Month: November 2022

《Supramolecular Modulation of Antibacterial Activity of Ambroxol by Cucurbit[7]uril》 was written by Li, Shengke; Kuok, Kit Ieng; Ji, Xia; Xu, Anni; Yin, Hang; Zheng, Jun; Tan, Huaping; Wang, Ruibing. Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride And the article was included in ChemPlusChem on April 30 ,2020. The article conveys some information:

Supramol. encapsulation by cucurbit[7]uril (CB[7]) was recently demonstrated to provide a simple and efficient method for antibacterial activity regulation of antibiotics. In this work, CB[7] was shown to form binary host-guest complex with ambroxol hydrochloride (ABX), a clin. mucokinetic and expectorant drug, which was reported to exhibit certain antibacterial activity. 1H NMR titration and isothermal titration calorimetry experiment results suggested that the 4-hydroxyl cyclohexylamine group of ABX was included inside the CB[7] cavity, with a binding constant Ka of (6.69±0.11)×105 M-1 in phosphate buffered saline (PBS) solution, thermodynamically driven by both enthalpy change and entropy. More importantly, ABX’s inhibitory activity (MIC50) against bacillary strains towards Pseudomonas aeruginosa and Escherichia coli strains was decreased from (5.11±0.31)×10-6 M-1 and (2.63±0.34)×10-5 M-1 to zero upon encapsulation by CB[7], and was subsequently recovered to almost its original activity when a competitive guest, amantadine hydrochloride, for disassembling CB[7]-ABX complex, was added, suggesting that the antibacterial activity of ABX could be readily “”turned off/on”” upon its complexation and decomplexation with CB[7]. In the part of experimental materials, we found many familiar compounds, such as trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride)

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) enhances pulmonary surfactant production and stimulates ciliary activity.Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanolOn June 10, 2022, Du, Xian; Zhen, Jing-Song; Xu, Xiao-Hong; Yuan, Han; Li, Yi-Hui; Zheng, Yeqin; Xue, Can; Luo, Yong published an article in Organic Letters. The article was 《Hydrosulfonylation of Alkenes with Sulfonyl Imines via Ir/Cu Dual Photoredox Catalysis》. The article mentions the following:

Here utilizing sulfonyl imines as sulfonyl radical precursors for hydrosulfonylation of activated alkenes via visible-light irradiation was reported. By preinstallation of functional groups into the sulfonamides and subsequent hydrosulfonylation, a variety of complex sulfones were synthesized with good efficiency under Ir/Cu dual photoredox catalysis. Addnl., this protocol expands the research in late-stage N-S bond modification in sulfonamides. After reading the article, we found that the author used ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​.Quality Control of ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol And it is used as chiral auxiliaries in Michael and Aldol addition reactions.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

HPLC of Formula: 2240-88-2On October 31, 2020 ,《Superhydrophilic fluorinated polymer and nanogel for high-performance 19F magnetic resonance imaging》 was published in Biomaterials. The article was written by Feng, Zujian; Li, Qinghua; Wang, Weiwei; Ni, Qiankun; Wang, Yufei; Song, Huijuan; Zhang, Chuangnian; Kong, Deling; Liang, Xing-Jie; Huang, Pingsheng. The article contains the following contents:

19F magnetic resonance imaging (19F MRI), a kind of non-invasive and non-radioactive diagnostic technique with no endogenous background signals, opens up new research avenues for accurate mol. imaging studies. However, 19F MRI is manily limited by the performance of contrast agents. Here, for the first time, we presented the zwitterionic fluorinated polymer and nanogel as new types of superhydrophilic, sensitive and ultra-stable 19F MRI contrast agents. The superhydrophilicity of carboxybetaine zwitterionic structure completely overcame the hydrophobic aggregation-induced signal attenuation associated with amphiphilic fluorinated polymer-based nanoprobes. In addition, the superhydrophilic contrast agent exhibited distinct advantages, including high 19F-content (19.1 wt%), superior resistance to protein adsorption, constant MR properties and 19F MRS-based quant. determination in complex biol. fluids, and intense 19F MRI signals in the whole-body images after i.v. injection. In combination with angiogenesis targeting ligand, the superhydrophilic contrast agent was applied for the unambiguous detection of tumor. Importantly, computational algorithm was established for the directly quant. determination of bioavailability and tumor-to-whole body ratio (TBR) from the in vivo19F MRI dataset, providing real-time information with non-invasive manner. Finally, crosslinked nanogels were developed with significantly prolonged systemic circulation, of which intense 19F MRI signals nonspecifically distributed in the aortaventralis and blood-rich organs, instead of being trapped steadily in liver as with the state-of-the-art superhydrophobic perfluocarbon nanoemulsions. Overall, this kind of superhydrophilic, zwitterionic fluorinated polymer and nanogel could be defined as a new generation of high-performance 19F MRI contrast agents, which hold great potential for image-based unambiguous disease detection and computational quantification. In the experimental materials used by the author, we found 3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2HPLC of Formula: 2240-88-2)

3,3,3-Trifluoropropan-1-ol(cas: 2240-88-2) is a important organic intermediate. It can be used in agrochemical, pharmaceutical and dyestuff field.HPLC of Formula: 2240-88-2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraolOn November 15, 2020 ,《Immunomodulatory activity of a novel polysaccharide extracted from Huangshui on THP-1 cells through NO production and increased IL-6 and TNF-α expression》 appeared in Food Chemistry. The author of the article were Huo, Jiaying; Wu, Jihong; Zhao, Mouming; Sun, Weizheng; Sun, Jinyuan; Li, Hehe; Huang, Mingquan. The article conveys some information:

Huangshui (HS), the byproduct of Chinese Baijiu, has attracted considerable attention due to its nutrient and microbial composition; however, none of the studies has explored the polysaccharides in HS yet. Here, from HS, we isolated a novel polysaccharide, HSP-3, with an average mol. weight of 26.40 kDa. The structure was elucidated based on monosaccharide composition and methylation anal., NMR, FT-IR, and AFM anal. It is mainly composed of mannose (46.6%), galactose (17.3%), arabinose (11.2%), glucose (10.5%), xylose (8.2%), fucose (5.2%), and rhamnose (1.0%). The backbone of HSP-3 was made up of → 2-β-D-Manp-(1 → 2,6)-β-D-Manp-1 → 6-β-D-Galp-(1 → 3,6)-β-D-Galp-(1 → 4)-α-L-Rhap-1 → 3,4-α-L-Rhap-1 → . Moreover, stimulation of the production of ROS, NO, TNF-α and IL-6, upregulation of the mRNA and protein expression levels of TNF-α and IL-6 in THP-1 cells, and enhanced the pinocytic and phagocytic capacities of THP-1 cells exhibited significant immunomodulatory properties of HSP-3. Altogether, this study suggests that HSP-3 could be used as an active component in functional foods. The experimental part of the paper was very detailed, including the reaction process of rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol)

rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol(cas: 54-17-1) is the monohydrate form of the alpha isoform of D-glucopyranose, a synthetic simple monosaccharide that is used as an energy source.Name: rel-(3R,4S,5S,6R)-6-(Hydroxymethyl)tetrahydro-2H-pyran-2,3,4,5-tetraol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Theoretical and experimental optimization of a new amino phosphite ligand library for asymmetric palladium-catalyzed allylic substitution》 were Magre, Marc; Biosca, Maria; Norrby, Per-Ola; Pamies, Oscar; Dieguez, Montserrat. And the article was published in ChemCatChem in 2015. Formula: C24H34O2 The author mentioned the following in the article:

A new library of modular amino phosphite ligands PhCH(OPO2Z)CHRNR1Me (Z = 1,1′-biphenyl-2,2-diyl, 1,1′-binaphthyl-2,2′-diyl; R = H, Me; R1 = Me, tBu, CMe2Ph) obtained in a few synthetic steps from enantiopure amino alcs. has been tested in asym. Pd-catalyzed allylic substitution of 1,3-diphenyl-2-propen-1-ol acetate and 2-cyclohexenol acetate. The modular ligand design is crucial to find highly selective catalysts for each substrate type using a wide range of C-, N-, and O-nucleophiles. A DFT study of the species responsible for the enantiocontrol was used to optimize the ligand structure. By selecting the ligand components, we were able to identify unprecedented catalytic systems that can create new chiral C-C, C-N, and C-O bonds in a variety of substrate types (hindered and unhindered) in high yields and enantioselectivities (ee values up to 99 %). Further studies on the Pd-π-allyl intermediates provided a deep understanding of the effect of ligand structure in the origin of enantioselectivity. Potential applications of the new Pd/amino phosphite catalysts were demonstrated by the practical synthesis of a range of chiral carbocycles by simple tandem reactions, with no loss of enantioselectivity. The experimental process involved the reaction of (R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Formula: C24H34O2)

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols.Formula: C24H34O2 The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Wu, Shuke; Chen, Yongzheng; Xu, Yi; Li, Aitao; Xu, Qisong; Glieder, Anton; Li, Zhi published an article on February 7 ,2014. The article was titled 《Enantioselective trans-Dihydroxylation of Aryl Olefins by Cascade Biocatalysis with Recombinant Escherichia coli Coexpressing Monooxygenase and Epoxide Hydrolase》, and you may find the article in ACS Catalysis.COA of Formula: C8H9ClO2 The information in the text is summarized as follows:

Cascade biocatalysis via intracellular epoxidation and hydrolysis was developed as a green and efficient method for enantioselective dihydroxylation of aryl olefins to prepare chiral vicinal diols in high ee and high yield. Escherichia coli (SSP1) coexpressing styrene monooxygenase (SMO) and epoxide hydrolase SpEH was developed as a simple and efficient biocatalyst for S-enantioselective dihydroxylation of terminal aryl olefins 1a-15a to give (S)-vicinal diols 1c-15c in high ee (97.5-98.6% for 10 diols; 92.2-93.9% for 3 diols) and high yield (91-99% for 6 diols; 86-88% for 2 diols; 67% for 3 diols). Combining SMO and epoxide hydrolase StEH showing complementary regioselectivity to SpEH as a biocatalyst for the cascade biocatalysis gave rise to R-enantioselective dihydroxylation of aryl olefins, being the first example of this kind of reversing the overall enantioselectivity of cascade biocatalysis. E. coli (SST1) coexpressing SMO and StEH was also engineered as a green and efficient biocatalyst for R-dihydroxylation of terminal aryl olefins 1a-15a to give (R)-vicinal diols 1c-15c in high ee (94.2-98.2% for 7 diols; 84.2-89.9% for 6 diols) and high yield (90-99% for 6 diols; 85-89% for 5 diols; 65% for 1 diol). E. coli (SSP1) and E. coli (SST1) catalyzed the trans-dihydroxylation of trans-aryl olefin 16a and cis-aryl olefin 17a with excellent and complementary stereoselectivity, giving each of the four stereoisomers of 1-phenyl-1,2-propanediol 16c in high ee and de, resp. Both strains catalyzed the trans-dihydroxylation of aryl cyclic olefins 18a and 19a to afford the same trans-cyclic diols (1R,2R)-18c and (1R,2R)-19c, resp., in excellent ee and de. This type of cascade biocatalysis provides a tool that is complementary to Sharpless dihydroxylation, accepting cis-alkene and offering enantioselective trans-dihydroxylation. In the part of experimental materials, we found many familiar compounds, such as (1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0COA of Formula: C8H9ClO2)

(1S)-1-(2-chlorophenyl)ethane-1,2-diol(cas: 133082-13-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.COA of Formula: C8H9ClO2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2017,Li, Tian-tian; Zheng, Ren-rong; Yu, Hui; Yang, Ying; Wang, Ting-ting; Dong, Xiang-ting published 《Synthesis of highly sensitive disordered porous SnO2 aerogel composite material by the chemical deposition method: synergistic effect of a layer of CuO thin film》.RSC Advances published the findings.Synthetic Route of C4H12KNaO10 The information in the text is summarized as follows:

In this study, a new chem. deposition method was innovatively used to prepare disordered porous CuO/SnO2 aerogel composite material (CuO/SnO2-ACM). The CuO/SnO2-ACM was a p-p combined structure semiconductor, with a layer of CuO thin film formed on the surface of disordered porous SnO2 aerogel matrix material (SnO2-AMM). For the first time, the aerogel technol. was used to prepare the porous tin dioxide material. The metal Cu was deposited on the surface of the SnO2-AMM to form the film. Finally, the sample was calcined, and a layer of CuO thin film was formed on the surface of the SnO2-AMM. Compared with the SnO2-AMM, the prepared CuO/SnO2-ACM showed enhanced sensitivity to NOx gas at the room temperature When the NOx concentration was 100 ppm, the response reached 74%, and the response time was only 7.0 s. A detection limit to NOx gas of 1 ppm could be reached, with a response and response time of 15% and 26 s, resp. In addition, excellent restorability and superior selectivity could be observed in the prepared sensor. The excellent gas sensing properties of the prepared CuO/SnO2-ACM can be attributed to the unique structure and synergistic effect of CuO thin film. After reading the article, we found that the author used Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5Synthetic Route of C4H12KNaO10)

Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5) is a ferroelectric crystal with a high piezoelectric effect and electromechanical coupling coefficient. Synthetic Route of C4H12KNaO10 It may be used as a constituent to prepare DNS (3,5- dinitrosalicylic acid) reagent and Fehling′s solution B, which are used in the determination of reducing sugar.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2018,ChemMedChem included an article by Bian, Linglin; Cao, Shining; Cheng, Lihong; Nakazaki, Atsuo; Nishikawa, Toshio; Qi, Jianhua. Computed Properties of C7H6O3. The article was titled 《Semi-synthesis and Structure-Activity Relationship of Neuritogenic Oleanene Derivatives》. The information in the text is summarized as follows:

(3S,4R)-23,28-Dihydroxyolean-12-en-3-yl (2E)-3-(3,4-dihydroxyphenyl)acrylate (1a), which possesses significant neuritogenic activity, was isolated from the traditional Chinese medicine (TCM) plant, Desmodium sambuense. To confirm the structure and to assess biol. activity, the authors semi-synthesized 1a from com. available oleanolic acid. A series of novel 1a derivatives was then designed and synthesized for a structure-activity relationship (SAR) study. All synthetic derivatives were characterized by anal. of spectral data, and their neuritogenic activities were evaluated in assays with PC12 cells. The SAR results indicate that the number and position of the hydroxy groups on the Ph ring and the triterpene moiety, as well as the length of the (saturated or unsaturated) alkyl chain that links the Ph ring with the triterpene critically influence neuritogenic activity. Among all the tested compounds, 1e [(3S,4R)-23,28-dihydroxyolean-12-en-3-yl (2E)-3-(3,4,5-trihydroxyphenyl)acrylate] was found to be the most potent, inducing significant neurite outgrowth at 1 μM. The experimental process involved the reaction of 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Computed Properties of C7H6O3)

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.Computed Properties of C7H6O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Molecules included an article by Markwart, Jens C.; Battig, Alexander; Velencoso, Maria M.; Pollok, Dennis; Schartel, Bernhard; Wurm, Frederik R.. Quality Control of 5-Hexen-1-ol. The article was titled 《Aromatic vs. aliphatic hyperbranched polyphosphoesters as flame retardants in epoxy resins》. The information in the text is summarized as follows:

The current trend for future flame retardants (FRs) goes to novel efficient halogen-free materials, due to the ban of several halogenated FRs. Among the most promising alternatives are phosphorus-based FRs, and of those, polymeric materials with complex shape have been recently reported. Herein, the authors present novel halogen-free aromatic and aliphatic hyperbranched polyphosphoesters (hbPPEs), which were synthesized by olefin metathesis polymerization and investigated them as a FR in epoxy resins. The authors compare their efficiency (aliphatic vs. aromatic) and further assess the differences between the monomeric compounds and the hbPPEs. The decomposition and vaporizing behavior of a compound is an important factor in its flame-retardant behavior, but also the interaction with the pyrolyzing matrix has a significant influence on the performance. Therefore, the challenge in designing a FR is to optimize the chem. structure and its decomposition pathway to the matrix, with regards to time and temperature This behavior becomes obvious in this study, and explains the superior gas phase activity of the aliphatic FRs. In the part of experimental materials, we found many familiar compounds, such as 5-Hexen-1-ol(cas: 821-41-0Quality Control of 5-Hexen-1-ol)

5-Hexen-1-ol(cas: 821-41-0) is a volatile organic compound. Further, it is used to prepare 6-bromo-hex-1-ene by reaction with phosphorus tribromide.Quality Control of 5-Hexen-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2019,Green Chemistry included an article by Huang, Ming; Li, Yinwu; Liu, Jiahao; Lan, Xiao-Bing; Liu, Yan; Zhao, Cunyuan; Ke, Zhuofeng. HPLC of Formula: 873-75-6. The article was titled 《A bifunctional strategy for N-heterocyclic carbene-stabilized iridium complex-catalyzed N-alkylation of amines with alcohols in aqueous media》. The information in the text is summarized as follows:

Through the strategy of combining bifunctional 2-hydroxypyridine and a thermally stable N-heterocyclic carbene ligand, an Ir-catalyzed N-monoalkylation reaction has been developed in aqueous media under base-free conditions. This reaction proceeds smoothly with high yields of various aromatic amines and sulfonamides with a wide range of primary alcs. Exptl. and computational studies revealed a metal-ligand cooperative mechanism and its thermal stability during the bifunctional catalysis in aqueous media. In the experiment, the researchers used (4-Bromophenyl)methanol(cas: 873-75-6HPLC of Formula: 873-75-6)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.HPLC of Formula: 873-75-6 It is used in the synthesis of amphiphilic, symmetric rod-coil, triblock copolymer of poly(9,9-didodecylfluorene-2,7-diyl) and poly(hydroxyl ethyl methacrylate)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts