Month: January 2023

SulfoxFluor-enabled deoxyazidation of alcohols with NaN₃ was written by Guo, Junkai;Wang, Xiu;Ni, Chuanfa;Wan, Xiaolong;Hu, Jinbo. And the article was included in Nature Communications in 2022.Recommanded Product: 128607-22-7 This article mentions the following:

Direct deoxyazidation of alcs. with NaN₃ is a straightforward method for the synthesis of widely used alkyl azides in organic chem. A general and practical method for the preparation of alkyl azides from alcs. using NaN₃ was developed. N-tosyl-4-chlorobenzenesulfonimidoyl fluoride (SulfoxFluor) played an important role in this deoxyazidation process, which converted a broad range of alcs. into alkyl azides at room temperature The power of this deoxyazidation protocol was demonstrated by successful late-stage deoxyazidation of natural products and pharmaceutically relevant mols. In the experiment, the researchers used many compounds, for example, (Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7Recommanded Product: 128607-22-7).

(Z)-2-(4-(4-Chloro-1,2-diphenylbut-1-en-1-yl)phenoxy)ethan-1-ol (cas: 128607-22-7) 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. 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: 128607-22-7

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

New di(hetero)arylethers and di(hetero)arylamines in the thieno[3,2-b]pyridine series: Synthesis, growth inhibitory activity on human tumor cell lines and non-tumor cells, effects on cell cycle and on programmed cell death was written by Queiroz, Maria-Joao R. P.;Peixoto, Daniela;Calhelha, Ricardo C.;Soares, Pedro;dos Santos, Tiago;Lima, Raquel T.;Campos, Joana F.;Abreu, Rui M. V.;Ferreira, Isabel C. F. R.;Vasconcelos, M. Helena. And the article was included in European Journal of Medicinal Chemistry in 2013.Electric Literature of C7H5NOS This article mentions the following:

New fluorinated and methoxylated di(hetero)arylethers and di(hetero)arylamines were prepared functionalizing the 7-position of the thieno[3,2-b]pyridine, using copper (C-O) or palladium (C-N) catalyzed couplings, resp., of the 7-bromothieno[3,2-b]pyridine, also prepared, with ortho, meta and para fluoro or methoxy phenols and anilines. The compounds obtained were evaluated for their growth inhibitory activity on the human tumor cell lines MCF-7 (breast adenocarcinoma), NCI-H460 (non-small cell lung cancer), HCT15 (colon carcinoma), HepG2 (hepatocellular carcinoma) and HeLa (cervical carcinoma). The most active compounds, a di(hetero)arylether with a methoxy group in the meta position relative to the ether function and two di(hetero)arylamines with a methoxy group either in the ortho or in the meta position relative to the NH, were further tested at their GI₅₀ concentrations on NCI-H460 cells causing pronounced alterations in the cell cycle profile and a strong and significant increase in the programmed death of these cells. The fluorinated and the other methoxylated compounds did not show important activity, presenting high GI₅₀ values in all the cell lines tested. Furthermore, the hepatotoxicity of the compounds was assessed using porcine liver primary cells (PLP2), established by some of us. Results showed that one of the most active compounds was not toxic to the non-tumor cells at their GI₅₀ concentrations showing to be the most promising as antitumoral. In the experiment, the researchers used many compounds, for example, Thieno[3,2-b]pyridin-7-ol (cas: 107818-20-2Electric Literature of C7H5NOS).

Thieno[3,2-b]pyridin-7-ol (cas: 107818-20-2) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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 C7H5NOS

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Fragment-based Scaffold Hopping: Identification of Potent, Selective, and Highly Soluble Bromo and Extra Terminal Domain (BET) Second Bromodomain (BD2) Inhibitors was written by Seal, Jonathan T.;Atkinson, Stephen J.;Bamborough, Paul;Bassil, Anna;Chung, Chun-wa;Foley, James;Gordon, Laurie;Grandi, Paola;Gray, James R. J.;Harrison, Lee A.;Kruger, Ryan G.;Matteo, Jeanne J.;McCabe, Michael T.;Messenger, Cassie;Mitchell, Darren;Phillipou, Alex;Preston, Alex;Prinjha, Rab K.;Rianjongdee, Francesco;Rioja, Inmaculada;Taylor, Simon;Wall, Ian D.;Watson, Robert J.;Woolven, James M.;Wyce, Anastasia;Zhang, Xi-Ping;Demont, Emmanuel H.. And the article was included in Journal of Medicinal Chemistry in 2021.HPLC of Formula: 120121-01-9 This article mentions the following:

The profound efficacy of pan-BET inhibitors is well documented, but these epigenetic agents have shown pharmacol.-driven toxicity in oncol. clin. trials. The opportunity to identify inhibitors with an improved safety profile by selective targeting of a subset of the eight bromodomains of the BET family has triggered extensive medicinal chem. efforts. In this article, we disclose the identification of potent and selective drug-like pan-BD2 inhibitors such as pyrazole 23 (GSK809) and furan 24 (GSK743) that were derived from the pyrrole fragment 6. We transpose the key learnings from a previous pyridone series (GSK620 2 as a representative example) to this novel class of inhibitors, which are characterized by significantly improved solubility relative to our previous research. In the experiment, the researchers used many compounds, for example, (R)-1-(3-Chlorophenyl)ethanol (cas: 120121-01-9HPLC of Formula: 120121-01-9).

(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.HPLC of Formula: 120121-01-9

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Development of antibacterial textiles by cyclodextrin inclusion complexes of volatile thyme active agents was written by Tuerkoglu, Gizem Ceylan;Sariisik, Ayse Merih;Erkan, Gokhan;Erden, Emre;Pazarlioglu, Nurdan. And the article was included in Flavour and Fragrance Journal in 2022.Formula: C10H14O This article mentions the following:

The study aims to develop wash-resistant antibacterial cotton fabrics without using synthetic chems. Therefore, natural active agents of thyme, thymol and carvacrol were selected. The inclusion complexes were formed with β-cyclodextrin using kneading method which is a simple and reproducible method for the encapsulation with high production yield. Differential scanning calorimeter anal. showed that 1:1 and 1:2 β-CD: Guest Mol. (M:M) for thymol and carvacrol from different ratios studied has the highest complexation degree as 50% and 100%, resp. It is also revealed that the volatile agents are retained and showed better thermal stability as a result of complexation. Carvacrol inclusion complexes were found relatively more stable (Ζ potential: -28.2 mV) than thymol complexes with smaller particle sizes (204.9 nm). Chem. structures of the inclusion complexes were revealed with Fourier transform-IR spectroscopy and NMR analyses. The optimum formulations for each active agent were applied to cotton fabrics as per the impregnation method and the capsule treated fabrics were washed 1, 10 and 20 times. The images exhibited the presence of inclusion complexes on the fabrics after 20 washing cycles. Although the antibacterial efficacy of fabrics decreased with increasing washing, the fabrics showed the antibacterial effect after 20 washes against Klebsiella pneumoniae and Staphylococcus aureus. This study showed that the developed products can be an alternative to the other products in the market as the long-lasting fragrant natural antibacterial. In the experiment, the researchers used many compounds, for example, 5-Isopropyl-2-methylphenol (cas: 499-75-2Formula: C10H14O).

5-Isopropyl-2-methylphenol (cas: 499-75-2) 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. 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.Formula: C10H14O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Polymerization-Induced Cooperative Assembly of Block Copolymer and Homopolymer via RAFT Dispersion Polymerization was written by Zhu, Anqi;Lv, Xiaoqing;Shen, Liangliang;Zhang, Baohua;An, Zesheng. And the article was included in ACS Macro Letters in 2017.Electric Literature of C7H6Cl2O This article mentions the following:

Polymerization-induced cooperative assembly (PICA) is developed to promote morphol. transitions at high solids via RAFT dispersion polymerization, using both a macromol. chain transfer agent (macro-CTA) and a small mol. chain transfer agent (CTA) to generate nano-objects consisting of well-defined block copolymer and homopolymer. PICA is demonstrated to promote morphol. transitions under various conditions. Elemental mapping provides unambiguous evidence for the uniform distribution of the homopolymer within the core of the nano-objects. It is proposed that the growing homopolymer first reaches its solubility limit and forms aggregates, which induce the adsorption of the growing block copolymer. This effective and robust PICA approach significantly expands the capability to promote morphol. transitions in RAFT dispersion polymerization and will facilitate the efficient synthesis of various higher-order morphologies at high solids. In the experiment, the researchers used many compounds, for example, (2,4-Dichlorophenyl)methanol (cas: 1777-82-8Electric Literature of C7H6Cl2O).

(2,4-Dichlorophenyl)methanol (cas: 1777-82-8) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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 C7H6Cl2O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Stereochemical dominance in hierarchically formed helicates was written by Schlottmann, Marcel;Krueckel, Tobias;Albrecht, Markus. And the article was included in Chemical Communications (Cambridge, United Kingdom) in 2022.Synthetic Route of C10H20O This article mentions the following:

The competition of different chiral ligands in the control of stereochem. of hierarchically formed helical coordination compounds is investigated. It is found that sterically demanding chiral units can dominate the chiral induction of the helix even if they are present as a minor species. Hereby the relative strength of stereoinduction of different chiral units can be evaluated. In the experiment, the researchers used many compounds, for example, (1R,2S,5R)-2-Isopropyl-5-methylcyclohexanol (cas: 2216-51-5Synthetic Route of C10H20O).

(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. 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 C10H20O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A general synthesis of substituted fluorenones and azafluorenones was written by Kyba, Evan P.;Liu, Shiuh Tzung;Chockalingam, Kannappan;Reddy, B. Raghava. And the article was included in Journal of Organic Chemistry in 1988.Product Details of 102074-19-1 This article mentions the following:

Twenty-one variously substituted fluorenones and azafluorenones I (X, X¹, X² = CH, N; R, R¹ = H, alkyl, halo, etc.) were prepared The key ring-forming step was photochem. Pschorr cyclization of 2-diazoniodiaryl ketones II (same R, R¹, X-X²) under direct, (bpy)₃Ru(II)- (bpy = 2,2′-bipyridine), or (bpy)₃Ru(II)-Cu(II)-photosensitized conditions. Where selectivities were possible in the ring closure, the isomer ratios obtained were in accord with an intermediate aryl radical. In the experiment, the researchers used many compounds, for example, (5-Methylpyridin-3-yl)methanol (cas: 102074-19-1Product Details of 102074-19-1).

(5-Methylpyridin-3-yl)methanol (cas: 102074-19-1) 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. 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.Product Details of 102074-19-1

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Unclicking the “click”: a photo-releasable 1,2,3-triazole in block copolymers was written by Sterner, Elizabeth S.;Tsai, Tsung-Han;Coughlin, E. Bryan. And the article was included in PMSE Preprints in 2010.Quality Control of 3-(Hydroxymethyl)-4-nitrophenol This article mentions the following:

We have synthesized an o-nitrobenzyl triazole and demonstrated its photo-release of the free triazole both in a small mol. analog and within a polystyrene-b-poly(vinyl acetate) copolymer. This robust linker was created using popular (2+3) cycloaddition of an azide and alkyne to make an ATRP macroinitiator that was used to polymerize the styrene. Our results indicate the synthesis of the macroinitiator was quant., and that the ATRP initiating site was conserved through the click transformation. Irradiation of the copolymer caused cleavage into its component blocks. In the experiment, the researchers used many compounds, for example, 3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9Quality Control of 3-(Hydroxymethyl)-4-nitrophenol).

3-(Hydroxymethyl)-4-nitrophenol (cas: 60463-12-9) 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. 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.Quality Control of 3-(Hydroxymethyl)-4-nitrophenol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Ocoxin increases the antitumor effect of BRAF inhibition and reduces cancer associated fibroblast-mediated chemoresistance and protumoral activity in metastatic melanoma was written by Benedicto, Aitor;Hernandez-Unzueta, Iera;Sanz, Eduardo;Marquez, Joana. And the article was included in Nutrients in 2021.Name: Calcium (R)-3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate This article mentions the following:

Whereas the prevalence of several cancer types is decreasing, skin malignancies are growing more common every year. Malignant melanoma is the most aggressive form of skin cancer with high metastatic capacity. In most cases, malignant melanoma shows acquired therapy resistance. We evaluated the ability of Ocoxin, a natural compound-based antioxidant and anti-inflammatory nutritional complement, to exert an antitumor effect in melanoma. To do so, the cytotoxicity of Ocoxin in a panel of BRAF-mutated murine and human melanoma cell lines was tested alone and in combination with BRAF inhibitor Vemurafenib. Our results revealed a potent cytotoxic effect of Ocoxin against melanoma cells and a synergic effect when combined with Vemurafenib, reducing viability and increasing apoptosis. Besides, Ocoxin interferes with the cell cycle, impairs the inherent and fibroblast-mediated melanoma cell migration, and reduces resistance to BRAF inhibition. Proteomic anal. revealed reduced tumor secretion of inflammatory factors Galectin-1, Osteopontin, CCL5, and CCL9 upon treatment with Ocoxin. Moreover, RNASeq showed that Ocoxin downregulated the cell cycle and proliferation-related genes. In vivo, Ocoxin reduced the number of lung metastasis of YUMM-1.7 melanoma cells. Therefore, Ocoxin arises as a good candidate for clin. trials analyzing the beneficial effects in patients suffering from this cutaneous malignancy. In the experiment, the researchers used many compounds, for example, Calcium (R)-3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate (cas: 137-08-6Name: Calcium (R)-3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate).

Calcium (R)-3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate (cas: 137-08-6) belongs to alcohols. The oxygen atom of the strongly polarized O―H bond of an alcohol pulls electron density away from the hydrogen atom. This polarized hydrogen, which bears a partial positive charge, can form a hydrogen bond with a pair of nonbonding electrons on another oxygen atom. 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.Name: Calcium (R)-3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoate

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Comparison of polyamide, polyesteramide and polyester nanofiltration membranes: properties and separation performance was written by Fan, Kaiming;Liu, Yanling;Wang, Xiaoping;Cheng, Peng;Xia, Shengji. And the article was included in Separation and Purification Technology in 2022.Synthetic Route of C4H10O4 This article mentions the following:

In this study, three different kinds of nanofiltration membranes with polyamide (PA), polyesteramide (PEA), and polyester (PE) active layers were resp. synthesized by using piperazine, serinol and meso-erythritol as the aqueous monomers for interfacial polymerization The three types of membranes achieved comparable rejections for the reference organic solute (i.e., xylose) via optimization of preparation conditions, based on which the characteristics of different active layers were comprehensively investigated. Results showed that the PA, PEA and PE membranes exhibited distinct surface morphologies. The special surface structures of PEA membranes and the larger active layer thickness of PE membranes resulted in their lower water permeance compared to PA membranes. Different than PA active layers, the absence of pos. charged regions in the PEA and PA active layers was beneficial for the passage of divalent cations and the rejection of NaCl. Moreover, despite the comparable mean pore size, PA membranes exhibited a more uniform membrane pore size resulting in a higher rejection of organic matters in natural water than PEA and PE membranes. This study presented the differences in physicochem. properties and separation performance among the different membrane active layers, which could provide references for the rational selection of nanofiltration membrane types during application. In the experiment, the researchers used many compounds, for example, (2R,3S)-rel-Butane-1,2,3,4-tetraol (cas: 149-32-6Synthetic Route of C4H10O4).

(2R,3S)-rel-Butane-1,2,3,4-tetraol (cas: 149-32-6) 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. The most common reactions of alcohols can be classified as oxidation, dehydration, substitution, esterification, and reactions of alkoxides.Synthetic Route of C4H10O4

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts