Tag: 100-200

The author of 《Mechanistic Insights into FLP-Catalyzed Iodoperfluoroalkylations》 were Spittler, Michael; Helmecke, Lucas; Czekelius, Constantin. And the article was published in European Journal of Organic Chemistry in 2019. Synthetic Route of C6H12O The author mentioned the following in the article:

The frustrated Lewis pair-catalyzed iodoperfluoroalkylation of olefins, its substrate activation mode, and catalyst degradation pathways are mechanistically investigated by kinetic measurements. The transformation most likely proceeds via coordination of the phosphane to the perfluoroalkyl iodide and involves radical intermediates. In the experiment, the researchers used many compounds, for example, 5-Hexen-1-ol(cas: 821-41-0Synthetic Route of C6H12O)

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Synthetic Route of C6H12O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The author of 《Hydrophobic Side Chains Impart Anion Exchange Membranes with High Monovalent-Divalent Anion Selectivity in Electrodialysis》 were Irfan, Muhammad; Ge, Liang; Wang, Yaoming; Yang, Zhengjin; Xu, Tongwen. And the article was published in ACS Sustainable Chemistry & Engineering in 2019. Related Products of 627-18-9 The author mentioned the following in the article:

Developing anion exchange membranes that have high anion selectivity and can avoid membrane swelling is a critical, but challenging, target for electrodialysis, which has witnessed great success in a wide range of applications including saline wastewater treatment and resource recovery. We found in this work that by tuning the hydrophobicity of alkyl spacers which connect the pos. charged ammonium groups and polymeric backbones of the anion exchange membrane, high anion selectivity, and low membrane swelling of anion exchange membrane can be achieved. The membranes developed here are capable of discriminating monovalent and divalent anions, with a selectivity for Cl-/SO42- reaching up to 13.07, and our results suggest the chain length of the spacers determines the anion selectivity of membrane. We attribute such phenomenon to the change in side chain hydrophobicity. This is a particularly interesting finding that could facilitate the development of advanced anion exchange membranes for electrodialysis. The experimental part of the paper was very detailed, including the reaction process of 3-Bromopropan-1-ol(cas: 627-18-9Related Products of 627-18-9)

3-Bromopropan-1-ol(cas: 627-18-9) was used in the synthesis of fluorescent halide-sensitive quinolinium dyes and molten salt-polymers. Furthermore, it was used in the synthesis of chiral, quaternary prolines via cyclization of quaternary amino acids.Related Products of 627-18-9

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Alcohol – Wikipedia,
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In 2019,Angewandte Chemie, International Edition included an article by Wang, Li-Ke; Zhou, Jing-Jing; Lan, Yu-Bao; Ding, San-Yuan; Yu, Wei; Wang, Wei. Category: alcohols-buliding-blocks. The article was titled 《Divergent Synthesis of Chiral Covalent Organic Frameworks》. The information in the text is summarized as follows:

Featuring the simultaneous generation of a library of compounds from a certain intermediate, divergent synthesis has found increasing applications in the construction of natural products and potential medicines. Inspired by this approach, presented herein is a general strategy to introduce functionality, in a divergent manner, into covalent organic frameworks (COFs). This modular protocol includes two stages of covalent assembly, through which functional COFs can be constructed by a three-step transformation of a key platform mol., such as 4,7-dibromo-2-chloro-1H-benzo[d]imidazole (DBCBI). Constructed herein are four types of chiral COFs (CCOFs) from DBCBI by nucleophilic substitution, Suzuki coupling, and imine formation. The unique array of eight isoframework CCOFs allowed investigation of their catalytic performance and structure-activity relationship in an asym. amination reaction.(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Category: alcohols-buliding-blocks) was used in this study.

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Category: alcohols-buliding-blocks

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Alcohol – Wikipedia,
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In 2019,European Journal of Medicinal Chemistry included an article by Selka, Ayyoub; Doiron, Jeremie A.; Lyons, Pierre; Dastous, Sonia; Chiasson, Alison; Cormier, Marc; Turcotte, Sandra; Surette, Marc E.; Touaibia, Mohamed. Related Products of 26153-38-8. The article was titled 《Discovery of a novel 2,5-dihydroxycinnamic acid-based 5-lipoxygenase inhibitor that induces apoptosis and may impair autophagic flux in RCC4 renal cancer cells》. The information in the text is summarized as follows:

The inhibition of 5-lipoxygenase (5-LO), the key enzyme for the biosynthesis of leukotrienes (LTs), has generated increasing enthusiasm as anti-inflammatory and antitumor strategies in recent years. Based on our previous studies, we synthesized a series of dihydroxycinnamic acid-based analogs that might be 5-LO inhibitors. LTs biosynthesis inhibition in HEK293 cells and polymorphonuclear leukocytes (PMNL) was measured and antitumor activities were investigated in Renal Cell Carcinoma (RCC). Results showed that the 2,5-dihydroxycinnamic acid phenethyl ester (10b) was the best 5-LO inhibitor and was 7-fold more potent than Zileuton (1), the only clin. approved 5-LO inhibitor. 2,5-Dihydroxy substitution was more favorable to 5-LO inhibition since compound 10b is twice as active as CAPE (2) which is a 3,4-dihydroxylcinnamic acid ester. Meanwhile, 10b reduced the cell viability of renal cancer cells and was more selective toward RCC4 and 786.0 cells which are deficient for the Von Hippel-Lindau (VHL) tumor suppressor gene. As to the underlying cell-death mechanisms, 10b induced apoptosis in VHL-deficient RCC4 cells. Also, increases in LC3B and p62 expression suggest a blockage of the autophagic flux in RCC in response to 10b. In the experimental materials used by the author, we found 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Related Products of 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.Related Products of 26153-38-8

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Alcohol – Wikipedia,
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In 2019,Journal of the American Chemical Society included an article by Kang, Zhenghui; Wang, Yongheng; Zhang, Dan; Wu, Ruibo; Xu, Xinfang; Hu, Wenhao. Safety of (4-Bromophenyl)methanol. The article was titled 《Asymmetric Counter-Anion-Directed Aminomethylation: Synthesis of Chiral β-Amino Acids via Trapping of an Enol Intermediate》. The information in the text is summarized as follows:

In the presence of allylpalladium chloride dimer and a penta-(-)-menthyl cyclopentadienepentacarboxylate, diazo esters such as PhC(:N2)CO2Me underwent enantioselective three-component aminomethylation reactions with alcs. such as benzyl alc. and (methoxymethyl)amines such as MeOCH2NBn2 (Bn = PhCH2) to yield nonracemic α-alkoxy-β-amino esters such as I. The mechanism of the reaction was studied using in-situ generated intermediates and DFT calculations; the reaction likely occurs by stereoselective trapping of an in situ-generated enol with an iminium ion through hydrogen bonding and electrostatic interactions with a nonracemic pentacarboxycyclopentadiene anion. After reading the article, we found that the author used (4-Bromophenyl)methanol(cas: 873-75-6Safety of (4-Bromophenyl)methanol)

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Safety of (4-Bromophenyl)methanol 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)

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In 2018,Zhao, Yuqiong; Lu, Yihuan; Li, Ridong; He, Jianan; Zhang, Han; Wang, Xin; Ge, Zemei; Li, Runtao published 《Discovery and optimization of 2-thio-5-amino substituted benzoquinones as potent anticancer agents》.European Journal of Medicinal Chemistry published the findings.Electric Literature of C6H13NO The information in the text is summarized as follows:

Based on our discovered novel lead compound 1 through phenotypic drug discovery (PDD) approaches, systematic structural optimization was performed. A series of 2-allylthio-5-amino substituted benzoquinones were synthesized and evaluated for their in-vitro anticancer activities against human prostate cancer cell line PC3. The compound I was found inhibit the growth of PC3 with an IC50 of 0.22 μM, which is over 20-fold improvement compared to lead compound II. It is noteworthy that compound I also showed potent anti-proliferation activity toward a panel of cancer cells with relatively less cytotoxicity to nonmalignant cell, as well as good water solubility In the part of experimental materials, we found many familiar compounds, such as trans-4-Aminocyclohexanol(cas: 27489-62-9Electric Literature of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. To avoid the problem of multiple alkylation, methods have been devised for “blocking” substitution so that only one alkyl group is introduced. The Gabriel synthesis is one such method; it utilizes phthalimide, C6H4(CO)2NH, whose one acidic hydrogen atom has been removed upon the addition of a base such as KOH to form a salt.Electric Literature of C6H13NO

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In 2016,Kinzel, Olaf; Steeneck, Christoph; Schlueter, Thomas; Schulz, Andreas; Gege, Christian; Hahn, Ulrike; Hambruch, Eva; Hornberger, Martin; Spalwisz, Adriana; Frick, Katharina; Perovic-Ottstadt, Sanja; Deuschle, Ulrich; Burnet, Michael; Kremoser, Claus published 《Novel substituted isoxazole FXR agonists with cyclopropyl, hydroxycyclobutyl and hydroxyazetidinyl linkers: Understanding and improving key determinants of pharmacological properties》.Bioorganic & Medicinal Chemistry Letters published the findings.COA of Formula: C3H8ClNO The information in the text is summarized as follows:

Several isoxazole-containing series of FXR agonists have been published over the last 15 years, subsequent to the prototypical amphiphilic ‘hammerhead’-type structure that was originally laid out by GW4064, the first potent synthetic FXR agonist. A set of novel compounds where the hammerhead is connected to the terminal carboxylic acid-bearing aryl or heteroaryl moiety by either a cyclopropyl, a hydroxycyclobutyl or a hydroxyazetidinyl linker was synthesized in order to improve upon the ADME properties of such isoxazoles. The resulting compounds all demonstrated high potencies at the target receptor FXR but with considerable differences in their physicochem. and in vivo profiles. The structure-activity relationships for key chem. features that have a major impact on the in vivo pharmacol. of this series are discussed. The experimental part of the paper was very detailed, including the reaction process of Azetidin-3-ol hydrochloride(cas: 18621-18-6COA of Formula: C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.COA of Formula: C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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COA of Formula: C3H8ClNOIn 2014 ,《Design, Synthesis, and Evaluation of Nonretinoid Retinol Binding Protein 4 Antagonists for the Potential Treatment of Atrophic Age-Related Macular Degeneration and Stargardt Disease》 appeared in Journal of Medicinal Chemistry. The author of the article were Cioffi, Christopher L.; Dobri, Nicoleta; Freeman, Emily E.; Conlon, Michael P.; Chen, Ping; Stafford, Douglas G.; Schwarz, Daniel M. C.; Golden, Kathy C.; Zhu, Lei; Kitchen, Douglas B.; Barnes, Keith D.; Racz, Boglarka; Qin, Qiong; Michelotti, Enrique; Cywin, Charles L.; Martin, William H.; Pearson, Paul G.; Johnson, Graham; Petrukhin, Konstantin. The article conveys some information:

Accumulation of lipofuscin in the retina is associated with pathogenesis of atrophic age-related macular degeneration and Stargardt disease. Lipofuscin bisretinoids (exemplified by N-retinylidene-N-retinylethanolamine) seem to mediate lipofuscin toxicity. Synthesis of lipofuscin bisretinoids depends on the influx of retinol from serum to the retina. Compounds antagonizing the retinol-dependent interaction of retinol-binding protein 4 (RBP4) with transthyretin in the serum would reduce serum RBP4 and retinol and inhibit bisretinoid formation. The authors recently showed that I, a potent carboxylic acid based RBP4 antagonist, can significantly reduce lipofuscin bisretinoid formation in the retinas of Abca4-/- mice. As part of the NIH Blueprint Neurotherapeutics Network project the authors undertook the in vitro exploration to identify novel conformationally flexible and constrained RBP4 antagonists with improved potency and metabolic stability. The authors also demonstrate that upon acute and chronic dosing in rats, II, a potent cyclopentyl fused pyrrolidine antagonist, reduced circulating plasma RBP4 protein levels by approx. 60%. The experimental part of the paper was very detailed, including the reaction process of Azetidin-3-ol hydrochloride(cas: 18621-18-6COA of Formula: C3H8ClNO)

Azetidin-3-ol hydrochloride(cas:18621-18-6) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.COA of Formula: C3H8ClNO Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 5-Hexen-1-olIn 2020 ,《First total synthesis of 5(S)-hydroxyrecifeiolide》 appeared in Synthetic Communications. The author of the article were Kalyankar, Kondbarao Balasaheb; Das, Saibal. The article conveys some information:

The first total synthesis of recently isolated 5(S)-hydroxyrecifeiolide (I) has been described in ten straight forward linear steps with 14% of overall yield. The key reaction involves Jacobsen’s hydrolytic kinetic resolution, Copper catalyzed Grignard reaction, Steglich esterification and ring closing metathesis reaction using Grubbs 2nd generation catalyst making the synthesis very elegant and simple. The stereogenic center at C5 was generated via Jacobsen’s HKR which was confirmed by the Mandelate ester strategy as well as HPLC purity. In addition to this study using 5-Hexen-1-ol, there are many other studies that have used 5-Hexen-1-ol(cas: 821-41-0Reference of 5-Hexen-1-ol) was used in this study.

5-Hexen-1-ol(cas: 821-41-0) is used in cyclization to a tetrahydropyran by phenylselenoetherification. It is also used as a building block in synthetic chemistry.Reference of 5-Hexen-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

SDS of cas: 4048-33-3In 2021 ,《Electrostatic spinning based on aqueous polyurethane block-modified polycaprolactone and its hydrophilicity study》 appeared in Macromolecular Materials and Engineering. The author of the article were Wang, Faqiang; Wang, Xueting; Xi, Yanni; Liu, Kexin; Li, Zhanxiong. The article conveys some information:

In this study, waterborne polyurethane hydrophilic block copolymer PCL-b-WPU is obtained through step-growth addition polymerization reaction to improve the hydrophilicity of polycaprolactone (PCL). Then, films are prepared via solution casting method and electrospinning. PCL-b-WPU nanofibrous membranes have a higher initial water contact angle of 106°, but they can be completely wetted from the surface to the back within 120 s, with good wet absorption and quick-drying performance. Hollow fibers are fabricated via coaxial electrospinning by controlling the process parameters. PCL-b-WPU is used as shell material and polyoxyethylene as the core. Low-field NMR technol. is used to analyze the moisture distribution and the state of water within solid, porous, and porous hollow fibers. Their bound water is 14.5%, 27.5%, and 31.1%, resp. These results suggest that the introduction of the WPU chain and the construction of a rough surface significantly improve the hydrophilicity of PCL. PCL-b-WPU membranes are expected to be further developed and utilized for moisture-absorbing and quick-drying textiles, wound dressings, and biol. scaffolds. In the part of experimental materials, we found many familiar compounds, such as 6-Aminohexan-1-ol(cas: 4048-33-3SDS of cas: 4048-33-3)

6-Aminohexan-1-ol(cas: 4048-33-3) can undergo cyclization over copper supported on γ-alumina and magnesia to form hexahydro-1H-azepine. It may be used along with glutaric acid to generate poly(ester amide)s with excellent film- and fiber forming properties.SDS of cas: 4048-33-3

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Alcohol – Wikipedia,
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