Tag: 100-200

Category: alcohols-buliding-blocksIn 2019 ,《Chemo- and Regioselective Ring Construction Driven by Visible-Light Photoredox Catalysis: an Access to Fluoroalkylated Oxazolidines Featuring an All-Substituted Carbon Stereocenter》 was published in Advanced Synthesis & Catalysis. The article was written by Chu, Xue-Qiang; Ge, Danhua; Wang, Mao-Lin; Rao, Weidong; Loh, Teck-Peng; Shen, Zhi-Liang. The article contains the following contents:

The unique advantages conferred by incorporation of all-substituted carbon stereocenters in organic mols. have gained widespread recognition. In this work, we describe a three-component cyclization to access C-2 fluoroalkylated oxazolidines by fragments assembly of readily available silyl enol ether, fluoroalkyl halide, and chiral amino alc. in a single reaction vessel, which provides an efficient strategy for expanding the pool of pharmaceutically important heterocycles featuring an all-substituted carbon stereocenter. This process proceeds efficiently in a chemo-, regio-, and stereoselective fashion under mild reaction conditions at room temperature and exhibits broad functional group tolerance. The successful realization of this controlled heteroannulation sequence relies on distinctive perfluoroalkylation, regio- and stereoselective radical cyclization through visible-light photoredox catalysis. Moreover, a one-pot procedure directly employing ketone as substrate has also been achieved. After reading the article, we found that the author used (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Category: alcohols-buliding-blocks)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Product Details of 821-41-0In 2020 ,《Rhodium-Catalyzed Remote C(sp3)-H Borylation of Silyl Enol Ethers》 appeared in Angewandte Chemie, International Edition. The author of the article were Li, Jie; Qu, Shuanglin; Zhao, Wanxiang. The article conveys some information:

A rhodium-catalyzed remote C(sp3)-H borylation of silyl enol ethers (SEEs, E/Z mixtures) by alkene isomerization and hydroboration is reported. The reaction exhibits mild reaction conditions and excellent functional-group tolerance. This method is compatible with an array of SEEs, including linear and branched SEEs derived from aldehydes and ketones, and provides direct access to a broad range of structurally diverse 1,n-borylethers in excellent regioselectivities and good yields. These compounds are precursors to various valuable chems., such as 1,n-diols and amino alcs. The results came from multiple reactions, including the reaction of 5-Hexen-1-ol(cas: 821-41-0Product Details 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.Product Details of 821-41-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

HPLC of Formula: 89466-08-0In 2020 ,《Discovery of 4,6- and 5,7-Disubstituted Isoquinoline Derivatives as a Novel Class of Protein Kinase C ζ Inhibitors with Fragment-Merging Strategy》 appeared in Journal of Medicinal Chemistry. The author of the article were Atobe, Masakazu; Serizawa, Takayuki; Yamakawa, Natsumi; Takaba, Kenichiro; Nagano, Yukiko; Yamaura, Toshiaki; Tanaka, Eiichi; Tazumi, Atsutoshi; Bito, Shino; Ishiguro, Masashi; Kawanishi, Masashi. The article conveys some information:

Two chem. series of novel protein kinase C ζ (PKCζ) inhibitors, 4,6-disubstituted and 5,7-disubstituted isoquinolines, were rapidly identified using our fragment merging strategy. This methodol. involves biochem. screening of a high concentration of a monosubstituted isoquinoline fragment library, then merging hit isoquinoline fragments into a single compound Our strategy can be applied to the discovery of other challenging kinase inhibitors without protein-ligand structural information. Furthermore, our optimization effort identified the highly potent and orally available 5,7-isoquinoline 37(I) from the second chem. series. Compound 37 showed good efficacy in a mouse collagen-induced arthritis model. The in vivo studies suggest that PKCζ inhibition is a novel target for rheumatoid arthritis (RA) and that 5,7-disubstituted isoquinoline 37 has the potential to elucidate the biol. consequences of PKCζ inhibition, specifically in terms of therapeutic intervention for RA. The experimental process involved the reaction of 2-Hydroxyphenylboronic acid(cas: 89466-08-0HPLC of Formula: 89466-08-0)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. HPLC of Formula: 89466-08-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Product Details of 89466-08-0In 2020 ,《Discovery of a Potent Anticancer Agent PVHD303 with in Vivo Activity》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Suzuki, Yumiko; Otake, Ayana; Ueno, Satoshi; Hayashi, Kensuke; Ishii, Hirosuke; Miyoshi, Nao; Kuroiwa, Kenta; Tachikawa, Masashi; Fujimaki, Yuki; Nishiyama, Kotaro; Manabe, Kei; Yamazaki, Ryuta; Asai, Akira. The article conveys some information:

As a part of our continuous structure-activity relationship (SAR) studies on 1-(quinazolin-4-yl)-1-(4-methoxyphenyl)ethan-1-ols, the synthesis of derivatives and their cytotoxicity against the human lung cancer cell line A549 were explored. This led to the discovery of 1-(2-(furan-3-yl)quinazolin-4-yl)-1-(4-methoxyphenyl)ethan-1-ol (PVHD303) with potent antiproliferative activity. PVHD303 disturbed microtubule formation at the centrosomes and inhibited the growth of tumors dose-dependently in the HCT116 human colon cancer xenograft model in vivo. The results came from multiple reactions, including the reaction of 2-Hydroxyphenylboronic acid(cas: 89466-08-0Product Details of 89466-08-0)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Product Details of 89466-08-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 89466-08-0In 2019 ,《Pyridinylimidazoles as GSK3β Inhibitors: The Impact of Tautomerism on Compound Activity via Water Networks》 appeared in ACS Medicinal Chemistry Letters. The author of the article were Heider, Fabian; Pantsar, Tatu; Kudolo, Mark; Ansideri, Francesco; De Simone, Angela; Pruccoli, Letizia; Schneider, Taiane; Goettert, Marcia Ines; Tarozzi, Andrea; Andrisano, Vincenza; Laufer, Stefan A.; Koch, Pierre. The article conveys some information:

Glycogen synthase kinase-3β (GSK3β) is involved in many pathol. conditions and represents an attractive drug target. We previously reported dual GSK3β/p38α mitogen-activated protein kinase inhibitors and identified N-(4-(4-(4-fluorophenyl)-2-methyl-1H-imidazol-5-yl)pyridin-2-yl)cyclopropanecarboxamide (1) as a potent dual inhibitor of both target kinases. In this study, we aimed to design selective GSK3β inhibitors based on our pyridinylimidazole scaffold. Our efforts resulted in several novel and potent GSK3β inhibitors with IC50 values in the low nanomolar range. 5-(2-(Cyclopropanecarboxamido)pyridin-4-yl)-4-cyclopropyl-1H-imidazole-2-carboxamide (6g) displayed very good kinase selectivity as well as metabolically stability and inhibits GSK3β activity in neuronal SH-SY5Y cells. Interestingly, we observed the importance of the 2-methylimidazole’s tautomeric state for the compound activity. Finally, we reveal how this crucial tautomerism effect is surmounted by imidazole-2-carboxamides, which are able to stabilize the binding via enhanced water network interactions, regardless of their tautomeric state. In the experiment, the researchers used 2-Hydroxyphenylboronic acid(cas: 89466-08-0Recommanded Product: 89466-08-0)

2-Hydroxyphenylboronic acid(cas: 89466-08-0) belongs to acyl phenylboronic acid. Phenylboronic acid (PBA) has been used to extract β-blockers (a class of aminoalcohol-containing drugs) from aqueous solution, rat, and human plasma. Recommanded Product: 89466-08-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Computed Properties of C6H13NOIn 2022 ,《Design, Synthesis, and Structure-Activity Relationship Optimization of Pyrazolopyrimidine Amide Inhibitors of Phosphoinositide 3-Kinase γ (PI3Kγ)》 appeared in Journal of Medicinal Chemistry. The author of the article were Mata, Guillaume; Miles, Dillon H.; Drew, Samuel L.; Fournier, Jeremy; Lawson, Kenneth V.; Mailyan, Artur K.; Sharif, Ehesan U.; Yan, Xuelei; Beatty, Joel W.; Banuelos, Jesus; Chen, Jie; Ginn, Elaine; Chen, Ada; Gerrick, Kimberline Y.; Pham, Amber T.; Wong, Kent; Soni, Divyank; Dhanota, Puja; Shaqfeh, Stefan G.; Meleza, Cesar; Narasappa, Nell; Singh, Hema; Zhao, Xiaoning; Jin, Lixia; Schindler, Ulrike; Walters, Matthew J.; Young, Stephen W.; Walker, Nigel P.; Leleti, Manmohan Reddy; Powers, Jay P.; Jeffrey, Jenna L.. The article conveys some information:

Phosphoinositide-3-kinase γ (PI3Kγ) is highly expressed in immune cells and promotes the production and migration of inflammatory mediators. The inhibition of PI3Kγ has been shown to repolarize the tumor immune microenvironment to a more inflammatory phenotype, thereby controlling immune suppression in cancer. Herein, we report the structure-based optimization of an early lead series of pyrazolopyrimidine isoindolinones, which culminated in the discovery of highly potent and isoform-selective PI3Kγ inhibitors with favorable drug-like properties. X-ray cocrystal structure anal., mol. docking studies, and detailed structure-activity relationship investigations resulted in the identification of the optimal amide and isoindolinone substituents to achieve a desirable combination of potency, selectivity, and metabolic stability. Preliminary in vitro studies indicate that inhibition of PI3Kγ with compound 56 results in a significant immune response by increasing pro-inflammatory cytokine gene expression in M1 macrophages. In the experimental materials used by the author, we found trans-4-Aminocyclohexanol(cas: 27489-62-9Computed Properties of C6H13NO)

trans-4-Aminocyclohexanol(cas: 27489-62-9) belongs to anime. Aniline, ethanolamines, and several other amines are major industrial commodities used in making rubber, dyes, pharmaceuticals, and synthetic resins and fibres and for a host of other applications. Most of the numerous methods for the preparation of amines may be broadly divided into two groups: (1) chemical reduction (replacement of oxygen with hydrogen atoms in the molecule) of members of several other classes of organic nitrogen compounds and (2) reactions of ammonia or amines with organic compounds.Computed Properties of C6H13NO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

HPLC of Formula: 26153-38-8In 2021 ,《Solution-processable and functionalizable ultra-high molecular weight polymers via topochemical synthesis》 appeared in Nature Communications. The author of the article were Anderson, Christopher L.; Li, He; Jones, Christopher G.; Teat, Simon J.; Settineri, Nicholas S.; Dailing, Eric A.; Liang, Jiatao; Mao, Haiyan; Yang, Chongqing; Klivansky, Liana M.; Li, Xinle; Reimer, Jeffrey A.; Nelson, Hosea M.; Liu, Yi. The article conveys some information:

Topochem. polymerization reactions hold the promise of producing ultra-high mol. weight crystalline polymers. However, the totality of topochem. polymerization reactions has failed to produce ultra-high mol. weight polymers that are both soluble and display variable functionality, which are restrained by the crystal-packing and reactivity requirements on their resp. monomers in the solid state. Herein, we demonstrate the topochem. polymerization reaction of a family of para-azaquinodimethane compounds that undergo facile visible light and thermally initiated polymerization in the solid state, allowing for the first determination of a topochem. polymer crystal structure resolved via the cryoelectron microscopy technique of microcrystal electron diffraction. The topochem. polymerization reaction also displays excellent functional group tolerance, accommodating both solubilizing side chains and reactive groups that allow for post-polymerization functionalization. The thus-produced soluble ultra-high mol. weight polymers display superior capacitive energy storage properties. This study overcomes several synthetic and characterization challenges amongst topochem. polymerization reactions, representing a critical step toward their broader application. In addition to this study using 3,5-Dihydroxybenzaldehyde, there are many other studies that have used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8HPLC of Formula: 26153-38-8) 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.HPLC of Formula: 26153-38-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Blair, Daniel J.; Chitti, Sriyankari; Trobe, Melanie; Kostyra, David M.; Haley, Hannah M. S.; Hansen, Richard L.; Ballmer, Steve G.; Woods, Toby J.; Wang, Wesley; Mubayi, Vikram; Schmidt, Michael J.; Pipal, Robert W.; Morehouse, Greg. F.; Palazzolo Ray, Andrea M. E.; Gray, Danielle L.; Gill, Adrian L.; Burke, Martin D. published an article in Nature (London, United Kingdom). The title of the article was 《Automated iterative Csp3-C bond formation》.Product Details of 821-41-0 The author mentioned the following in the article:

Fully automated synthetic chem. would substantially change the field by providing broad on-demand access to small mols. However, the reactions that can be run autonomously are still limited. Automating the stereospecific assembly of Csp3-C bonds would expand access to many important types of functional organic mols.1. Previously, methyliminodiacetic acid (MIDA) boronates were used to orchestrate the formation of Csp2-Csp2 bonds and were effective building blocks for automating the synthesis of many small mols., but they are incompatible with stereospecific Csp3-Csp2 and Csp3-Csp3 bond-forming reactions. Here authors report that hyperconjugative and steric tuning provide a new class of tetra-Me N-methyliminodiacetic acid (TIDA) boronates that are stable to these conditions. Charge d. anal. revealed that redistribution of electron d. increases covalency of the N-B bond and thereby attenuates its hydrolysis. Complementary steric shielding of carbonyl π-faces decreases reactivity towards nucleophilic reagents. The unique features of the iminodiacetic acid cage, which are essential for generalized automated synthesis, are retained by TIDA boronates. This enabled Csp3 boronate building blocks to be assembled using automated synthesis, including the preparation of natural products through automated stereospecific Csp3-Csp2 and Csp3-Csp3 bond formation. These findings will enable increasingly complex Csp3-rich small mols. to be accessed via automated assembly. In the experiment, the researchers used many compounds, for example, 5-Hexen-1-ol(cas: 821-41-0Product Details 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.Product Details of 821-41-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Narjinari, Himani; Tanwar, Niharika; Kathuria, Lakshay; Jasra, Raksh Vir; Kumar, Akshai published an article in Catalysis Science & Technology. The title of the article was 《Guerbet-type β-alkylation of secondary alcohols catalyzed by chromium chloride and its corresponding NNN pincer complex》.Application of 100-55-0 The author mentioned the following in the article:

The β-alkylation of secondary alcs. had been successfully accomplished using earth abundant, inexpensive and environmentally benign 3d transition metal chromium salt CrCl3 and its corresponding pincer-Cr complex, (Ph2NNN)CrCl3 (0.005 mol%), at 140°C in air under conventional (3 h) and microwave heating conditions (ca. 75 W for 1.5 h) in the presence of NaOtBu (5 mol%) to obtain β-alkylated alcs. R(CH2)2CH(OH)R1 [R = Ph, cyclohexyl, 4-ClC6H4, etc.; R1 = Ph, 4-MeC6H4, 2-thienyl, etc.]. Microwave conditions provided better results (90% yield and 18 000 TON at 12 000 TOh-1) in comparison to conventional heating (84% yield and 16 800 TON at 5600 TOh-1). While CrCl3 (0.005 mol%) afforded 76% yield (15 200 TON at 10 133 TOh-1) of the β-alkylated alcs. under microwave conditions in the presence of 5 mol% NaOtBu, the corresponding pincer-Cr complex (Ph2NNN)CrCl3 (0.005 mol%) resulted in 90% yield (18 000 TON at 12 000 TOh-1) of the β-alkylated alcs. under similar conditions. EPR studies suggest the involvement of chromium(II) active species when either CrCl3 or its corresponding NNN pincer was used. HRMS anal., hot-filtration and mercury-drop test provided conclusive evidence for the homogeneous and well-defined mol. nature of the reaction mixture Apparently, insertion of the α-alkylated ketone into the Cr-H bond was the RDS based on inferences drawn from deuterium labeling studies that demonstrate a KIE of 7.33 and HRMS anal. which provided vital information on the resting-state of the reaction. The experimental part of the paper was very detailed, including the reaction process of 3-Pyridinemethanol(cas: 100-55-0Application of 100-55-0)

3-Pyridinemethanol(cas: 100-55-0) belongs to pyridine. Pyridine’s structure is isoelectronic with that of benzene, but its properties are quite different. Pyridine is completely miscible with water, whereas benzene is only slightly soluble. Like all hydrocarbons, benzene is neutral (in the acid–base sense), but because of its nitrogen atom, pyridine is a weak base.Application of 100-55-0

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Maria, Iuliana P.; Paulsen, Bryan D.; Savva, Achilleas; Ohayon, David; Wu, Ruiheng; Hallani, Rawad; Basu, Aniruddha; Du, Weiyuan; Anthopoulos, Thomas D.; Inal, Sahika; Rivnay, Jonathan; McCulloch, Iain; Giovannitti, Alexander published an article in 2021. The article was titled 《The Effect of Alkyl Spacers on the Mixed Ionic-Electronic Conduction Properties of N-Type Polymers》, and you may find the article in Advanced Functional Materials.Application of 4048-33-3 The information in the text is summarized as follows:

Conjugated polymers with mixed ionic and electronic transport are essential for developing the complexity and function of electrochem. devices. Current n-type materials have a narrow scope and low performance compared with their p-type counterparts, requiring new mol. design strategies. This work presents two naphthalene diimide-bithiophene (NDI-T2) copolymers functionalized with hybrid alkyl-glycol side chains, where the naphthalene diimide unit is segregated from the ethylene glycol (EG) units within the side chain by an alkyl spacer. Introduction of hydrophobic Pr and hexyl spacers is investigated as a strategy to minimize detrimental swelling close to the conjugated backbone and balance the mixed conduction properties of n-type materials in aqueous electrolytes. It is found that both polymers functionalized with alkyl spacers outperform their analog bearing EG-only side chains in organic electrochem. transistors (OECTs). The presence of the alkyl spacers also leads to remarkable stability in OECTs, with no decrease in the ON current after 2 h of operation. Through this versatile side chain modification, this work provides a greater understanding of the structure-property relationships required for n-type OECT materials operating in aqueous media. In addition to this study using 6-Aminohexan-1-ol, there are many other studies that have used 6-Aminohexan-1-ol(cas: 4048-33-3Application of 4048-33-3) was used in this study.

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

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts