were more than 100-fold weaker glycine site antagonists than the corresponding trisubstituted 1,4-dihydroquinoxaline-2,3-diones with F being better tolerated than Cl as a substituent at the 8 position. Di- and monosubstituted 1,4-dihydroquinoxaline-2,3-diones showed progressively weaker antagonism compared to trisubstituted analogs. In terms of steady-state inhibition, most 1,4-dihydroquinoxaline-2,3-dione substitution patterns favor antagonism at NMDA/glycine sites over antagonism at non-NMDA receptors. Among the 1,4-dihydroquinoxaline-2,3-diones tested, only 1,4-dihydro-6-nitro-2,3-quinoxalinedione was slightly selective for non-NMDA receptors. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Electric Literature of C6H5Br2N).

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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Electric Literature of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Identification of Pirin as a Molecular Target of the CCG-1423/CCG-203971 Series of Antifibrotic and Antimetastatic Compounds was written by Lisabeth, Erika M.;Kahl, Dylan;Gopallawa, Indiwari;Haynes, Sarah E.;Misek, Sean A.;Campbell, Phillip L.;Dexheimer, Thomas S.;Khanna, Dinesh;Fox, David A.;Jin, Xiangshu;Martin, Brent R.;Larsen, Scott D.;Neubig, Richard R.. And the article was included in ACS Pharmacology & Translational Science in 2019.Computed Properties of C8H7BrO3 This article mentions the following:

A series of compounds (including CCG-1423 and CCG-203971) discovered through an MRTF/SRF-dependent luciferase screen has shown remarkable efficacy in a variety of in vitro and in vivo models, including significant reduction of melanoma metastasis and bleomycin-induced fibrosis. Although these compounds are efficacious in these disease models, the mol. target is unknown. Here, we describe affinity isolation-based target identification efforts which yielded pirin, an iron-dependent cotranscription factor, as a target of this series of compounds Using biophys. techniques including isothermal titration calorimetry and X-ray crystallog., we verify that pirin binds these compounds in vitro. We also show with genetic approaches that pirin modulates MRTF-dependent luciferase reporter activity. Finally, using both siRNA and a previously validated pirin inhibitor, we show a role for pirin in TGF-β-induced gene expression in primary dermal fibroblasts. A recently developed analog, CCG-257081, which cocrystallizes with pirin, is also effective in the prevention of bleomycin-induced dermal fibrosis. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Computed Properties of C8H7BrO3).

Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Computed Properties of C8H7BrO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Rational design of perfectly oriented thermally activated delayed fluorescence emitter for efficient red electroluminescence was written by Zeng, Xuan;Huang, Yu-Hsin;Gong, Shaolong;Yin, Xuguang;Lee, Wei-Kai;Xiao, Xiao;Zhang, Yu;Zeng, Weixuan;Lu, Chen-Han;Lee, Chang-Cheng;Dong, Xiu-Qin;Zhong, Cheng;Wu, Chung-Chih;Yang, Chuluo. And the article was included in Science China Materials in 2021.Formula: C16H17Br This article mentions the following:

How to control the dipole orientation of organic emitters is a challenge in the field of organic light-emitting diodes (OLEDs). Herein, a linear thermally activated delayed fluorescence (TADF) mol., PhNAI-PMSBA, bearing a 1,8-naphthalimide-acridine framework was designed by a double-site long-axis extension strategy to actively control the dipole orientation. The horizontal ratio of emitting dipole orientation of PhNAI-PMSBA reaches 95%, substantially higher than that of isotropic emitters (67%). This unique feature is associated with the intrinsically horizontal mol. orientation of PhNAI-PMSBA and the good agreement between its transition dipole moment direction and mol. long axis. The PhNAI-PMSBA-based OLED achieves an ultrahigh optical outcoupling efficiency of 43.2% and thus affords one of the highest red electroluminescence with an external quantum efficiency of 22.3% and the Commission International de l′Eclairage 1931 coordinates at around (0.60, 0.40). In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1Formula: C16H17Br).

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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Formula: C16H17Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Simultaneous Tuning of Alkyl Chains and End Groups in Non-fused Ring Electron Acceptors for Efficient and Stable Organic Solar Cells was written by Luo, Dou;Jiang, Zhengyan;Shan, Chengwei;Li, Lanqing;Duan, Chenghao;Liu, Qian;Wang, Zhaojin;Wang, Kai;Xu, Baomin;Kyaw, Aung Ko Ko. And the article was included in ACS Applied Materials & Interfaces in 2022.Recommanded Product: 128-08-5 This article mentions the following:

Fine-tuning the alkyl chains and end groups of non-fused ring electron acceptors (NFREAs) plays vital roles in the promotion of charge transfer (CT) and power conversion efficiency (PCE). In this work, we developed a series of A-D-A′-D-A-type NFREAs, which possess the same terminals (A), the cyclopentadithiophene unit (D), and the thieno[3,4-c]pyrrole-4,6-dione (A′). Despite the subtle difference in side chains and halogenated end groups, the six acceptors exhibit a considerable difference in the efficiency and device stability of the organic solar cells (OSCs). Among the mols., chlorinated NFREAs show a broader light absorption than the fluorinated ones do. Compared with C8C8-4F (1-octylnonyl and fluorination) and C6C4-4Cl (2-butyloctyl and chlorination), C8C8-4Cl (1-octylnonyl and chlorination) exhibits a lower HOMO level, higher electron mobility, and denser mol. packing. The OSCs based on PM6:C8C8-4Cl yield the best PCE of 14.11%, which is attributed to the faster charge transport, high miscibility, and preferable morphol. Moreover, the PM6:C8C8-4Cl devices retain 91.1% of the initial PCE after being placed in air with 67% relative humidity for 50 days. This work shows that the simultaneous optimization of side chains and end groups facilitates the CT and improves the stability in the OSCs, offering a novel view into the mol. design of A-D-A′-D-A-type NFREAs. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Recommanded Product: 128-08-5).

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.Recommanded Product: 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary