Month: February 2023

Synthesis and biological evaluation of β-lapachone-monastrol hybrids as potential anticancer agents was written by Wu, Liqiang;Ma, Xin;Yang, Xiaojuan;Zhang, Chong. And the article was included in European Journal of Medicinal Chemistry in 2020.Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde This article mentions the following:

A series of novel β-lapachone analogs I (R¹ = H, 10-Br, 8-MeO, etc., R² = H, 4-Cl, 6-F, 5-Me, etc.) was designed and synthesized by replacing the pyran ring of β-lapachone with the tetrahydropyrimidinethione moiety of monastrol. These hybrids had potent antiproliferative activity against NQO1-rich cell lines (HepG2 and A549; NQO1 = NAD(P)H:quinone oxidoreductase-1), while NQO1-deficient cell lines (H596 and LO2) were less sensitive to these hybrids. Dicoumarol partially inhibited the activity of these compounds against A549 cell lines, indicating that the activation of biol. reduction mediated by NQO1 might partly affect the antiproliferative effects. The NQO1 assay and docking study demonstrated that I (R¹ = 8-MeO, R² = H) (II) was a good substrate of NQO1. Furthermore, as suggested by cellular mechanistic research concerning antitumor activity, the representative compound II resulted in ROS production depending on NQO1, then oxidative stress-triggered apoptotic cell death. Importantly, II significantly suppressed cancer growth in HepG2 xenograft models without obvious toxicity, suggesting that II deserve further research as potent antitumor agents for cancer therapy. In the experiment, the researchers used many compounds, for example, 3-Hydroxy-5-methylbenzaldehyde (cas: 60549-26-0Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde).

3-Hydroxy-5-methylbenzaldehyde (cas: 60549-26-0) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. A multistep synthesis may use Grignard-like reactions to form an alcohol with the desired carbon structure, followed by reactions to convert the hydroxyl group of the alcohol to the desired functionality.Recommanded Product: 3-Hydroxy-5-methylbenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reactions of Bis-dithiophosphonic Acids with 3-Hydroxypyridine and 3-(Hydroxymethyl)pyridine was written by Nizamov, I. S.;Belov, T. G.;Nizamov, I. D.;Mavrov, E. A.;Davletshin, R. R.;Cherkasov, R. A.. And the article was included in Russian Journal of General Chemistry in 2022.Quality Control of 2,2′-Oxybis(ethan-1-ol) This article mentions the following:

Bis-dithiophosphonic acids and their 3-hydroxypyridinium and 3-(hydroxymethyl)pyridinium salts were prepared by reaction of Lawesson’s reagent with diethylene glycol, triethylene glycol and bisphenol A. Bis-dithiophosphonic acids reacted with 3-hydroxypyridine and 3-(hydroxymethyl)pyridine at a molar ratio of 1:2 to produce pyridinium salts which showed a high fungicidal activity against Candida albicans. In the experiment, the researchers used many compounds, for example, 2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6Quality Control of 2,2′-Oxybis(ethan-1-ol)).

2,2′-Oxybis(ethan-1-ol) (cas: 111-46-6) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Quality Control of 2,2′-Oxybis(ethan-1-ol)

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Cu(I)-Catalyzed Microwave-Assisted Multicomponent Reaction Towards Synthesis of Diverse Fluorescent Quinazolino[4,3-b]quinazolin-8-ones and Their Photophysical Study was written by Pawar, Gaurav;Ghouse, Shaikh Mohammad;Joshi, Swanand Vinayak;Rana, Preeti;Kar, Swayamsiddha;Sarma, P. Mahesh;Dannarm, Srinivas Reddy;Sonti, Rajesh;Nanduri, Srinivas. And the article was included in ChemistrySelect in 2022.Synthetic Route of C7H7ClO This article mentions the following:

A novel, base- and ligand-free one pot protocol for the synthesis of fused-quinazolinone under microwave irradiation using environmentally friendly PEG-400 as a solvent has been developed. Besides benzaldehyde, various benzyl alcs. and Me arenes were used in this protocol, which extend its synthetic applicability. Photophys. study of this highly fluorescent framework was studied by fluorescent study. DFT and ESI/MS studies were carried out to justify the proposed mechanism. In the experiment, the researchers used many compounds, for example, (4-Chlorophenyl)methanol (cas: 873-76-7Synthetic Route of C7H7ClO).

(4-Chlorophenyl)methanol (cas: 873-76-7) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Synthetic Route of C7H7ClO

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A dual photoredox-nickel strategy for remote functionalization via iminyl radicals: radical ring-opening-arylation, -vinylation and -alkylation cascades was written by Dauncey, Elizabeth M.;Dighe, Shashikant U.;Douglas, James J.;Leonori, Daniele. And the article was included in Chemical Science in 2019.HPLC of Formula: 68716-49-4 This article mentions the following:

A divergent strategy for the remote arylation, vinylation and alkylation of nitriles e.g., I is described. These processes proceed through the photoredox generation of a cyclic iminyl radical and its following ring-opening reaction. The distal nitrile radical is then engaged in nickel-based catalytic cycles to form C-C bonds with aryl bromides ArBr [Ar = 4-(acetyl)phenyl, 2-methylpyridin-4-yl, 1H-1,3-benzodiazol-2-yl, etc.], alkynes RCCH [R = (CH₂)₄CH₃, cyclohexyl, 3-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)propyl, etc.] and alkyl bromides R¹Br [R¹ = 3-phenylpropyl, 4-(1,3-dioxolan-2-yl)butyl, 2-chloroethyl, etc.]. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4HPLC of Formula: 68716-49-4).

2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. 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.HPLC of Formula: 68716-49-4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Design of improved catalysts for manganese catalysed hydrogenation towards practical earth abundant reduction catalysis was written by Widegren, Magnus B.;Clarke, Matthew L.. And the article was included in Catalysis Science & Technology in 2019.Safety of (R)-1-(3-Chlorophenyl)ethanol This article mentions the following:

Manganese catalysts derived from tridentate P,N,N ligands can be activated easily using weak bases for both ketone and ester hydrogenations. Kinetic studies indicate the ketone hydrogenations are 0th order in acetophenone, pos. order in hydrogen and 1st order in the catalyst. This implies that the rate determining step of the reaction was the activation of hydrogen. New ligand systems with varying donor strength were studied and it was possible to make the hydrogen activation significantly more efficient; a catalyst displaying around a 3-fold increase in initial turn-over frequencies for the hydrogenation of acetophenone relative to the parent system was discovered as a result of these kinetic investigations. Ester hydrogenations and ketone transfer hydrogenation (isopropanol as reductant) are first order for both the substrate and catalysts. Kinetic studies also gained insight into catalyst stability and identified a working range in which the catalyst is stable throughout the catalytic reaction (and a larger working range where high yields can still be achieved). The new more active catalyst, combining an electron-rich phosphine with an electron-rich pyridine is capable of hydrogenating acetophenone using as little as 0.01 mol% catalyst at 65 °C. In all, protocols for reduction of 21 ketones and 15 esters are described. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9Safety of (R)-1-(3-Chlorophenyl)ethanol).

(R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9) 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. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Safety of (R)-1-(3-Chlorophenyl)ethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Novel pyrazole-centered derivatives having Mono/Di chiral centered group as organocatalyst for Henry reaction was written by Cetin, Adnan;Bildirici, Ishak;Guemues, Selcuk. And the article was included in Macedonian Journal of Chemistry and Chemical Engineering in 2020.Application In Synthesis of (R)-2-Aminobutan-1-ol This article mentions the following:

The chiral substituted pyrazole compounds I, II, III and IV (R= C₆H₅, CH(CH₃)₂, C₂H₅) were prepared via the pyrazolo-3-chlorocarbonyl, pyrazolo-3,4-dicarboxy Me ester with pyrazole-3-isothiocyanate with different (R)-chiral amino alcs. All of the synthesized chiral compounds binding a pyrazole skeleton were investigated as organocatalysts for asym. aldol reactions between nitromethane and p-nitrobenzaldehyde in the presence of CuCl. Enantiomeric excesses and the reaction yields were found to be appropriate values. Furthermore, the best organocatalyst applied in this study was identified after careful optimization of conditions. Lastly, all of the novel compounds were subjected to computational anal. at the B3LYP/6-31++G(d,p) level of theory to obtain in-formation about their structural and electronic properties. In the experiment, the researchers used many compounds, for example, (R)-2-Aminobutan-1-ol (cas: 5856-63-3Application In Synthesis of (R)-2-Aminobutan-1-ol).

(R)-2-Aminobutan-1-ol (cas: 5856-63-3) 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. 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.Application In Synthesis of (R)-2-Aminobutan-1-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A facile synthesis of ZrOx-MnCO₃/graphene oxide (GRO) nanocomposites for the oxidation of alcohols using molecular oxygen under base free conditions was written by Adil, Syed Farooq;Assal, Mohamed E.;Shaik, Mohammed Rafi;Kuniyil, Mufsir;AlOtaibi, Nawaf M.;Khan, Mujeeb;Sharif, Muhammad;Alam, M. Mujah;Al-Warthan, Abdulrahman;Mohammed, Jabair Ali;Sdiqui, Mohammed Rafiq H.;Tahir, Muhammad Nawaz. And the article was included in Catalysts in 2019.HPLC of Formula: 1777-82-8 This article mentions the following:

Graphene and its nanocomposites are showing excellent potential in improving the catalytic performances of different materials. However, the synthetic protocol and its form, such as graphene oxide (GRO) or highly reduced graphene oxide (HRG), influence the catalytic efficiencies. Here, we present, a facile synthesis of graphene oxide (GRO) and ZrOx-MnCO₃-based nanocomposites [(1%)ZrOx-MnCO₃/(x%)GRO] and their outcome as an oxidation catalyst for alc. oxidation under mild conditions using O2 as a clean oxidant. The ZrOx-MnCO₃/GRO catalyst prepared by incorporating GRO to pre-calcined ZrOx-MnCO₃ using ball milling showed remarkable enhancement in the catalytic activities as compared to pristine ZrOx-MnCO₃, ZrOx-MnCO₃ supported on HRG or ZrOx-MnCO₃/GRO prepared by in-situ growth of ZrOx-MnCO₃ onto GRO followed by calcination. The catalyst with composition (1%)ZrOx-MnCO₃/(1%)GRO exhibited superior specific activity (57.1 mmol/g·h) with complete conversion and >99% selectivity of the product within a short period of time (7 min) and at a relatively lower temperature (100°C). The catalyst could be recycled at least five times with a negligible decrease in efficiency and selectivity. The catalytic study was extended to different aromatic as well as aliphatic alcs. under optimized conditions, which confirmed the efficiency and selectivity of the catalyst. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8HPLC of Formula: 1777-82-8).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) 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.HPLC of Formula: 1777-82-8

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Radical cascade synthesis of azoles via tandem hydrogen atom transfer was written by Chen, Andrew D.;Herbort, James H.;Wappes, Ethan A.;Nakafuku, Kohki M.;Mustafa, Darsheed N.;Nagib, David A.. And the article was included in Chemical Science.Application of 2968-93-6 This article mentions the following:

A radical cascade strategy for the modular synthesis of five-membered heteroarenes (e.g. oxazoles, imidazoles) I (R¹ = Ph, 4-MeOC₆H₄, 4-F₃C₆H₄, 2-naphthyl, biphenyl-4-yl, etc.; R² = Ph, 2-pyridinyl, 4-IC₆H₄, 3-MeC₆H₄, etc.), II (R³ = 4-F₃CC₆H₄, CCl₃) from feedstock reagents (e.g. alcs., (R²CH₂CH₂OH), amines (such as., benzylamine, morpholine, pyrrolidine), nitriles R¹CN) has been developed. This double C-H oxidation is enabled by in situ generated imidate R¹C(=N)OCH₂CH₂R² and acyloxy radicals, which afford regio- and chemo-selective β C-H bis-functionalization. The broad synthetic utility of this tandem hydrogen atom transfer (HAT) approach to access azoles is included, along with experiments and computations that provide insight into the selectivity and mechanism of both HAT events. In the experiment, the researchers used many compounds, for example, 2-(4-(Trifluoromethyl)phenyl)ethanol (cas: 2968-93-6Application of 2968-93-6).

2-(4-(Trifluoromethyl)phenyl)ethanol (cas: 2968-93-6) belongs to alcohols. A strong base can deprotonate an alcohol to yield an alkoxide ion (R―O−). For example, sodamide (NaNH2), a very strong base, abstracts the hydrogen atom of an alcohol. Under carefully controlled conditions, simple alcohols can undergo intermolecular dehydration to give ethers. This reaction is effective only with methanol, ethanol, and other simple primary alcohols.Application of 2968-93-6

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

L-menthol-based eutectic solvents: Characterization and application in the removal of drugs from water was written by Bergua, Fernando;Castro, Miguel;Munoz-Embid, Jose;Lafuente, Carlos;Artal, Manuela. And the article was included in Journal of Molecular Liquids in 2022.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol This article mentions the following:

Increasing the sustainability of industrial processes implies the substitution of conventional solvents for others with less environmental impact. For its implementation, it is essential to know the value of the thermodn. and transport properties. In addition, having theories and correlations to predict their behavior under varied conditions is very interesting. In this work, we performed the thermophys. characterization of eutectic mixtures formed by L-menthol and medium chain fatty acids, deepening the study of the polymorphic behavior of L-menthol. In addition, we studied their ability both to dissolve drugs that are poorly soluble in water and to extract them from contaminated water. From the results, we can deduce that these mixtures may be suitable solvents in liquid-liquid extractions, although multistage processes can be necessary. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol).

(1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5) belongs to alcohols. Similar to water, an alcohol can be pictured as having an sp3 hybridized tetrahedral oxygen atom with nonbonding pairs of electrons occupying two of the four sp3 hybrid orbitals. 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.Safety of (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Possible use of turpentine for the production of terpin hydrate, terpineol and their derivatives was written by Nikolin, A.;Petrovic, Z.;Vrcevic, J.;Nikolin, B.. And the article was included in Glasnik Hemicara i Tehnologa Bosne i Hercegovine in 1977.Electric Literature of C10H22O3 This article mentions the following:

Terpin hydrate (I) [2451-01-6] and α-terpineol (II) [98-55-5] are prepared from turpentine oil without a preliminary separation of I and used for preparation of esters and ethers with various fatty acids and alkyl iodides, resp. Turpentine oil containing 60-85% pinene fraction was converted to I, II, and fatty acid esters. A 72% II was prepared by dehydration of I with H₃PO₄. α-Terpineol acetate [80-26-2] was prepared by addition of 100 g turpentine oil, in 5 mL portions, to a mixture of 200 g AcOH and 10 mL 50% H₂SO₄ at 30° and 1 h standing at room temperature Diacetate and diformate of I were prepared by the reaction of I with Ac₂O and HCO₂H. In the experiment, the researchers used many compounds, for example, rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6Electric Literature of C10H22O3).

rel-(1s,4s)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohexanol hydrate (cas: 2451-01-6) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. 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.Electric Literature of C10H22O3

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts