Month: February 2023

Discovery of (R)-1-(3-(4-Amino-3-(3-chloro-4-(pyridin-2-ylmethoxy)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one (CHMFL-EGFR-202) as a Novel Irreversible EGFR Mutant Kinase Inhibitor with a Distinct Binding Mode was written by Wang, Aoli;Li, Xixiang;Wu, Hong;Zou, Fengming;Yan, Xiao-E.;Chen, Cheng;Hu, Chen;Yu, Kailin;Wang, Wenchao;Zhao, Peng;Wu, Jiaxin;Qi, Ziping;Wang, Wei;Wang, Beilei;Wang, Li;Ren, Tao;Zhang, Shanchun;Yun, Cai-Hong;Liu, Jing;Liu, Qingsong. And the article was included in Journal of Medicinal Chemistry in 2017.Computed Properties of C11H21NO3 This article mentions the following:

On the basis of Ibrutinib’s core pharmacophore, which was moderately active to EGFR T790M mutant, we discovered novel epidermal growth factor receptor (EGFR) inhibitor compound 19 (CHMFL-EGFR-202), which potently inhibited EGFR primary mutants (L858R, del19) and drug-resistant mutant L858R/T790M. Compound 19 displayed a good selectivity profile among 468 kinases/mutants tested in the KINOMEscan assay (S score (1) = 0.02). In particular, it did not exhibit apparent activities against INSR and IGF1R kinases. The X-ray crystal structure revealed that this class of inhibitors formed a covalent bond with Cys797 in a distinct “DFG-in-C-helix-out” inactive EGFR conformation. Compound 19 displayed strong antiproliferative effects against EGFR mutant-driven nonsmall cell lung cancer (NSCLC) cell lines such as H1975, PC9, HCC827, and H3255 but not the wild-type EGFR expressing cells. In the H1975 and PC9 cell-inoculated xenograft mouse models, compound 19 exhibited dose-dependent tumor growth suppression efficacy without obvious toxicity. Compound 19 might be a potential drug candidate for EGFR mutant-driven NSCLC. In the experiment, the researchers used many compounds, for example, tert-Butyl (4-hydroxycyclohexyl)carbamate (cas: 224309-64-2Computed Properties of C11H21NO3).

tert-Butyl (4-hydroxycyclohexyl)carbamate (cas: 224309-64-2) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Computed Properties of C11H21NO3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Exploiting self-assembly for ligand-scaffold optimization: substrate-tailored ligands for efficient catalytic asymmetric hydroboration was written by Moteki, Shin A.;Takacs, James M.. And the article was included in Angewandte Chemie, International Edition in 2008.Formula: C8H9FO This article mentions the following:

A self-assembled ligand library (SAL XY) affords a wide range of R/S ratios in Rh-catalyzed asym. hydroboration. Ligand-scaffold optimization reveals substrate-tailored ligands that afford high regio- and enantioselectivity for a variety of ortho-substituted styrene derivatives In the experiment, the researchers used many compounds, for example, (S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4Formula: C8H9FO).

(S)-1-(2-Fluorophenyl)ethanol (cas: 171032-87-4) belongs to alcohols. Alcohols are weak acids. The most acidic simple alcohols (methanol and ethanol) are about as acidic as water, and most other alcohols are somewhat less acidic. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Formula: C8H9FO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Hexafluoroisopropanol: A powerful solvent for the hydrogenation of functionalized aromatic compounds was written by Fache, Fabienne;Piva, Olivier. And the article was included in Synlett in 2004.SDS of cas: 94022-96-5 This article mentions the following:

Various substituted aromatic compounds have been reduced under H₂ using RuCl₃. The fluorous solvent hexafluoroisopropanol turned out to be particularly efficient in the case of compounds difficult to reduce in organic solvents. In the experiment, the researchers used many compounds, for example, 2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5SDS of cas: 94022-96-5).

2-(Trifluoromethyl)phenethyl alcohol (cas: 94022-96-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Converting an alcohol to an alkene requires removal of the hydroxyl group and a hydrogen atom on the neighbouring carbon atom. Dehydrations are most commonly carried out by warming the alcohol in the presence of a strong dehydrating acid, such as concentrated sulfuric acid.SDS of cas: 94022-96-5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Amino Alcohols and Derivatives with Therapeutic Properties. II was written by Fourneau, E.. And the article was included in Journal de Pharmacie et de Chimie in 1911.Product Details of 14123-48-9 This article mentions the following:

Dimethylaminodimethylethylcarbinol, Me₂NCH₂CMeEtOH, (1) by heating C₆H₆ solution of Me₂NH with ClCH₂MeCEtOH in a sealed tube, or (2) from Me₂NH and EtMeC – CH₂ in the same way, or (3) by the action of EtMgBr on Me₂NCH₂Ac; colorless liquid b. 149°, methiodide, prisms, m. 126°. The other bases described were prepared similarly. Diethylaminodimethylethylcarbinol. Dimethylaminotrimethylcarbinol, b₇₅₈ 130°. Methiodide, prisms, m. 130°. Dimethylaminodimethylpropylcarbinol, b₂₅ 78°. Methiodide, plates, m. 151°. Dimethylaminodimethylisoamylcarbinol, b₇₅₈ 199.5°. Hydrochloride, leaflets, m. 145°. Dimethylaminodimethylphenylcarbinol. Dimethylaminodimethylbenzylcarbinol, b₂₄₁ 144°. Dimethylaminodiethylmethylcarbinol, from EtMgBr and Me₂NCH₂CO₂Et, or EtMgBr and ClCH₂CO₂Et, followed by Me₂NH, b. 170°. Methiodide, prisms, m. 134°. Starting with excess of NH₃, by method (1) both primary and secondary bases are obtained. Aminodimethylethylcarbinol, H₂NCH₂CMeEtOH, syrup with nicotine odor, b. 170°, not precipitated by the usual alkaloid reagents. Hydrochloride, hygroscopi leaflets, m. 90°. Aminobisdimethylethylcarbinol, syrup with strong odor, b₂₆ 165-6°. Hydrochloride, brilliant, non-hygroscopic leaflets. Aminodimethylisoamylcarbinol, b₆₀ 125°. Aminobisdimethylisoamylcarbinol, crystalline, b₄₅ 206°. Hydrochloride, difficultly soluble in H₂O, affording a separation from the primary base, m. 183°. Aminodimethylphenylcarbinol, b₄₀ 174-5°. Aminobisdimethylphenylcarbinol, b₄₀ 258°. Hydrochloride, slightly soluble in H₂O, leaflets, m. 228-9°. Methylaminodimethylethylcarbinol, b. 160°. In the experiment, the researchers used many compounds, for example, 1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9Product Details of 14123-48-9).

1-(Dimethylamino)-2-methylpropan-2-ol (cas: 14123-48-9) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Product Details of 14123-48-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Formulation and evaluation of nasal insert for nose-to-brain drug delivery of rivastigmine tartrate was written by Shaghlil, Lena;Alshishani, Anas;Sa’aleek, Asmaa Abu;Abdalkader, Hamdy;Al-ebini, Yousef. And the article was included in Journal of Drug Delivery Science and Technology in 2022.Recommanded Product: 1,2-Propanediol This article mentions the following:

Nose-to-Brain drug delivery can bypass blood-brain-barrier though the olfactory region using different devices and dosage forms. This work aimed to fabricate and characterize a novel dosage form, nasal inserts, containing rivastigmine tartrate. Four formulas were fabricated using gelatin/HPMC matrix in a different ratios and grades. The fabricated nasal inserts were characterized in terms of phys. appearance, surface pH, diameter and length, mech. properties, and mucoadhesive behavior. The content uniformity, release profile, Ex-vivo permeation of rivastigmine tartrate were also investigated. The release profiles for all nasal inserts were fitted to kinetics model. Phys. and chem. stability of the dosage form were evaluated. F2 appears to have the best sustained release profile, where F1 appears to have the best immediate release profile. In the experiment, the researchers used many compounds, for example, 1,2-Propanediol (cas: 57-55-6Recommanded Product: 1,2-Propanediol).

1,2-Propanediol (cas: 57-55-6) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Secondary alcohols are easily oxidized without breaking carbon-carbon bonds only as far as the ketone stage. No further oxidation is seen except under very stringent conditions.Recommanded Product: 1,2-Propanediol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Molten salt-induction of geometrically deformed ruthenium single atom catalysts with high performance for aerobic oxidation of alcohols was written by Dong, Xiuli;Jia, Yufei;Zhang, Mingyang;Ji, Siqi;Leng, Leipeng;Hugh Horton, J.;Xu, Chang;He, Cheng;Tan, Qiang;Zhang, Jiangwei;Li, Zhijun. And the article was included in Chemical Engineering Journal (Amsterdam, Netherlands) in 2023.Recommanded Product: 873-76-7 This article mentions the following:

Recently, construction of single atom catalysts (SACs) for heterogeneous organic transformations has attracted great interest, but accomplishing high selectivity for a specific product under mild conditions remains challenging. Herein, we report a facile molten salt-induced strategy for creating Ru single atoms anchored onto a geometrically deformed nitrogen-doped carbon (Ru₁/NC) support. This Ru catalyst is characterized by a range of methods, including advanced electron microscopy and X-ray absorption spectroscopy. The results show that the Ru single atom catalyst is highly effective for benzyl alc. oxidation reaction, achieving an exceptional catalytic efficiency (1 atm O₂ @ 90°C) with more than 99% selectivity for benzaldehyde under nearly 100% conversion, along with a high initial turnover frequency up to 1213 h^-1. Moreover, excellent recyclability and substrate tolerance ability are validated. D. functional theory calculations further indicate that the high catalytic reactivity stems from strong electronic metal-support interactions. This work provides a new avenue in designing single atom catalysts at the at. level for organic transformations. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Recommanded Product: 873-76-7).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Recommanded Product: 873-76-7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Dynamic surface properties of aqueous media imparted by a sugar-modified organosiloxane surfactant was written by Zhi, Li-Fei;Yao, Shu-Shan;Li, Xiao-Ming;Xue, Yong-Bing;Zhang, Yue-Zhong;Zhang, Qing-Hua. And the article was included in Journal of Dispersion Science and Technology in 2019.Formula: C10H14O5 This article mentions the following:

A novel tetrasiloxane-tailed surfactant bearing oligo(ethylene oxide) Me ether and sugar moieties (TGA-2) has been evaluated. The dynamic surface tension (DST) and spreading properties imparted to water by TGA-2 have been investigated. DST parameters, namely effective diffusion coefficient, activation barrier, and contact angle have been calculated and analyzed. A general diffusion mechanism of surfactant TGA-2 has been delineated. DST analyses yielded significantly different long-term (D_L) and short-term (D_S) diffusion coefficients, implying that the adsorption process involves a mixed diffusion-kinetic mechanism. Adsorption activation energies (E_a) of the surfactant TGA-2 have been measured as 9.14 kJ/mol at 4 × 10^-5 M and 19.37 kJ/mol at 4 × 10^-4 M. These small E_a values suggest that the tetrasiloxane group is favorable for adsorption. A polytetrafluoroethylene (PTFE) membrane was chosen as a solid substrate to demonstrate the spreading ability imparted by TGA-2. At a TGA-2 concentration of 0.5% in water, the contact angle decreased from 57° to 7.8° in 60 s, such that the droplets became almost flat. In the experiment, the researchers used many compounds, for example, Diethyleneglycoldiacrylate (cas: 4074-88-8Formula: C10H14O5).

Diethyleneglycoldiacrylate (cas: 4074-88-8) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Formula: C10H14O5

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cleavage of C(aryl)-CH₃ Bonds in the Absence of Directing Groups under Transition Metal Free Conditions was written by Dai, Peng-Fei;Ning, Xiao-Shan;Wang, Hua;Cui, Xian-Chao;Liu, Jie;Qu, Jian-Ping;Kang, Yan-Biao. And the article was included in Angewandte Chemie, International Edition in 2019.Application of 68716-49-4 This article mentions the following:

Organic chemists now can construct C-C σ-bonds selectively and sequentially, whereas methods for the selective cleavage of C-C σ-bonds, especially for unreactive hydrocarbons, remain limited. Activation by ring strain, directing groups, or in the presence of a carbonyl or a cyano group is usually required. By using a sequential strategy site-selective cleavage and borylation of C(aryl)-CH₃ bonds was developed under directing group free and transition metal free conditions. Me groups of various arenes are selectively cleaved and replaced by boryl groups. Mechanistic anal. suggests that it proceeds by a sequential intermol. oxidation and coupling of a transient aryl radical, generated by radical decarboxylation, involving a pyridine-stabilized persistent boryl radical. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Application of 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Under appropriate conditions, inorganic acids also react with alcohols to form esters. To form these esters, a wide variety of specialized reagents and conditions can be used. Tertiary alcohols cannot be oxidized at all without breaking carbon-carbon bonds, whereas primary alcohols can be oxidized to aldehydes or further oxidized to carboxylic acids.Application of 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Difluoroalkylation of Tertiary Amides and Lactams by an Iridium-Catalyzed Reductive Reformatsky Reaction was written by Biallas, Phillip;Yamazaki, Ken;Dixon, Darren J.. And the article was included in Organic Letters in 2022.Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

An iridium catalyzed, reductive alkylation of abundant tertiary lactams and amides using 1-2 mol % of Vaska’s complex (IrCl(CO)(PPh₃)₂), tetramethyldisiloxane (TMDS) and difluoro-Reformatsky reagents (BrZnCF₂R) for the general synthesis of medicinally relevant α-difluoroalkylated tertiary amines, is described. A broad scope (42 examples), including N-aryl and N-heteroaryl substituted lactams, demonstrated an excellent functional group tolerance. Furthermore, late-stage drug functionalizations, a gram scale synthesis and common downstream transformations proved the potential synthetic relevance of this new methodol. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Alkyl halides are often synthesized from alcohols, in effect substituting a halogen atom for the hydroxyl group. Alcohols may be oxidized to give ketones, aldehydes, and carboxylic acids. These functional groups are useful for further reactions. Oxidation of organic compounds generally increases the number of bonds from carbon to oxygen (or another electronegative element, such as a halogen), and it may decrease the number of bonds to hydrogen.Quality Control of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A possible novel link between organophosphorus and DDT insecticide resistance genes in Anopheles: supporting evidence from fenitrothion metabolism studies was written by Hemingway, J.;Miyamoto, J.;Herath, P. R. J.. And the article was included in Pesticide Biochemistry and Physiology in 1991.COA of Formula: C7H7NO4 This article mentions the following:

Fenitrothion metabolism studies on a multiple organophosphorus resistant strain of A. subpictus from Sri Lanka indicated that oxidases and glutathione S-transferases play a major role in the detoxication of this insecticide. The oxidases, as well as producing detoxication products, also produce two highly active acetylcholinesterase inhibitors, fenitrooxon and 3-hydroxymethyl fenitrooxon. Further metabolism studies on fenitrooxon indicated that the glutathione S-transferases in A. subpictus were able to detoxify these activation products. DDT resistance in the field population of A. subpictus has increased since 1983, although there has been no direct DDT selection pressure during this period. DDT resistance in this species is due to an increase in DDT dehydrochlorination which is correlated with an increase in glutathione S-transferase activity. It is possible that the same enzyme is responsible for both DDT and secondary organophosphate (fenitrothion) metabolism If so, organophosphorus insecticide selection pressure will actively maintain, or select for, DDT resistance in this population. Linkage disequilibrium between the oxidase and glutathione S-transferase-based resistance genes would be expected if the same glutathione S-transferase fulfils both functions, and this is now being investigated in the field population in Sri Lanka. In the experiment, the researchers used many compounds, for example, 3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9COA of Formula: C7H7NO4).

3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9) belongs to alcohols. Alcohols are among the most common organic compounds. They are used as sweeteners and in making perfumes, are valuable intermediates in the synthesis of other compounds, and are among the most abundantly produced organic chemicals in industry. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.COA of Formula: C7H7NO4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts