Category: 1129-28-8

In 2017,Sun, Ying-Ji; Li, Pei; Huang, Qian-Qian; Zhang, Jian-Jun; Itoh, Shinobu published 《Dioxygenation of Flavonol Catalyzed by Copper(II) Complexes Supported by Carboxylate-Containing Ligands: Structural and Functional Models of Quercetin 2,4-Dioxygenase》.European Journal of Inorganic Chemistry published the findings.SDS of cas: 1129-28-8 The information in the text is summarized as follows:

To obtain insights into the role of the carboxylate group of Glu73 in the active site of quercetin 2,4-dioxygenase (2,4-QD), the copper(II) complexes [CuIILn(AcO)] [1 (Ln = L1), 2 (Ln = L2), 3 (Ln = L3), and 4 (Ln = L4)] supported by carboxylate-containing ligands [L1H = 2-{[bis(pyridin-2-ylmethyl)amino]methyl}benzoic acid; L2H = 3-{[bis(pyridin-2-ylmethyl)amino]methyl}benzoic acid,; L3H = 2-({bis[2-(pyridin-2-yl)ethyl]amino}methyl)benzoic acid; L4H = 3-({bis[2-(pyridin-2-yl)ethyl]amino}methyl)benzoic acid] as well as the ternary CuII flavonolate (fla-) complexes [CuIILn(fla)] [5 (Ln = L1), 6 (Ln = L2), 7 (Ln = L3), and 8 (Ln = L4)] were synthesized and characterized as structural and functional models for the active site of 2,4-QD. The ternary complexes [CuIILn(fla)] showed different reactivities in the dioxygenation of bound flavonolate to benzoic acid, salicylic acid, and N,N-dimethylbenzamide at 75-90° (single-turnover reaction) in the order 5 >> 7 > 8 ≈ 6. A similar reactivity tendency was found in the catalytic dioxygenation of the substrate flavonol (multiturnover reaction) by the binary complexes. The different reactivities of the copper complexes could be attributed to the different Lewis acidities of the copper(II) ions induced by the different coordination environments of the ligands. The results will provide important insights into the pivotal catalytic role of the carboxylate group of Glu73 in 2,4-QD (no data). In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8SDS of cas: 1129-28-8)

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. SDS of cas: 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Betti, Marco; Catarzi, Daniela; Varano, Flavia; Falsini, Matteo; Varani, Katia; Vincenzi, Fabrizio; Dal Ben, Diego; Lambertucci, Catia; Colotta, Vittoria published 《The aminopyridine-3,5-dicarbonitrile core for the design of new non-nucleoside-like agonists of the human adenosine A2B receptor》.European Journal of Medicinal Chemistry published the findings.Formula: C9H9BrO2 The information in the text is summarized as follows:

A new series of amino-3,5-dicyanopyridines I (R1 = OEt, cyclopropylmethoxy, NHCOCH3, etc.; R2 = COOMe, CONH2, CONHCH3, etc.) as analogs of the adenosine hA2B receptor agonist BAY60-6583 was synthesized. All the compounds that interact with the hA2B adenosine receptor display EC50 values in the range 9-350 nM behaving as partial agonists, with the only exception being the I (R1 = NHCOCH3, R2 = CONH2) which shows a full agonist profile. Moreover, the compound I (R1 = cyclopropylmethoxy, R2 = 1H-imidazol-2-yl) turns out to be 3-fold more active than BAY60-6583 although less selective. This result can be considered a real breakthrough due to the currently limited number of non-adenosine hA2B AR agonists reported in literature. To simulate the binding mode of nucleoside and non-nucleoside agonists at the hA2B AR, mol. docking studies were performed at homol. models of this AR subtype developed by using two crystal structures of agonist-bound A2A AR as templates. These investigations allowed to represent a hypothetical binding mode of hA2B receptor agonists belonging to the amino-3,5-dicyanopyridine series and to rationalize the observed SAR. In the experiment, the researchers 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 Moreover, several studies demonstrate that the average proportion of bromine in drugs is significantly higher than that in natural products.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Yin, Jianpeng; Zhan, Desheng; Ma, Hui; Liu, Huanan; Yu, Lifang; Zhang, Yangming; Nan, Fajun published their research in Organic Process Research & Development in 2021. The article was titled 《Optimization and Development of a Scalable Palladium-Catalyzed C-H Activation Process for the Geometry-Selective Preparation of Kilograms of YLF466D, a Potent AMP-Activated Protein Kinase Activator》.Recommanded Product: Methyl 3-(bromomethyl)benzoate The article contains the following contents:

AMP-activated protein kinase (AMPK) activator YLF466D is a promising preclin. drug candidate to treat metabolic diseases and myocardial ischemia-reperfusion injury (MIRI). Herein, we report our efforts on optimization and development of a practical and scalable process for the preparation of YLF466D in kilogram scale. The process features a palladium-catalyzed C-H activation under mild reaction conditions, geometry selectivity, effective impurities purging, and low levels of residual solvents in the final active pharmaceutical ingredient (API). We applied this process successfully to prepare more than 17 kg (3.0-3.6 kg per batch) of YLF466D to support its preclin. study. The experimental process involved the reaction of Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: Methyl 3-(bromomethyl)benzoate)

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. Due to the reactivity of bromide, they are used as potential precursors or important intermediates in organic synthesis. Recommanded Product: Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Sun, Yumeng; Li, Yueshan; Miao, Zhuang; Yang, Ruicheng; Zhang, Yun; Wu, Ming; Lin, Guifeng; Li, Linli published an article in 2021. The article was titled 《Discovery of 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one derivatives as a new class of ROCK inhibitors for the treatment of glaucoma》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Product Details of 1129-28-8 The information in the text is summarized as follows:

The Rho-associated protein kinases (ROCKs) are associated with the pathol. of glaucoma and discovery of ROCK inhibitors has attracted much attention in recent years. Herein, we report a series of 3,4-dihydrobenzo[f][1,4]oxazepin-5(2H)-one derivatives as a new class of ROCK inhibitors. Structure-activity relationship studies led to the discovery of compound 12b, which showed potent activities against ROCK I and ROCK II with IC50 values of 93 nM and 3 nM, resp. 12b also displayed considerable selectivity for ROCKs. The mean IOP-lowering effect of 12b in an ocular normotensive model was 34.3%, and no obvious hyperemia was observed Overall, this study provides a good starting point for ROCK-targeting drug discovery against glaucoma. In the experimental materials used by the author, we found 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.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Product Details of 1129-28-8Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,European Journal of Medicinal Chemistry included an article by Pan, Liangkun; Zheng, Qiang; Chen, Yu; Yang, Rui; Yang, Yanyan; Li, Zhongjun; Meng, Xiangbao. Safety of Methyl 3-(bromomethyl)benzoate. The article was titled 《Design, synthesis and biological evaluation of novel naphthoquinone derivatives as IDO1 inhibitors》. The information in the text is summarized as follows:

Indoleamine 2,3-dioxygenase 1 mediated kynurenine pathway of tryptophan degradation is identified as an appealing and novel target in immunotherapy for the treatment of cancer. In this study, a novel series of naphthoquinone derivatives were synthesized, characterized and evaluated for their inhibitory activities against IDO1, and their structure-activity relationship was investigated. Among them, five compounds, e.g., I,displayed potent IDO1 inhibitory activities with IC50 values ranging between 18 and 61 nM, which are more potent than INCB024360 undergoing clin. trial III evaluation. In addition, three compounds, e.g. II, decreased the kynurenine levels in rat plasma by 30%-50%. Compounds exhibiting excellent IDO1 inhibitory activities were also evaluated for their inhibitory activities against tryptophan 2,3-dioxygenase (TDO). Of which, compound II (IDO1 IC50 = 120 nM) showed promising TDO inhibition (IC50 72 nM) and was identified as an IDO1/TDO dual inhibitor. In addition to this study using Methyl 3-(bromomethyl)benzoate, there are many other studies that have used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Safety of Methyl 3-(bromomethyl)benzoate) was used in this study.

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.Safety of Methyl 3-(bromomethyl)benzoate Organobromine compounds have fallen under increased scrutiny for their environmental impact.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design, synthesis and biological activity of novel substituted 3-benzoic acid derivatives as MtDHFR inhibitors》 was published in Bioorganic & Medicinal Chemistry in 2020. These research results belong to Kronenberger, Thales; Ferreira, Glaucio Monteiro; Ferreira de Souza, Alfredo Danilo; da Silva Santos, Soraya; Poso, Antti; Ribeiro, Joao Augusto; Tavares, Mauricio Temotheo; Pavan, Fernando Rogerio; Trossini, Gustavo Henrique Goulart; Dias, Marcio Vinicius Bertacine; Parise-Filho, Roberto. Synthetic Route of C9H9BrO2 The article mentions the following:

The fragment MB872 I [R1 = H; R2 = 3-C(O)OH; W = O; Y = CH2] was used as a prototype for analog development by bioisosterism/retro-bioisosterism, which resulted in substituted 3-benzoic acid derivatives I [R1 = H, OH, OMe, NO2; R2 = 3-C(O)OH, 4-C(O)OH, 3-C(O)OMe, 4-C(O)OMe, 3-NO2; W = O, S, NH, CH2; Y = O, CH2]. Compounds I were active against MtDHFR, with IC50 values ranging from 7 to 40μM, where compound I [R1 = H; R2 = 3-C(O)OH; W = NH; Y = CH2] not only had the best inhibitory activity (IC50 = 7μM), but also was 71-fold more active than the original fragment MB872. The compound I [R1 = H; R2 = 3-C(O)OH; W = NH; Y = CH2] inhibition kinetics indicated an uncompetitive mechanism, which was supported by mol. modeling which suggested that the compounds I could access an independent backpocket from the substrate and competitive inhibitors. Thus, based on these results, substituted 3-benzoic acid derivatives I had strong potential to be developed as novel MtDHFR inhibitors and also anti-TB agents. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Synthetic Route of C9H9BrO2)

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. Synthetic Route of 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

Oliva, Paola; Scortichini, Mirko; Dobelmann, Clemens; Jain, Shanu; Gopinatth, Varun; Toti, Kiran S.; Phung, Ngan B.; Junker, Anna; Jacobson, Kenneth A. published an article in 2021. The article was titled 《Structure-activity relationships of pyrimidine nucleotides containing a 5′-α,β-methylene diphosphonate at the P2Y6 receptor》, and you may find the article in Bioorganic & Medicinal Chemistry Letters.Related Products of 1129-28-8 The information in the text is summarized as follows:

The Gq-coupled P2Y6 receptor (P2Y6R) is a component of the purinergic signaling system and functions in inflammatory, cardiovascular and metabolic processes. UDP, the native P2Y6R agonist and P2Y14R partial agonist, is subject to hydrolysis by ectonucleotidases. Therefore, we have synthesized UDP/CDP analogs, e.g. I, containing a stabilizing α,β-methylene bridge as P2Y6R agonists and identified compatible affinity-enhancing pyrimidine modifications. A distal binding region on the receptor was explored with 4-benzyloxyimino CDP analogs and their potency determined in a calcium mobilization assay. A 4-trifluoromethyl-benzyloxyimino substituent provided the highest human P2Y6R potency (MRS4554, 0.57μM), and a 5-fluoro substitution of the cytosine ring similarly enhanced potency, with >175- and 39-fold selectivity over human P2Y14R, resp. However, 3-alkyl, β-D-arabinofuranose, and 6-aza substitution prevented P2Y6R activation. Thus, we have identified new α,β-methylene bridged N4-extended CDP analogs as P2Y6R agonists that are highly selective over the P2Y14R. In the experiment, the researchers used 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.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Some of these compounds are identical to man-made organobromine compounds, such as methyl bromide, bromoform, and bromophenols, but many others are entirely new moleclar entities, often possessing extraordinary and important biological properties. Related Products of 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Investigation of the molecular characteristics of bisindole inhibitors as HIV-1 glycoprotein-41 fusion inhibitors》 were Zhou, Guangyan; Chu, Shidong; Nemati, Ariana; Huang, Chunsheng; Snyder, Beth A.; Ptak, Roger G.; Gochin, Miriam. And the article was published in European Journal of Medicinal Chemistry in 2019. Recommanded Product: Methyl 3-(bromomethyl)benzoate The author mentioned the following in the article:

In previous work, we described 6-6′-bisindole compounds targeting a hydrophobic pocket on the N-heptad repeat region of viral glycoprotein-41 as effective inhibitors of HIV-1 fusion. Two promising compounds with sub-micromolar IC50’s contained a benzoic acid group and a benzoic acid ester attached at the two indole nitrogens. Here we have conducted a thorough structure-activity relationship (SAR) study evaluating the contribution of each of the ring systems and various substituents to compound potency. Hydrophobicity, polarity and charge were varied to produce 35 new compounds that were evaluated in binding, cell-cell fusion and viral infectivity assays. We found that (a) activity based solely on increasing hydrophobic content plateaued at ∼ 200 nM; (b) the bisindole scaffold surpassed other heterocyclic ring systems in efficacy; (c) a polar interaction possibly involving Gln575 in the pocket could supplant less specific hydrophobic interactions; and (d) the benzoic acid ester moiety did not appear to form specific contacts with the pocket. The importance of this hydrophobic group to compound potency suggests a mechanism whereby it might interact with a tertiary component during fusion, such as membrane. A promising small mol. 10b with sub-μM activity was discovered with mol. weight <500 da and reduced logP compared to earlier compounds The work provides insight into requirements for small mol. inhibition of HIV-1 fusion. In the experiment, the researchers used many compounds, for example, Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: 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. Recommanded Product: Methyl 3-(bromomethyl)benzoate The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of Methyl 3-(bromomethyl)benzoateIn 2020 ,《Silaboration of [1.1.1]Propellane: A Storable Feedstock for Bicyclo[1.1.1]pentane Derivatives》 was published in Angewandte Chemie, International Edition. The article was written by Kondo, Masaki; Kanazawa, Junichiro; Ichikawa, Tomohiro; Shimokawa, Takumi; Nagashima, Yuki; Miyamoto, Kazunori; Uchiyama, Masanobu. The article contains the following contents:

The silaboration of [1.1.1]propellane enables direct introduction of B and Si functional groups onto the bicyclo[1.1.1]pentane (BCP) scaffold in high yield under mild, additive-free conditions. The silaborated BCP can be obtained on a gram-scale in a single step without the need for column-chromatog. purification, and is storable and easy to handle, providing a versatile synthetic intermediate for BCP derivatives We also describe various conversions of the C-B/C-Si bonds on the BCP scaffold, including development of a modified Suzuki-Miyaura cross-coupling reaction at the highly sterically hindered bridgehead sp3 carbon center of the BCP skeleton using a combination of highly activated BCP boronic esters, copper(I) oxide, and a PdCl2(dppf) catalyst system. In the experiment, the researchers used many compounds, for example, 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.Depending on the type of carbon to which the bromine is bonded, organic bromide could be alkyl, alkenyl, alkynyl, or aryl. Alkyl bromides are mainly used as alkylating agents and also find application as a solvent to extract oil from seeds and wool. Safety of Methyl 3-(bromomethyl)benzoate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2017,Luan, Shenglin; Ge, Qi; Chen, Yedong; Dai, Mingyang; Yang, Jinyu; Li, Kun; Liu, Dan; Zhao, Linxiang published 《Discovery and structure-activity relationship studies of N-substituted indole derivatives as novel Mcl-1 inhibitors》.Bioorganic & Medicinal Chemistry Letters published the findings.Recommanded Product: 1129-28-8 The information in the text is summarized as follows:

Myeloid cell leukemia-1 (Mcl-1) is an important antiapoptotic protein functioning through protein-protein interactions. The authors discovered LSL-A6 (2-((2-carbamoyl-1-(3-(4-methoxyphenoxy)propyl)-1H-indol-6-yl)oxy)acetic acid)with a novel N-substituted indole scaffold to interfere Mcl-1 binding as a novel Mcl-1 inhibitor. Mol. modeling indicated that this compound binds with Mcl-1 by interaction with P2 and R263 hot-spots. Structure modification focused on several moieties including indole core, hydrophobic tail and acidic chain were conducted and structure-activity relationship was analyzed. The most potent compound 24d which exhibited Ki value of 110 nM for interfering Mcl-1 binding was obtained after hit-to-lead modification. In the experiment, the researchers used Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8Recommanded Product: 1129-28-8)

Methyl 3-(bromomethyl)benzoate(cas: 1129-28-8) belongs to organobromine compounds.Organobromine chemicals are produced naturally by an array of biological and other chemical processes in our environment. Organobromine compounds are produced naturally by marine creatures (sponges, corals, sea slugs, tunicates, sea fans) and seaweed, plants, fungi, lichen, algae, bacteria, microbes, and some mammals. Recommanded Product: 1129-28-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary