Author: Jessica.F

Aryl Bis-Sulfonamide Inhibitors of IspF from Arabidopsis thaliana and Plasmodium falciparum was written by Thelemann, Jonas;Illarionov, Boris;Barylyuk, Konstantin;Geist, Julie;Kirchmair, Johannes;Schneider, Petra;Anthore, Lucile;Root, Katharina;Trapp, Nils;Bacher, Adelbert;Witschel, Matthias;Zenobi, Renato;Fischer, Markus;Schneider, Gisbert;Diederich, Francois. And the article was included in ChemMedChem in 2015.Recommanded Product: 615-55-4 This article mentions the following:

2-Methylerythritol 2,4-cyclodiphosphate synthase (IspF) is an essential enzyme for the biosynthesis of isoprenoid precursors in plants and many human pathogens. The protein is an attractive target for the development of anti-infectives and herbicides. Using a photometric assay, a screen of 40,000 compounds on IspF from Arabidopsis thaliana afforded sym. aryl bis-sulfonamides that inhibit IspF from A. thaliana (AtIspF) and Plasmodium falciparum (PfIspF) with IC₅₀ values in the micromolar range. The ortho-bis-sulfonamide structural motif is essential for inhibitory activity. The best derivatives obtained by parallel synthesis showed IC₅₀ values of 1.4 μM against PfIspF and 240 nM against AtIspF. Substantial herbicidal activity was observed at a dose of 2 kg ha^-1. Mol. modeling studies served as the basis for an in silico search targeted at the discovery of novel, non-sym. sulfonamide IspF inhibitors. The designed compounds were found to exhibit inhibitory activities in the double-digit micromolar IC₅₀ range. In the experiment, the researchers used many compounds, for example, 3,4-Dibromoaniline (cas: 615-55-4Recommanded Product: 615-55-4).

3,4-Dibromoaniline (cas: 615-55-4) 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. 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.Recommanded Product: 615-55-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Remote Directed Isocyanation of Unactivated C(sp³)-H Bonds: Forging Seven-Membered Cyclic Ureas Enabled by Copper Catalysis was written by Zhang, Hongwei;Tian, Peiyuan;Ma, Lishuang;Zhou, Yulu;Jiang, Cuiyu;Lin, Xufeng;Xiao, Xiao. And the article was included in Organic Letters in 2020.Reference of 14425-64-0 This article mentions the following:

Reported herein is an unprecedented copper-catalyzed site-selective δ-C(sp³)-H bonds activation of aliphatic sulfonamides for constructing the synthetically useful seven-membered N-heterocycles. A key to success is the use of in-situ-formed amide radicals, to activate the inert C(sp³)-H bond, and inexpensive TMSNCO, as a coupling reagent under mild conditions. To the best of our knowledge, this represents the first use of alkylamine derivatives as a five-membered synthon to prepare a seven-membered N-heterocycles. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 14425-64-0).

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

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis of 2-bromo- and 2-phenyl-neo-confused porphyrins was written by Almejbel, Arwa S.;Lash, Timothy D.. And the article was included in Organic & Biomolecular Chemistry in 2020.Application of 881676-32-0 This article mentions the following:

Neo-confused porphyrins (neo-CPs), porphyrin isomers with a 1,3-connected pyrrolic subunit, are aromatic structures with a CNNN coordination core. Previously, examples of neo-CPs with fused benzo units or electron-withdrawing ester substituents have been described. In this paper, two new examples of neo-CPs are reported that lack a fused aromatic unit or an ester moiety, but instead have a bromo or Ph substituent on the neo-confused ring. Acid-catalyzed condensation of suitably substituted 1,2′-dipyrrylmethane dialdehydes with a 2,2′-dipyrrylmethane, followed by oxidation with aqueous ferric chloride solutions, afforded the neo-CPs in 40-45% yield. These porphyrin analogs had slightly reduced diatropic ring currents and slowly decomposed in solution The related palladium(II) and nickel(II) complexes proved to be very unstable, even though the diatropicity of the macrocycle was enhanced. This study shows that stabilizing substituents are necessary for investigations into this class of porphyrinoids. Attempts to prepare imidazole versions of neo-CPs were unsuccessful. In the experiment, the researchers used many compounds, for example, 5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0Application of 881676-32-0).

5-Bromo-1H-pyrrole-3-carbaldehyde (cas: 881676-32-0) 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 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 of 881676-32-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Structure-Based Design and Development of Functionalized Mercaptoguanine Derivatives as Inhibitors of the Folate Biosynthesis Pathway Enzyme 6-Hydroxymethyl-7,8-dihydropterin Pyrophosphokinase from Staphylococcus aureus was written by Dennis, Matthew L.;Chhabra, Sandeep;Wang, Zhong-Chang;Debono, Aaron;Dolezal, Olan;Newman, Janet;Pitcher, Noel P.;Rahmani, Raphael;Cleary, Ben;Barlow, Nicholas;Hattarki, Meghan;Graham, Bim;Peat, Thomas S.;Baell, Jonathan B.;Swarbrick, James D.. And the article was included in Journal of Medicinal Chemistry in 2014.Electric Literature of C9H11BrO This article mentions the following:

6-Hydroxymethyl-7,8-dihydropterin pyrophosphokinase (HPPK), an enzyme from the folate biosynthesis pathway, catalyzes the pyrophosphoryl transfer from ATP to 6-hydroxymethyl-7,8-dihydropterin and is a yet-to-be-drugged antimicrobial target. Building on our previous discovery that 8-mercaptoguanine (8MG) is an inhibitor of Staphylococcus aureus HPPK (SaHPPK), we have identified and characterized the binding of an S8-functionalized derivative (3). X-ray structures of both the SaHPPK/3/cofactor analog ternary and the SaHPPK/cofactor analog binary complexes have provided insight into cofactor recognition and key residues that move over 30 Å upon binding of 3, whereas NMR measurements reveal a partially plastic ternary complex active site. Synthesis and binding anal. of a set of analogs of 3 have identified an advanced new lead compound (11) displaying >20-fold higher affinity for SaHPPK than 8MG. A number of these exhibited low micromolar affinity for dihydropteroate synthase (DHPS), the adjacent, downstream enzyme to HPPK, and may thus represent promising new leads to bienzyme inhibitors. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Electric Literature of C9H11BrO).

1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0) 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 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.Electric Literature of C9H11BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Effect of intermolecular interaction on the reaction of bromination in the binary system benzene-nitrobenzene was written by Cheshko, F. F.;Novikova, L. N.;Shevchenko, O. I.. And the article was included in Zhurnal Obshchei Khimii in 1957.Synthetic Route of C10H13BrO This article mentions the following:

Bromination of a 2:5 molar mixture of C₆H₆ and PhNO₂ 4 hrs. on a steam bath with 0.3 mole Br per 0.36 mole C₆H₆ occurred rapidly and in 90 min. gave 33.1% PhBr without any Br₂C₆H₄; a kinetic curve of the reaction was shown. In CCl₄ the reaction failed to take place after 4 hrs. When the solvent was omitted, the reaction was very slow for 1.5 hrs., then proceeded at an appreciable rate and gave 10.3% PhBr in 4 hrs. The reaction in PhBr was less rapid than in PhNO₂ but more rapid than without a solvent and gave 15.3% PhBr in 4 hrs. The solvating or complexing action of PhNO₂ on C₆H₆ accounted for the activation of the reaction described above. In the experiment, the researchers used many compounds, for example, 1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3Synthetic Route of C10H13BrO).

1-(3-Bromopropyl)-4-methoxybenzene (cas: 57293-19-3) 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.Synthetic Route of C10H13BrO

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Selective Electron Transfer Reduction of Urea-Type Carbonyls was written by Huang, Huan-Ming;Procter, David J.. And the article was included in European Journal of Organic Chemistry in 2019.Reference of 14425-64-0 This article mentions the following:

Urea-type carbonyls in barbiturates undergo a highly chemoselective electron transfer reduction upon treatment with SmI₂/H₂O/LiBr. The process involves the formation, and further reduction, of unusual ketyl-type radical anions under mild conditions. Cyclic aminal products are obtained in good to excellent yield without recourse to pre-activation of the substrate or the use of metal hydride reagents. Furthermore, varying the protic additive used in conjunction with SmI₂ allows intermediate hemiaminals to be obtained. In the experiment, the researchers used many compounds, for example, 1-(2-Bromoethyl)-4-methoxybenzene (cas: 14425-64-0Reference of 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. 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.Reference of 14425-64-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Room-Temperature Synthesis of 1,3,5-Tri(het)aryl Benzene from Nitroalkenes Using Pd(OAc)₂: Complete Mechanistic and Theoretical Studies was written by Midya, Siba P.;Mondal, Subal;Islam, Abu S. M.;Rashid, Ambreen;Mondal, Sahidul;Paul, Ankan;Ghosh, Pradyut. And the article was included in Organic Letters in 2022.Recommanded Product: 96761-85-2 This article mentions the following:

Herein, a room-temperature catalytic pathway for 1,3,5-tri(het)aryl benzene derivatives I [R = Ph, 4-MeC₆H₄, 4-ClC₆H₄, etc.] via Pd(OAc)₂-catalyzed cascade cyclotrimerization of nitroalkenes was presented. This newly developed C-C bond-forming methodol. takes place in a cascade manner with the initial pallado-Morita-Baylis-Hillman (MBH) type adduct. The broad substrate scopes, functional group tolerance, and different aryl-substituted benzene derivatives made this methodol. more attractive. Furthermore, the mechanistic understanding through isolation of intermediates and DFT studies of the catalytic cycle provide requisite insight into the methodol. In the experiment, the researchers used many compounds, for example, 3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2Recommanded Product: 96761-85-2).

3,3”-Dibromo-5′-(3-bromophenyl)-1,1′:3′,1”-terphenyl (cas: 96761-85-2) 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. Commercially available organobromine pharmaceuticals include the vasodilator nicergoline, the sedative brotizolam, the anticancer agent pipobroman, and the antiseptic merbromin. Recommanded Product: 96761-85-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Highly stereoselective synthesis of aryl/heteroaryl-C-nucleosides via the merger of photoredox and nickel catalysis was written by Ma, Yingying;Liu, Shihui;Xi, Yifan;Li, Hongrui;Yang, Kai;Cheng, Zhihao;Wang, Wei;Zhang, Yongqiang. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2019.Recommanded Product: 179232-29-2 This article mentions the following:

A photoredox/nickel dual-catalyzed decarboxylative cross-coupling reaction of anomeric ribosyl/deoxyribosyl acids with aryl/heteroaryl bromides has been developed. The reaction proceeds smoothly under visible-light irradiation and features the using of cost-effective and easily handled catalysts and starting materials, which allows the highly stereoselective synthesis of diverse aryl/heteroaryl-C-nucleosides in moderate to high yields. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Recommanded Product: 179232-29-2).

Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) 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. In the pharmaceutical industry organo bromine derivatives are used as sedatives, vasodilators, antiseptic agents, and anticancer agents.Recommanded Product: 179232-29-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and biological evaluation of coumarin linked fluoroquinolones, phthalimides and naphthalimides as potential DNA gyrase inhibitors was written by Kamal, A.;Satyanarayana, M.;Devaiah, V.;Rohini, V.;Yadav, J. S.;Mullick, B.;Nagaraja, V.. And the article was included in Letters in Drug Design & Discovery in 2006.Category: bromides-buliding-blocks This article mentions the following:

A hybrid mol. synthesis strategy is employed to develop new mols. with potential antibacterial activity. Three types of coumarin-linked hybrids have been synthesized. The coumarin ring system has been linked to phthalimido, naphthalimido and quinolone moieties at 4-position through piperazino alkane spacers. These compounds have been evaluated for their antibacterial activity. Some of these new hybrids particularly phthalimido and naphthalimido ones have exhibited DNA gyrase inhibition activity. In the experiment, the researchers used many compounds, for example, N-(5-Bromopentyl)phthalimide (cas: 954-81-4Category: bromides-buliding-blocks).

N-(5-Bromopentyl)phthalimide (cas: 954-81-4) 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.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Synthesis and anti-proliferative activity evaluation of N3-acyl-N5-aryl-3,5-diaminoindazole analogues as anti-head and neck cancer agent was written by Lee, Jinho;Kim, Jina;Hong, Victor Sukbong;Park, Jong-Wook. And the article was included in Daru, Journal of Pharmaceutical Sciences in 2014.Product Details of 1130165-74-0 This article mentions the following:

Head and neck squamous cell carcinoma (HNSCC) is the 11th leading cancer by incidence worldwide. Surgery and radiotherapy were the major treatment for patients with HNSCC while chemotherapy become an important treatment option for locally advanced HNSCC. Understanding of the mol. mechanisms underlying HNSCC impelled the development of targeted therapeutic agents. The development and combinations of targeted therapies in different cellular pathways may be needed to fulfill the unmet needs of current HNSCC chemotherapy. A series of N3-acyl-N5-aryl-3,5-diaminoindazoles were synthesized and their antiproliferative activities were evaluated against human cancer cell lines, Caki, A549, AMC-HN1, AMC-HN3, AMC-HN4, AMC-HN6, and SNU449. The cellular selectivity of compound was obtained by the modification of substituent at N5-aryl group of 3,5-diaminoindazole. The compounds 2-(4-ethoxyphenyl)-N-{5-[2-fluoro-4-(morpholine-4-carbonyl)phenylamino]-1H-indazol-3-yl}acetamide and 2-(4-ethoxyphenyl)-N-{5-[2-fluoro-4-(4-methylpiperazine-1-carbonyl)phenylamino]-1H-indazol-3-yl}acetamide showed more than 7-fold selectivity for AMC-HN4 and AMC-HN3, resp. 3-Acylamino-N-arylaminoindazole analogs were used as hits in the development of anticancer drug for HNSCC. In the experiment, the researchers used many compounds, for example, Ethyl 4-bromo-3-fluorobenzoate (cas: 1130165-74-0Product Details of 1130165-74-0).

Ethyl 4-bromo-3-fluorobenzoate (cas: 1130165-74-0) 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.Product Details of 1130165-74-0

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary