Month: October 2022

Quality Control of Methyltriphenylphosphonium bromideIn 2021 ,《Asymmetric Total Synthesis of Dankasterones A and B and Periconiastone A Through Radical Cyclization》 appeared in Angewandte Chemie, International Edition. The author of the article were Chen, Pengquan; Wang, Cheng; Yang, Rui; Xu, Hongjin; Wu, Jinghua; Jiang, Huanfeng; Chen, Kai; Ma, Zhiqiang. The article conveys some information:

We describe herein the assembly of the cis-decalin framework through radical cyclization initiated by metal-catalyzed hydrogen atom transfer (MHAT), further applied it in the asym. synthesis of dankasterones A and B and periconiastone A. Position-selective C-H oxygenation allowed for installation of the necessary functionality. A radical rearrangement was adopted to create 13(14→8)abeo-8-ergostane skeleton. Interconversion of dankasterone B and periconiastone A was realized through biomimetic intramol. aldol and retro-aldol reactions. The MHAT-based approach, serves as a new dissection means, is complementary to the conventional ways to establish cis-decalin framework. In the experiment, the researchers used many compounds, for example, Methyltriphenylphosphonium bromide(cas: 1779-49-3Quality Control of Methyltriphenylphosphonium bromide)

Methyltriphenylphosphonium bromide(cas: 1779-49-3) is a lipophilic molecule with a cation allowing for it to be used to deliver molecules to specific cell components. Also considered an antineoplastic agent.Quality Control of Methyltriphenylphosphonium bromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Recommanded Product: 2623-87-2In 2021 ,《Synthesis and Biological Activity of Novel Antifungal Leads: 3,5-Dichlorobenzyl Ester Derivatives》 was published in Journal of Agricultural and Food Chemistry. The article was written by Du, Shaoqing; Yuan, Qinglong; Hu, Xueping; Fu, Wen; Xu, Qi; Wei, Ziyi; Xu, Jiazheng; Shao, Xusheng; Qian, Xuhong. The article contains the following contents:

Succinate dehydrogenase (SDH) is one of the most important mol. targets for the development of new fungicides. Carboxamide fungicides are a class of SDH inhibitors widely used to inhibit highly destructive plant pathogens. Although cases of resistance have been found in fungal pathogens due to the unrestricted use in recent years, there is still demand for new compounds with improved fungicidal activity. Therefore, a series of ester compounds were designed to investigate potential novel antifungal mols. First, the antifungal activity of different benzyl alc. compounds (A1-A21) was tested, and a highly active fragment (3,5-dichlorobenzyl alc.) was found. Subsequently, various compounds were synthesized by esterification between different acids and 3,5-dichlorobenzyl alc., among which compound (I) exhibited remarkable antifungal activity against Botrytis cinerea and Rhizoctonia solani with EC50 values of 6.60 and 1.61 mg/L, resp., which were comparable to those of com. fungicide boscalid (EC50 = 1.24 and 1.01 mg/L). In vivo testing further demonstrated that compound I was effective in suppressing B. cinerea (200 mg/L, 50.9%). Moreover, SDH inhibition assays, fluorescence quenching anal., and determination of mitochondrial membrane potential revealed that compound I has similar effects to boscalid. Furthermore, the fungicidal activity of target compounds can be maintained by modifying the amide bond to an ester bond. These results will provide basis for the development of novel fungicides. In the experiment, the researchers used many compounds, for example, 4-Bromobutanoic acid(cas: 2623-87-2Recommanded Product: 2623-87-2)

4-Bromobutanoic acid(cas: 2623-87-2) belongs to carboxylic acids. The chief chemical characteristic of the carboxylic acids is their acidity. They are generally more acidic than other organic compounds containing hydroxyl groups but are generally weaker than the familiar mineral acids (e.g., hydrochloric acid, HCl, sulfuric acid, H2SO4, etc.).Recommanded Product: 2623-87-2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

SDS of cas: 7051-34-5In 2022 ,《Design, Synthesis, Herbicidal Activity, and Molecular Docking Study of 2-Thioether-5-(Thienyl/Pyridyl)-1,3,4-Oxadiazoles as Potent Transketolase Inhibitors》 was published in Journal of Agricultural and Food Chemistry. The article was written by Wang, Yan-En; Yang, Dongchen; Dai, Longtao; Huo, Jingqian; Chen, Lai; Kang, Zhanhai; Mao, Jianyou; Zhang, Jinlin. The article contains the following contents:

A series of 2-thioether-5-(thienyl/pyridyl)-1,3,4-oxadiazoles I [R = 3-thienyl, 2-pyridyl; R1 = cyclopropylmethyl, 2-pyridyl, 2-pyridylmethyl, (3,5-dimethylisoxazol-4-yl)methy, etc.] were designed and synthesized based on TK as the new target. The preliminary bioassay results indicated that compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] displayed the best herbicidal activities against Amaranthus retroflexus (AR) and Digitaria sanguinalis (DS), with the inhibition exceeding 90% at 100-200 mg/L in vitro. Moreover, they also displayed higher postemergence herbicidal activities (90% control) against AR and DS than all of the pos. controls at 45-90 g [active ingredient (ai)]/ha in a greenhouse. Notably, compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] showed a broad spectrum of weed control at 90 g ai/ha. More significantly, compound I [R = 2-pyridyl, R1 = 2-pyridylmethyl] exhibited good crop selectivity against maize at 90 g ai/ha. Both fluorescent binding experiments and mol. docking analyses indicated that compounds I [R = 2-pyridyl, R1 = 2-pyridylmethyl; R = R1 = 2-pyridyl] exhibited strong TK inhibitory activities with superior binding affinities than the others. Preliminary mechanism studies suggested that they might exert their TK inhibitory effects by occupying the active cavity of At TK and forming more strong interactions with amino acids in the active site. Taken together, these results suggested that compound I [R = 2-pyridyl, R1 = 2-pyridylmethyl] was a potential herbicide candidate for weed control in maize fields targeting TK. The experimental process involved the reaction of (Bromomethyl)cyclopropane(cas: 7051-34-5SDS of cas: 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.SDS of cas: 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《6,7-Benzotropolone Syntheses Based on Ring-Closing Metatheses and Four-Electron Oxidations》 was written by Kreibich, Michael; Gemander, Manuel; Peter, David; Yadav, Dharmendra B.; de Koning, Charles B.; Fernandes, Manuel A.; Green, Ivan R.; van Otterlo, Willem A. L.; Brueckner, Reinhard. Computed Properties of C9H11BrO3This research focused onvinylaryl ketone ring closing metathesis oxidation selenium Grubbs catalyst; benzotropolone preparation. The article conveys some information:

Four homoallyl ortho-vinylaryl ketones, e. g., I – 1,8-dienes of sorts – were prepared by several approaches. In the presence of 1-2 mol-% Grubbs-II catalyst, they ring-closed to give 6,7-dihydrobenzocyclohepten-5-ones, e.g., II, in 90-96% yield. With SeO2 the parent compound delivered benzocyclohepten-5-one (III) and/or selenium-containing compounds, e.g., IV, but no more than traces of 6,7-benzotropolone (V). However, V was accessible from compound II via the sodium enolate and allowing it to react with a stream of oxygen (43% yield). The sodium enolates of the substituted 6,7-dihydrobenzocyclohepten-5-ones and oxygen underwent analogous 4-electron oxidations This furnished the substituted 6,7-benzotropolones. In contrast, the corresponding lithium enolates were inert towards oxygen. The 6,7-dihydrobenzocyclohepten-5-one was also accessed differently, namely by a Grubbs-II catalyst-mediated RCM/C=C migration tandem reaction of the allyl ortho-allylaryl ketone VI – another 1,8-diene of sorts (90% yield). The experimental process involved the reaction of 1-Bromo-3,4,5-trimethoxybenzene(cas: 2675-79-8Computed Properties of C9H11BrO3)

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.Computed Properties of C9H11BrO31-Bromo-3,4,5-trimethoxybenzene can be used to synthesize analogs of HA14-1, which shows promising anticancer properties.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Design, Synthesis, and Herbicidal Activity of Thioether Containing 1,2,4-Triazole Schiff Bases as Transketolase Inhibitors》 was written by Wang, Yan-En; Yang, Dongchen; Huo, Jingqian; Chen, Lai; Kang, Zhanhai; Mao, Jianyou; Zhang, Jinlin. Application of 7051-34-5This research focused ontriazole Schiff base preparation herbicidal activity transketolase inhibitor; 1,2,4-triazole Schiff bases; herbicidal activity; molecular docking; transketolase; weed resistance. The article conveys some information:

Transketolase (TK) represents a potential target for novel herbicide development. To discover novel TK inhibitors with potency against resistant weeds, 36 thioether compounds containing 1,2,4-triazole Schiff bases were designed and synthesized for herbicidal activity evaluation. The results demonstrated that compounds I and II provided excellent weed control with inhibition of over 90% against the tested weeds, even at concentrations as low as 100 mg/L in vitro. In addition, compounds I and II exhibited higher postemergence herbicidal activity than all of the pos. controls against the tested weeds at 50-90 g [active ingredient (ai)]/ha in a greenhouse, while being safe for crops of maize and wheat at 90 g (ai)/ha. Fluorescent binding experiments of At TK indicated that compounds I and II had strong TK inhibitory activity and could tightly bind with the enzyme At TK. Also, mol. docking analyses revealed that the structures of compounds I and II were suitable for TK inhibitory activity. Taken together, these results suggested that compounds I and II were promising herbicide candidates for weed control in wheat and maize fields targeting TK. In the part of experimental materials, we found many familiar compounds, such as (Bromomethyl)cyclopropane(cas: 7051-34-5Application of 7051-34-5)

(Bromomethyl)cyclopropane(cas: 7051-34-5) is used as a synthetic building block for the introduction of the cyclopropylmethyl group. It was also used in the synthesis of 1,4-dienes via iron-catalyzed cross-coupling with alkenyl Grignard reagents.Application of 7051-34-5

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Synthesis and inhibitory effect of cis-guggulsterone on lipopolysaccharide-induced production of nitric oxide in macrophages》 was written by Park, Jun Yeon; Lee, Jae Wook; Lee, Chang-Ho; Lee, Hae-Jeung; Kang, Ki Sung. Electric Literature of C20H20BrPThis research focused ontrans guggulsterone preparation antiinflammatory activity nitric oxide macrophage; COX-2; Guggulsterone; Inflammation; RAW264.7; iNOS. The article conveys some information:

Guggulsterone is a bioactive plant sterol naturally found in migratory plants. It exists in various forms, and its active compounds include the isomers cis-guggulsterone (I, E-GS) and trans-guggulsterone (Z-GS). In this study, the anti-inflammatory effects of these two isomeric pregnadienedione steroids were investigated against lipopolysaccharide-induced inflammatory reaction in RAW264.7 mouse macrophages. Our results showed that both guggulsterones inhibited the production of NO in macrophages treated with lipopolysaccharide, with IC50 values ranging from 3.0 to 6.7μM. E-GS exerted higher efficacy than Z-GS, and its anti-inflammatory effects was mediated through inhibition of iNOS and COX-2 expression. In the experimental materials used by the author, we found Ethyltriphenylphosphonium bromide(cas: 1530-32-1Electric Literature of C20H20BrP)

Ethyltriphenylphosphonium bromide(cas: 1530-32-1) is a phase transfer catalyst, used to accelerate the cure of phenolic-based epoxy resins, certain fluoroelastomer resins and thermosetting powder coatings. CatOnium ETPB is also used as catalysts in the synthesis of certain organic compounds.Electric Literature of C20H20BrP

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Quality Control of EthylbromofluoroacetateOn November 12, 2020 ,《Discovery of an Orally Available Diazabicyclooctane Inhibitor (ETX0282) of Class A, C, and D Serine β-Lactamases》 appeared in Journal of Medicinal Chemistry. The author of the article were Durand-Reville, Thomas F.; Comita-Prevoir, Janelle; Zhang, Jing; Wu, Xiaoyun; May-Dracka, Tricia L.; Romero, Jan Antoinette C.; Wu, Frank; Chen, April; Shapiro, Adam B.; Carter, Nicole M.; McLeod, Sarah M.; Giacobbe, Robert A.; Verheijen, Jeroen C.; Lahiri, Sushmita D.; Sacco, Michael D.; Chen, Yu; O’Donnell, John P.; Miller, Alita A.; Mueller, John P.; Tommasi, Ruben A.. The article conveys some information:

Multidrug resistant Gram-neg. bacterial infections are an increasing public health threat due to rapidly rising resistance toward β-lactam antibiotics. The hydrolytic enzymes called β-lactamases are responsible for a large proportion of the resistance phenotype. β-Lactamase inhibitors (BLIs) can be administered in combination with β-lactam antibiotics to negate the action of the β-lactamases, thereby restoring activity of the β-lactam. Newly developed BLIs offer some advantage over older BLIs in terms of enzymic spectrum but are limited to the i.v. route of administration. Reported here is a novel, orally bioavailable diazabicyclooctane (DBO) β-lactamase inhibitor. This new DBO, ETX1317(I), contains an endocyclic carbon-carbon double bond and a fluoroacetate activating group and exhibits broad spectrum activity against class A, C, and D serine β-lactamases. The ester prodrug of ETX1317, ETX0282(II), is orally bioavailable and, in combination with cefpodoxime proxetil, is currently in development as an oral therapy for multidrug resistant and carbapenem-resistant Enterobacterales infections. In the part of experimental materials, we found many familiar compounds, such as Ethylbromofluoroacetate(cas: 401-55-8Quality Control of Ethylbromofluoroacetate)

Ethylbromofluoroacetate(cas: 401-55-8) is a member of organofluorine compounds. Organofluorine compounds, which have carbon-fluorine bonds, show unique features such as high thermal and chemical stability, high surface activity, no light-absorbing ability, high pharmacological effect, and so on. Owing to their specific characters, they are indispensable chemicals for industry and our daily lives.Quality Control of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzeneOn September 15, 2019 ,《A fragment-like approach to PYCR1 inhibition》 was published in Bioorganic & Medicinal Chemistry Letters. The article was written by Milne, Kirsty; Sun, Jianhui; Zaal, Esther A.; Mowat, Jenna; Celie, Patrick H. N.; Fish, Alexander; Berkers, Celia R.; Forlani, Giuseppe; Loayza-Puch, Fabricio; Jamieson, Craig; Agami, Reuven. The article contains the following contents:

Pyrroline-5-carboxylate reductase 1 (PYCR1) is the final enzyme involved in the biosynthesis of proline and has been found to be upregulated in various forms of cancer. Due to the role of proline in maintaining the redox balance of cells and preventing apoptosis, PYCR1 is emerging as an attractive oncol. target. Previous PYCR1 knockout studies led to a reduction in tumor growth. Accordingly, a small mol. inhibitor of PYCR1 could lead to new treatments for cancer, and a focused screening effort identified pargyline as a fragment-like hit. Herein the design and synthesis of the first tool compounds as PYCR1 inhibitors, derived from pargyline, which were assayed to assess their ability to attenuate the production of proline, are reported. Structural activity studies have revealed the key determinants of activity, with the most potent compound, 4-bromobenzyl(propargyl)methylamine, showing improved activity in vitro in enzyme (IC50 = 8.8μM) and pathway relevant effects in cell-based assays. The results came from multiple reactions, including the reaction of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Safety of 4-Bromo-1-(bromomethyl)-2-fluorobenzene The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Akther, Thamina; Islam, Monarul Md.; Kowser, Zannatul; Matsumoto, Taisuke; Tanaka, Junji; Rahman, Shofiur; Alodhayb, Abdullah; Georghiou, Paris E.; Redshaw, Carl; Yamato, Takehiko published an article in European Journal of Organic Chemistry. The title of the article was 《Synthesis and Structures of [2.n]Metacyclophan-1-enes and their Conversion to Highly Strained [2.n]Metacyclophane-1-ynes》.Recommanded Product: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide The author mentioned the following in the article:

The syntheses of syn-[2.n]metacyclophan-1-enes (n = 5, 6, 8) in good yields using the McMurry cyclization of 1,n-bis(3-formyl-4-methoxyphenyl)alkanes are reported. Conversion of syn-[2.6]- and [2.8]metacyclophan-1-enes to the corresponding highly strained syn-type [2.6]- and [2.8]metacyclophane-1-ynes was achieved by successive bromination and dehydrobromination reactions. An attempted trapping reaction of the putative corresponding [2.5]metacyclophane-1-yne by Diels-Alder reaction with 1,3-diphenylisobenzofuran failed due to its smaller ring size and strained structure. X-ray crystallog. analyses show that the triple bonds in syn-[2.6]- and [2.8]metacyclophane-1-ynes are distorted from linearity with bond angles of 156.7° and 161.4°, resp. A DFT (D. Functional Theory) computational study was conducted to determine the stabilities of different conformations of the target compoundsMono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide(cas: 111865-47-5Recommanded Product: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide) was used in this study.

Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide(cas: 111865-47-5) 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. Recommanded Product: Mono(N,N,N-trimethyl-1-phenylmethanaminium) tribromide

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2018,Angewandte Chemie, International Edition included an article by Garg, Neeraj; Conway, Louis P.; Ballet, Caroline; Correia, Mario S. P.; Olsson, Frida K. S.; Vujasinovic, Miroslav; Loehr, J.-Matthias; Globisch, Daniel. Electric Literature of C7H4BrNO4. The article was titled 《Chemoselective Probe Containing a Unique Bioorthogonal Cleavage Site for Investigation of Gut Microbiota Metabolism》. The information in the text is summarized as follows:

While metabolites derived from gut microbiota metabolism have been linked to disease development in the human host, the chem. tools required for their detailed anal. and the discovery of biomarkers are limited. A unique and multifunctional chem. probe for mass spectrometric anal., which contains p-nitrocinnamyloxycarbonyl as a new bioorthogonal cleavage site has been designed and synthesized. Coupled to magnetic beads, this chem. probe allows for straightforward extraction of metabolites from human samples and release under mild conditions. This isolation from the sample matrix results in significantly reduced ion suppression, an increased mass spectrometric sensitivity, and facilitates the detection of metabolites in femtomole quantities. The chemoselective probe was applied to the anal. of human fecal samples, resulting in the discovery of four metabolites previously unreported in this sample type and confirmation of the presence of medically relevant gut microbiota-derived metabolites. In addition to this study using 3-Bromo-2-nitrobenzoic acid, there are many other studies that have used 3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4Electric Literature of C7H4BrNO4) was used in this study.

3-Bromo-2-nitrobenzoic acid(cas: 116529-61-4) 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. In contrast, terrestrial plants account only for a few bromine-containing compounds.Electric Literature of C7H4BrNO4

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary