Month: November 2022

In 2022,Asai, Kento; Miura, Masahiro; Hirano, Koji published an article in Journal of Organic Chemistry. The title of the article was 《Palladium-Catalyzed Cross-Coupling Reaction of Diarylmethanol Derivatives with Diborylmethane》.Category: alcohols-buliding-blocks The author mentioned the following in the article:

A palladium-catalyzed cross-coupling reaction of diarylmethanol derivatives RC(R1)OR2 (R = Ph, naphthalen-2-yl, phenanthren-9-yl, 4-phenylbenzen-1-yl; R1 = H, Ph, 4-chlorophenyl, 2H-1,3-benzodioxol-5-yl; R2 = Boc, Ph, OMe, etc.) with diborylmethane has been developed. The reaction proceeds chemoselectively to deliver the corresponding homobenzylic boronates RC(R1)CH2Bpin in good yields. In the experimental materials used by the author, we found Bis[(pinacolato)boryl]methane(cas: 78782-17-9Category: alcohols-buliding-blocks)

Bis[(pinacolato)boryl]methane(cas: 78782-17-9) belongs to organoboron compounds.Category: alcohols-buliding-blocks Organoboron compounds have been a cornerstone of synthetic transformations for decades. Areas such as boron-containing catalysts, metalate chemistry, photoredox methods, and boryl anions have brought significant new developments in understanding and provided new reactivity upon.

Referemce:
Alcohol – Wikipedia,
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In 2022,Yang, Zeqiu; Wu, Jianbing; Wu, Keling; Luo, Jingyi; Li, Cunrui; Zhang, Jiaming; Zhao, Minglei; Mei, Tingfang; Liu, Xinqi; Shang, Bizhi; Zhang, Yihua; Zhao, Ling; Huang, Zhangjian published an article in Journal of Medicinal Chemistry. The title of the article was 《Identification of Nitric Oxide-Donating Ripasudil Derivatives with Intraocular Pressure Lowering and Retinal Ganglion Cell Protection Activities》.Category: alcohols-buliding-blocks The author mentioned the following in the article:

Based on the synergistic therapeutic effect of nitric oxide (NO) and Rho-associated protein kinase (ROCK) inhibitors on glaucoma, a new group of NO-donating ripasudil derivatives RNO-1-RNO-6 was designed, synthesized, and biol. evaluated. The results demonstrated that the most active compound RNO-6 maintained potent ROCK inhibitory and NO releasing abilities, reversibly depolymerized F-actin, and suppressed mitochondrial respiration in human trabecular meshwork (HTM) cells. Topical administration of RNO-6 (0.26%) in chronic ocular hypertension glaucoma mice exhibited significant IOP lowering and visual function and retinal ganglion cell (RGC) protection activities, superior to an equal molar dose of ripasudil. RNO-6 could be a promising agent for glaucoma or ocular hypertension, warranting further investigation. The results came from multiple reactions, including the reaction of 3-Aminopropan-1-ol(cas: 156-87-6Category: alcohols-buliding-blocks)

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
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COA of Formula: C3H8ClNOIn 2010 ,《Fatty acid amide hydrolase inhibitors. 2. Novel synthesis of sterically hindered azabenzhydryl ethers and an improved synthesis of VER-156084》 appeared in Tetrahedron Letters. The author of the article were Roughley, Stephen D.; Hart, Terance. The article conveys some information:

An improved synthesis of the fatty acid amide hydrolase (FAAH) inhibitor azetidinyl ether VER-156084 I was reported. The key step is a novel, environmentally benign etherification to form an unusual, highly hindered azabenzhydryl ether. The method is applied to a variety of primary and secondary alcs. In the experiment, the researchers used many compounds, for example, 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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Alcohol – Wikipedia,
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Safety of Oxetan-3-olIn 2020 ,《DMSO/t-BuONa/O2-Mediated Aerobic Dehydrogenation of Saturated N-Heterocycles》 appeared in Journal of Organic Chemistry. The author of the article were Yang, Ruchun; Yue, Shusheng; Tan, Wei; Xie, Yongfa; Cai, Hu. The article conveys some information:

Aromatic N-heterocycles such as quinolines I [R1 = H, 8-Cl, 6-OMe, etc.; R2 = H, 3-Me, 4-Ph, etc. X = N; Y = CH2], isoquinolines I [R1 = H; R2 = H, 1-Ph; X = CH2; Y = N] and indoles II [R1 = H, 5-F, 4-Br, etc.; R2 = H, 2-Me; Y = CH2, N] were synthesized via a sodium tert-butoxide promoted oxidative dehydrogenation of the saturated heterocycles in DMSO solution This reaction proceeded under mild reaction conditions with a good functional group tolerance. Mechanistic studies suggested a radical pathway involved hydrogen abstraction of dimsyl radicals from the N-H bond or α-C-H of the substrates, and subsequent oxidation of the nitrogen or α-aminoalkyl radicals. In the part of experimental materials, we found many familiar compounds, such as Oxetan-3-ol(cas: 7748-36-9Safety of Oxetan-3-ol)

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Safety of Oxetan-3-ol

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Alcohol – Wikipedia,
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Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrateIn 2014 ,《Investigation of radiation sensitivity of some tartrate compounds》 appeared in Radiation Protection Dosimetry. The author of the article were Bal, M. O.; Tuner, H.. The article conveys some information:

Potential ESR (ESR) dosimetric application of different compounds of sodium tartrate, such as sodium tartrate dihydrate, sodium bitartrate monohydrate and potassium sodium tartrate tetrahydrate, was investigated in the range of 0.74-25 Gy. While the radiation-induced intermediates produced in these compounds are similar, their radiation yields are different. It is found that the radiation yield of sodium tartrate dihydrate is higher than other compounds of sodium tartrates. Comparison of the radiation yields were also made between well-known samples of ammonium tartrate, alanine and lithium formate. It is found that the radiation yields of sodium tartrate dihydrate, sodium bitartrate monohydrate and potassium sodium tartrate tetrahydrate have the values of 1.22, 0.18 and 0.13, resp.Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate(cas: 6381-59-5Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate) was used in this study.

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. Reference of Potassium sodium (2R,3R)-2,3-dihydroxysuccinate tetrahydrate It is utilized to break up emulsion in organic synthesis as well as a common precipitant in protein crystallography.

Referemce:
Alcohol – Wikipedia,
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Computed Properties of C7H9NO2In 2018 ,《””Reverse”” pyridyl cryptands as hosts for viologens》 appeared in Heteroatom Chemistry. The author of the article were Pederson, Adam M.-P.; Price, Terry L. Jr; Schoonover, Daniel V.; Slebodnick, Carla; Gibson, Harry W.. The article conveys some information:

Two new cryptands were prepared from bis(m-phenylene)-32-crown-10 (BMP32) 5,5′-diacid chloride and dibenzo-30-crown-10 (DB30) 4,4′-diacid chloride, resp., by reaction with pyridine-2,6-dimethanol. The resultant cryptands have the ester moieties reversed from previously reported isomers. These “”reverse”” cryptands display lower association constants with viologen derivatives than the original cryptands; this is rationalized by the conjugation of the ester moieties with the aromatic rings, which reduces their electron-donating properties and offsets the increased basicity of the pyridyl nitrogen atoms. The crystal structure of the BMP32-based cryptand indeed confirms the coplanarity of the ester and aromatic moieties and indicates that, as a result, the available cavity is quite small and that the pyridyl nitrogen atom points away from the cavity. After reading the article, we found that the author used 2,6-Pyridinedimethanol(cas: 1195-59-1Computed Properties of C7H9NO2)

2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. Pyridine and pyridine-derived structures are privileged pharmacophores in medicinal chemistry and an essential functionality for organic chemists. As the prototypical π-deficient heterocycle, pyridine illustrates distinctive chemistry as both substrate and reagent. Computed Properties of C7H9NO2

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Alcohol – Wikipedia,
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Synthetic Route of C6H13NOIn 2017 ,《Structure-Affinity Relationships and Structure-Kinetic Relationships of 1,2-Diarylimidazol-4-carboxamide Derivatives as Human Cannabinoid 1 Receptor Antagonists》 was published in Journal of Medicinal Chemistry. The article was written by Xia, Lizi; de Vries, Henk; Lenselink, Eelke B.; Louvel, Julien; Waring, Michael J.; Cheng, Leifeng; Pahlen, Sara; Petersson, Maria J.; Schell, Peter; Olsson, Roine I.; Heitman, Laura H.; Sheppard, Robert J.; IJzerman, Adriaan P.. The article contains the following contents:

The synthesis and biol. evaluation of a series of 1,2-diarylimidazol-4-carboxamide derivatives, e.g. I, developed as CB1 receptor antagonists is reported. These were evaluated in a radioligand displacement binding assay, a [35S]GTPγS binding assay, and in a competition association assay that enables the relatively fast kinetic screening of multiple compounds The compounds show high affinities and a diverse range of kinetic profiles at the CB1 receptor and their structure-kinetic relationships (SKRs) were established. Using the recently resolved hCB1 receptor crystal structures, a modeling study was performed that sheds light on the crucial interactions for both the affinity and dissociation kinetics of this family of ligands. Evidence is provided that, next to affinity, addnl. knowledge of binding kinetics is useful for selecting new hCB1 receptor antagonists in the early phases of drug discovery. The experimental process involved the reaction of trans-4-Aminocyclohexanol(cas: 27489-62-9Synthetic Route of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Hydrogen peroxide (H2O2) and peroxy acids generally add an oxygen atom to the nitrogen of amines. With primary amines, this step is normally followed by further oxidation, leading to nitroso compounds, RNO, or nitro compounds, RNO2. Secondary amines are converted to hydroxylamines, R2NOH, and tertiary amines to amine oxides, R3NO.Synthetic Route of C6H13NO

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Alcohol – Wikipedia,
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Application of 821-41-0In 2019 ,《Surface Modification and Functionalization of Boron Nitride Nanotubes via Condensation with Saturated and Unsaturated Alcohols for High Performance Polymer Composites》 was published in ACS Applied Nano Materials. The article was written by Smith, Kamia K.; Redeker, Neil D.; Rios, Juan C.; Mecklenburg, Matthew H.; Marcischak, Jacob C.; Guenthner, Andrew J.; Ghiassi, Kamran B.. The article contains the following contents:

Over the past decade, boron nitride nanotubes (BNNTs) have been researched extensively due to their desirable phys., thermal, and mech. properties. However, a major challenge for BNNT utilization in applications is their poor processability and difficulty associated with their incorporation into materials and composites. The desire to incorporate BNNTs into relevant materials, specifically within the aerospace industry, calls for improving their processability. The successful grafting of reactive functionalities allows for improvements to the compatibility of BNNTs in polymer systems, allowing for the manufacturing of high performance BNNT-polymer composites. The research presented here addresses this concern, introducing a facile method for covalent surface functionalization of BNNTs with a diverse set of functional moieties allowing for homogeneous dispersibility in solvent. The grafted functionalities in this work are based on alkyl-, vinyl-, and propargyl-terminated alcs. covalently bound to BNNTs that were subjected to an oxidizing perchloric acid treatment. NMR spectroscopy, though not typically used for BNNT characterization, was successfully employed as a primary means to determine functionalization. Addnl. characterization methods including FTIR, SEM, TEM, and TGA also provide evidence of functionalization. Surface-functionalized materials were produced exhibiting up to 6 wt % functionality. Furthermore, visual anal. showed improved and stable dispersions lasting over 24 h, leading to potential benefits in processing for applications. The experimental part of the paper was very detailed, including the reaction process of 5-Hexen-1-ol(cas: 821-41-0Application of 821-41-0)

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.Application of 821-41-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of C3H6O2In 2022 ,《Electrosynthesis of ortho-Amino Aryl Ketones by Aerobic Electrooxidative Cleavage of the C(2)=C(3)/C(2)-N Bonds of N-Boc Indoles》 was published in Advanced Synthesis & Catalysis. The article was written by Wu, Jintao; Peng, Zehui; Shen, Tong; Liu, Zhong-Quan. The article contains the following contents:

An electrochem.-driven aerobic cleavage of C(2)=C(3)/C(2)-N bonds of indoles was reported. Through an undivided cell, various indoles and its derivatives were converted into the corresponding ortho-amino aryl ketones. This method featured metal-free, air-as-oxidant and easy scalability. In addition to this study using Oxetan-3-ol, there are many other studies that have used Oxetan-3-ol(cas: 7748-36-9Electric Literature of C3H6O2) was used in this study.

Oxetan-3-ol(cas: 7748-36-9) is used as a reagent in the synthesis of 5-fluoro-4,6-dialkoxypyrimidine GPR119 agonists. It is also used as a reagent in the synthesis of cyclic sulfone hydroxyethylamines as potent and selective β-site APP-cleaving enzyme 1 (BACE1) inhibitors.Electric Literature of C3H6O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of C3H9NOIn 2020 ,《Synthesis, Characterization, Antibacterial Properties and DFT Studies of Two New Polypyrazolic Macrocycles》 was published in Polycyclic Aromatic Compounds. The article was written by Harit, Tarik; Cherfi, Mounir; Abouloifa, Houssam; Isaad, Jalal; Bouabdallah, Ibrahim; Rahal, Mahmoud; Asehraou, Abdeslam; Malek, Fouad. The article contains the following contents:

Two novel sym. macrocycles I [R = CHMe2, (CH2)3OH] containing four pyrazolic units, with two different side arms were synthesized and characterized. Their antibacterial activity was investigated by determining the inhibition zone diameter in agar gel and minimal inhibitory concentration The obtained results showed that the tetrapyrazolic macrocycle with a hydroxyl group in its side chain presented the best inhibitory effect against all tested bacterial strain. Mol. geometries, HOMO-LUMO anal. and mol. electrostatic potential of macrocycles were investigated by theor. calculations with B3LYP/6-31G* level. The mol. electrostatic potential surface showed that the presence of electrophile site in the lateral arms of these macrocycles enhances the antibacterial activity of such compounds In addition to this study using 3-Aminopropan-1-ol, there are many other studies that have used 3-Aminopropan-1-ol(cas: 156-87-6Electric Literature of C3H9NO) was used in this study.

3-Aminopropan-1-ol(cas: 156-87-6) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Electric Literature of C3H9NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts