Month: October 2022

Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-olIn 2020 ,《Catalyst-Controlled Regioselective Chlorination of Phenols and Anilines through a Lewis Basic Selenoether Catalyst》 appeared in Journal of Organic Chemistry. The author of the article were Dinh, Andrew N.; Maddox, Sean M.; Vaidya, Sagar D.; Saputra, Mirza A.; Nalbandian, Christopher J.; Gustafson, Jeffrey L.. The article conveys some information:

We report a highly efficient ortho-selective electrophilic chlorination of phenols utilizing a Lewis basic selenoether catalyst. The selenoether catalyst resulted in comparable selectivities to our previously reported bis-thiourea ortho-selective catalyst, with a catalyst loading as low as 1%. The new catalytic system also allowed us to extend this chem. to obtain excellent ortho-selectivities for unprotected anilines. The selectivities of this reaction are up to >20:1 ortho/para, while the innate selectivities for phenols and anilines are approx. 1:4 ortho/para. A series of preliminary studies revealed that the substrates require a hydrogen-bonding moiety for selectivity. The experimental part of the paper was very detailed, including the reaction process of (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol)

(1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol(cas: 126456-43-7) belongs to anime. Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. Aromatic amines have the nitrogen atom connected to an aromatic ring.Important amines include amino acids, biogenic amines, trimethylamine, and aniline. Inorganic derivatives of ammonia are also called amines, such as monochloramine (NClH2).Recommanded Product: (1S,2R)-1-Amino-2,3-dihydro-1H-inden-2-ol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 3,5-DihydroxybenzaldehydeIn 2018 ,《Synthetic resveratrol-curcumin hybrid derivative inhibits mitosis progression in estrogen positive MCF-7 breast cancer cells》 appeared in Toxicology In Vitro. The author of the article were Silva, Matheus de Freitas; Coelho, Leticia Ferreira; Guirelli, Isadora Mitestainer; Pereira, Rodrigo Machado; Ferreira-Silva, Guilherme Alvaro; Graravelli, Graciana Y.; Horvath, Renato de Oliveira; Caixeta, Ester Siqueira; Ionta, Marisa; Viegas, Claudio. The article conveys some information:

Curcumin (1) and resveratrol (2) are bioactive natural compounds that display wide pharmacol. properties, including antitumor activity. However, their clin. application has been limited due to their low solubility and bioavailability. Nevertheless, independent studies have considered these compounds as interesting prototypes for developing new chem. structures useful for anticancer therapy. Herein, we report the synthesis of novel curcumin-like hydrazide analogs (3a and 3b), and a series of curcumin-resveratrol hybrid compounds (4a-f), and the evaluation of their cytotoxic potential on three tumor cell lines MCF-7 (breast), A549 (lung), and HepG2 (liver). Cell viability was significantly reduced in all tested cell lines when compounds 4c-4e were used. The IC50 values for these compounds on MCF-7 cells were lower than those for curcumin, resveratrol, or curcumin combined with resveratrol. We evidenced that 4c promoted a drastic increase of G2/M population. The accumulation of cells in mitosis onset in treated cultures was due to, at least in part, the ability of 4c to modulate nuclear kinase proteins, which orchestrate important events in mitosis progression. We have also observed significant reduction of the relative RNAm abundance of CCNB1, PLK1, AURKA, AURKB in samples treated with 4c, with concomitant increase of CDKN1A (p21). Thus, compound 4c is a promising multi-target antitumor agent that should be considered for further in vivo studies. In the experiment, the researchers used 3,5-Dihydroxybenzaldehyde(cas: 26153-38-8Recommanded Product: 3,5-Dihydroxybenzaldehyde)

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.Recommanded Product: 3,5-Dihydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Recommanded Product: 3-HydroxybenzaldehydeIn 2020 ,《A highly efficient one-pot multicomponent synthesis of 3,4-dihydropyrimidin-2-(1H)-ones/thiones catalyzed by strontium pyroarsenate nano-plates》 was published in Journal of Molecular Structure. The article was written by Esmaeili, Rozhin; Kafi-Ahmadi, Leila; Khademinia, Shahin. The article contains the following contents:

The present work described the one-pot multicomponent synthesis of heterocyclic 3,4-dihydropyrimidin-2-(1H)-ones I [R1 = H, 2-Cl, 4-OH, etc.; R2 = OMe, OEt; X = O] and thiones II [X = S] (DHPMs) under via Biginelli reaction of benzaldehydes, alkyl acetates, urea/thiourea under solvent-free conditions by Sr2As2O7 nanocatalyst. Sr2As2O7 nanocatalyst was synthesized by solvothermal reactions at stoichiometric molar ratio. The characterizations of the as-prepared nanomaterials were performed by X-ray powder diffraction (XRPD) and fourier-transform IR (FTIR) techniques. According to Rietveld anal. data, it was found that reaction time had a considerable effect on crystal phase change from monoclinic to tetragonal crystal system. Field emission scanning electron microscope (FESEM) images showed that the morphol. of the obtained materials was changed by increasing the reaction time, from 24 to 120 h, from long-length rods to multigonal plates. Langmuir-Hinshelwood kinetic model revealed that the reactions followed a pseudo-first order kinetic model.3-Hydroxybenzaldehyde(cas: 100-83-4Recommanded Product: 3-Hydroxybenzaldehyde) was used in this study.

3-Hydroxybenzaldehyde(cas: 100-83-4) is used as an ionophore, during the development of an highly selective and sensitive PVC membrane sensor, which can be used as a Tb3+ ion selective electrode.Recommanded Product: 3-Hydroxybenzaldehyde

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Formula: C6H12OIn 2019 ,《Systematically Controlled Decomposition Mechanism in Phosphorus Flame Retardants by Precise Molecular Architecture: P-O vs P-N》 was published in ACS Applied Polymer Materials. The article was written by Markwart, Jens C.; Battig, Alexander; Zimmermann, Lisa; Wagner, Martin; Fischer, Jochen; Schartel, Bernhard; Wurm, Frederik R.. The article contains the following contents:

Flame retardants (FR) are inevitable additives to many plastics. Halogenated organics are effective FRs but are controversially discussed due to the release of toxic gases during a fire or their persistence if landfilled. Phosphorus-containing compounds are effective alternatives to halogenated FRs and have potential lower toxicity and degradability. In addition, nitrogen-containing additives were reported to induce synergistic effects with phosphorus-based FRs. However, no systematic study of the gradual variation on a single phosphorus FR containing both P-O and P-N moieties and their comparison to the resp. blends of phosphates and phosphoramides was reported. This study developed general design principles for P-O- and P-N-based FRs and will help to design effective FRs for various polymers. We synthesized a library of phosphorus FRs that only differ in their P-binding pattern from each other and studied their decomposition mechanism in epoxy resins. Systematic control over the decomposition pathways of phosphate (P=O(OR)3), phosphoramidate (P=O(OR)2(NHR)), phosphorodiamidate (P=O(OR)(NHR)2), phosphoramide (P=O(NHR)3), and their blends was identified, for example, by reducing cis-elimination and the formation of P-N-rich char with increasing nitrogen content in the P-binding sphere. Our FR epoxy resins can compete with com. FRs in most cases, but we proved that the blending of esters and amides outperformed the single-mol. amidates/diamidates due to distinctively different decomposition mechanisms acting synergistically when blended. The results came from multiple reactions, including the reaction of 5-Hexen-1-ol(cas: 821-41-0Formula: C6H12O)

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.Formula: C6H12O

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Alternatives to Phosphinooxazoline (t-BuPHOX) Ligands in the Metal-Catalyzed Hydrogenation of Minimally Functionalized Olefins and Cyclic β-Enamides》 was published in Advanced Synthesis & Catalysis in 2017. These research results belong to Biosca, Maria; Magre, Marc; Coll, Merce; Pamies, Oscar; Dieguez, Montserrat. Synthetic Route of C24H34O2 The article mentions the following:

A new series of readily accessible iridium- and rhodium-phosphite/oxazoline catalytic systems that can efficiently hydrogenate, for the first time, both minimally functionalized olefins and functionalized olefins, such as Et 3-phenylbut-2-enoate, Et (2Z)-3-cyclohexyl-3-phenylprop-2-enoate, [(1E)-1-methyl-1-propen-1-yl]benzene, etc. (62 examples in total), with high enantioselectivities (up to >99% ee) and conversions has been reported. The phosphite-oxazoline ligands, which are readily available in only two synthetic steps, are derived from previous privileged 4-alkyl-2-[2-(diphenylphosphino)phenyl]-2-oxazoline (PHOX) ligands by replacing the phosphine moiety by a biaryl phosphite group and/or the introduction of a methylene spacer between the oxazoline and the Ph ring. The modular design of the ligands has given the opportunity not only to overcome the limitations of the iridium-PHOX catalytic systems in the hydrogenation of minimally functionalized Z-olefins and 1,1-disubstituted olefins, but also to expand their use to unfunctionalized olefins containing other challenging scaffolds (e.g., exocyclic benzo-fused and triaryl-substituted olefins) and also to olefins with poorly coordinative groups (e.g., α,β-unsaturated lactams, lactones, alkenylboronic esters, etc.) with enantioselectivities typically >95% ee. Moreover, both enantiomers of the hydrogenation product could be obtained by simply changing the configuration of the biaryl phosphite moiety. Remarkably, the new catalytic systems also provided excellent enantioselectivities (up to 99% ee) in the asym. hydrogenation of another challenging class of olefins – the functionalized cyclic β-enamides, such as N-(6-bromo-3,4-dihydronaphthalen-2-yl)acetamide, N-(2H-chromen-3-yl)acetamide, N-(8-methoxy-3,4-dihydronaphthalen-2-yl)acetamide, etc. Again, both enantiomers of the reduced amides could be obtained by changing the metal from Ir to Rh. The environmentally friendly propylene carbonate which can be used with no loss of enantioselectivity was also demonstrated. Another advantage of the new ligands over the PHOX ligands is that the best ligands are derived from the affordable (S)-phenylglycinol rather than from the expensive (S)-tert-leucinol.(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4Synthetic Route of C24H34O2) was used in this study.

(R)-3,3′-Di-tert-butyl-5,5′,6,6′-tetramethylbiphenyl-2,2′-diol(cas: 329735-68-4) belongs to phenols. Phenols are more acidic than typical alcohols. The acidity of the hydroxyl group in phenols is commonly intermediate between that of aliphatic alcohols and carboxylic acids (their pKa is usually between 10 and 12).Synthetic Route of C24H34O2

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Atroposelective Total Synthesis of the Fourfold ortho-Substituted Naphthyltetrahydroisoquinoline Biaryl O,N-Dimethylhamatine》 was published in Chemistry – A European Journal in 2019. These research results belong to Slack, Eric D.; Seupel, Raina; Aue, Donald H.; Bringmann, Gerhard; Lipshutz, Bruce H.. Quality Control of (R)-Oxiran-2-ylmethanol The article mentions the following:

A stereoselective total synthesis of O,N-dimethylhamatine (I), an analog of an axially chiral naphthylisoquinoline natural biaryl product from tropical Ancistrocladus lianas, is reported. The route features a late-stage atropo-diastereoselective biaryl bond formation. Generation of this especially challenging, sterically hindered tetra-ortho-substituted array was achieved by using Nolan’s (IPr*NHC)PdCinCl pre-catalyst under mild Negishi coupling conditions. Discussion is offered regarding the selectivity obtained exptl. and predicted from DFT calculations on the key biaryl coupling step that leads to the desired M-diastereomer. In the experiment, the researchers used many compounds, for example, (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Quality Control of (R)-Oxiran-2-ylmethanol)

(R)-Oxiran-2-ylmethanol(cas: 57044-25-4) is a chiral building block used to construct an epoxyvinyl iodide intermediate in a synthesis of a furanocembrane, a marine natural product.Quality Control of (R)-Oxiran-2-ylmethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Effects of substituents on bridging ligands on the single-molecule magnet properties of Zn2Dy2 cluster complexes》 was written by Liu, Cai-Ming; Hao, Xiang; Zhang, De-Qing. Name: 2,6-PyridinedimethanolThis research focused onzinc dysprosium salen Schiff base pyridinedimethanol cluster complex preparation; magnetic property zinc dysprosium salen Schiff base pyridinedimethanol; crystal structure zinc dysprosium salen Schiff base pyridinedimethanol. The article conveys some information:

Two new Zn2Dy2 complexes were constructed from Zn (II) salen-type Schiff base complex fragment and 2,6-pyridinedimethanol (H2pdm) or its Br-substituted analog (4-bromopyridine-2,6-diyl)dimethanol (H2Brpdm); their mol. formulas are [Zn2Dy2(L)2(pdm)2(MeOH)2](ClO4)2 [1, H2L = N, N’- bis(3-methoxysalicylidene)-1,3-diaminopropane] and [Zn2Dy2(L)2(Brpdm)2(MeOH)2](ClO4)2 [2], the Dy (III) ions of which have a NO7 triangular dodecahedral coordination sphere. The two complexes show not only ferromagnetic interaction but also field-induced single-mol. magnet (SMM) behavior, which are rare Dy (III)-containing cluster complexes with the NO7 triangular dodecahedral coordination sphere that can show good magnetic relaxation. The energy barrier value of complex 2 is higher than those of complex 1 and the Dy (III) complexes with the DyNO7 triangular dodecahedral coordination configuration reported in the literature.2,6-Pyridinedimethanol(cas: 1195-59-1Name: 2,6-Pyridinedimethanol) was used in this study.

2,6-Pyridinedimethanol(cas: 1195-59-1) belongs to pyridine. Pyridine-based materials are valued for their optical and physical properties as well as their medical potential. Additionally, pyridine-based natural products continue to be discovered and studied for their properties and to understand their biosynthesis.Name: 2,6-Pyridinedimethanol

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Efficacy and safety of ambroxol hydrochloride in the treatment of secretory otitis media: a systematic review and meta-analysis》 was published in Annals of Translational Medicine in 2022. These research results belong to Zhou, Xufeng; Jin, Xiulin; Yang, Linhong; Wei, Xiaoli. Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride The article mentions the following:

Secretory otitis media is a very common nonsuppurative inflammatory disease in otorhinolaryngol. Ambroxol hydrochloride helps to improve ciliary movement in the ear canal and promote the dissolution and discharge of secretions. However, its effect still lacks systematic evaluation. We conducted a meta-anal. of clin. studies to systematically evaluate the application effect of ambroxol hydrochloride. A computer-based search of the Chinese Biomedical Database (CBM), China National Knowledge Infrastructure (CNKI), PubMed, and Web of Science databases was conducted using the keywords “”Ambroxol hydrochloride”” & “”secretory otitis media””. Randomized controlled trials published after 2015 were selected and then screened and analyzed using RevMan 5.4 software. Ten studies involving a total of 998 patients were included. Meta-anal. showed that adding ambroxol hydrochloride to the original glucocorticoid treatment improved therapeutic efficacy [odds ratio (OR) = 4.95, 95% confidence interval (CI): 3.27, 7.50, P<0.00001], reduced tympanic pressure after treatment [mean difference (MD) = -19.04, 95% CI: -22.72, -15.36, P<0.00001], and increased the pure tone threshold (MD =6.37, 95% CI: 5.36, 7.37, P<0.00001), without increasing adverse reactions (OR = 0.51, 95% CI: 0.14, 1.85, P=0.30). On the basis of the original treatment of secretory otitis media, adding ambroxol hydrochloride treatment improved the therapeutic effect, reduced tympanic pressure after treatment, and improved the pure tone threshold (hearing), without increasing adverse reactions. The experimental process involved the reaction of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride)

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) enhances pulmonary surfactant production and stimulates ciliary activity.Reference of trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride It promotes mucus clearance, facilitates expectoration and eases productive cough, allowing patients to breathe.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Highly active, separable and recyclable bipyridine iridium catalysts for C-H borylation reactions》 was published in Catalysis Science & Technology in 2018. These research results belong to Mamlouk, Hind; Suriboot, Jakkrit; Manyam, Praveen Kumar; AlYazidi, Ahmed; Bergbreiter, David E.; Madrahimov, Sherzod T.. Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane The article mentions the following:

Iridium complexes generated from Ir(I) precursors and PIB oligomer functionalized bpy ligands efficiently catalyzed the reactions of arenes with bis(pinacolato)diboron under mild conditions to produce a variety of arylboronate compounds The activity of this PIB bound homogeneous catalyst is similar to that of an original non-recyclable catalyst which allows it to be used under milder conditions than other reported recyclable catalysts. This oligomer-supported Ir catalyst was successfully recovered through biphasic extraction and reused for eight cycles without a loss of activity. Biphasic separation after the initial use of the catalyst led to an insignificant amount of iridium leaching from the catalyst to the product, and no iridium leaching from the catalyst was observed in the subsequent recycling runs. Arylboronate products obtained after extraction are sufficiently pure as observed by 1H and 13C-NMR spectroscopy that they do not require further purification In addition to this study using 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane, there are many other studies that have used 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane) was used in this study.

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains.Reference of 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane The joining of a fatty acid to glycerol to form a triacylglycerol removes the −OH from the carboxy end of the fatty acid.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

《Mechanistic insight into the azo radical-promoted dehydrogenation of heteroarene towards N-heterocycles》 was written by Bains, Amreen K.; Adhikari, Debashis. Electric Literature of C7H7BrOThis research focused ontriazine pyrimidine preparation mechanism kinetics; alc amidine hydrochloride dehydrogenation nickel catalyst. The article conveys some information:

Herein, a molecularly defined nickel catalyst, which can perform two annulation reactions under mild conditions (80°, 8 h), towards the sustainable synthesis of triazine I (R = H, 4-Me, 4-F, etc.) and pyrimidine II (R = H, 4-Me, 2-F, etc.; R1 = Me, C6H5, 4-MeC6H4, 4-FC6H4) has been reported. Mechanistically, the important role of the catalyst in promoting the dehydrogenation of heteroarenes is clearly described. The binding of the saturated heterocycle to the metal catalyst underwent a pre-equilibrium step (K = 238 at 80°), which is followed by a crucial hydrogen atom transfer. A series of kinetics experiments including Van’t Hoff, Eyring anal. and interception of pyrimidinyl radical disclosed the details of the dehydrogenation process. This ligand-driven, base metal catalytic approach is significantly different from the considerably evaluated metal-ligand cooperative bond activation strategies, which may offer an alternative dehydrogenation pathway that demands less energy.(4-Bromophenyl)methanol(cas: 873-75-6Electric Literature of C7H7BrO) was used in this study.

(4-Bromophenyl)methanol(cas: 873-75-6) undergoes three-component reaction with acetylferrocene and arylboronic acid to give ferrocenyl ketones containing biaryls.Electric Literature of C7H7BrO It undergoes oxidation reaction in the presence of polyvinylpolypyrrolidone-supported hydrogen peroxide, silica sulfuric acid and ammonium bromide to yield 4-bromobenzaldehyde.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts