Tag: 200-300

Relayed Regioselective Alkynylation/Olefination of Unsymmetrical Cyclic Diaryliodonium Species Catalyzed by Cu and Pd: Affording Fluorescent Cytotoxic Benzoxazoles was written by Zhu, Daqian;Liu, Panpan;Lu, Wenhua;Wang, Haiwen;Luo, Bingling;Hu, Yumin;Huang, Peng;Wen, Shijun. And the article was included in Chemistry – A European Journal in 2015.HPLC of Formula: 827-24-7 This article mentions the following:

Although cyclic diaryliodonium species have the potential to act as valuable synthons for cascade transformations, they still remain largely unexplored. The regioselectivity associated with unsym. cyclic diaryliodonium species has previously been known to pose a challenge. A regioselective relayed alkynylation and olefination of unsym. cyclic diaryliodonium species has been achieved by installation of a directing amide group. These relayed transformations were delayed until an oxazole ring had formed, delivering a series of unique fluorescent benzoxazoles. Moreover, some of these synthetic benzoxazoles showed apparent inhibitory activity against malignant cancer cells. Further confocal visualization revealed that benzoxazoles targeted cell nuclei. These findings might provide a novel structural scaffold to develop desirable anticancer agents. The synthesis of the target compounds was achieved by a reaction of [(carbonyl)amino]dibenziodolium trifluoromethanesulfonate salts (iodonium compounds) with (aryl)alkyne derivatives, such as 1-ethynyl-4-(methyl)benzene, 4-(ethynyl)benzoic acid ester, 2-methyl-3-butyn-2-ol, 3-butyn-1-ol. Alkene reactants included 2-propenoic acid 1,1-dimethylethyl ester, 1-penten-3-one, 1-ethenyl-2-nitrobenzene (nitro-styrene), 4-(ethenyl)benzonitrile. The title compounds thus formed included [(alkynyl)phenyl]benzoxazole derivatives and [(alkenyl)phenyl]benzoxazole derivatives In the experiment, the researchers used many compounds, for example, 2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7HPLC of Formula: 827-24-7).

2-Bromo-4-methyl-6-nitroaniline (cas: 827-24-7) 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. 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.HPLC of Formula: 827-24-7

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reevaluating the substrate specificity of the L-type amino acid transporter (LAT1) was written by Chien, Huan-Chieh;Colas, Claire;Finke, Karissa;Springer, Seth;Stoner, Laura;Zur, Arik A.;Venteicher, Brooklynn;Campbell, Jerome;Hall, Colton;Flint, Andrew;Augustyn, Evan;Hernandez, Christopher;Heeren, Nathan;Hansen, Logan;Anthony, Abby;Bauer, Justine;Fotiadis, Dimitrios;Schlessinger, Avner;Giacomini, Kathleen M.;Thomas, Allen A.. And the article was included in Journal of Medicinal Chemistry in 2018.Recommanded Product: 35065-86-2 This article mentions the following:

The L-type amino acid transporter 1 (LAT1, SLC7A5) transports essential amino acids across the blood-brain barrier (BBB) and into cancer cells. To utilize LAT1 for drug delivery, potent amino acid promoieties are desired, as prodrugs must compete with millimolar concentrations of endogenous amino acids. To better understand ligand-transporter interactions that could improve potency, we developed structural LAT1 models to guide the design of substituted analogs of phenylalanine and histidine. Furthermore, we evaluated the structure-activity relationship (SAR) for both enantiomers of naturally occurring LAT1 substrates. Analogs were tested in cis-inhibition and trans-stimulation cell assays to determine potency and uptake rate. Surprisingly, LAT1 can transport amino acid-like substrates with wide-ranging polarities including those containing ionizable substituents. Addnl., the rate of LAT1 transport was generally nonstereoselective even though enantiomers likely exhibit different binding modes. Our findings have broad implications to the development of new treatments for brain disorders and cancer. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Recommanded Product: 35065-86-2).

3-Bromophenyl acetate (cas: 35065-86-2) 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. 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.Recommanded Product: 35065-86-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Antitubercular agents. Part 1: Synthesis of phthalimido- and naphthalimido-linked phenazines as new prototype antitubercular agents was written by Kamal, Ahmed;Hari Babu, A.;Venkata Ramana, A.;Sinha, Rakesh;Yadav, J. S.;Arora, Sudarshan K.. And the article was included in Bioorganic & Medicinal Chemistry Letters in 2005.Name: N-(5-Bromopentyl)phthalimide This article mentions the following:

The preparation and antitubercular properties of a series of phthalimido- and naphthalimido-linked phenazines, e.g., I, are described. Some of these compounds inhibited the growth of Mycobacterium tuberculosis ATCC 27294, Mycobacterium avium ATCC 49601, Mycobacterium intracellulare ATCC 13950, and some clin. isolates. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Name: N-(5-Bromopentyl)phthalimide).

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.Name: N-(5-Bromopentyl)phthalimide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of trans-4-triazolyl-substituted 3-hydroxypiperidines was written by Harmsen, Rianne A. G.;Sydnes, Leiv K.;Tornroos, Karl W.;Haug, Bengt Erik. And the article was included in Synthesis in 2011.Application of 14425-64-0 This article mentions the following:

The synthesis of tert-Bu trans-4-ethynyl-3-hydroxypiperidine-1-carboxylate is described via regioselective ring-opening of a racemic N-Boc-protected 7-oxa-3-azabicyclo[4.1.0]heptane, and serves as a new scaffold for the preparation of substituted piperidines. The terminal alkyne is converted into 1,4- and 1,5-disubstituted 1,2,3-triazoles through 1,3-dipolar cycloaddition reactions with organic azides. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Application 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). 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.Application of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hierarchical self-assembly of supramolecular polymer complexes mediated by various generations of bent-core mesogenic dendrimers hydrogen-bonded with triblock copolymer was written by Lin, Chien-Min;Dwivedi, Atul Kumar;Chuang, Wei-Tsung;Lin, Hong-Cheu. And the article was included in Polymer in 2020.Category: bromides-buliding-blocks This article mentions the following:

A series of side-chain supramol. polymer complexes containing proton acceptor triblock copolymer, i.e., poly(4-vinylpyridine)-block-polystyrene-block-poly(4-vinylpyridine) (VSV, i.e., P4VP-PS-P4VP), hydrogen-bonded (H-bonded) with two generations of proton donor bent-core mesogenic dendritic pendants (G1 and G2) were prepared and investigated. These two supramol. polymer complexes (i.e., VSV/G1 and VSV/G2) were characterized by wide- and small-angle X-ray scattering (WAXS and SAXS), and the formation of a microphase separated smectic A (SmA) structure corresponding to a head-to-head layered arrangement was confirmed. The hierarchical structures within the morphologies of supramol. polymer complexes were proved not only by the SAXS patterns but also by the transmission electron microscopy (TEM). The novel hierarchical lamellar domains of corresponding tetragonal and hexagonal arrangements in different generations of dendritic proton donors (G1 and G2) were self-assembled with triblock copolymer proton acceptor VSV to induce resp. BCC (body-centered cubic) and FCC (face-centered cubic) structures in supramol. polymer complexes VSV/G1 and VSV/G2. Therefore, the shear alignments of characteristic cylindrical column phase micro-domains were developed for the first time to control the unique hierarchical constructions of functionalized self-assembled bent-core structures by utilization of various generations of dendritic proton donors to be H-bonded with triblock copolymer proton acceptor. In the experiment, the researchers used many compounds, for example, 3-Bromophenyl acetate (cas: 35065-86-2Category: bromides-buliding-blocks).

3-Bromophenyl acetate (cas: 35065-86-2) 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). 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

Identification of Benzoxazin-3-one Derivatives as Novel, Potent, and Selective Nonsteroidal Mineralocorticoid Receptor Antagonists was written by Hasui, Tomoaki;Matsunaga, Nobuyuki;Ora, Taiichi;Ohyabu, Norio;Nishigaki, Nobuhiro;Imura, Yoshimi;Igata, Yumiko;Matsui, Hideki;Motoyaji, Takashi;Tanaka, Toshimasa;Habuka, Noriyuki;Sogabe, Satoshi;Ono, Midori;Siedem, Christopher S.;Tang, Tony P.;Gauthier, Cassandra;De Meese, Lisa A.;Boyd, Steven A.;Fukumoto, Shoji. And the article was included in Journal of Medicinal Chemistry in 2011.Product Details of 58349-01-2 This article mentions the following:

Mineralocorticoid receptor (MR) blockade has come into focus as a promising approach for the treatment of cardiovascular diseases such as hypertension and congestive heart failure. In order to identify a novel class of nonsteroidal MR antagonists that exhibit significant potency and good selectivity over other steroidal hormone receptors, the authors designed a novel series of benzoxazin-3-one derivatives and synthesized them from 6-(7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-6-yl)-2H-1,4-benzoxazin-3(4H)-one (I), high-throughput screening (HTS) hit compound Their design was based on a crystal structure of an MR/compound complex and a docking model. In the course of lead generation from I, a 1,2-diaryl framework was characterized as a key structure with high binding affinity. On the basis of scaffold hopping and optimization studies, benzoxazin-3-one derivatives possessing 1-phenyl-3-trifluoromethylpyrazol-5-yl moiety at the 6-position were identified as a novel series of potent and selective MR antagonists. Among these compounds, 6-[1-(4-fluoro-2-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]-2H-1,4-benzoxazin-3(4H)-one (II) showed highly potent activity and good selectivity and also exhibited a significant antihypertensive effect in deoxycorticosterone acetate-salt hypertensive rats. On the basis of these results, compound II was progressed for further pharmacol. evaluation. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2Product Details of 58349-01-2).

4-Bromo-2-chloro-6-nitrophenol (cas: 58349-01-2) 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.Product Details of 58349-01-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Direct Primary Amination of Alkylmetals with NH-Oxaziridine was written by Behnke, Nicole Erin;Kielawa, Russell;Kwon, Doo-Hyun;Ess, Daniel H.;Kurti, Laszlo. And the article was included in Organic Letters in 2018.Product Details of 57293-19-3 This article mentions the following:

A method for the primary electrophilic amination of primary, secondary, and tertiary organometallic substrates from a bench-stable NH-oxaziridine reagent is described. This facile and highly chemoselective transformation occurs at ambient temperature and without transition metal catalysts or purification by column chromatog. to provide alkylamine products in a single step. D. functional theory (DFT) calculations revealed that, despite the basicity of alkylmetals, the direct NH-transfer pathway is favored over proton and O-transfer. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Product Details of 57293-19-3).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of 2-(3-aminophenyl)-benzothiazoles as antiproliferative and apoptosis-inducing agents was written by Zhang, Juan;Cheng, Zhi-Qiang;Song, Jia-Li;Tao, Hong-Rui;Zhu, Kongkai;Muehlmann, Luis Alexandre;Jiang, Cheng-Shi;Zhang, Hua. And the article was included in Monatshefte fuer Chemie in 2018.Synthetic Route of C7H5Br2F This article mentions the following:

A series of new 2-(3-aminophenyl)-benzothiazole derivatives were synthesized and evaluated for their in vitro antiproliferative activity against various human cancer cell lines including A549, HeLa, HepG2, MCF-7, MV4-11, and DB. Among the tested compounds, N-[3-(benzo[d]thiazol-2-yl)phenyl]nicotinamide displayed significantly improved antiproliferative activity toward A549 and MV4-11 cells with IC₅₀ values of 5.42±1.33 and 7.51±0.98 μM, resp., much stronger than the hit 3-(benzo[d]thiazol-2-yl)-N-(4-bromobenzyl)aniline. Furthermore, flow cytometric anal. indicated that N-[3-(benzo[d]thiazol-2-yl)phenyl]nicotinamide induced A549 cell apoptosis with cell cycle arrest at G1 phase in a concentration-dependent manner. Graphical abstract: [Figure not available: see fulltext.]. In the experiment, the researchers used many compounds, for example, 2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0Synthetic Route of C7H5Br2F).

2-Bromo-4-fluorobenzylbromide (cas: 61150-57-0) 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.Synthetic Route of C7H5Br2F

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

A diboronic acid ‘glucose cleft’ and a biscrown ether ‘metal sandwich’ are allosterically coupled was written by James, Tony D.;Shinkai, Seiji. And the article was included in Journal of the Chemical Society, Chemical Communications in 1995.Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane This article mentions the following:

Glucose is released from the diboronic acid ‘cleft’ I when a metal ‘sandwich’ is formed by two 15-crown-5 rings; the binding events are sensitively monitored by changes in the fluorescence intensity. In the experiment, the researchers used many compounds, for example, 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane).

2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane (cas: 166821-88-1) 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. 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.Safety of 2-(2-(Bromomethyl)phenyl)-5,5-dimethyl-1,3,2-dioxaborinane

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Development of LM98, a Small-Molecule TEAD Inhibitor Derived from Flufenamic Acid was written by Melin, Lea;Abdullayev, Shuay;Fnaiche, Ahmed;Vu, Victoria;Gonzalez Suarez, Narjara;Zeng, Hong;Szewczyk, Magdalena M.;Li, Fengling;Senisterra, Guillermo;Allali-Hassani, Abdellah;Chau, Irene;Dong, Aiping;Woo, Simon;Annabi, Borhane;Halabelian, Levon;LaPlante, Steven R.;Vedadi, Masoud;Barsyte-Lovejoy, Dalia;Santhakumar, Vijayaratnam;Gagnon, Alexandre. And the article was included in ChemMedChem in 2021.Electric Literature of C8H6BrFO2 This article mentions the following:

The YAP-TEAD transcriptional complex is responsible for the expression of genes that regulate cancer cell growth and proliferation. Dysregulation of the Hippo pathway due to overexpression of TEAD has been reported in a wide range of cancers. Inhibition of TEAD represses the expression of associated genes, demonstrating the value of this transcription factor for the development of novel anti-cancer therapies. We report herein the design, synthesis and biol. evaluation of LM98, a flufenamic acid analog. LM98 shows strong affinity to TEAD, inhibits its autopalmitoylation and reduces the YAP-TEAD transcriptional activity. Binding of LM98 to TEAD was supported by 19F-NMR studies while co-crystallization experiments confirmed that LM98 is anchored within the palmitic acid pocket of TEAD. LM98 reduces the expression of CTGF and Cyr61, inhibits MDA-MB-231 breast cancer cell migration and arrests cell cycling in the S phase during cell division. In the experiment, the researchers used many compounds, for example, Methyl 2-bromo-4-fluorobenzoate (cas: 653-92-9Electric Literature of C8H6BrFO2).

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). 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 C8H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary