Category: 1129-28-8

Quality Control of Methyl 3-(bromomethyl)benzoateIn 2021 ,《Visible-Light-Promoted Multistep Tandem Reaction of Vinyl Azides toward the Formation of 1-Tetralones》 was published in Journal of Organic Chemistry. The article was written by Jiao, Meng-Jie; Hu, Qiang; Hu, Xiu-Qin; Xu, Peng-Fei. The article contains the following contents:

A visible-light-driven multistep tandem reaction between vinyl azides 2-R-3-R1-4-R2-C6H2C(=CH2)N3 (R = H, Cl, Me; R1 = H, Me; R2 = H, Br, CN, Ph, etc.) and alkyl bromides R3CH(R4)C((C(O)OCH2CH3)2)Br (R3 = H, prop-1-yn-1-yl, Ph, naphthalen-1-yl, etc.; R4 = H, Me; R3R4 = -(CH2)4-) has been developed leading to the formation of tetralone skeletons I (R5 = H, Me) under mild conditions, which can be easily scaled up to the gram scale. Various 1-tetralone derivatives I are synthesized and transformed into desired products in good to high yields. In the experiment, the researchers used many compounds, for example, Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Quality Control 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. Quality Control of Methyl 3-(bromomethyl)benzoate 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

Synthetic Route of C9H9BrO2In 2020 ,《Discovery of Thieno[2,3-d]pyrimidine-Based Hydroxamic Acid Derivatives as Bromodomain-Containing Protein 4/Histone Deacetylase Dual Inhibitors Induce Autophagic Cell Death in Colorectal Carcinoma Cells》 was published in Journal of Medicinal Chemistry. The article was written by Pan, Zhaoping; Li, Xiang; Wang, Yujia; Jiang, Qinglin; Jiang, Li; Zhang, Min; Zhang, Nan; Wu, Fengbo; Liu, Bo; He, Gu. The article contains the following contents:

Bromodomain-containing protein 4 (BRD4) and histone deacetylases (HDAC) are both attractive epigenetic targets in cancer and other chronic diseases. Based on the integrated fragment-based drug design, synthesis, and in vitro and in vivo evaluations, a series of novel thieno[2,3-d]pyrimidine-based hydroxamic acid derivatives are discovered as selective BRD4-HDAC dual inhibitors. Compound 17c is the most potent inhibitor for BRD4 and HDAC with IC50 values at nanomolar levels, as well as the expression level of c-Myc, and increases the acetylation of histone H3. Moreover, 17c presents inhibitory effects on the proliferation of colorectal carcinoma (CRC) cells via inducing autophagic cell death. It also has a good pharmacokinetic profile in rats and oral bioavailability of 40.5%. In the HCT-116 xenograft in vivo models, 17c displays potent inhibitory efficiency on tumor growth by inducing autophagic cell death and suppressing IL6-JAK-STAT signaling pathways. Our results suggest that the BRD4-HDAC dual inhibition might be an attractive therapeutic strategy for CRC. The results came from multiple reactions, including the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Synthetic Route of C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Synthetic Route of C9H9BrO2 The most pervasive is the naturally produced bromomethane.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Zhang, Zongyao; Zheng, Kunyi; Xia, Tianlong; Xu, Lijin; Cao, Rui published 《Ni3 versus Ni30: A Truncated Octahedron Metal-Organic Cage Constructed with [Ni5(CN)4]6+ Squares and Tripodal Tris-tacn Ligands That are Large and Flexible》.Chemistry – A European Journal published the findings.Related Products of 1129-28-8 The information in the text is summarized as follows:

Reactions of trinickel complex of tripodal tris-tacn ligand N(CH2-m-C6H4-CH2tacn)3 (L, tacn = 1,4,7-triazacyclononane) in acetonitrile-methanol solution with and without phosphate led to two complexes of distinct nuclearities, [(NiIICl)3(CH3OH)3(HPO4)L](PF6) (Ni3, 1) and [(NiII5(CN)4(H2O)8Cl)6L8]Cl30 (Ni30, 2). Ligand L takes upward and downward conformation in the structure of 1 and 2, resp. It is proposed that phosphate directs the upward conformation of Ni3L to form 1. In the absence of phosphate, Ni3L assembles with cyanide ions, which are formed by Ni-catalyzed C-CN bond cleavage of acetonitrile, to give a nano-sized Ni30 cage. Complex 2 represents a discrete truncated octahedron cage assembled with [Ni5(CN)4]6+ squares and large and flexible triangular ligands, which is scarcely observed for self-assembled metal-organic cages. The magnetic properties of 1 and 2 were examined, showing intriguing magnetic properties.Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8) was used in this study.

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Related Products of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Chu, Shidong; Zhou, Guangyan; Gochin, Miriam published 《Evaluation of ligand-based NMR screening methods to characterize small molecule binding to HIV-1 glycoprotein-41》.Organic & Biomolecular Chemistry published the findings.Formula: C9H9BrO2 The information in the text is summarized as follows:

Small mol. inhibitors of glycoprotein-41 (gp41) are able to prevent HIV infection by binding to a hydrophobic pocket (HP) contained within the gp41 ectodomain, and preventing progression of fusion. There is little structural information on gp41-ligand complexes, owing to hydrophobicity of the ligands, occlusion of the HP in folded gp41 ectodomain, and failure to form crystals of complexes. Here the authors used an engineered gp41 ectodomain protein containing an exposed HP and a small mol. designed to bind with weak affinity to the HP. The authors evaluated NMR methods, including WaterLOGSY, Saturation Transfer Difference spectroscopy (STD-NMR) and 1H relaxation rate difference spectroscopy with and without target irradiation (DIRECTION) for their ability to probe complex formation and structure. WaterLOGSY was the most sensitive technique for monitoring formation of the complex. STD-NMR and DIRECTION experiments gave similar pharmacophore mapping profiles, although the low dynamic range of the DIRECTION experiment limited its discrimination and sensitivity. A unique binding pose was identified from the STD data and provided clues for future optimization. Advantages and disadvantages of the techniques are discussed. This is the first example of the use of STD for structural anal. of a gp41-small mol. complex. After reading the article, we found that the author used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Formula: C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Formula: C9H9BrO2 In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Duan, Hongliang; Li, Yu; Arora, Daleep; Xu, Depeng; Lim, Hui-Ying; Wang, Weidong published 《Discovery of a Benzamide Derivative That Protects Pancreatic β-Cells against Endoplasmic Reticulum Stress》.Journal of Medicinal Chemistry published the findings.COA of Formula: C9H9BrO2 The information in the text is summarized as follows:

Endoplasmic reticulum (ER) stress-mediated pancreatic insulin-producing β-cell dysfunction and death are critical elements in the onset and progression of both type 1 and type 2 diabetes. Here, through cell-based high throughput screening the authors identified benzamide derivatives as a novel class of β-cell protective agents against ER stress-induced dysfunction and death. Through structure-activity relationship optimization, a 3-(N-piperidinyl)methyl benzamide derivative I markedly protects β-cells against ER stress-induced dysfunction and death with near 100% maximum rescue activity and an EC50 value of 0.032 μM. Compound I alleviates ER stress in β-cells by suppressing ER stress-mediated activation of all three branches of unfolded protein response (UPR) and apoptotic genes. Finally, the authors show that I significantly lowers blood glucose levels and increases concomitant β-cell survival and number in a streptozotocin-induced diabetic mouse model. Identification of β-cell-protective small mols. against ER stress provides a new promising modality for the treatment of diabetes. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8COA of Formula: C9H9BrO2)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. COA of Formula: C9H9BrO2 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

In 2018,Knerr, Laurent; Giordanetto, Fabrizio; Nordberg, Peter; Pettersen, Daniel; Selmi, Nidhal; Beisel, Hans-Georg; de la Motte, Hannah; Olsson, Thomas; Perkins, Tim D. J.; Hersloef, Margareta; Maansson, Aasa; Dahlstroem, Mikael; Starke, Ingemar; Broddefalk, Johan; Saarinen, Gabrielle; Klingegaard, Fredrik; Hurt-Camejo, Eva; Rosengren, Birgitta; Brengdahl, Johan; Jansen, Frank; Rohman, Mattias; Sandmark, Jenny; Hallberg, Kenth; Aakerud, Tomas; Roth, Robert G.; Ahlqvist, Marie published 《Discovery of a Series of Indole-2 Carboxamides as Selective Secreted Phospholipase A2 Type X (sPLA2-X) Inhibitors》.ACS Medicinal Chemistry Letters published the findings.Safety of Methyl 3-(bromomethyl)benzoate The information in the text is summarized as follows:

In order to assess the potential of sPLA2-X as a therapeutic target for atherosclerosis, novel sPLA2 inhibitors with improved type X selectivity are required. To achieve the objective of identifying such compounds, we embarked on a lead generation effort that resulted in the identification of a novel series of indole-2-carboxamides as selective sPLA2-X inhibitors with excellent potential for further optimization. In the part of experimental materials, we found many familiar compounds, such as 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.Most of the natural organobromine compounds are produced by marine organisms , and several brominated metabolites with antibacterial , antitumor , antiviral , and antifungal activity have been isolated from seaweed, sponges, corals, molluscs, and others. Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products. Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Bobileva, Olga; Bobrovs, Raitis; Kanepe, Iveta; Patetko, Liene; Kalnins, Gints; Sisovs, Mihails; Bula, Anna L.; Grinberga, Solveiga; Boroduskis, Martins; Ramata-Stunda, Anna; Rostoks, Nils; Jirgensons, Aigars; Tars, Kaspars; Jaudzems, Kristaps published their research in ACS Medicinal Chemistry Letters in 2021. The article was titled 《Potent SARS-CoV-2 mRNA Cap Methyltransferase Inhibitors by Bioisosteric Replacement of Methionine in SAM Cosubstrate》.Related Products of 1129-28-8 The article contains the following contents:

Viral mRNA cap methyltransferases (MTases) are emerging targets for the development of broad-spectrum antiviral agents. In this work, we designed potential SARS-CoV-2 MTase Nsp14 and Nsp16 inhibitors by using bioisosteric substitution of the sulfonium and amino acid substructures of the cosubstrate S-adenosylmethionine (SAM), which serves as the Me donor in the enzymic reaction. The synthetically accessible target structures were prioritized using mol. docking. Testing of the inhibitory activity of the synthesized compounds showed nanomolar to submicromolar IC50 values for 5 compounds To evaluate selectivity, enzymic inhibition of the human glycine N-methyltransferase involved in cellular SAM/SAH ratio regulation was also determined, which indicated that the discovered compounds are nonselective inhibitors of the studied MTases with slight selectivity for Nsp16. No cytotoxic effects were observed; however, this is most likely a result of the poor cell permeability of all evaluated compounds The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals.Related Products of 1129-28-8 Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Tang, Xuehang; Ning, Mengmeng; Ye, Yangliang; Gu, Yipei; Yan, Hongyi; Leng, Ying; Shen, Jianhua published an article in 2021. The article was titled 《Discovery of novel ketoxime ether derivatives with potent FXR agonistic activity, oral effectiveness and high liver/blood ratio》, and you may find the article in Bioorganic & Medicinal Chemistry.Related Products of 1129-28-8 The information in the text is summarized as follows:

The farnesoid X receptor (FXR) is a promising therapeutic target for nonalcoholic steatohepatitis (NASH) and other bile acid related diseases because it plays a critical role in fibrosis, inflammation and bile acid homeostasis. Obeticholic acid (OCA), a FXR agonist which was synthesized from chenodeoxycholic acid, showed desirable curative effects in clin. trials. However, the pruritus which was the main side effect of OCA limited its further applications in NASH. Although pruritus was also observed in the clin. trials of non-steroidal FXR agonists, the proportion of patients with pruritus was much smaller than that of OCA. Thus, we decided to develop non-steroidal FXR agonists and discovered a series of novel FXR agonists which were synthesized from GW4064 by replacing the stilbene group with ketoxime ether. Encouragingly, in the following biol. tests, our target compounds I and II not only showed potent FXR agonistic activities in vitro, but also effectively promoted the expression of target genes in vivo. More importantly, in the pharmacokinetic experiments, compounds I and II displayed high liver/blood ratio characteristics which were helpful to reduce the potential side effects which were caused by prolonged systemic activation of FXR. In summary, our compounds were good choices for the development of non-steroidal FXR agonists and were deserved further investigation. The experimental part of the paper was very detailed, including the reaction process of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds. A variety of minor organobromine compounds are found in nature, but none are biosynthesized or required by mammals. The most pervasive is the naturally produced bromomethane.Related Products of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2016,Liang, Guodong; Wang, Huixin; Chong, Huihui; Cheng, Siqi; Jiang, Xifeng; He, Yuxian; Wang, Chao; Liu, Keliang published 《An effective conjugation strategy for designing short peptide-based HIV-1 fusion inhibitors》.Organic & Biomolecular Chemistry published the findings.Product Details of 1129-28-8 The information in the text is summarized as follows:

Lengthy peptides corresponding to the C-terminal heptad repeat (C-peptides) of human immunodeficiency virus type 1 (HIV-1) gp41 are potent inhibitors against virus-cell fusion. Designing short C-peptide-based HIV-1 fusion inhibitors could potentially redress the physicochem. and tech. liabilities of a long-peptide therapeutic. However, designing such inhibitors with high potency has been challenging. We generated a conjugated architecture by incorporating small-mol. inhibitors of gp41 into the N-terminus of a panel of truncated C-peptides. Among these small mol.-capped short peptides, the 26-residue peptide Indole-T26 inhibited HIV-1 Env-mediated cell-cell fusion and viral replication at low nanomolar levels, reaching the potency of the only clin. used 36-residue peptide T20 (enfuvirtide). Collectively, our work opens up a new avenue for developing short peptide-based HIV-1 fusion inhibitors, and may have broad applicability to the development of modulators of other class I fusion proteins. The results came from multiple reactions, including the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Product Details of 1129-28-8)

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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides.Product Details of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Journal of Medicinal Chemistry included an article by Selvam, Chelliah; Lemasson, Isabelle A.; Brabet, Isabelle; Oueslati, Nadia; Karaman, Berin; Cabaye, Alexandre; Tora, Amelie S.; Commare, Bruno; Courtiol, Tiphanie; Cesarini, Sara; McCort-Tranchepain, Isabelle; Rigault, Delphine; Mony, Laetitia; Bessiron, Thomas; McLean, Heather; Leroux, Frederic R.; Colobert, Francoise; Daniel, Herve; Goupil-Lamy, Anne; Bertrand, Hugues-Olivier; Goudet, Cyril; Pin, Jean-Philippe; Acher, Francine C.. Related Products of 1129-28-8. The article was titled 《Increased Potency and Selectivity for Group III Metabotropic Glutamate Receptor Agonists Binding at Dual sites》. The information in the text is summarized as follows:

A group III metabotropic glutamate (mGlu) receptor agonist (PCEP) was identified by virtual HTS. This orthosteric ligand is composed by an L-AP4-derived fragment that mimics glutamate and a chain that binds into a neighboring pocket, offering possibilities to improve affinity and selectivity. Herein the authors describe a series of derivatives where the distal chain is replaced by an aromatic or heteroaromatic group. Potent agonists were identified, including some with a mGlu4 subtype preference, e.g., 17m (LSP1-2111) and 16g (LSP4-2022). Mol. modeling suggests that aromatic functional groups may bind at either one of the two chloride regulatory sites. These agonists may thus be considered as particular bitopic/dualsteric ligands. 17m was shown to reduce GABAergic synaptic transmission at striatopallidal synapses. The authors now demonstrate its inhibitory effect at glutamatergic parallel fiber-Purkinje cell synapses in the cerebellar cortex. Although these ligands have physicochem. properties that are markedly different from typical CNS drugs, they hold significant therapeutic potential. In the experimental materials used by the author, we found Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Related Products of 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) 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. Dehydrobromination, Grignard reactions, reductive coupling, Wittig reaction, and several nucleophilic substitution reactions are some of the principal reactions which involve organic bromides. Related Products of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary