Tag: 200-300

Yu, Yancheng; Yu, Quanwei; Liu, Simeng; Wu, Chenyang; Zhang, Xiaojin published an article in 2021. The article was titled 《Insight into the binding mode of HIF-2 agonists through molecular dynamic simulations and biological validation》, and you may find the article in European Journal of Medicinal Chemistry.COA of Formula: C6H5Br2N The information in the text is summarized as follows:

Hypoxia-inducible factor-2 (HIF-2), a heterodimeric transcriptional protein consisting of HIF-2α and aryl hydrocarbon receptor nuclear translocator (ARNT) subunits, has a broad transcriptional profile that plays a vital role in human oxygen metabolism M1001, a HIF-2 agonist identified by high-throughput screening (HTS), is capable of altering the conformation of Tyr281 of the HIF-2α PAS-B domain and enhancing the affinity of HIF-2α and ARNT for transcriptional activation. M1002, an analog of M1001, shows improved efficacy than M1001. However, the cocrystal structure of M1001 and HIF-2 has some defects in revealing the agonist binding mode due to the relatively low resolution, while the binding mode of M1002 remained unexplored. To in-depth understand agonist binding profiles, herein, the mol. dynamic (MD) simulations was applied to construct a stable agonist-protein model, and a possible binding mode was proposed through the anal. of the binding free energy and hydrogen bonding of the simulation results. Nine compounds were then synthesized and evaluated to verify the proposed binding mode. Among them, compound 10 manifested improved agonistic activity and reduced toxicity compared to M1002. This study provides deep insight into the binding mode of such HIF-2 agonists, which would be useful for designing novel agonists for HIF-2. The experimental part of the paper was very detailed, including the reaction process of 3,5-Dibromoaniline(cas: 626-40-4COA of Formula: C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Halogenation, in which one or more hydrogen atoms of an amine is replaced by a halogen atom, occurs with chlorine, bromine, and iodine, as well as with some other reagents, notably hypochlorous acid (HClO). With primary amines the reaction proceeds in two stages, producing N-chloro- and N,N-dichloro-amines, RNHCl and RNCl2, respectively. With tertiary amines, an alkyl group may be displaced by a halogen.COA of Formula: C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Membrane-Anchoring Photosensitizer with Aggregation-Induced Emission Characteristics for Combating Multidrug-Resistant Bacteria》 was written by Chen, Huan; Li, Shengliang; Wu, Min; Kenry; Huang, Zhongming; Lee, Chun-Sing; Liu, Bin. Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

Traditional photosensitizers (PSs) show reduced singlet oxygen (1O2) production and quenched fluorescence upon aggregation in aqueous media, which greatly affect their efficiency in photodynamic therapy (PDT). Meanwhile, non-targeting PSs generally yield low efficiency in antibacterial performance due to their short lifetimes and small effective working radii. Herein, a water-dispersible membrane anchor (TBD-anchor) PS with aggregation-induced emission is designed and synthesized to generate 1O2 on the bacterial membrane. TBD-anchor showed efficient antibacterial performance towards both Gram-neg. (Escherichia coli) and Gram-pos. bacteria (Staphylococcus aureus). Over 99.8% killing efficiency was obtained for methicillin-resistant S. aureus (MRSA) when they were exposed to 0.8μm of TBD-anchor at a low white light dose (25 mW cm-2) for 10 min. TBD-anchor thus shows great promise as an effective antimicrobial agent to combat the menace of multidrug-resistant bacteria. In the experiment, the researchers used 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene)

1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8) is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.Recommanded Product: 1-Bromo-3,4,5-trimethoxybenzene1-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Metal-Templated, Tight Loop Conformation of a Cys-X-Cys Biomimetic Assembles a Dimanganese Complex》 was written by Le, Trung; Nguyen, Hao; Perez, Lisa M.; Darensbourg, Donald J.; Darensbourg, Marcetta Y.. Computed Properties of C5BrMnO5 And the article was included in Angewandte Chemie, International Edition in 2020. The article conveys some information:

With the goal of generating anionic analogs to MN2S2·Mn(CO)3Br the authors introduced metallodithiolate ligands, MN2S22- prepared from the Cys-X-Cys biomimetic, ema4- ligand (ema = N,N’-ethylenebis(mercaptoacetamide); M = NiII, [VIV O]2+ and FeIII) to Mn(CO)5Br. An unexpected, remarkably stable dimanganese product, (H2N2(CH2C:O(μ-S))2)[Mn(CO)3]2 resulted from loss of M originally residing in the N2S24- pocket, replaced by protonation at the amido nitrogens, generating H2ema2-. Accordingly, the ema ligand has switched its coordination mode from an N2S24- cavity holding a single metal, to a binucleating H2ema2- with bridging sulfurs and carboxamide oxygens within Mn-μ-S-CH2-C-O, 5-membered rings. In situ metal-templating by zinc ions gives quant. yields of the Mn2 product. By computational studies the authors compared the conformations of “”linear”” ema4- to ema4- frozen in the “”tight-loop”” around single metals, and to the “”looser”” fold possible for H2ema2- that is the optimal arrangement for binucleation. XRD mol. structures show extensive H-bonding at the amido-nitrogen protons in the solid state. In addition to this study using Bromopentacarbonylmanganese(I), there are many other studies that have used Bromopentacarbonylmanganese(I)(cas: 14516-54-2Computed Properties of C5BrMnO5) was used in this study.

Bromopentacarbonylmanganese(I)(cas: 14516-54-2) has many other uses. It is used in the formation of (eta6-arene)tricarbonylmanganese(I) by reacting with arene (arene= hexamethyl benzene, 1,2,4,5-tetramethyl benzene, mesitylene, p-xylene and toluene) in the presence silver salt.Computed Properties of C5BrMnO5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Stannylation and Stille Coupling of Base-Sensitive Tetrahydroxanthones to Heteromeric Biaryls》 was published in Advanced Synthesis & Catalysis in 2015. These research results belong to Lindner, Stephanie; Nieger, Martin; Braese, Stefan. Safety of 3-Bromo-2-nitrobenzoic acid The article mentions the following:

Herein, the synthesis of heteromeric tetrahydroxanthone biaryls is described, a widespread core structure of many natural products. The development of both stannylation and Stille coupling procedures of base-sensitive tetrahydroxanthones enabled their coupling with benzene derivatives as well as with xanthenes. These methods provide access to structures that are analogous to parnafungin as well as to dimeric compounds similar to secalonic acid or (5R,5’R,6R,6’R,10aR,10’aR)-rel-(-)-5,5′-bis(acetyloxy)-10a,10’a-bis[(acetyloxy)methyl]-5,5′,6,6′,7,7′,10a,10’a-octahydro-1,1′,8,8′-tetrahydroxy-6,6′-dimethyl-[2,4′-Bi-9H-xanthene]-9,9′-dione [i.e., phomoxanthone]. The synthesis of the target compounds was achieved using 7-bromo-2,3,4,4a-tetrahydro-1H-xanthen-1-one, 2,3,4,4a-tetrahydro-7-iodo-1H-xanthen-1-one (1R,4aS)-rel-7-bromo-2,3,4,4a-tetrahydro-1H-xanthen-1-ol as starting materials. Key intermediates for the coupling reactions included (tributylstannyl)xanthene derivatives Dimers thsu formed included 2,2′,3,3′,4,4′,4a,4’a-octahydro-[7,7′-bi-1H-Xanthene]-1,1′-dione. In the experimental materials used by the author, we found 3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4Safety of 3-Bromo-2-nitrobenzoic acid)

3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4) belongs to organobromine compounds.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Safety of 3-Bromo-2-nitrobenzoic acid Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Novel Deazaflavin Analogues Potently Inhibited Tyrosyl DNA Phosphodiesterase 2 (TDP2) and Strongly Sensitized Cancer Cells toward Treatment with Topoisomerase II (TOP2) Poison Etoposide》 was written by Kankanala, Jayakanth; Ribeiro, Carlos J. A.; Kiselev, Evgeny; Ravji, Azhar; Williams, Jessica; Xie, Jiashu; Aihara, Hideki; Pommier, Yves; Wang, Zhengqiang. Safety of Methyl 3-(bromomethyl)benzoateThis research focused onTyrosyl DNA phosphodiesterase 2 sensitize cancer cells etoposide deazaflavin. The article conveys some information:

Topoisomerase II (TOP2) poisons as anticancer drugs work by trapping TOP2 cleavage complexes (TOP2cc) to generate DNA damage. Repair of such damage by tyrosyl DNA phosphodiesterase 2 (TDP2) could render cancer cells resistant to TOP2 poisons. Inhibiting TDP2, thus, represents an attractive mechanism-based chemosensitization approach. Currently known TDP2 inhibitors lack cellular potency and/or permeability. We report herein two novel subtypes of the deazaflavin TDP2 inhibitor core. By introducing an addnl. Ph ring to the N-10 Ph ring (subtype 11) or to the N-3 site of the deazaflavin scaffold (subtype 12), we have generated novel analogs with considerably improved biochem. potency and/or permeability. Importantly, many analogs of both subtypes, particularly compounds 11a, 11e, 12a, 12b, and 12h, exhibited much stronger cancer cell sensitizing effect than the best previous analog 4a toward the treatment with etoposide, suggesting that these analogs could serve as effective cellular probes. After reading the article, we found that the author used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Category: bromides-buliding-blocksIn 2021 ,《Design, synthesis, biological evaluation and pharmacophore model analysis of novel tetrahydropyrrolo[3,4-c]pyrazol derivatives as potential TRKs inhibitors》 was published in European Journal of Medicinal Chemistry. The article was written by Wu, Tianxiao; Zhang, Chu; Lv, Ruicheng; Qin, Qiaohua; Liu, Nian; Yin, Wenbo; Wang, Ruifeng; Sun, Yin; Wang, Xiaoyan; Sun, Yixiang; Zhao, Dongmei; Cheng, Maosheng. The article contains the following contents:

Synthesis, biol. evaluation and pharmacophore model anal. of novel tetrahydropyrrolo[3,4-c]pyrazol derivatives I [Ar1 = Ph, 2-FC6H4, 3-ClC6H4, etc.] and II [R1 = H, F; R2 = H, F; Ar2 = 4-FC6H4, 2-naphthyl, 4-morpholinophenyl, etc.] as potential TRKs inhibitors were obtained using scaffold hopping strategy. Compound II [R1 = H; R2 = F; Ar2 = 4-(4-methylpiperazin-1-yl)-phenyl] significantly inhibited the proliferation of TRK-dependent cell lines (Km-12), while it had no inhibitory effect on TRK-independent cell lines (A549 and THLE-2). Furthermore, kinases selectivity profiling showed that in addition to TRKs, compound II [R1 = H; R2 = F; Ar2 = 4-(4-methylpiperazin-1-yl)-phenyl] only displayed relatively strong inhibitory activity on ALK. These data might indicated that compound II [R1 = H; R2 = F; Ar2 = 4-(4-methylpiperazin-1-yl)-phenyl] had a good drug safety. Partial ADME properties were evaluated in vitro and in vivo and compound II [R1 = H; R2 = F; Ar2 = 4-(4-methylpiperazin-1-yl)-phenyl] exhibited a good AUC values and volume of distribution and low clearance in the pharmacokinetics experiment of rats. In the experiment, the researchers used many compounds, for example, 4-Bromobenzoic acid(cas: 586-76-5Category: bromides-buliding-blocks)

4-Bromobenzoic acid(cas: 586-76-5) has been used to study the metabolic fate of 2-,3-and 4-bromo benzoic acids in rat hepatocytes incubation using high temperature liquid chromatography. It was used in bromine-specific detection of the metabolites of 2-,3-and 4-bromobenzoic acid in the urine and bile of rats by inductively coupled plasma mass spectrometry.Category: bromides-buliding-blocks

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Computed Properties of C6H5Br2NIn 2020 ,《Stafia-1: a STAT5a-Selective Inhibitor Developed via Docking-Based Screening of in Silico O-Phosphorylated Fragments》 was published in Chemistry – A European Journal. The article was written by Natarajan, Kalaiselvi; Mueller-Klieser, Daniel; Rubner, Stefan; Berg, Thorsten. The article contains the following contents:

We present a new approach for the identification of inhibitors of phosphorylation-dependent protein-protein interaction domains, in which phenolic fragments are adapted by in silico O-phosphorylation before docking-based screening. From a database of 10 369 180 compounds, we identified 85 021 natural product-derived phenolic fragments, which were virtually O-phosphorylated and screened for in silico binding to the STAT3 SH2 domain. Nine screening hits were then synthesized, eight of which showed a degree of in vitro inhibition of STAT3. After anal. of its selectivity profile, the most potent inhibitor was then developed to Stafia-1, the first small mol. shown to preferentially inhibit the STAT family member STAT5a over the close homolog STAT5b. A phosphonate prodrug based on Stafia-1 inhibited STAT5a with selectivity over STAT5b in human leukemia cells, providing the first demonstration of selective in vitro and intracellular inhibition of STAT5a by a small-mol. inhibitor. The experimental process involved the reaction of 3,5-Dibromoaniline(cas: 626-40-4Computed Properties of C6H5Br2N)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Computed Properties of C6H5Br2N

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

HPLC of Formula: 76006-33-2In 2020 ,《Determination and Analysis of Solubility of 3-Bromo-2-Methylbenzoic Acid in Different Solvent Systems at Different Temperatures (T = 278.15-328.15 K)》 was published in Journal of Chemical & Engineering Data. The article was written by Gu, Yuanyun; Yang, Wenge; Hao, Aixiang; Xu, Qiang; Hu, Yonghong. The article contains the following contents:

In the present study, the solubility properties of 3-bromo-2-Me benzoic acid were studied by the gravimetric method under atm. pressure. In this experiment, we chose the following eight pure solvents and three binary solvent mixtures: THF, N,N-dimethylformamide, methanol, Et acetate, ethanol, acetonitrile, water, cyclohexane, (water + N,N-dimethylformamide), (Et acetate + Tetrahydrofuran), and (acetonitrile + N,N-dimethylformamide), resp. The exptl. temperature ranged from 278.15 to 328.15 K. The solubility data of 3-bromo-2-Me benzoic acid in different pure solvents were fitted by the modified Apelblat model and the Buchowski-Ksiazaczak λh model. For the solubility data of 3-bromo-2-Me benzoic acid in the three groups of binary solvent mixtures, two binary solvents – solvent-fitting models (combined nearly ideal binary solvent/Redlich-Kister (CNIBS/R-K) model and Jouyban-Acree model) and the modified Apelblat model- were used. By comparing the fitting results of each model, it could be seen that as long as the initial component was determined, the modified Apelblat model had a better correlation in both pure solvents and binary solvent mixtures The exptl. data showed that water, acetonitrile, or cyclohexane could be used as effective antisolvents of 3-bromo-2-Me benzoic acid. In the experiment, the researchers used many compounds, for example, 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2HPLC of Formula: 76006-33-2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.HPLC of Formula: 76006-33-2 The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Product Details of 626-40-4In 2016 ,《Substituted quinolines as noncovalent proteasome inhibitors》 appeared in Bioorganic & Medicinal Chemistry. The author of the article were McDaniel, Tanner J.; Lansdell, Theresa A.; Dissanayake, Amila A.; Azevedo, Lauren M.; Claes, Jacob; Odom, Aaron L.; Tepe, Jetze J.. The article conveys some information:

Screening of a library of diverse heterocyclic scaffolds identified substituted quinolines as inhibitors of the human proteasome. The heterocyclic library was prepared via a novel titanium-catalyzed multicomponent coupling reaction, which rendered a diverse set of isoxazoles, pyrimidines, pyrroles, pyrazoles and quinolines. SAR of the parent lead compound indicated that hydrophobic residues on the benzo-moiety significantly improved potency. Lead compound 3-cyclohexenyl-2-methyl-6-piperidinylquinoline (25) inhibits the chymotryptic-like proteolytic activity of the proteasome (IC50 5.4 μM), representing a new class of nonpeptidic, noncovalent proteasome inhibitors. After reading the article, we found that the author used 3,5-Dibromoaniline(cas: 626-40-4Product Details of 626-40-4)

3,5-Dibromoaniline(cas: 626-40-4) belongs to anime. Reduction of nitro compounds, RNO2, by hydrogen or other reducing agents produces primary amines cleanly (i.e., without a mixture of products), but the method is mostly used for aromatic amines because of the limited availability of aliphatic nitro compounds. Reduction of nitriles and oximes (R2C=NOH) also yields primary amines.Product Details of 626-40-4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of Ethyl 5-bromovalerateIn 2020 ,《Discovery of potent epidermal growth factor receptor (EGFR) degraders by proteolysis targeting chimera (PROTAC)》 appeared in European Journal of Medicinal Chemistry. The author of the article were Zhang, Hao; Zhao, Hong-Yi; Xi, Xiao-Xiao; Liu, Yan-Jie; Xin, Minhang; Mao, Shuai; Zhang, Jun-Jie; Lu, A-Xin; Zhang, San-Qi. The article conveys some information:

Herein, the discovery of small mol. EGFR degraders based on the proteolysis targeting chimera (PROTAC) strategy was reported. In the present study, 13 EGFR degraders containing pyrido[3,4-d]pyrimidine moiety I [X = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2C(O), CH2CH2CH2CH2CH2C(O), etc.], II [C = CH2C(O)NHCH2CH2C(O), CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2C(O), CH2CH2OCH2CH2OCH2CH2, CH2CH2CH2CH2CH2CH2C(O), etc.] were designed and synthesized. Promising PROTACs I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] induced degradation of EGFR in HCC827 cells with the DC50 values of 45.2 and 34.8 nM, resp. Cellular protein-controlling machinery ubiquitin proteasome system (UPS) was involved in the degradation process. Furthermore, the degraders I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could significantly induce the apoptosis of HCC827 cells and arrest the cells in G1 phase. These findings demonstrated that compounds I [X = CH2CH2CH2CH2CH2CH2CH2C(O)] and III [X = CH2CH2CH2CH2CH2CH2C(O)] could serve as effective EGFRdel19-targeting degraders in HCC827 cells. v. In the part of experimental materials, we found many familiar compounds, such as Ethyl 5-bromovalerate(cas: 14660-52-7Reference of Ethyl 5-bromovalerate)

Ethyl 5-bromovalerate(cas: 14660-52-7) belongs to bromides. 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 Ethyl 5-bromovalerate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary