Category: 26153-38-8

Zhang, Jin-He; Xie, Hong-Xu; Li, Yue; Wang, Kai-Ming; Song, Zhiling; Zhu, Kong-Kai; Fang, Lei; Zhang, Juan; Jiang, Cheng-Shi published their research in Bioorganic & Medicinal Chemistry Letters in 2021. The article was titled 《Design, synthesis and biological evaluation of novel (E)-2-benzylidene-N-(3-cyano-4,5,6,7-tetrahydrobenzo[b]thiophen-2-yl)hydrazine-1-carboxamide derivatives as α-glucosidase inhibitors》.Computed Properties of C7H6O3 The article contains the following contents:

In this present study, a series of novel I [R = 2,3-(OH)2, 3-OH, 3,4-(OH)2, etc.] against α-glucosidase were designed and synthesized, and their biol. activities were evaluated in vitro and in vivo. Most of the designed analogs exhibited better inhibitory activity than the marketed acarbose, especially the most potent compound I [R = 3,4-(OH)2] with an IC50 value of 9.26 ± 1.84μM. The direct binding of I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] with α-glucosidase was confirmed by fluorescence quenching experiments, and the kinetic and mol. docking studies revealed that I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] inhibited α-glucosidase in a non-competitive manner. Cytotoxicity bioassay indicated compounds I [R = 3,4-(OH)2] and I [R = 3,5-(OH)2] were non-toxic towards LO2 and HepG2 at 100μM. Furthermore, both compounds were demonstrated to have in vivo hypoglycemic activity by reducing the blood glucose levels in sucrose-treated rats. After reading the article, we found that the author used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Computed Properties of C7H6O3)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Computed Properties of C7H6O3

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Category: alcohols-buliding-blocksIn 2021 ,《Strategic Synthesis of ‘Picket Fence’ Porphyrins Based on Nonplanar Macrocycles》 appeared in European Journal of Organic Chemistry. The author of the article were Norvaisa, Karolis; Yeow, Kathryn; Twamley, Brendan; Roucan, Marie; Senge, Mathias O.. The article conveys some information:

Traditional ‘picket fence’ porphyrin systems have been a topic of interest for their capacity to direct steric shielding effects selectively to one side of the macrocycle. Sterically overcrowded porphyrin systems that adopt macrocycle deformations have recently drawn attention for their applications in organo-catalysis and sensing. Here, the authors explore the combined benefits of nonplanar porphyrins and the old mol. design to bring new concepts to the playing field. The challenging ortho-positions of meso-Ph residues in dodeca-substituted porphyrin systems led to the transition to less hindered para- and meta-sites and the development of selective demethylation based on the steric interplay. Isolation of the sym. target compound [2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(3,5-dipivaloyloxyphenyl)porphyrin] was investigated under two synthetic pathways. The obtained insight was used to isolate unsym. [2,3,7,8,12,13,17,18-octaethyl-5,10,15,20-tetrakis(2-nitro-5-pivaloyloxyphenyl)porphyrin]. Upon separation of the atropisomers, a detailed single-crystal X-ray crystallog. anal. highlighted intrinsic intermol. interactions. The nonplanarity of these systems in combination with ‘picket fence’ motifs provides an important feature in the design of supramol. ensembles. In addition to this study using 3,5-Dihydroxybenzaldehyde, there are many other studies that have used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Category: alcohols-buliding-blocks) was used in this study.

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Category: alcohols-buliding-blocks

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《Synthesis, in vitro evaluation, and molecular docking studies of benzofuran based hydrazone a new inhibitors of urease》 was written by Abdullah Al-Mohammadi, Jana; Taha, Muhammad; Rahim, Fazal; Hussain, Rafaqat; aldossary, Hanan; Khalid Farooq, Rai; Wadood, Abdul; Nawaz, Muhammad; Salahuddin, Mohammed; Mohammed Khan, Khalid; Uddin, Nizam. Product Details of 26153-38-8This research focused onurease inhibitor benzofuran hydrazone mol docking. The article conveys some information:

This work has described the synthesis of novel class (1-25) of benzofuran based hydrazone. The hybrid scaffolds (1-25) of benzofuran based hydrazone were evaluated in vitro, for their urease inhibition. All the newly synthesized analogs (1-25) were found to illustrate moderate to good urease inhibitory profile ranging from 0.20 ± 0.01 to 36.20 ± 0.70 μM. Among the series, compounds 22 (IC50 = 0.20 ± 0.01 μM), 5 (IC50 = 0.90 ± 0.01 μM), 23 (IC50 = 1.10 ± 0.01 μM) and 25 (IC50 = 1.60 ± 0.01 μM) were found to be the many folds more potent than thiourea as standard inhibitor (IC50 = 21.86 ± 0.40 μM). The elevated inhibitory profile of these analogs might be due to presence of dihydroxy and flouro groups at different position of Ph ring B attached to hydrazone skeleton. These dihydroxy and fluoro groups bearing compounds have shown many folds better inhibitory profile through involvement of oxygen of dihydroxy groups in hydrogen bonding with active site of enzymes. Various types of spectroscopic techniques such as 1H-, 13C- NMR and HREI-MS spectroscopy were used to confirm the structure of all the newly developed compounds To find SAR, mol. docking studies were performed to understand, the binding mode of potent inhibitors with active site of enzymes and results supported the exptl. data. The results came from multiple reactions, including the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Product Details of 26153-38-8)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Product Details of 26153-38-8

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In 2019,European Journal of Medicinal Chemistry included an article by Hussein, Buthaina; Ikhmais, Balqis; Kadirvel, Manikandan; Magwaza, Rachael N.; Halbert, Gavin; Bryce, Richard A.; Stratford, Ian J.; Freeman, Sally. Quality Control of 3,5-Dihydroxybenzaldehyde. The article was titled 《Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinone oxidoreductase-2 (NQO2)》. The information in the text is summarized as follows:

N1-ribosyl-, N1-methyl-, N1-benzyl-dihydronicotinamide:quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism Thus, there is a need to develop inhibitors of NQO2 that are active in vitro and in vivo. As part of a strategy to achieve this, 4-aminoquinoline backbone is used as a starting point and synthesized I [R = Me], II [R1 = Ph, 4-imidazoyl, 2-nitrofuranyl, etc.], III novel analogs. The syntheses utilized p-anisidine with Meldrum’s acid and tri-Me orthoacetate or tri-Me orthobenzoate to give the 4-hydrazin-quinoline scaffold I [R = Me, Ph], which was derivatized with aldehydes R1CHO or acid chlorides R1C(O)Cl to give hydrazone II or hydrazide analogs III, resp. The hydrazones II were the most potent inhibitors of NQO2 in cell free systems, some with low nano-molar IC50 values. Structure-activity anal. highlighted the importance of a small substituent at the 2-position of the 4-aminoquinoline ring, to reduce steric hindrance and improve engagement of the scaffold within the NQO2 active site. Cytotoxicity and NQO2-inhibitory activity in vitro was evaluated using ovarian cancer SKOV-3 and TOV-112 cells (expressing high and low levels of NQO2, resp.). Generally, the hydrazones were more toxic than hydrazide analogs and further, toxicity is unrelated to cellular NQO2 activity. Pharmacol. inhibition of NQO2 in cells was measured using the toxicity of CB1954 as a surrogate end-point. Both the hydrazone II and hydrazide derivs III. are functionally active as inhibitors of NQO2 in the cells, but at different inhibitory potency levels. In particular, 4-((2-(6-methoxy-2-methylquinolin-4-yl)hydrazono)methyl)phenol has the greatest potency of any compound yet evaluated (53 nM), which is 50-fold lower than its toxicity IC50. This compound and some of its analogs could serve as useful pharmacol. probes to determine the functional role of NQO2 in cancer development and response to therapy. The experimental process involved the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Quality Control of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Quality Control of 3,5-Dihydroxybenzaldehyde

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In 2019,European Journal of Pharmaceutical Sciences included an article by Debnath, Utsab; Mukherjee, Suprabhat; Joardar, Nikhilesh; Sinha Babu, Santi P.; Jana, Kuladip; Misra, Anup Kumar. Electric Literature of C7H6O3. The article was titled 《Aryl quinolinyl hydrazone derivatives as anti-inflammatory agents that inhibit TLR4 activation in the macrophages》. The information in the text is summarized as follows:

A series of aryl 7-chloroquinolinyl hydrazone derivatives (3a-u) have been synthesized in 55-76% yield using simple reaction condition. The synthesized compounds were evaluated for their anti-inflammatory activities based on their ability to inhibit pro-inflammatory cytokine secretion from the macrophages after stimulation with lipopolysaccharide (LPS). Three compounds appeared as promising anti-inflammatory agents. The mechanism of inflammatory activity of the potent compound 3e was further investigated using a series of biochem., mol. and microscopic techniques. Further structure activity relationship (SAR) study was carried out to validate the anti-inflammatory activities of the active compounds Our exptl. data revealed that the active moiety i.e. compound 3e majorly causes inhibition of TLR4 signaling pathway and this appears to be the novel functional attribute of this compound In addition to this study using 3,5-Dihydroxybenzaldehyde, there are many other studies that have used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Electric Literature of C7H6O3) was used in this study.

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Electric Literature of C7H6O3

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《Photodynamic Control of the Chain Length in Supramolecular Polymers: Switching an Intercalator into a Chain Capper》 was written by Weyandt, Elisabeth; ter Huurne, Gijs M.; Vantomme, Ghislaine; Markvoort, Albert J.; Palmans, Anja R. A.; Meijer, E. W.. SDS of cas: 26153-38-8 And the article was included in Journal of the American Chemical Society in 2020. The article conveys some information:

Supramol. systems are intrinsically dynamic and sensitive to changes in mol. structure and external conditions. Because of these unique properties, strategies to control polymer length, composition, comonomer sequence, and morphol. have to be developed for sufficient control over supramol. copolymerizations We designed photoresponsive, mono acyl hydrazone functionalized benzene-1,3,5-tricarboxamide (m-BTA) monomers that play a dual role in the coassembly with achiral alkyl BTAs (a-BTA). In the E isomer form, the chiral m-BTA monomers intercalate into stacks of a-BTA and dictate the chirality of the helixes. Photoisomerization to the Z isomer transforms the intercalator into a chain capper, allowing dynamic shortening of chain length in the supramol. aggregates. We combine optical spectroscopy and light-scattering experiments with theor. modeling to show the reversible decrease in length when switching from the E to Z isomer of m-BTA in the copolymer with inert a-BTA. With a mass-balance thermodn. model, we gain addnl. insights into the composition of copolymers and length distributions of the species over a broad range of concentrations and mixing ratios of a-BTA/m-BTA. Moreover, the model was used to predict the impact of an additive (chain capper and intercalator) on the chain length over a range of concentrations, showing a remarkable amplification of efficiency at high concentrations By employing a stimuli-responsive comonomer in a mostly inert polymer, we can cooperatively amplify the effect of the switching and obtain photocontrol of polymer length. Moreover, this dynamic decrease in chain length causes a macroscopic gel-to-sol phase transformation of the copolymer gel, although 99.4% of the organogel is inert to the light stimulus. In the experiment, the researchers used many compounds, for example, 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8SDS of cas: 26153-38-8)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.SDS of cas: 26153-38-8

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In 2018,Hu, Fang; Yuan, Youyong; Wu, Wenbo; Mao, Duo; Liu, Bin published 《Dual-Responsive Metabolic Precursor and Light-Up AIEgen for Cancer Cell Bio-orthogonal Labeling and Precise Ablation》.Analytical Chemistry (Washington, DC, United States) published the findings.Quality Control of 3,5-Dihydroxybenzaldehyde The information in the text is summarized as follows:

Metabolic glycoengineering of unnatural glycans with bio-orthogonal chem. groups and a subsequent click reaction with fluorescent probes have been widely used in monitoring various bioprocesses. Herein, we developed a dual-responsive metabolic precursor that could specifically generate unnatural glycans with azide groups on the membrane of targeted cancer cells with high selectivity. Moreover, a water-soluble fluorescent light-up probe with aggregation-induced emission (AIE) was synthesized, which turned its fluorescence on upon a click reaction with azide groups on the cancer cell surface, enabling special cancer cell imaging with low background signal. Furthermore, the probe can generate 1O2 upon light irradiation, fulfilling its dual role as an imaging and therapeutic agent for cancer cells. Therefore, the concepts of the cancer-cell-specific metabolic precursor cRGD-S-Ac3ManNAz and the AIE light-up probe are promising in bio-orthogonal labeling and cancer-specific imaging and therapy. The results came from multiple reactions, including the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Quality Control of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Quality Control of 3,5-Dihydroxybenzaldehyde

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In 2022,Boukherrouba, Emeline; Larosa, Camille; Nguyen, Kim-Anh; Caburet, Jeremy; Lunven, Laurent; Bonnet, Hugues; Fortune, Antoine; Boumendjel, Ahcene; Boucherle, Benjamin; Chierici, Sabine; Peuchmaur, Marine published an article in European Journal of Medicinal Chemistry. The title of the article was 《Exploring the structure-activity relationship of benzylidene-2,3-dihydro-1H-inden-1-one compared to benzofuran-3(2H)-one derivatives as inhibitors of tau amyloid fibers》.Application of 26153-38-8 The author mentioned the following in the article:

Tauopathies, such as Alzheimer′s disease, have been the subject of several hypotheses regarding the way to treat them. Hyperphosphorylation of tau protein leading to its aggregation is widely recognized as a key step in the development of these diseases resulting in neuronal dysfunction. The AcPHF6 model of tau that includes the shorter critical fragment involved in the protein aggregation was used in vitro to identify new potential inhibitors. Following a previous study on aurone derivatives, we herein compare this polyphenol family to a very close one, the benzylidene-2,3-dihydro-1H-inden-1-one (also named indanone). The structure activity relationship studies bring to light the importance of the hydroxylation pattern in both series: the more hydroxylated, the more active. In addition, the three-dimensional shape of the mols. is involved in their interaction mode with their target, thus defining their role either as inhibitors of fiber elongation or as fiber-binding mols. Indanone 13a was identified as a promising inhibitor: its activity was confirmed by CD and at. force microscopy studies. In addition to this study using 3,5-Dihydroxybenzaldehyde, there are many other studies that have used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Application of 26153-38-8) was used in this study.

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is used as a building block in the synthesis of more complex structures. It is also used in the synthesis of terbutaline, which is an important bronchodilator.Application of 26153-38-8

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Name: 3,5-DihydroxybenzaldehydeIn 2019 ,《Fungal endophyte Phomopsis liquidambari biodegrades soil resveratrol: a potential allelochemical in peanut monocropping systems》 was published in Journal of the Science of Food and Agriculture. The article was written by Wang, Hong-Wei; Sun, Kai; Guan, Yong-Xiang; Qiu, Mei-Hua; Zhang, Li; Dai, Chuan-Chao. The article contains the following contents:

Most allelochems. are secondary products released from root excretions or plant residues that accumulate in continuous cropping systems and cause severe decline in peanut yield. Resveratrol is a plant-derived stilbene that is released from peanut residues and accumulates in the soil; however, its allelopathic effects on peanut production are overlooked. Effective management solutions need to be developed to relieve allelopathy caused by soil resveratrol. Here, the biodegradation of resveratrol by the fungal endophyte Phomopsis liquidambari was investigated in a mineral salt medium and a soil trial. Resveratrol and its metabolites (produced by degradation by P. liquidambari) were detected by high-performance liquid chromatog.-mass spectrometry (HPLC-MS). Resveratrol released from peanut residues reached a maximum concentration of 0.18μg g-1 soil in litterbag experiments Exogenous resveratrol inhibited peanut growth, nodule formation, and soil dehydrogenase activity, and reduced the soil microbial biomass carbon content and bacterial abundance, indicating an allelopathic role in peanut growth. More than 97% of the resveratrol was degraded within 72 and 168 h by P. liquidambari in pure culture and soil conditions, resp. Resveratrol was first cleaved to 3,5-dihydroxybenzaldehyde and 4-hydroxybenzaldehyde, which were subsequently oxidized into 3,5-dihydroxybenzoic acid and 4-hydroxybenzoic acid, resp. Fungal resveratrol cleavage oxygenase and the related gene expression were enhanced when P. liquidambari was induced by the resveratrol during the incubation. Our results indicate that the practical application of the fungal endophyte P. liquidambari has strong potential for biodegrading soil resveratrol, which can cause allelopathy in peanut continuous cropping systems, c 2019 Society of Chem. Industry. In the experiment, the researchers used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Name: 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Name: 3,5-Dihydroxybenzaldehyde

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《Conformationally rigid derivatives of WAY-267,464: Synthesis and pharmacology at the human oxytocin and vasopressin-1a receptors》 was written by Jorgensen, William T.; Gulliver, Damien W.; Katte, Timothy A.; Werry, Eryn L.; Reekie, Tristan A.; Connor, Mark; Kassiou, Michael. Safety of 3,5-DihydroxybenzaldehydeThis research focused onWAY 267464 conformationally rigid derivative preparation oxytocin vasopressin receptor; Arginine vasopressin 1(a) receptor; Diazepine; Oxytocin receptor; WAY-267,464. The article conveys some information:

WAY-267,464 (I) and twelve conformationally rigid analogs were synthesized, characterized and evaluated in cellular assays with the aim of systematically exploring interactions with the oxytocin receptor (OTR). Each analog was evaluated in radioligand binding displacement assays at both human OTR and arginine vasopressin 1a receptors (V1aR). Physiol. characterization was determined by whole cell IP1 accumulation assays on stably transfected human embryonic kidney (HEK) cells. Incorporation of the rigid, optionally substituted benzene ring abolished OTR activity and diminished V1aR pharmacol. when compared to I. A general trend was observed in V1aR affinity for the Pr analogs which identified the ortho-substituted analog II as the best in series (Ki = 251 nM) followed by a decrease in affinity through the meta and para-derivatives ( Ki = 874 nM, 1756 nM resp.). This study confirms the importance of the central pharmacophoric motifs of WAY-267,464 and illuminates the differences in the binding pocket of the highly conserved OTR and V1aR. The experimental process involved the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Safety of 3,5-Dihydroxybenzaldehyde)

3,5-Dihydroxybenzaldehyde(cas: 26153-38-8) is a building block. It has been used in the synthesis of 2,4-dimethylbenzoylhydrazones with antileishmanial and antioxidant activities.Safety of 3,5-Dihydroxybenzaldehyde

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