Month: February 2023

5-Phenyl-1,3,4-oxadiazol-2(3H)-ones Are Potent Inhibitors of Notum Carboxylesterase Activity Identified by the Optimization of a Crystallographic Fragment Screening Hit was written by Mahy, William;Willis, Nicky J.;Zhao, Yuguang;Woodward, Hannah L.;Svensson, Fredrik;Sipthorp, James;Vecchia, Luca;Ruza, Reinis R.;Hillier, James;Kjaer, Svend;Frew, Sarah;Monaghan, Amy;Bictash, Magda;Salinas, Patricia C.;Whiting, Paul;Vincent, Jean-Paul;Jones, E. Yvonne;Fish, Paul V.. And the article was included in Journal of Medicinal Chemistry in 2020.COA of Formula: C9H6BrF3O2 This article mentions the following:

Carboxylesterase Notum is a neg. regulator of the Wnt signaling pathway. There is an emerging understanding of the role Notum plays in disease, supporting the need to discover new small-mol. inhibitors. A crystallog. X-ray fragment screen was performed, which identified fragment hit 1,2,3-triazole (I) as an attractive starting point for a structure-based drug design hit-to-lead program. Optimization of I identified oxadiazol-2-one II as a preferred example with properties consistent with drug-like chem. space. Screening of II in a cell-based TCF/LEF reporter gene assay restored the activation of Wnt signaling in the presence of Notum. Mouse pharmacokinetic studies with oral administration of II demonstrated good plasma exposure and partial blood-brain barrier penetration. Significant progress was made in developing fragment hit I into lead II (>600-fold increase in activity), making it suitable as a new chem. tool for exploring the role of Notum-mediated regulation of Wnt signaling. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8COA of Formula: C9H6BrF3O2).

Methyl 4-bromo-3-(trifluoromethyl)benzoate (cas: 107317-58-8) 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.COA of Formula: C9H6BrF3O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and resolution of DL-phenylalanine analogues was written by Liu, Jinchun;Song, Bowen;Ma, Yu;Cai, Jun;Li, Tingyou. And the article was included in Nanjing Yike Daxue Xuebao, Ziran Kexueban in 2013.COA of Formula: C9H11Br This article mentions the following:

L-2,6-dimethylphenylalanine and L-2,4,6-trimethylphenylalanine were synthesized through enzymic resolution Racemic 2,6-dimethylphenylalanine and 2,4,6-trimethylphenylalanine were synthesized through reaction of di-Et acetamidomalonate with 2,6-dimethylbenzyl bromide or 2,4,6-trimethylbenzyl bromide, resp. The DL-amino acids were then enzymically resolved by L-amino acylase. Racemic 2,6-dimethylphenylalanine and 2,4,6-trimethylphenylalanine were synthesized through reaction of di-Et acetamidomalonate with 2,6-dimethylbenzyl bromide and 2,4,6-trimethylbenzyl bromide in yield of 87.9% and 86.0% resp. DL-2,6-dimethylphenylalanine was successfully resolved by L-amino acylase, but it was failed in the resolution of 2,4,6-trimethylphenylalanine. L-amino acylase can be used in the resolution of DL-2,6-dimethylphenylalanine, but it is ineffective in the resolution of 2,4,6-trimethylphenylalanine. In the experiment, the researchers used many compounds, for example, 2-(Bromomethyl)-1,3-dimethylbenzene (cas: 83902-02-7COA of Formula: C9H11Br).

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鑱砨romine bond is electrophilic in nature. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. COA of Formula: C9H11Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Biphenyl-indanones: Allosteric potentiators of the metabotropic glutamate subtype 2 receptor was written by Bonnefous, Celine;Vernier, Jean-Michel;Hutchinson, John H.;Gardner, Michael F.;Cramer, Merryl;James, Joyce K.;Rowe, Blake A.;Daggett, Lorrie P.;Schaffhauser, Herve;Kamenecka, Theodore M.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Reference of 82702-31-6 This article mentions the following:

A series of biphenyl-carboxylic acid indanones as allosteric potentiators of the metabotropic glutamate receptor 2 was identified and synthesized. Structure-activity relationship studies directed toward improving the potency and the brain to plasma ratio of the initial lead led to the discovery of two compounds (EC₅₀ = 111 and 5 nM, resp.). In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6Reference of 82702-31-6).

Methyl 3-bromo-4-fluorobenzoate (cas: 82702-31-6) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Reference of 82702-31-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

(-)-灏?Pinene-based 锜?Allylpalladium Complex-Catalyzed Asymmetric Allylation of Bis-Imines was written by Fernandes, Rodney A.;Nallasivam, Jothi L.. And the article was included in ChemistrySelect in 2020.Formula: C23H26BrP This article mentions the following:

(-)-灏?Pinene-based 鐣?sup>3-锜?allylpalladium complex was shown the efficacy in the catalytic asym. allylation of para- and meta-xylene spaced bis-arylimines. The complex was catalyzed asym. allylation of various bis-imines in the presence of allyltributylstannane and two equivalent of water furnished chiral bis-homoallylamines in moderate to good yields (up to 70%) and enantioselectivities up to 98.6 : 1.4 er. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Formula: C23H26BrP).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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: C23H26BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Mild Palladium-Catalyzed Cyanation of (Hetero)aryl Halides and Triflates in Aqueous Media was written by Cohen, Daniel T.;Buchwald, Stephen L.. And the article was included in Organic Letters in 2015.Product Details of 1196-90-3 This article mentions the following:

A mild, efficient, and low-temperature palladium-catalyzed cyanation of (hetero)aryl halides and triflates is reported. Previous palladium-catalyzed cyanations of (hetero)aryl halides have required higher temperatures to achieve good catalytic activity. This current reaction allows the cyanation of a general scope of (hetero)aryl halides and triflates at 2-5 mol % catalyst loadings with temperatures ranging from rt to 40 鎺矯. This mild method was applied to the synthesis of lersivirine, a reverse transcriptase inhibitor. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3Product Details of 1196-90-3).

Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) 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.Product Details of 1196-90-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Silicon-Carbon Bond Formation via Nickel-Catalyzed Cross-Coupling of Silicon Nucleophiles with Unactivated Secondary and Tertiary Alkyl Electrophiles was written by Chu, Crystal K.;Liang, Yufan;Fu, Gregory C.. And the article was included in Journal of the American Chemical Society in 2016.Reference of 57293-19-3 This article mentions the following:

A wide array of cross-coupling methods for the formation of C-C bonds from unactivated alkyl electrophiles were described in recent years. In contrast, progress in the development of methods for the construction of C-heteroatom bonds has lagged; for example, there were no reports of metal-catalyzed cross-couplings of unactivated secondary or tertiary alkyl halides with Si nucleophiles to form C-Si bonds. The authors address this challenge, establishing that a simple, com. available Ni catalyst (NiBr₂璺痙iglyme) can achieve couplings of alkyl bromides with nucleophilic Si reagents under unusually mild conditions (e.g., -20鎺?; especially noteworthy is the authors’ ability to employ unactivated tertiary alkyl halides as electrophilic coupling partners, which is still relatively uncommon in the field of cross-coupling chem. Stereochem., relative reactivity, and radical-trap studies are consistent with a homolytic pathway for C-X bond cleavage. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Reference of 57293-19-3).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. 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.Reference of 57293-19-3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nanostructures from Self-Assembling Triazine Tertiary Amine N-Oxide Amphiphiles was written by Beecham, Matthew P.;Clarkson, Guy J.;Hall, Gareth;Marsh, Andrew. And the article was included in ChemPhysChem in 2013.Reference of 954-81-4 This article mentions the following:

A set of amphiphilic tertiary amine N-oxides has been prepared and their self-assembly was observed in aqueous solution by tensiometry, dynamic, and static light scattering. X-ray crystallog. anal. of parent amines and sulfoxide congeners indicated the formation of hydrogen-bonded dimers as the primary assembly unit for formation of vesicles in preference to the compact micelles typical of lauryl dimethylamine N-oxide (LDAO). 6-Benzyloxy-N,N’-bis(5-diethylaminopentylamine oxide)[1,3,5]triazine-2,4-diamine formed a 1 娓璵 vesicle observed to entrap fluorescein. The [1,3,5]triazine core thus allowed for the variation of the new self-assembled structures from nano- to micrometer length scales. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Reference of 954-81-4).

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. 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.Reference of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Effect of Electron-Withdrawing Chlorine Substituent on Morphological and Photovoltaic Properties of All Chlorinated D-A-Type Quinoxaline-Based Polymers was written by Lee, Seok Woo;Shin, Hee Jeong;Park, Byoungwook;Shome, Sanchari;Whang, Dong Ryeol;Bae, Hyemin;Chung, Sein;Cho, Kilwon;Ko, Seo-Jin;Choi, Hyosung;Chang, Dong Wook. And the article was included in ACS Applied Materials & Interfaces in 2022.Related Products of 128-08-5 This article mentions the following:

The choice of the chlorine (Cl) atom as an electron-withdrawing substituent in conjugated polymers leads to a higher potential in the commercialization of polymer solar cells than its fluorine counterpart because of the versatility and cost-effectiveness of the chlorination process. In addition, the population and location of Cl substituents can significantly influence the photovoltaic characteristics of polymers. In this study, three chlorinated quinoxaline-based polymers were invented to examine the numerical and positioning effects of the Cl atom on their photovoltaic characteristics. The number of Cl substituents in the reference polymer, PBCl-Qx, was adjusted to three: two Cl atoms in the benzodithiophene-type D unit and one Cl atom in the quinoxaline-type A unit. Subsequently, two more Cl atoms were selectively introduced at the 4- and 5-positions of the alkylated thiophene moieties at the 2,3-positions of the quinoxaline moiety in PBCl-Qx to obtain the addnl. polymers PBCl-Qx4Cl and PBCl-Qx5Cl, resp. The conventional PBCl-Qx4Cl device exhibited a better power conversion efficiency (PCE) of 12.95% as compared to those of PBCl-Qx (12.44%) and PBCl-Qx5Cl (11.82%) devices. The highest PCE of the device with PBCl-Qx4Cl was ascribed to an enhancement in the open-circuit voltage and fill factor induced by the deeper energy level of the HOMO and the favorable morphol. features in its blended film with Y6. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Related Products of 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.Related Products of 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of the first menthane-based chiral bis(锜?allylpalladium) catalysis: asymmetric allylation of imines was written by Fernandes, Rodney A.;Chaudhari, Dipali A.. And the article was included in European Journal of Organic Chemistry in 2012.Application of 28322-40-9 This article mentions the following:

A new ethylidene menthane-based chiral 锜?allylpalladium complex catalyzes the asym. allylation of various imines with allyltributylstannane and 1 equivalent of water to give chiral homoallylamines in good yields and enantioselectivities. The reaction was carried out essentially under neutral conditions and displayed a good transfer of chiral information from the menthane skeleton through the formation of a bis(锜?allylpalladium) species. This is the first example of menthane-based chiral bis(锜?allylpalladium) catalysis. In the experiment, the researchers used many compounds, for example, Isopentyltriphenylphosphonium bromide (cas: 28322-40-9Application of 28322-40-9).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Near-infrared non-fused ring acceptors with light absorption up to 1000 nm for efficient and low-energy loss organic solar cells was written by Luo, Dou;Zhang, Yuniu;Li, Lanqing;Shan, Chengwei;Liu, Qian;Wang, Zhaojin;Choy, Wallace C. H.;Kyaw, Aung Ko Ko. And the article was included in Materials Today Energy in 2022.Related Products of 128-08-5 This article mentions the following:

It is challenging to afford both high-performance and low-energy loss (Eloss) organic solar cells (OSCs) based on near-IR (NIR) non-fused ring electron acceptors (NFREAs) with ultra-narrow bandgap. Herein, three simple NFREAs (C6OT-4F, C6EDOT-4F and PDOT-4F) with absorption up to 1000 nm are developed by using alkoxy substituted thiophene derivatives core connected to fluorinated 1,1-dicyanomethylene-3-indanone (DFIC) terminals through 4H-cyclopenta[1,2-b:5,4-b]dithiophene (CPDT) bridge. It is found that fine tuning central thiophene derivatives can surprisingly lead to different photoelec. properties and the device performances. Compared with C6EDOT-4F and PDOT-4F, C6OT-4F shows a blue-shifted absorption and an elevated LUMO level, which is beneficial for boosting Voc. As a result, optimal devices based on PTB7-Th:C6OT-4F achieve a preferable efficiency of 9.83% with a low Eloss of 0.47 eV, which is the lowest Eloss among the NFREA-based OSCs with PCE >9% and optoelectronic response over 1000 nm. This work portrays the design concept of ultra-narrow bandgap NFREAs for efficient OSCs as well as low energy loss and exploration of semitransparent photoelec. devices. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Related Products of 128-08-5).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. 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.Related Products of 128-08-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary