Tag: 200-300

Imidazopyridine and Pyrazolopiperidine Derivatives as Novel Inhibitors of Serine Palmitoyl Transferase was written by Genin, Michael J.;Gonzalez Valcarcel, Isabel C.;Holloway, William G.;Lamar, Jason;Mosior, Marian;Hawkins, Eric;Estridge, Thomas;Weidner, Jeffrey;Seng, Thomas;Yurek, David;Adams, Lisa A.;Weller, Jennifer;Reynolds, Vincent L.;Brozinick, Joseph T.. And the article was included in Journal of Medicinal Chemistry in 2016.COA of Formula: C6H5BrN2O2 This article mentions the following:

To develop novel treatments for type 2 diabetes and dyslipidemia, we pursued inhibitors of serine palmitoyl transferase (SPT). To this end compounds (I) and (II) were developed as potent SPT inhibitors in vitro. I and II reduce plasma ceramides in rodents, have a slight trend toward enhanced insulin sensitization in DIO mice, and reduce triglycerides and raise HDL in cholesterol/cholic acid fed rats. Unfortunately these mols. cause a gastric enteropathy after chronic dosing in rats. In the experiment, the researchers used many compounds, for example, 6-Amino-5-bromonicotinic acid (cas: 180340-69-6COA of Formula: C6H5BrN2O2).

6-Amino-5-bromonicotinic acid (cas: 180340-69-6) 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.COA of Formula: C6H5BrN2O2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A Robust and Broadly Applicable Cobalt-Catalyzed Cross-Coupling of Functionalized Bench-Stable Organozinc Pivalates with Unsaturated Halides was written by Hammann, Jeffrey M.;Lutter, Ferdinand H.;Haas, Diana;Knochel, Paul. And the article was included in Angewandte Chemie, International Edition in 2017.HPLC of Formula: 474709-71-2 This article mentions the following:

We report a robust and broadly applicable CoCl₂-catalyzed cross-coupling between functionalized aryl and heteroaryl zinc pivalates and various electron-poor aryl and heteroaryl halides (X=Cl, Br, I). Couplings with (E)- or (Z)-bromo- or iodo-alkenes proceed with retention of configuration. Also, alkynyl bromides react with arylzinc pivalates providing arylated alkynes. In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2HPLC of Formula: 474709-71-2).

Ethyl 4-bromo-2-fluorobenzoate (cas: 474709-71-2) belongs to organobromine compounds. Most organobromine compounds, like most organohalide compounds, are relatively nonpolar. 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.HPLC of Formula: 474709-71-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The addition of halogen derivatives to allylbenzenes in the presence of peroxides; preparation of ω-bromopropylbenzenes was written by Quelet, Raymond;Durand-Dran, Raymonde;Pineau, Robert. And the article was included in Compt. rend. in 1957.Electric Literature of C10H13BrO This article mentions the following:

Despite the presence of a normally unreactive double bond, RC₆H₄CH₂CH:CH₂ (I) were converted to RC₆H₄CH₂CH₂Br (II) by treatment with HBr under the conditions of the Kharasch reaction (cf. C.A. 41, 4769h). Although no details are given, CCl₄ and CHBr₃ also added to I in the presence of Ac₂O to give satisfactory yields of the polyhalogenated butylbenzenes. I (in C₆H₆ solution only if the II crystallized) were treated gradually with 4-8% Bz₂O₂ in C₆H₆ or Ac₂O in Et₂O and saturated with dry HBr gas at 0-10° in a long cylindrical tube. The saturated mixture was freed of excess HBr at room temperature with a stream of air, washed, neutralized, treated with Na₂S₂O₄ solution, and distilled in vacuo. The II were identified by conversion to RC₆H₄CH₂CH₂CH₂CO₂H (III) by formation of their Grignard compounds in Et₂O or tetrahydrofuran or in some cases via the nitriles. The following II were prepared (R, b.p./mm., % yield, and m.p. of III given): H, 113-15°/16, 80, 50°; o-Me, 75-6°/0.35, 66, 59-60°; m-Me, 85-6°/1.1, 80, 37.5°; p-Me, 75-8°/0.7, 70, 58°; p-MeO, 85°/0.8, 70, 58°; 3,4-di-MeO (IV), 108-10°/0.01, 55, -. III were formed in good yields except from IV where demethylation took place in the Grignard preparation In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Electric Literature of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Electric Literature of C10H13BrO

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 μm 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

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·diglyme) can achieve couplings of alkyl bromides with nucleophilic Si reagents under unusually mild conditions (e.g., -20°); 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–bromine 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

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 °C. 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

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

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

A Strategy for the Synthesis of Sulfonamides on DNA was written by Liu, Wei;Deng, Wei;Sun, Saisai;Yu, Chunyan;Su, Xubo;Wu, Aliang;Yuan, Youlang;Ma, Zhonglin;Li, Ke;Yang, Hongfang;Peng, Xuanjia;Dietrich, Justin. And the article was included in Organic Letters in 2019.Category: bromides-buliding-blocks This article mentions the following:

An efficient method is reported to synthesize sulfonamides on DNA from sulfinic acids or sodium sulfinates and amines in the presence of iodine under mild conditions. This method demonstrates a major expansion of scope of sulfonamide formation on DNA through the utilization of a novel sodium carbonate-sodium sulfinate bifunctional reagent class. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Category: bromides-buliding-blocks).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Stable and easily available sulfide surrogates allow a stereoselective activation of alcohols was written by Merad, Jeremy;Matyasovsky, Jan;Stopka, Tobias;Brutiu, Bogdan R.;Pinto, Alexandre;Drescher, Martina;Maulide, Nuno. And the article was included in Chemical Science in 2021.Product Details of 14425-64-0 This article mentions the following:

Isothiouronium salts N(CH₃)₂C(=N⁺(CH₃)₂)SR.X^– (R = prop-2-en-1-yl, 2-(4-methoxyphenyl)ethyl, 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propyl, etc.; X = Br, I, SbF₆, BF₄, PF₆) are easily accessible and stable compounds Herein, their use as versatile deoxasulfenylating agents enabling a stereoselective, thiol-free protocol for synthesis of thioethers RSR¹ (R¹ = prop-2-yn-1-yl, 1-phenylethyl, 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl, etc.) from alcs. R¹OH was reported. The method is simple and scalable and tolerates a broad range of functional groups otherwise incompatible with other methods. Late-stage modification of several pharmaceuticals provides access to multiple analogs of biol. relevant mols. Performed experiments give insight into the reaction mechanism. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Product Details of 14425-64-0).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary