Tag: 200-300

Ligands for Glaucoma-Associated Myocilin Discovered by a Generic Binding Assay was written by Orwig, Susan D.;Chi, Pamela V.;Du, Yuhong;Hill, Shannon E.;Cavitt, Marchello A.;Suntharalingam, Amrithaa;Turnage, Katherine C.;Dickey, Chad A.;France, Stefan;Fu, Haian;Lieberman, Raquel L.. And the article was included in ACS Chemical Biology in 2014.Quality Control of 3,5-Dibromo-4-methoxybenzaldehyde This article mentions the following:

Mutations in the olfactomedin domain of myocilin (myoc-OLF) are the strongest link to inherited primary open angle glaucoma. In this recently identified protein misfolding disorder, aggregation-prone disease variants of myocilin hasten glaucoma-associated elevation of intraocular pressure, leading to vision loss. Despite its well-documented pathogenic role, myocilin remains a domain of unknown structure or function. Here we report the first small-mol. ligands that bind to the native state of myoc-OLF. To discover these mols., we designed a general label-free, mix-and-measure, high throughput chem. assay for restabilization (CARS), which is likely readily adaptable to discover ligands for other proteins. Of the 14 hit mols. identified from screening myoc-OLF against the Sigma-Aldrich Library of Pharmacol. Active Compounds using CARS, surface plasmon resonance binding studies reveal three are stoichiometric ligand scaffolds with low micromolar affinity. Two compounds, GW5074 and apigenin, inhibit myoc-OLF amyloid formation in vitro. Structure-activity relationship-based soluble derivatives reduce aggregation in vitro as well as enhance secretion of full-length mutant myocilin in a cell culture model. Our compounds set the stage for a new chem. probe approach to clarify the biol. function of wild-type myocilin and represent lead therapeutic compounds for diminishing intracellular sequestration of toxic mutant myocilin. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Quality Control of 3,5-Dibromo-4-methoxybenzaldehyde).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Aromatic esters which inhibit plasmin or thrombin by formation of relatively stable acyl enzymes was written by Glover, George;Wang, Chih-Cheng;Shaw, Elliott. And the article was included in Journal of Medicinal Chemistry in 1973.Computed Properties of C8H7BrO2 This article mentions the following:

Selective inhibition of plasmin [9001-90-5] and thrombin [9002-04-4] (both serine proteinases of trypsinlike specificity) was possible with nitrophenyl esters of benzoic acid carrying pos. charged substituents such as sulfonium, isothiuronium, and pyridinium. Inhibition resulted from formation of a moderately stable, inactive, covalent intermediate (acyl enzyme). Para substitution favored selective inhibition of plasmin which was more susceptible than thrombin to this type of inactivation. Thus, p-nitrophenyl p-[(4-benzylpyridinium)methyl]benzoate (I) [40026-23-1] at 2 .tim. 10-5 M inhibited plasmin by 90% but did not inhibit thrombin. Certain meta-substituted derivatives converted thrombin to the acyl enzyme more extensively than plasmin; thus, p-nitrophenyl m-[[(N-methylamidino)thio]methyl]benzoate (II) [40081-68-3] inhibited thrombin by 41% but plasmin only by 6%. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8Computed Properties of C8H7BrO2).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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.Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Breaking the Base Barrier: An Electron-Deficient Palladium Catalyst Enables the Use of a Common Soluble Base in C-N Coupling was written by Dennis, Joseph M.;White, Nicholas A.;Liu, Richard Y.;Buchwald, Stephen L.. And the article was included in Journal of the American Chemical Society in 2018.COA of Formula: C7H8BrNO2 This article mentions the following:

Using the dimeric palladium complex of an electron-deficient terarylphosphine as catalyst, aryl bromides and triflates and an aryl chloride underwent chemoselective Buchwald-Hartwig amination reactions with primary amines, amides, and aryl amines mediated by the soluble base DBU to yield arylamines; base-sensitive functional groups such as β-haloethyl ethers were tolerated in the amination. Determination of the ³¹P-¹⁵N coupling constants of arylphosphine palladium [¹⁵N]amine complexes and calculations of their HOMO-LUMO gaps and at. charges on Pd indicated that the more hindered adamantyl-substituted ligands lead to lower electron densities at Pd and thus more easily deprotonated coordinated amines. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3COA of Formula: C7H8BrNO2).

Methyl 4-bromo-1-methyl-1H-pyrrole-2-carboxylate (cas: 1196-90-3) 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. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.COA of Formula: C7H8BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Late-Stage Bromination Enables the Synthesis of Rubrolides B, I, K, and O was written by Karak, Milandip;Acosta, Jaime A. M.;Barbosa, Luiz C. A.;Boukouvalas, John. And the article was included in European Journal of Organic Chemistry in 2016.Category: bromides-buliding-blocks This article mentions the following:

A concise and efficient synthesis of the marine natural products rubrolides B (I), I (II), K (III), and O (IV) was accomplished in 3-4 steps from com. available 3,4-dichloro-2(5H)-furanone. Key steps include: (i) a site-selective Suzuki cross-coupling, (ii) a vinylogous aldol condensation, and (iii) a late-stage bromination. The latter reaction allowed functionalization of the aromatic rings in a highly regioselective fashion, enabling rapid access to the target rubrolides from common precursors. In the experiment, the researchers used many compounds, for example, 3,5-Dibromo-4-methoxybenzaldehyde (cas: 108940-96-1Category: bromides-buliding-blocks).

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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Insight into the Reactivity Profile of Solid-State Aryl Bromides in Suzuki-Miyaura Cross-Coupling Reactions Using Ball Milling was written by Kubota, Koji;Kondo, Keisuke;Seo, Tamae;Ito, Hajime. And the article was included in Synlett in 2022.COA of Formula: C16H17Br This article mentions the following:

Despite recent advances in solid-state organic synthesis using ball milling, insight into the unique reactivity of solid-state substrates, which is often different from that in solution, has been poorly explored. In this study, author’s investigated the relationship between the reactivity and m.ps. of aryl halides in solid-state Suzuki-Miyaura cross-coupling reactions and the effect of reaction temperature on these processes. Author’s found that aryl halides with high m.ps. showed significantly low reactivity in the solid-state cross-coupling near room temperature, but the reactions were notably accelerated by increasing the reaction temperature Given that the reaction temperature is much lower than the m.ps. of these substrates, the acceleration effect is most likely ascribed to the weakening of the intermol. interactions between the substrate mols. in the solid state. The present study provides important perspectives for the rational design of efficient solid-state organic transformations using ball milling. In the experiment, the researchers used many compounds, for example, 4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1COA of Formula: C16H17Br).

4-Bromo-4′-tert-butylbiphenyl (cas: 162258-89-1) 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.COA of Formula: C16H17Br

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Discovery and Optimization of Salicylic Acid-Derived Sulfonamide Inhibitors of the WD Repeat-Containing Protein 5-MYC Protein-Protein Interaction was written by Macdonald, Jonathan D.;Chacon Simon, Selena;Han, Changho;Wang, Feng;Shaw, J. Grace;Howes, Jennifer E.;Sai, Jiqing;Yuh, Joannes P.;Camper, Demarco;Alicie, Bethany M.;Alvarado, Joseph;Nikhar, Sameer;Payne, William;Aho, Erin R.;Bauer, Joshua A.;Zhao, Bin;Phan, Jason;Thomas, Lance R.;Rossanese, Olivia W.;Tansey, William P.;Waterson, Alex G.;Stauffer, Shaun R.;Fesik, Stephen W.. And the article was included in Journal of Medicinal Chemistry in 2019.COA of Formula: C8H4BrF3O3 This article mentions the following:

The treatment of tumors driven by overexpression or amplification of MYC oncogenes remains a significant challenge in drug discovery. Here, we present a new strategy toward the inhibition of MYC via the disruption of the protein-protein interaction between MYC and its chromatin cofactor WD Repeat-Containing Protein 5. Blocking the association of these proteins is hypothesized to disrupt the localization of MYC to chromatin, thus disrupting the ability of MYC to sustain tumorigenesis. Utilizing a high-throughput screening campaign and subsequent structure-guided design, we identify small-mol. inhibitors of this interaction with potent in vitro binding affinity and report structurally related neg. controls that can be used to study the effect of this disruption. Our work suggests that disruption of this protein-protein interaction may provide a path toward an effective approach for the treatment of multiple tumors and anticipate that the mols. disclosed can be used as starting points for future efforts toward compounds with improved drug-like properties. In the experiment, the researchers used many compounds, for example, 3-Bromo-5-(trifluoromethoxy)benzoic acid (cas: 453565-90-7COA of Formula: C8H4BrF3O3).

3-Bromo-5-(trifluoromethoxy)benzoic acid (cas: 453565-90-7) 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.COA of Formula: C8H4BrF3O3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Redox-active Magnetic Resonance Imaging Contrast Agents: Studies with Thiol-bearing 1,4,7,10-Tetraazacyclododecane-1,4,7,10-tetracetic Acid Derivatives was written by Jagadish, Bhumasamudram;Guntle, Gerald P.;Zhao, Dezheng;Gokhale, Vijay;Ozumerzifon, Tarik J.;Ahad, Ali M.;Mash, Eugene A.;Raghunand, Natarajan. And the article was included in Journal of Medicinal Chemistry in 2012.Electric Literature of C13H14BrNO2 This article mentions the following:

The synthesis and structure-activity relationships of a homologous series of 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetraacetic acid gadolinium(III) complexes bearing thiol-terminated alkyl side chains from three to nine carbons in length are reported. The observed binding with human serum albumin (HSA) of the compounds having C-3 through C-7 side chain lengths was inhibited by homocysteine in a manner consistent with single-site binding. The observed binding with HSA of the compounds having C-8 and C-9 side chain lengths was only partly inhibited by homocysteine, consistent with multisite binding. The binding affinity of the C-7 compound could be related to the HSA oxidation state. 2D ¹H-¹H NMR TOCSY provided evidence of covalent binding of the europium analog of the C-6 compound to HSA-Cys³⁴. The longitudinal water-proton MRI relaxivities of the gadolinium complexes at 7 T increased upon binding to HSA. On the basis of these results, the C-6 and C-7 compounds were identified as promising redox-sensitive MRI contrast agents. 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. 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.Electric Literature of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Regiospecific incorporation of bromine and iodine into phenols using (trimethylsilyl)phenol derivatives was written by Wilbur, D. S.;Stone, W. E.;Anderson, K. W.. And the article was included in Journal of Organic Chemistry in 1983.Computed Properties of C8H7BrO2 This article mentions the following:

An investigation of regiospecifically halogenating (and radiohalogenating) phenolic rings was carried out. The investigation used (trimethylsilyl)phenols, (trimethylsilyl)anisoles, and (trimethylsilyl)phenyl acetates as model compounds Brominations and iodinations of these compounds were carried out in MeOH or HOAc by generating the brominating agent (BrCl) or iodinating agent (ICl) in situ from the halide salts and N-chlorosuccinimide. None of the (trimethylsilyl)phenols yielded exclusive bromination by ipso substitution of the trimethylsilyl group. Of the (trimethylsilyl)anisoles, the ortho and para isomers gave regiospecific replacement of the trimethylsilyl group. All of the (trimethylsilyl)phenyl acetates yielded completely regiospecific incorporation of bromine and iodine by ipso substitution of the trimethylsilyl group. Yields of 80-90% were obtained for the halogenations (and radiohalogenations). In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Computed Properties of C8H7BrO2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Computed Properties of C8H7BrO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Electronic interactions in phenyl acetates and acetanilides was written by Freedman, H. H.. And the article was included in Journal of the American Chemical Society in 1960.Related Products of 35065-86-2 This article mentions the following:

The infrared stretching frequency of CO increases in amides and esters of unsaturated alcs; this has been given 2 different interpretations, (a) inductive effect, by analogy with α-halo ketones, and (b) inhibition of contributing CO resonance forms. Evidence is presented for (a) being dominant in PhOAc (I), and (b) in PhNHAc (II). Uniplanar structures were found sterically hindered (Stuart Briegleb mol. models); the smallest admissible average angle between the acetyl and phenyl planes of I (II) is 60° (37.5°), and, therefore, the resonance energy retained from uniplanar contributions is only 25% (65%). Carbonyl absorption peaks are compared of I, II, and PhAc (III) with a m- or p-NO₂, CN, Br, Cl, Ac, CHO, OAc, NHAc, Ph, OMe, OH, NH₂, or Me substituents. Whereas the associated frequency shifts (Δ_ν) for II and III are linear with Hammett’s 6 constants, this is not observed for I; also, Δ_ν for electron-attracting substituents in p is twice as large in II as in I; all of which supports the proposed theory. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Related Products of 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.Related Products of 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and hypodentate Cu(II) complexes of new tripodal tetraamine ligands incorporating a long pendant arm was written by Lundin, Natasha J.;Hamilton, Ian G.;Blackman, Allan G.. And the article was included in Polyhedron in 2004.Related Products of 954-81-4 This article mentions the following:

The synthesis and characterization of the new aliphatic tripodal amine ligands apba (N-(5-aminopentyl)-N,N-bis(2-aminoethyl)amine) and ahba (N-(6-aminohexyl)-N,N-bis(2-aminoethyl)amine) are reported. The tetrahydrochloride salts of these ligands, as well as that of the previously reported ligand abba (N-(4-aminobutyl)-N,N-bis(2-aminoethyl)amine), react with CuCO₃·Cu(OH)₂ to give complexes in which the tripodal ligand coordinates to the Cu(II) ion in a hypodentate fashion, with the longest arm of the tripodal ligand remaining protonated and unbound in all cases. The crystal structure of [Cu(abbaH)Cl₂]Cl·2H₂O·MeOH reveals a five-coordinate Cu(II) ion in a slightly distorted square pyramidal geometry. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Related Products 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. alpha-Bromoesters are employed in the Reformatsky reaction for the synthesis of beta-hydroxyesters. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Related Products of 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary