Tag: 200-300

Synthesis and chemoselective ligations of MIDA acylboronates with O-Me hydroxylamines was written by Noda, Hidetoshi;Bode, Jeffrey W.. And the article was included in Chemical Science in 2014.COA of Formula: C9H11BrO This article mentions the following:

N-Methyliminodiacetyl (MIDA) acylboronates undergo chemoselective amide-bond forming ligations in water with O-Me hydroxylamines, including unprotected peptide substrates. These bench-stable boronates were easily prepared from potassium acyltrifluoroborates (KATs) in one step. The reactivity of MIDA acylboronates with O-alkylhydroxylamines – which are unreactive with KATs – was attributed to the nature of the neutral MIDA boronates vs. the ionic KATs, leading to differences in the stability of likely intermediates and propensity for elimination. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0COA of Formula: C9H11BrO).

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. 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.COA of Formula: C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

An Alkyloxyphenyl Group as a Sterically Hindered Substituent on a Triphenylamine Donor Dye for Effective Recombination Inhibition in Dye-Sensitized Solar Cells was written by Murakami, Takurou N.;Koumura, Nagatoshi;Yoshida, Eri;Funaki, Takashi;Takano, Shingo;Kimura, Mutsumi;Mori, Shogo. And the article was included in Langmuir in 2016.Reference of 615-55-4 This article mentions the following:

Recombination reactions in dye-sensitized solar cells (DSSCs) may substantially decrease the open-circuit voltage (V_oc) with cobalt complex redox electrolyte. Managing steric hindrance in the dye structure is necessary to inhibit recombination reactions and thereby increase the V_oc and achieve high power-conversion efficiency (PCE). New dyes with large-sized donors based on triphenylamine and modified with 4-(hexyloxy)phenyl groups were developed to identify an effective inhibitor for the recombination reaction in DSSCs with a cobalt complex redox electrolyte. The 4-(hexyloxy)phenyl tetra-adducts dye MK-123 effectively inhibited the recombination reaction, and the DSSC fabricated using this dye exhibited the highest V_oc (greater than 900 mV) among the cells with the investigated dyes. However, the short-circuit current (J_sc) of the MK-123 cell was lower than that of the cell with the simple triphenylamine donor dye, MK-89. In contrast, the cell with bis-adducts dye MK-136 also exhibited an increase in its V_oc without a decrease in its J_sc. Among the investigated dyes, MK-136 exhibited the highest PCE of 8.9%. The effects of the steric hindrance of the 4-(hexyloxy)phenyl substituent are discussed. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Reference of 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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.Reference of 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

N-Benzyl-4-((heteroaryl)methyl)benzamides: A New Class of Direct NADH-Dependent 2-trans Enoyl-Acyl Carrier Protein Reductase (InhA) Inhibitors with Antitubercular Activity was written by Guardia, Ana;Gulten, Gulcin;Fernandez, Raquel;Gomez, Jesus;Wang, Feng;Convery, Maire;Blanco, Delia;Martinez, Maria;Perez-Herran, Esther;Alonso, Marta;Ortega, Fatima;Rullas, Joaquin;Calvo, David;Mata, Lydia;Young, Robert;Sacchettini, James C.;Mendoza-Losana, Alfonso;Remuinan, Modesto;Ballell Pages, Lluis;Castro-Pichel, Julia. And the article was included in ChemMedChem in 2016.HPLC of Formula: 6515-58-8 This article mentions the following:

Isoniazid (INH) remains one of the cornerstones of antitubercular chemotherapy for drug-sensitive strains of M. tuberculosis bacteria. However, the increasing prevalence of multidrug-resistant (MDR) and extensively drug-resistant (XDR) strains containing mutations in the KatG enzyme, which is responsible for the activation of INH into its antitubercular form, have rendered this drug of little or no use in many cases of drug-resistant tuberculosis. Presented herein is a novel family of antitubercular direct NADH-dependent 2-trans enoyl-acyl carrier protein reductase (InhA) inhibitors based on an N-benzyl-4-((heteroaryl)methyl)benzamide template; unlike INH, these do not require prior activation by KatG. Given their direct InhA target engagement, these compounds should be able to circumvent KatG-related resistance in the clinic. The lead mols. were shown to be potent inhibitors of InhA and showed activity against M. tuberculosis bacteria. This new family of inhibitors was found to be chem. tractable, as exemplified by the facile synthesis of analogs and the establishment of structure-activity relationships. Furthermore, a co-crystal structure of the initial hit with the enzyme is disclosed, providing valuable information toward the design of new InhA inhibitors for the treatment of MDR/XDR tuberculosis. In the experiment, the researchers used many compounds, for example, 3-(Bromomethyl)benzoic acid (cas: 6515-58-8HPLC of Formula: 6515-58-8).

3-(Bromomethyl)benzoic acid (cas: 6515-58-8) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.HPLC of Formula: 6515-58-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Remodeling of the Chartreusin Pathway to Tune Antiproliferative and Antibacterial Activities was written by Ueberschaar, Nico;Xu, Zhongli;Scherlach, Kirstin;Metsae-Ketelae, Mikko;Bretschneider, Tom;Dahse, Hans-Martin;Goerls, Helmar;Hertweck, Christian. And the article was included in Journal of the American Chemical Society in 2013.Electric Literature of C8H7BrO3 This article mentions the following:

Natural products of the benzonaphthopyranone class, such as chartreusin, elsamicin A, gilvocarcin, and polycarcin, represent potent leads for urgently needed anticancer therapeutics and antibiotics. Since synthetic protocols for altering their architectures are limited, we harnessed enzymic promiscuity to generate a focused library of chartreusin derivatives Pathway engineering of the chartreusin polyketide synthase, mutational synthesis, and mol. modeling were employed to successfully tailor the structure of chartreusin. For the synthesis of the aglycons, improved synthetic avenues to substituted coumarin building blocks were established. Using an engineered mutant, in total 11 new chartreusin analogs (desmethyl, Me, Et, vinyl, ethynyl, bromo, hydroxy, methoxy, and corresponding (1→2) abeo-chartreusins) were generated and fully characterized. Their biol. evaluation revealed an unexpected impact of the ring substituents on antiproliferative and antibacterial activities. Irradiation of vinyl- and ethynyl-substituted derivatives with blue light resulted in an improved antiproliferative potency against a colorectal cancer cell line. In contrast, the replacement of a Me group by hydrogen caused a drastically decreased cytotoxicity but markedly enhanced antimycobacterial activity. Furthermore, muta-synthesis of bromochartreusin led to the first crystal structure of a chartreusin derivative that is not modified in the glycoside residue. Beyond showcasing the possibility of converting diverse, fully synthetic polyphenolic aglycons into the corresponding glycosides in a whole-cell approach, this work identified new chartreusins with fine-tuned properties as promising candidates for further development as therapeutics. In the experiment, the researchers used many compounds, for example, Methyl 3-bromo-5-hydroxybenzoate (cas: 192810-12-1Electric Literature 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Electric Literature of C8H7BrO3

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Nickel-Catalyzed Ipso/Ortho Difunctionalization of Aryl Bromides with Alkynes and Alkyl Bromides via a Vinyl-to-Aryl 1,4-Hydride Shift was written by He, Yuli;Borjesson, Marino;Song, Huayue;Xue, Yuhang;Zeng, Daning;Martin, Ruben;Zhu, Shaolin. And the article was included in Journal of the American Chemical Society in 2021.HPLC of Formula: 954-81-4 This article mentions the following:

Polysubstituted arenes are ubiquitous structures in a myriad of medicinal agents and complex mols. Herein, a new catalytic blueprint that merges the modularity of nickel catalysis for bond formation with the ability to enable a rather elusive 1,4-hydride shift at arene sp² C-H sites, thus allowing access to ipso/ortho-difunctionalized arenes from readily available aryl halides under mild conditions and exquisite selectivity profile is reported. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4HPLC of Formula: 954-81-4).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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. 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.HPLC of Formula: 954-81-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of a Series of Practical Fluorescent Chemical Tools To Measure pH Values in Living Samples was written by Takahashi, Shodai;Kagami, Yu;Hanaoka, Kenjiro;Terai, Takuya;Komatsu, Toru;Ueno, Tasuku;Uchiyama, Masanobu;Koyama-Honda, Ikuko;Mizushima, Noboru;Taguchi, Tomohiko;Arai, Hiroyuki;Nagano, Tetsuo;Urano, Yasuteru. And the article was included in Journal of the American Chemical Society in 2018.Recommanded Product: 100189-84-2 This article mentions the following:

In biol. systems, the pH in intracellular organelles or tissues is strictly regulated, and differences of pH are deeply related to key biol. events such as protein degradation, intracellular trafficking, renal failure, and cancer. Ratiometric fluorescence imaging is useful for determination of precise pH values, but existing fluorescence probes have substantial limitations, such as inappropriate pK_a for imaging in the physiol. pH range, inadequate photobleaching resistance, and insufficiently long excitation and emission wavelengths. Here we report a versatile scaffold for ratiometric fluorescence pH probes, based on asym. rhodamine. To demonstrate its usefulness for biol. applications, we employed it to develop two probes. (1) SiRpH5 has suitable pK_a and water solubility for imaging in acidic intracellular compartments; by using transferrin tagged with SiRpH5, we achieved time-lapse imaging of pH in endocytic compartments during protein trafficking for the first time. (2) Me-pEPPR is a near-IR (NIR) probe; by using dextrin tagged with Me-pEPPR, we were able to image extracellular pH of renal tubules and tumors in situ. These chem. tools should be useful for studying the influence of intra- and extracellular pH on biol. processes, as well as for in vivo imaging. In the experiment, the researchers used many compounds, for example, 2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2Recommanded Product: 100189-84-2).

2,5-Dibromo-1,3-dimethylbenzene (cas: 100189-84-2) 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. 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: 100189-84-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Lewis acid-mediated Michaelis-Arbuzov reaction at room temperature: a facile preparation of arylmethyl/heteroarylmethyl phosphonates was written by Rajeshwaran, Ganesan Gobi;Nandakumar, Meganathan;Sureshbabu, Radhakrishnan;Mohanakrishnan, Arasambattu K.. And the article was included in Organic Letters in 2011.COA of Formula: C7H5BrFNO2 This article mentions the following:

A facile preparation of arylmethyl and heteroarylmethyl phosphonate esters was achieved involving a Lewis acid mediated Michaelis-Arbuzov reaction at room temperature Thus, reaction of 2-(bromomethyl)-3-R¹-1-phenylsulfonyl-1H-indoles with P(OEt)₃ in the presence of 20 mol% of ZnBr₂ in CH₂Cl₂ at room temperature for 3-10 h or 3-R¹-1-phenylsulfonyl-1H-indole-2-methanols in the presence of 1.1 equiv of ZnBr₂ afforded di-Et 3-R¹-1-phenylsulfonyl-1H-indol-2-ylmethylphosphonates (4a–g, R¹ = SPh, Me, COMe, CO₂Et, CN) with 70-85% yields. Chiral benzyl halides or alcs. gave racemic benzylphosphonates, evidencing an S_N1 substitution mechanism. Interaction of arylmethyl halides/alcs. with tri-Et phosphite in the presence of Lewis acid at room temperature afforded phosphonate esters in good yields. In the experiment, the researchers used many compounds, for example, 1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0COA of Formula: C7H5BrFNO2).

1-(Bromomethyl)-4-fluoro-2-nitrobenzene (cas: 76437-44-0) 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.COA of Formula: C7H5BrFNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Anxiolytic properties of 1-aryl-4-(phthalimidoalkyl)piperazines and their affinity to 5-HT_1A serotonin and D₂ dopamine receptors was written by Andronati, S. A.;Soboleva, S. G.;Makan, S. Yu.;Sava, V. M.;Kolodeev, G. E.;Voronina, T. A.;Molodavkin, G. M.. And the article was included in Pharmaceutical Chemistry Journal (Translation of Khimiko-Farmatsevticheskii Zhurnal) in 2003.Computed Properties of C13H14BrNO2 This article mentions the following:

Phthalimidoalkylpiperazines with variable polymethylene spacer lengths and different aryl fragment structures were synthesized. Their affinity to 5-HT_1A serotonin and D₂ dopamine receptors in rat brain and anxiolytic properties were studied. The initial ω-5-bromoalkylphthalimides were synthesized by boiling potassium phthalimide with excess dibromoalkane in acetone; bromomethylphthalimide was obtained via reaction of a 48% aqueous hydrobromic acid solution with N-(hydroxymethyl)phthalimide. Radioligand anal. showed that compounds containing one- or two-unit methylene spacer possess virtually no affinity to 5-HT_1A serotonin and D₂ dopamine central nervous system receptors. Substituting Me group for chlorine in the aromatic fragment leads to a significant decrease in the affinity to both 5-HT_1A receptors and D₂ dopamine receptors. An increase in length of the polymethylene spacer significantly decreases the binding to D₂ dopamine receptors, thus rendering the compounds more selective with respect to 5-HT_1A receptors. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Computed Properties 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Computed Properties of C13H14BrNO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The effect of fluorescein labels on the affinity of antisera to small haptens was written by Colbert, D. L.;Eremin, S. A.;Landon, J.. And the article was included in Journal of Immunological Methods in 1991.Electric Literature of C13H14BrNO2 This article mentions the following:

Small haptens such as methylamphetamine (MW 149) cannot, on their own, induce an immune response. It is also unlikely that they fill the binding site of any antibody that recognizes them. Under such circumstances any attached label might be expected to enter the area of the binding site and exert an influence on overall binding. To investigate the possible influence of the label on binding, a range of fluorescein-labeled derivatives, differing in bridge length, were prepared Antiserum binding of these labeled derivatives was then compared to that of the unlabeled drug. Evidence is presented which suggests that, with small haptens, the closeness of the fluorescein mol. can markedly influence antibody binding. Significant differences were found in titer, sensitivity, and assay kinetics. These overall effects appear to be brought about by the change in affinity of the antibody for the labeled hapten. 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. 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

Synthesis and anti-influenza activities of novel baicalein analogs was written by Chung, Shu-Ting;Chien, Pei-Yu;Huang, Wen-Hsin;Yao, Chen-Wen;Lee, An-Rong. And the article was included in Chemical & Pharmaceutical Bulletin in 2014.Application In Synthesis of 3-Bromo-4-fluorocinnamic acid This article mentions the following:

A series of novel flavones derivatives were synthesized based on modification of the active ingredients of a traditional Chinese medicine Scutellaria baicalensis GEORGI screened for anti-influenza activity. The synthetic baicalein (flavone) analogs, especially with the B-rings substituted with bromine atoms, were much more potent than oseltamivir or ribavirin against H1N1 Tamiflu-resistant (H1N1 TR) virus and usually with more favorable selectivity. The most promising were I (R = OM, R¹ = 3-BrPh or 4-BrPh; R = OH, R¹ = 3-BrPh or 4-BrPh) all displaying an 50% effective concentration (EC₅₀) at around 4.0-4.5 μM, and a selective index (SI = 50% cytotoxic concentration (CC₅₀)/EC₅₀)>70. For seasonal H3N2-infected influenza virus, both I (R = OM, R¹ = 2-BrPh or 3-BrPh) with SI >17.3 indicated superior to ribavirin. The flavonoids having both not-naturally-occurring bromo-substituted B-rings and appropriate hydroxyls positioning on the A-rings might be critical in determining the activity and selectivity against H1N1-Tamiflu-resistant infected influenza viruses. In the experiment, the researchers used many compounds, for example, 3-Bromo-4-fluorocinnamic acid (cas: 160434-49-1Application In Synthesis of 3-Bromo-4-fluorocinnamic acid).

3-Bromo-4-fluorocinnamic acid (cas: 160434-49-1) 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. 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.Application In Synthesis of 3-Bromo-4-fluorocinnamic acid

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary