Month: January 2023

A fragment-like approach to PYCR1 inhibition was written by Milne, Kirsty;Sun, Jianhui;Zaal, Esther A.;Mowat, Jenna;Celie, Patrick H. N.;Fish, Alexander;Berkers, Celia R.;Forlani, Giuseppe;Loayza-Puch, Fabricio;Jamieson, Craig;Agami, Reuven. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2019.Reference of 61150-57-0 This article mentions the following:

Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncol. target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small mol. inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. Herein the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline, are reported. Structural activity studies have revealed the key determinants of activity, with the most potent compound, 4-bromobenzyl(propargyl)methylamine, showing improved activity in vitro in enzyme (IC₅₀ = 8.8μM) and pathway relevant effects in cell-based assays. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Reference of 61150-57-0).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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.Reference of 61150-57-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Designing High-Performance Nonfused Ring Electron Acceptors via Synergistically Adjusting Side Chains and Electron-Withdrawing End-Groups was written by Zhang, Yan;Zhang, Cai’e;Zhang, Andong;Wu, Hongbo;Ran, Guangliu;Zhou, Yuanyuan;Wang, Xiaodong;Li, Cuihong;Liu, Yahui;Yang, Chuluo;Tang, Zheng;Zhang, Wenkai;Bo, Zhishan. And the article was included in ACS Applied Materials & Interfaces in 2022.Formula: C4H4BrNO2 This article mentions the following:

Three nonfused ring electron acceptors, Hexyl-0F, Isopropyl-0F, and Isopropyl-2F, are designed and synthesized. Unlike Hexyl-0F, Isopropyl-0F with two sterically hindered 2,4,6-triisopropyl-Ph groups is highly soluble, which provides a good opportunity for solution processability. Compared with Isopropyl-0F, Isopropyl-2F with fluorinated end-groups exhibits red-shifted absorption. Due to these synergistic adjustment, Isopropyl-2F-based devices displayed a high power conversion efficiency of 12.55%, higher than that of Isopropyl-0F (9.49%). The result demonstrates that the introduction of large steric substituents in the π-bridge units and electron-withdrawing end-groups plays a pos. role in the construction of high-efficiency nonfused ring electron acceptors. In the experiment, the researchers used many compounds, for example, 1-Bromopyrrolidine-2,5-dione (cas: 128-08-5Formula: C4H4BrNO2).

1-Bromopyrrolidine-2,5-dione (cas: 128-08-5) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Formula: C4H4BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Chiral Cp-Rhodium(III)-Catalyzed Asymmetric Hydroarylations of 1,1-Disubstituted Alkenes was written by Ye, Baihua;Donets, Pavel A.;Cramer, Nicolai. And the article was included in Angewandte Chemie, International Edition in 2014.Name: Methyl 3-bromo-5-hydroxybenzoate This article mentions the following:

A metal-catalyzed functionalization at the ortho position of a directing group have become an efficient bond-forming strategy. A wide range of transformations that employ Cp*Rh^III catalysts have been described, but despite their synthetic potential, enantioselective variants that use chiral versions of the Cp* ligand remain scarce (Cp* = pentamethylcyclopentadiene). Cyclopentadiene compounds with an atropchiral biaryl backbone are shown to be suitable ligands for the efficient intramol. enantioselective hydroarylation of aryl hydroxamate derivatives Dihydrofuran derivatives that bear methyl-substituted quaternary stereocenters are thus obtained by carbon-hydrogen bond (C-H bond) functionalization under mild conditions. Under optimized conditions the synthesis of the target compounds was achieved using [(3a,4,5,6,6a-η)-(13cR)-3,7-dihydro-2,8-dimethoxy-3aH-cyclopenta[6,7]cycloocta[2,1-a:3,4-a‘]dinaphthalen-3a-yl]bis(η²-ethene)rhodium as catalyst. A chiral ligand was (13bR)-5,7-dihydro-2,8-dimethoxy-3H-cyclopenta[6,7]cycloocta[2,1-a:3,4-a’]dinaphthalene. The title compounds thus formed included a benzofuran derivative (I) and related substances, such as an indole derivative Reactants included hydroxamate derivatives, such as N-methoxy-3-[[3-[(phenylmethoxy)methyl]-2-propenyl]oxy]benzamide derivatives In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Name: Methyl 3-bromo-5-hydroxybenzoate).

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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. 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: Methyl 3-bromo-5-hydroxybenzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hydrogen-bonded organic semiconductors with long charge carrier lifetimes was written by Avila-Rovelo, Nelson Ricardo;Martinez, Gabriel;Matsuda, Wakana;Sinn, Stephan;Leveque, Patrick;Schwaller, Duncan;Mesini, Philippe;Seki, Shu;Ruiz-Carretero, Amparo. And the article was included in Journal of Physical Chemistry C in 2022.Related Products of 128-08-5 This article mentions the following:

Hydrogen bonds are noncovalent interactions able to improve the electronic properties of self-assembled semiconductors. Nevertheless, it is necessary to control the parameters influencing the formation of hydrogen bonds to achieve hierarchical structures with enhanced properties. In this work, we explore two hydrogen-bonded thiophene-capped diketopyrrolopyrrole (DPP) derivatives containing amides with different topol. (C- or N-centered) and compare them to a control analog without hydrogen bonds. We demonstrate the differences in the optoelectronic and self-assembly properties of the two amide-containing DPP derivatives, as well as in their charge carrier lifetimes. We prove the superior properties of the hydrogen-bonded derivatives in comparison to the control mol. without hydrogen bonds, and show that our mol. design strategy results in supramol. structures with particularly long charge carrier lifetimes compared to other amide-containing semiconductors reported in the literature. 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. 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

New caffeic acid phenylethyl ester analogs bearing substituted triazole: synthesis and structure-activity relationship study towards 5-lipoxygenase inhibition was written by Roy, Pierre-Philipe;Faye, Diene;Blanchard, Sebastien;Cormier, Marc;Doiron, Jeremie A.;Surette, Marc E.;Touaibia, Mohamed. And the article was included in Journal of Chemistry in 2017.SDS of cas: 14425-64-0 This article mentions the following:

Sixteen new CAPE analogs bearing substituted triazole were synthesized by copper catalyzed Huisgen 1,3-dipolar cycloaddition Compound I (R = 4-CF₃C₆H₄) was equivalent to CAPE but clearly surpassed Zileuton, the only approved 5-LO inhibitor. Substitution of the phenethyl moiety by cyclohexylethyl, as with I (R = cyclohexyl), clearly increased 5-LO inhibition which confirms the importance of hydrophobic interactions. Mol. docking revealed new hydrogen bonds and π-π interactions between the enzyme and some of the investigated compounds In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0SDS of cas: 14425-64-0).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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.SDS of cas: 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Ni-Catalyzed Larock Indenone Annulation with Aliphatic- and Silyl-Substituted Alkynes Supported by Mechanistic Analysis was written by Hynds, Hannah M.;Lemons, Holli E.;Willis, Jasmine D.;Bell, MarKayla J.;Bottcher, Sydney E.;Dye, Mei Lin N.;Echols, Emily T.;Garner, Edward L.;Hutchinson, Lauren E.;Phillips, Caleb M.;Stephens, Claudia P.;Gilbert, Thomas M.;Wilger, Dale J.. And the article was included in Organometallics in 2022.Product Details of 653-92-9 This article mentions the following:

A Ni-catalyzed annulation reaction to synthesize indenones is reported. The reaction provides high yields and regioselectivities when aliphatic- and silyl-substituted alkynes are employed. Both were challenging and underused substrate classes. Several mechanistic observations aided in the development of this reaction, including that β-hydride elimination is turnover-limiting for ortho-halogenated aldehyde substrates and that alkyne dissociation is rate-limiting for internal aliphatic alkynes. The authors anticipate that these methods will be rapidly adopted due to their synthetic ease and inherent versatility. The authors also anticipate that the mechanistic conclusions will inform further reaction development. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Product Details of 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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 principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Product Details of 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Conjugated or Broken: The Introduction of Isolation Spacer ahead of the Anchoring Moiety and the Improved Device Performance was written by Chai, Zhaofei;Wan, Sushu;Zhong, Cheng;Xu, Ting;Fang, Manman;Wang, Jinfeng;Xie, Yujun;Zhang, Yu;Mei, Anyi;Han, Hongwei;Peng, Qian;Li, Qianqian;Li, Zhen. And the article was included in ACS Applied Materials & Interfaces in 2016.Application In Synthesis of 2,5-Dibromo-1,3-dimethylbenzene This article mentions the following:

Acceptors in traditional dyes are generally designed closed to TiO₂ substrate to form a strong electronic coupling with each other (e.g., cyanoacrylic acid) to enhance the electron injection for the high performance of the corresponding solar cells. However, some newly developed dyes with chromophores or main acceptors isolated from anchoring groups also exhibit comparable or even higher performances. To investigate the relatively untouched electronic coupling effect in dye-sensitized solar cells, a relatively precise method is proposed in which the strength is adjusted gradually by changing isolation spacers between main acceptors and anchoring groups to partially control the electronic interaction. After an anal. of 3 different groups of 11 sensitizers, it is inferred that the electronic coupling should be kept at a suitable level to balance the electron injection and recombination. Based on a reference dye LI-81 possessing a cyanoacrylic acid as acceptor and anchoring group, both photocurrent and photovoltage are synergistically improved after the properties of isolation spacers were changed through the adjustment of the length, steric hindrance, and push-pull electronic characteristic. Accordingly, the rationally designed dye LI-87 with an isolation spacer of thiophene ethylene gives an efficiency of 8.54% and further improved to 9.07% in the presence of CDCA, showing a new way to develop efficient sensitizers. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Application In Synthesis of 2,5-Dibromo-1,3-dimethylbenzene).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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.Application In Synthesis of 2,5-Dibromo-1,3-dimethylbenzene

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Twisted olefinic building blocks for low bandgap polymers in solar cells and ambipolar field-effect transistors was written by Chiu, Chien-Yang;Wang, Hengbin;Phan, Hung;Shiratori, Kazuya;Nguyen, Thuc-Quyen;Hawker, Craig J.. And the article was included in Journal of Polymer Science, Part A: Polymer Chemistry in 2016.SDS of cas: 653-92-9 This article mentions the following:

A series of polymers based on 8,8′-biindeno[2,1-b]thiophenylidene for use in photovoltaic devices and field-effect transistors are reported. These structurally twisted olefins are effective building blocks for preparation of low bandgap polymers with optical bandgaps of 1.2-1.5 eV. Device performance, such as V_oc and J_sc, in solar cell devices could be successfully modulated by incorporation of a variety of comonomers. Ambipolar properties in field-effect transistors using Au electrodes were also studied, with PtBTPDPP exhibiting balanced charge transport properties with hole and electron mobilities of 0.09 and 0.12 cm²·V^-1·s^-1, resp. © 2015 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2015. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9SDS of cas: 653-92-9).

Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9) 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. 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.SDS of cas: 653-92-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Practical, Highly Convergent, Asymmetric Synthesis of a Selective PPARγ Modulator was written by Maligres, Peter E.;Humphrey, Guy R.;Marcoux, Jean-Francois;Hillier, Michael C.;Zhao, Dalian;Krska, Shane;Grabowski, Edward J. J.. And the article was included in Organic Process Research & Development in 2009.Related Products of 95668-20-5 This article mentions the following:

A practical, highly convergent, asym. synthesis of a selective PPARγ modulator (I) is described. The inhibitor contains two key components, a 6-trifluoromethoxy-3-acylindole (II) and (R)-α-aryloxybutanoic acid derivative (10). Two methods were developed to overcome the regioselectivity issues encountered in the preparation of the II-substituted indole. The first involved an intramol. Heck reaction of an iodoaryl enamine. The second involved application of a catalytic Meerwein arylation reaction between 2-nitro-4-trifluoromethoxyaniline and isopropenyl acetate and subsequent reductive cyclization. The α-aryloxybutanoic acid was prepared via an asym. hydrogenation of the corresponding α-aryloxy-α,β-unsaturated acid. Tetrabutylammonium iodide-catalyzed coupling of the two fragments and ester hydrolysis completed the convergent synthesis. The described convergent synthesis was used to prepare >3 kg of drug substance I in 50% overall yield and with >99.5% ee. In the experiment, the researchers used many compounds, for example, 3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5Related Products of 95668-20-5).

3-Nitro-4-(trifluoromethoxy)bromobenzene (cas: 95668-20-5) 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). 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 95668-20-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Benzoxazinones as PPARγ Agonists. 2. SAR of the Amide Substituent and In Vivo Results in a Type 2 Diabetes Model was written by Rybczynski, Philip J.;Zeck, Roxanne E.;Dudash, Joseph Jr.;Combs, Donald W.;Burris, Thomas P.;Yang, Maria;Osborne, Melville C.;Chen, Xiaoli;Demarest, Keith T.. And the article was included in Journal of Medicinal Chemistry in 2004.Name: 1-Bromo-4-methoxybutane This article mentions the following:

A series of benzoxazinones I [R = Me, n-decyl, 2-cyclopentylethyl, HOCH₂CH₂, H₂NCO(CH₂)₄, MeCF₂(CH₂)₄, EtO(CH₂)₃, etc.] has been synthesized and tested for PPARγ agonist activity (PPAR = peroxisome proliferator-activated receptor). Synthetic approaches were developed to provide either racemic or chiral compounds In vitro functional potency could be measured through induction of the aP2 gene, a target of PPARγ. These studies revealed that compounds I with large aliphatic chains at the nitrogen of the benzoxazinone ring are the most potent. Substitution of the chain was tolerated and in many cases enhanced the in vitro potency of the compound Select compounds were further tested for metabolic stability, oral bioavailability in rats, and efficacy in db/db mice after 11 days of dosing. In vivo anal. with optically active (R)-I [R = n-hexyl, MeO(CH₂)₄] demonstrated that the series has potential for the treatment of type 2 diabetes. In the experiment, the researchers used many compounds, for example, 1-Bromo-4-methoxybutane (cas: 4457-67-4Name: 1-Bromo-4-methoxybutane).

1-Bromo-4-methoxybutane (cas: 4457-67-4) 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.Name: 1-Bromo-4-methoxybutane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary