Month: October 2022

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

《Driving Quick and Large Amplitude Contraction of Viologen-Incorporated Poly-L-Lysine-Based Hydrogel by Reduction》 was written by Wang, Bo; Tahara, Hironobu; Sagara, Takamasa. Related Products of 17696-11-6This research focused onviologen functionalized polylysine hydrogel reduction induced contraction; actuation; contraction and re-expansion; hydrogel; redox; viologen. The article conveys some information:

A glutaraldehyde-crosslinked poly-L-lysine-based hydrogel with pendant viologens was synthesized with various [viologen unit]/[Lys unit] ratios. The hydrogel with the ratio of 25% had (i) a water content of 95.8%, (ii) unbound viologen unit was absent, and (iii) lyophilized gel showing porous structure was rewettable. The hydrogel in contact with a gold, glassy carbon, pyrolytic graphite, or ITO electrode was electroactive, showing voltammetric responses involving diffusion process. Occurrence of electron transfer between viologen sites was verified by ESR measurements. The electroreflectance spectrum indicated significant dimerization of one-electron-reduced forms, viologen radical cations. Reduction of the hydrogel by dithionite showed a 93% volume decrease, being near to the water content, at 100 s and finally 97% contraction at 380 s. The initial rate of contraction was 0.02 s-1, and the swelling weight ratio was > 17. The contraction rate was much faster than that observed when adding of redox-inactive salts in the outer medium. Recovery by reoxidation was relatively sluggish even when O2-saturated water was used. The quick and large-amplitude contraction with removal of water from the gel body should be the consequence of permeability of reductant, interchain π-stacking of one-electron-reduced forms (viologen monoradical monocation), desolvation of viologen upon reduction, electron hopping between viologen units and its acceleration with contraction, and effective osmotic pressure difference. The experimental process involved the reaction of 8-Bromooctanoic acid(cas: 17696-11-6Related Products of 17696-11-6)

8-Bromooctanoic acid(cas: 17696-11-6) acid is used in the synthesis of 8-(N-Methyl-4,4′-bipyridinyl)- octanoic acid. 8-Mercaptooctanoic acid was prepared from 8-bromooctanoic acid.Related Products of 17696-11-6

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Selective Capture of Thallium and Cesium by a Cryptophane Soluble at Neutral pH》 was written by Brotin, Thierry; Berthault, Patrick; Pitrat, Delphine; Mulatier, Jean-Christophe. Reference of Benzyl 2-bromoacetateThis research focused onwater soluble cryptophane preparation Thallium Cesium capture complexation. The article conveys some information:

We report in this article the synthesis of an asym. cryptophane derivative (possessing only C3-symmetry) bearing three phenol groups and three other carboxylic acid functions, each of these groups on the aromatic rings. Thanks to isothermal titration calorimetry experiments, we show that this compound binds large monovalent cations, such as Cs+ and Tl+, with a binding constant significantly lower than its congeners bearing a larger number of phenol groups grafted on the benzene rings. However, higher selectivity for Cs+ and Tl+ was observed with this compound since it does not show any affinity for other alkali cations. More importantly, due to the greater solubility of this derivative in pure water, we show for the first time that effective thallium(I) complexation takes place at neutral pH. This result demonstrates that cryptophane derivatives decorated with a higher number of phenol groups are promising host mols. for removing traces of thallium(I) from aqueous phases at neutral pH or above. The results came from multiple reactions, including the reaction of Benzyl 2-bromoacetate(cas: 5437-45-6Reference of Benzyl 2-bromoacetate)

Benzyl 2-bromoacetate(cas: 5437-45-6) has been used in the alkylation of (-)-2,3-O-isopropylidene-D-threitol that afforded lipopeptide, 2-[(4R,5R)-5-({[(9H-fluoren-9-yl)methoxy]carbonylaminomethyl}-2,2-dimethyl-1,3-dioxolan-4-yl)methoxy]acetic acid.Reference of Benzyl 2-bromoacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

《Structure-Activated Copper Photosensitizers for Photocatalytic Water Reduction》 was published in Chemistry – A European Journal in 2017. These research results belong to Chen, Nan-Yu; Xia, Liang-Min; Lennox, Alastair J. J.; Sun, Yuan-Yuan; Chen, Hao; Jin, Hai-Ming; Junge, Henrik; Wu, Qin-An; Jia, Jian-Hong; Beller, Matthias; Luo, Shu-Ping. SDS of cas: 97802-08-9 The article mentions the following:

A series of phenanthroline-based ligands have been synthesized and their influence as bidentate nitrogen ligands in heteroleptic [Cu(PP̂)(NN̂)]+ photosensitizers in light-driven water reduction has been studied. In this noble-metal-free Cu-Fe-based photocatalytic water reduction system, the structural effects of the nitrogen ligands have been explored, including the steric and electronic effects of substituents at the 2,9- and 4,7-positions of phenanthroline. Ligands were prepared that led to increased hydrogen generation, with turnover numbers (TONCu) of up to 1388 being observed All the new complexes were electrochem. and photophys. characterized. We demonstrate for the first time that the presence of fluorine in nitrogen ligands increases the efficacy of copper complexes in photocatalytic hydrogen production The experimental part of the paper was very detailed, including the reaction process of 4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9SDS of cas: 97802-08-9)

4,7-Bis(4-bromophenyl)-1,10-phenanthroline(cas: 97802-08-9) 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.SDS of cas: 97802-08-9

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Reference of EthylbromofluoroacetateOn May 28, 2020, Wang, Pingyuan; Luchowska-Stanska, Urszula; van Basten, Boy; Chen, Haiying; Liu, Zhiqing; Wiejak, Jolanta; Whelan, Padraic; Morgan, David; Lochhead, Emma; Barker, Graeme; Rehmann, Holger; Yarwood, Stephen J.; Zhou, Jia published an article in Journal of Medicinal Chemistry. The article was 《Synthesis and Biochemical Evaluation of Noncyclic Nucleotide Exchange Proteins Directly Activated by cAMP 1 (EPAC1) Regulators》. The article mentions the following:

EPAC plays a central role in various biol. functions, and activation of the EPAC1 protein has shown potential benefits for the treatment of various human diseases. Herein, the synthesis and biochem. evaluation of a series of non-cyclic nucleotide EPAC1 activators is reported. Several potent EPAC1 binders were identified, e.g., I, which promote EPAC1 GEF activity in vitro. These agonists can also activate EPAC1 protein in cells, where they exhibit excellent selectivity towards EPAC over PKA and GPCRs. Moreover, four compounds exhibited improved selectivity towards activation of EPAC1 over EPAC2 in cells. Of these, I was found to robustly inhibit IL-6-activated STAT3 and subsequent induction of the pro-inflammatory VCAM1 cell adhesion protein. These novel EPAC1 activators may therefore act as useful pharmacol. tools for elucidation of EPAC function as well as promising drug leads for the treatment of relevant human diseases. After reading the article, we found that the author used Ethylbromofluoroacetate(cas: 401-55-8Reference 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.Reference of Ethylbromofluoroacetate

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Donzel, Maxime; Elhabiri, Mourad; Davioud-Charvet, Elisabeth published their research in Journal of Organic Chemistry on August 6 ,2021. The article was titled 《Bioinspired Photoredox Benzylation of Quinones》.Computed Properties of C7H5Br2F The article contains the following contents:

3-Benzylmenadiones were obtained in good yield by using a blue-light-induced photoredox process in the presence of Fe(III), oxygen, and γ-terpinene acting as a hydrogen-atom transfer agent. This methodol. is compatible with a wide variety of diversely substituted 1,4-naphthoquinones as well as various cheap, readily available benzyl bromides with excellent functional group tolerance. The benzylation mechanism was investigated and supports a three-step radical cascade with the key involvement of the photogenerated superoxide anion radical. The experimental process involved the reaction of 4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5Computed Properties of C7H5Br2F)

4-Bromo-1-(bromomethyl)-2-fluorobenzene(cas: 76283-09-5) 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. Computed Properties of C7H5Br2F In contrast, terrestrial plants account only for a few bromine-containing compounds.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Photoredox-catalyzed redox-neutral difluoroalkylation to construct perfluoroketones with difluoroenoxysilanes》 were Zou, Jian-Yu; Wang, Yu-Zhao; Sun, Wen-Hui; Lin, Wu-Jie; Liu, Xue-Yuan. And the article was published in Organic & Biomolecular Chemistry in 2021. Product Details of 401-55-8 The author mentioned the following in the article:

A mild and facile approach to construct various perfluoroketones via photo-catalyzed difluoroalkylation of difluoroenoxysilanes is developed. The reaction includes a strategy of combination of two fluorine-containing functional groups, which confers the reaction with characteristics like high efficiency, mild conditions, and broad scope. A variety of fluoroalkyl halides including perfluoroalkyl iodides, bromo difluoro esters and amides can be employed as radical precursors. Control experiments indicate that a single-electron transfer pathway may be involved in the reaction. In the experiment, the researchers used many compounds, for example, Ethylbromofluoroacetate(cas: 401-55-8Product Details of 401-55-8)

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.Product Details of 401-55-8

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

The author of 《Synthesis of difluoroalkylated 2-azaspiro[4.5]decane derivatives via copper-catalyzed difluoroalkylation/dearomatization of N-benzylacrylamides》 were Li, Chengwen; Zhao, Yilin; Zhou, Jiaxin; Wang, Xue; Hou, Jingli; Song, Yuguang; Liu, Wenjuan; Han, Guifang. And the article was published in Organic & Biomolecular Chemistry in 2020. Formula: C4H6BrFO2 The author mentioned the following in the article:

An efficient method for the synthesis of difluoroalkylated 2-azaspiro[4.5]decanes I [R1 = H, 7-OMe, 7-F, etc.; R2 = iPr, tBu, adamantan-1-yl; R3 = H, Me; R4 = EtO2C, Et2NCO, 1-pyrrolidinylcarbonyl, 1-piperidinylcarbonyl, 2,3-dihydro-1-indolylcarbonyl] via copper-catalyzed difluoroalkylation of N-benzylacrylamides with halo- fluoroacetate/difluoroacetate was established. The reaction experienced a tandem radical addition and dearomatizing cyclization process. In addition, the resultant products could be smoothly converted into a difluoroalkylated quinolinone and saturated spirocyclohexanone scaffold. The experimental part of the paper was very detailed, including the reaction process of Ethylbromofluoroacetate(cas: 401-55-8Formula: C4H6BrFO2)

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.Formula: C4H6BrFO2

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2010,Pan, Shifeng; Wu, Xu; Jiang, Jiqing; Gao, Wenqi; Wan, Yongqin; Cheng, Dai; Han, Dong; Liu, Jun; Englund, Nathan P.; Wang, Yan; Peukert, Stefan; Miller-Moslin, Karen; Yuan, Jing; Guo, Ribo; Matsumoto, Melissa; Vattay, Anthony; Jiang, Yun; Tsao, Jeffrey; Sun, Fangxian; Pferdekamper, AnneMarie C.; Dodd, Stephanie; Tuntland, Tove; Maniara, Wieslawa; Kelleher, Joseph F. III; Yao, Yung-mae; Warmuth, Markus; Williams, Juliet; Dorsch, Marion published 《Discovery of NVP-LDE225, a Potent and Selective Smoothened Antagonist》.ACS Medicinal Chemistry Letters published the findings.Synthetic Route of C8H7BrO2 The information in the text is summarized as follows:

The blockade of aberrant hedgehog (Hh) signaling has shown promise for therapeutic intervention in cancer. A cell-based phenotypic high-throughput screen was performed, and the lead structure (1) was identified as an inhibitor of the Hh pathway via antagonism of the Smoothened receptor (Smo). Structure-activity relation studies led to the discovery of a potent and specific Smoothened antagonist N-(6-((2S,6R)-2,6-dimethylmorpholino)pyridin-3-yl)-2-methyl-4′-(trifluoromethoxy)biphenyl-3-carboxamide (5m, NVP-LDE225), which is currently in clin. development. In the experiment, the researchers used 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Synthetic Route of C8H7BrO2)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Synthetic Route of C8H7BrO2 The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

In 2015,Zhao, Xinge; Xin, Minhang; Huang, Wei; Ren, Yanliang; Jin, Qiu; Tang, Feng; Jiang, Hailong; Wang, Yazhou; Yang, Jie; Mo, Shifu; Xiang, Hua published 《Design, synthesis and evaluation of novel 5-phenylpyridin-2(1H)-one derivatives as potent reversible Bruton’s tyrosine kinase inhibitors》.Bioorganic & Medicinal Chemistry published the findings.Reference of 3-Bromo-2-methylbenzoic acid The information in the text is summarized as follows:

A series of novel reversible Btk inhibitors has been designed based on the structure of the recently reported preclin. drug RN486. The synthesis and SAR of these compounds are described. Among these derivatives, compound (I) was identified to be a potent and orally available reversible agent with satisfactory Btk enzymic and cellular inhibition in vitro, as well as favorable PK properties and inhibition of arthritis in vivo. The experimental process involved the reaction of 3-Bromo-2-methylbenzoic acid(cas: 76006-33-2Reference of 3-Bromo-2-methylbenzoic acid)

3-Bromo-2-methylbenzoic acid(cas: 76006-33-2) belongs to organobromine compounds.The reactivity of organobromine compounds resembles but is intermediate between the reactivity of organochlorine and organoiodine compounds. Reference of 3-Bromo-2-methylbenzoic acid The principal reactions for organobromides include dehydrobromination, Grignard reactions, reductive coupling, and nucleophilic substitution.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary