Category: 16004-15-2

Joshi, Saurabh; Yip, Yong Jie; Turel, Tankut; Verma, Sandeep; Valiyaveettil, Suresh published the article 《Cu-tetracatechol metallopolymer catalyst for three component click reactions and β-borylation of α,β-unsaturated carbonyl compounds》. Keywords: click reaction three component copper tetracatechol metallopolymer green catalyst; triazole preparation one pot three component click reaction catalyst; unsaturated carbonyl compound borylation copper tetracatechol metallopolymer green catalyst.They researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).COA of Formula: C7H6BrI. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:16004-15-2) here.

Phenol-metal coordination polymers are used in applications such as catalysis, sensing and separation science. In addition, combining eco-friendly conditions with economical and handling advantages of the polymeric catalyst is of interest to the community. Here, the authors report a simple one-pot synthesis of a tetracatechol-based ligand and its coordination polymer with copper ions. The Cu polymer showed electrochem. potential with a band gap of 1.01 eV. The BET surface area of the metallopolymer was 91.19 m2 g-1 with 0.14 cm3 g-1 pore volume The polymer catalyst was used in a one-pot three-component click reaction and in the borylation of unsaturated carbonyl compounds with a maximum 99% conversion in water and good turnover efficiency even after 4 repetitive catalysis cycles. The polymer catalyst offers several advantages such as high activity, easy handling, scalability, recyclability, and cost effectiveness.

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Reference:
Piperazine – Wikipedia,
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The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Synthesis and Characterization of a Specific Iodine-125-Labeled TRPC5 Radioligand, the main research direction is preparation iodine 123 TRPC5 radioligand PET imaging; Ca2+ imaging; PET tracers; TRPC5; autoradiography; iodine; radioligands.Recommanded Product: 16004-15-2.

The nonselective Ca2+-permeable transient receptor potential channel subfamily member 5 (TRPC5) belongs to the transient receptor potential canonical (TRPC) superfamily and is widely expressed in the brain. Compelling evidence reveals that TRPC5 plays crucial roles in depression and other psychiatric disorders. To develop a TRPC5 radioligand, following up on our previous effort, we synthesized the iodine compound TZ66127 and its iodine-125-labeled counterpart [125I]TZ66127. The synthesis of TZ66127 was achieved by replacing chloride with iodide in the structure of HC608, and the [125I]TZ66127 was radiosynthesized using its corresponding tributylstannylated precursor. We established a stable human TRPC5-overexpressed HEK293-hTRPC5 cell line and performed Ca2+ imaging and a cell-binding assay study of TZ66127; these indicated that TZ66127 had good inhibition activity for TRPC5, and the inhibitory efficiency of TZ66127 toward TRPC5 presented in a dose-dependent manner. An in vitro autoradiog. and immunohistochem. study of rat brain sections suggested that [125I]TZ66127 had binding specificity toward TRPC5. Altogether, [125I]TZ66127 has high potential to serve as a radioligand for screening the binding activity of other new compounds toward TRPC5. The availability of [125I]TZ66127 might facilitate the development of therapeutic drugs and PET imaging agents that target TRPC5.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Electric Literature of C7H6BrI. Aromatic compounds can be divided into two categories: single heterocycles and fused heterocycles. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Broadly Applicable Directed Catalytic Reductive Difunctionalization of Alkenyl Carbonyl Compounds. Author is Yang, Tao; Chen, Xianxiao; Rao, Weidong; Koh, Ming Joo.

Catalytic alkene difuntionalization is a convenient platform for introducing complexity in mols. and has wide applications in organic synthesis. Yet a compelling challenge that remains to be solved is the regioselective insertion of two highly functionalized carbon-based moieties, derived from stable and readily available organohalide electrophiles without the need for pre-synthesized organometallic reagents, across C=C bonds in unactivated alkyl-substituted alkenes. That catalytic amounts of an inexpensive Ni-based catalyst, in combination with a readily recyclable 8-aminoquinoline directing group, promotes efficient and site-selective addition of two different organohalides (iodides and bromides) across aliphatic alkenes under mild reductive conditions. Compared to previous studies, this protocol exhibits broad and complementary functional group tolerance that extends to aryl-alkylation, alkenyl-alkylation, and dialkylation transformations. The utility of the strategy is demonstrated through concise synthesis of biol. active mols. Kinetic studies and other control experiments shed further light on the mechanistic underpinnings of the multicomponent reaction.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Lewis acid-assisted Ir(III) reductive elimination enables construction of seven-membered-ring sulfoxides, published in 2020, which mentions a compound: 16004-15-2, mainly applied to dihydrodibenzothiepine oxide preparation chemoselective regioselective density functional theory; aralkyl sulfoxide oxidative reductive elimination Lewis acid iridium catalyst, Application In Synthesis of 1-(Bromomethyl)-4-iodobenzene.

Iridium has played an important role in the evolution of C-H activation chem. over the last half century owing to its high reactivity towards stoichiometric C-H bond cleavage; however, the use of Ir(III) complexes in catalytic C-H functionalization/C-C bond formation appears to have fallen off significantly. The main problem lies in the reductive elimination step, as iridium has a tendency to form stable and catalytically inactive Ir(III) species. Herein, with a rationally designed Lewis acid assisted oxidatively induced strategy, the sluggish Ir(III) reductive elimination is successfully facilitated, enabling the facile C-C bond formation. The X-ray crystal structure of a silver salt adduct of iridacycle and DFT calculations demonstrate that the sulfoxide group acts as a key bridge connecting the Ir(III) metal center with the silver Lewis acid, which facilitates the reductive elimination of the Ir(III) metallacycle. Further identification of oxidants was carried out by performing stoichiometric reactions, which enables the development of catalytic construction of various highly functionalized seven-membered-ring sulfoxides e.g., 5,7-dihydrodibenzo[c,e]thiepine 6-oxide, that are of great interest in medicinal chem. and materials science.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

The three-dimensional configuration of the ester heterocycle is basically the same as that of the carbocycle. Compound: 1-(Bromomethyl)-4-iodobenzene(SMILESS: IC1=CC=C(CBr)C=C1,cas:16004-15-2) is researched.Recommanded Product: 2343-22-8. The article 《Sterically enhanced 2-iminopyridylpalladium chlorides as recyclable ppm-palladium catalyst for Suzuki-Miyaura coupling in aqueous solution》 in relation to this compound, is published in Applied Organometallic Chemistry. Let’s take a look at the latest research on this compound (cas:16004-15-2).

Sterically hindered 2-iminopyridine derivatives and their palladium chlorides complexes were designed and prepared, which efficiently promoted the Suzuki-Miyaura coupling (SMC) reaction in aqueous solution Besides the good to excellent yields and broad substrate scope, these catalysts could be reused for at least four new batches of the substrates. Spontaneous separation of coupling products RR1 [R = Ph, 4-BrC6H4, 1-naphthyl, etc.; R1 = Ph, 4-NCC6H4, 1-naphthyl, 4-PhCH2OC6H4, 9-anthryl] in the aqueous reaction medium was the addnl. striking feature of this catalytic process. Furthermore, catalytic performance of palladium complexes bearing the azo-bridged Ph groups was greatly influenced by the UV irradiation due to the cis/trans photoisomerization of azo unit of the catalysts. In conclusion, titled palladium complexes provided a green, sustainable, cost-effective and convenient process to synthesize SMC products at multi-gram-scale reaction.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16004-15-2, is researched, SMILESS is IC1=CC=C(CBr)C=C1, Molecular C7H6BrIJournal, Article, European Journal of Medicinal Chemistry called Targeting nuclear protein TDP-43 by cell division cycle kinase 7 inhibitors: A new therapeutic approach for amyotrophic lateral sclerosis, Author is Rojas-Prats, Elisa; Martinez-Gonzalez, Loreto; Gonzalo-Consuegra, Claudia; Liachko, Nicole F.; Perez, Concepcion; Ramirez, David; Kraemer, Brian C.; Martin-Requero, Angeles; Perez, Daniel I.; Gil, Carmen; de Lago, Eva; Martinez, Ana, the main research direction is cdc7 inhibitor TDP43 ALS FTLD drug discovery; ALS; CDC7 inhibitors; Drug discovery; FTLD; TDP-43.Recommanded Product: 16004-15-2.

Amyotrophic lateral sclerosis (ALS) is a fatal neurodegenerative disease with no known cure. Aggregates of the nuclear protein TDP-43 have been recognized as a hallmark of proteinopathy in both familial and sporadic cases of ALS. Post-translational modifications of this protein, include hyperphosphorylation, cause disruption of TDP-43 homeostasis and as a consequence, promotion of its neurotoxicity. Among the kinases involved in these changes, cell division cycle kinase 7 (CDC7) plays an important role by directly phosphorylating TDP-43. In the present manuscript the discovery, synthesis, and optimization of a new family of selective and ATP-competitive CDC7 inhibitors based on 6-mercaptopurine scaffold are described. Moreover, we demonstrate the ability of these inhibitors to reduce TDP-43 phosphorylation in both cell cultures and transgenic animal models such as C. elegans and Prp-hTDP43 (A315T) mice. Altogether, the compounds described here may be useful as versatile tools to explore the role of CDC7 in TDP-43 phosphorylation and also as new drug candidates for the future development of ALS therapies.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Zhang, Jianbo; Chang, Sukbok published the article 《cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage》. Keywords: cine silylative ring opening alpha methyl azacycle bond cleavage; borane catalyst DFT mechanism acyclic tertiary amine carbon nitrogen.They researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).Product Details of 16004-15-2. Aromatic heterocyclic compounds can be divided into two categories: single heterocyclic and fused heterocyclic. In addition, there is a lot of other information about this compound (cas:16004-15-2) here.

Described herein is the development of a borane-catalyzed cine-silylative ring-opening of α-Me azacycles. This transformation involves four-step cascade processes: (i) exo-dehydrogenation of alicyclic amine, (ii) hydrosilylation of the resultant enamine, (iii) silylium-induced cis-β-amino elimination to open the ring skeleton, and (iv) hydrosilylation of the terminal olefin. The present borane catalysis also works efficiently for the C-N bond cleavage of acyclic tertiary amines. On the basis of exptl. and computational studies, the silicon atom was elucidated to play a pivotal role in the β-amino elimination step.

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Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 16004-15-2, is researched, SMILESS is IC1=CC=C(CBr)C=C1, Molecular C7H6BrIJournal, Article, Journal of Medicinal Chemistry called Fragment-Based Discovery of Novel Non-Hydroxamate LpxC Inhibitors with Antibacterial Activity, Author is Yamada, Yousuke; Takashima, Hajime; Walmsley, David Lee; Ushiyama, Fumihito; Matsuda, Yohei; Kanazawa, Harumi; Yamaguchi-Sasaki, Toru; Tanaka-Yamamoto, Nozomi; Yamagishi, Junya; Kurimoto-Tsuruta, Risa; Ogata, Yuya; Ohtake, Norikazu; Angove, Hayley; Baker, Lisa; Harris, Richard; Macias, Alba; Robertson, Alan; Surgenor, Allan; Watanabe, Hayato; Nakano, Koichiro; Mima, Masashi; Iwamoto, Kunihiko; Okada, Atsushi; Takata, Iichiro; Hitaka, Kosuke; Tanaka, Akihiro; Fujita, Kiyoko; Sugiyama, Hiroyuki; Hubbard, Roderick E., the main research direction is non hydroxamate PaLpxC inhibitor fragment discovery synthesis antibacterial.Electric Literature of C7H6BrI.

UDP-3-O-acyl-N-acetylglucosamine deacetylase (LpxC) is a zinc metalloenzyme that catalyzes the first committed step in the biosynthesis of Lipid A, an essential component of the cell envelope of Gram-neg. bacteria. The most advanced, disclosed LpxC inhibitors showing antibacterial activity coordinate zinc through a hydroxamate moiety with concerns about binding to other metalloenzymes. Here, we describe the discovery, optimization, and efficacy of two series of compounds derived from fragments with differing modes of zinc chelation. A series was evolved from a fragment where a glycine moiety complexes zinc, which achieved low nanomolar potency in an enzyme functional assay but poor antibacterial activity on cell cultures. A second series was based on a fragment that chelated zinc through an imidazole moiety. Structure-guided design led to a 2-(1S-hydroxyethyl)-imidazole derivative exhibiting low nanomolar inhibition of LpxC and a min. inhibitory concentration (MIC) of 4μg/mL against Pseudomonas aeruginosa, which is little affected by the presence of albumin.

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Piperazine – Wikipedia,
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So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic.Qhobosheane, Malikotsi A.; Beteck, Richard M.; Baratte, Blandine; Robert, Thomas; Ruchaud, Sandrine; Bach, Stephane; Legoabe, Lesetja J. researched the compound: 1-(Bromomethyl)-4-iodobenzene( cas:16004-15-2 ).SDS of cas: 16004-15-2.They published the article 《Exploration of 7-azaindole-coumaranone hybrids and their analogues as protein kinase inhibitors》 about this compound( cas:16004-15-2 ) in Chemico-Biological Interactions. Keywords: azaindole coumaranone anticancer agent protein kinase inhibitor; 7-Azaindole; Anticancer drugs; Coumaranone; GSK-3β; Haspin; Leishmanicidal drugs; LmCK1; Polypharmacology; Protein kinase. We’ll tell you more about this compound (cas:16004-15-2).

7-Azaindole has been labeled a privileged scaffold for the design of new potent inhibitors of protein kinases. In this paper, we determined the inhibition profiles of novel mono- and disubstituted derivatives of 7-azaindole-coumaranone hybrids on various disease-related protein kinases. Eight hit compounds were identified, including a potent Haspin inhibitor with an IC50 value of 0.15 μM. An interesting observation was that all active monosubstituted compounds displayed dual inhibition for Haspin and GSK-3β, while disubstituted derivatives inhibited GSK-3β and LmCK1 from Leishmania major parasite. Analyses of structure activity relationships (SARs) also revealed that mono-substitution with para-fluorobenzyloxy ring produced an equipotent inhibition of Haspin and GSK-3β. Haspin and GSK-3β are relevant targets for developing new anticancer agents while LmCK1 is an innovative target for leishmanicidal drugs. Novel compounds reported in this paper constitute promising starting points for the development of new anticancer and leishmanicidal drugs.

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Reference:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Reference of 1-(Bromomethyl)-4-iodobenzene. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 1-(Bromomethyl)-4-iodobenzene, is researched, Molecular C7H6BrI, CAS is 16004-15-2, about Regioselective approach to colchiceine tropolone ring functionalization at C(9) and C(10) yielding new anticancer hybrid derivatives containing heterocyclic structural motifs. Author is Pyta, Krystian; Skrzypczak, Natalia; Ruszkowski, Piotr; Bartl, Franz; Przybylski, Piotr.

The influence of base type, temperature and solvent on regioselective C(9)/C(10) “”click”” modifications within the tropolone ring of colchiceine I [ R = OH] was investigated. New ether derivatives bearing alkyne, azide, vinyl, or halide aryl groups enabled assembly of the alkaloid part with heterocycles or important biomols. such as saccharides, geldanamycin or AZT into hybrid scaffolds by dipolar cycloaddition (CuAAC) or Heck reaction. Compared to colchicine I = [ R = OCH3] or colchiceine I [ R = OH], ether congeners, as e.g. II [ R = but-2-enyl] [IC50s(3e) 0.9nM], showed improved or similar anticancer effects, whereby the bulkiness of the substituents and the substitution pattern of the tropolone proved to be essential. Biol. studies revealed that expand-ing the ether arms by terminal basic heterocycles as quinoline or pyridine, decreases the toxicity in HDFcells at high anticancer potency (IC50s 1-2nM). Docking of ether and hybrid derivatives into the colchicine pocket of αGTP/β tubulin dimers revealed a relationship between the favorable binding mode and the attractive anticancer potency.

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Reference:
Piperazine – Wikipedia,
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