Month: October 2022

Chen, Zhixiang; Jiang, Yongwen; Zhang, Li; Guo, Yinlong; Ma, Dawei published an article on February 27 ,2019. The article was titled 《Oxalic Diamides and tert-Butoxide: Two Types of Ligands Enabling Practical Access to Alkyl Aryl Ethers via Cu-Catalyzed Coupling Reaction》, and you may find the article in Journal of the American Chemical Society.Formula: C12H20O6 The information in the text is summarized as follows:

A robust and practical protocol for preparing alkyl aryl ethers has been developed, which relies on using two types of ligands to promote Cu-catalyzed alkoxylation of (hetero)aryl halides. The reaction scope is very general for a variety of coupling partners, particularly for challenging secondary alcs. and (hetero)aryl chlorides. In case of coupling with aryl chlorides and bromides, two oxalic diamides serve as the powerful ligands. The tert-butoxide is first demonstrated as a ligand for Cu-catalyzed coupling reaction, leading to alkoxylation of aryl iodides complete at room temperature Addnl., a number of carbohydrate derivatives are applicable for this coupling reaction, affording the corresponding carbohydrate-aryl ethers in 29-98% yields. In the experimental materials used by the author, we found ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Formula: C12H20O6)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Formula: C12H20O6

Referemce:
Alcohol – Wikipedia,
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Gerke, Christoph; Buchholz, Monika; Mueller, Holger; Meusinger, Reinhard; Grimmler, Matthias; Metzmann, Erwin published their research in Analytical and Bioanalytical Chemistry on December 31 ,2019. The article was titled 《Direct glucosone-based synthesis and HILIC-ESI-MS/MS characterization of N-terminal fructosylated valine and valylhistidine for validation of enzymatic HbA1c assays in the diagnosis of diabetes mellitus》.Category: alcohols-buliding-blocks The article contains the following contents:

Naturally occurring fructosamines are of high clin. significance due to their potential use in diabetes mellitus monitoring (quantification of fructosylated Hb, HbA1c) or for the study of their reactivity in consecutive reactions and harmfulness towards the organism. Here the authors report the specific synthesis of the fructosylated dipeptide L-valyl-L-histidine (Fru-Val-His) and fructosylated L-valine (Fru-Val). Both are basic tools for the development and validation of enzymic HbA1c assays. The two fructosamine derivatives were synthesized via a protected glucosone intermediate which was coupled to the primary amine of Val or Val-His, performing a reductive amination reaction. Overall yields starting from fructose were 36% and 34% for Fru-Val and Fru-Val-His, resp. Both compounds were achieved in purities and > 90%. A HILIC-ESI-MS/MS method was developed for routine anal. of the synthesized fructosamines, including starting materials and intermediates. The presented method provides a well-defined and efficient synthesis protocol with purification steps and characterization of the desired products. The functionality of the fructosylated dipeptide has been thoroughly tested in an enzymic HbA1c assay, showing its concentration-dependent oxidative degradation by fructosyl-peptide oxidases (FPOX). In the experiment, the researchers used many compounds, for example, ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6Category: alcohols-buliding-blocks)

((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol(cas: 20880-92-6) is a useful reactant for examining the effectiveness of sulfamate and sulfamide groups for the inhibition of carbonic anhydrase-​II (CA-​II)​. And it is used as chiral auxiliaries in Michael and Aldol addition reactions.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
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Hirano, Masao; Kuroda, Hisanori; Morimoto, Takashi published their research in Bulletin of the Chemical Society of Japan on August 15 ,1990. The article was titled 《Oxidation of aromatic alcohols with chromium(VI) trioxide in the presence of wet-aluminum oxide in aprotic solvent》.Computed Properties of C13H11ClO The article contains the following contents:

The title oxidation resulted in a selective formation of the corresponding carbonyl compounds in excellent yields under mild conditions. The experimental process involved the reaction of (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Computed Properties of C13H11ClO)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Computed Properties of C13H11ClO

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Hirano, Masao; Morimoto, Takashi published their research in Bulletin of the Chemical Society of Japan on December 31 ,1989. The article was titled 《Oxidation of aromatic secondary alcohols with cobalt(III) acetate in the presence of sodium bromide》.Product Details of 63012-03-3 The article contains the following contents:

Oxidation of aromatic secondary alcs., RC6H4CH(OH)R1 (e.g., R = H, 2-, 3-, 4-Me, 2-, 3-, 4-Br, 2-, 3-, 4-Cl; R1 = Me, Ph) with Co(OAc)3 in presence of NaBr in AcOH gave ketones RC6H4COR1 in 83-97% yields. After reading the article, we found that the author used (3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3Product Details of 63012-03-3)

(3-Chlorophenyl)(phenyl)methanol(cas: 63012-03-3) belongs to hydroxy-containing compounds. Hydroxy groups participate in the dehydration reactions that link simple biological molecules into long chains. The creation of a peptide bond to link two amino acids to make a protein removes the −OH from the carboxy group of one amino acid.Product Details of 63012-03-3

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In 2021,Journal of Immunology Research included an article by Mitini-Nkhoma, Steven C.; Fernando, Narmada; Ishaka, G. K. D.; Handunnetti, Shiroma M.; Pathirana, Sisira L.. Electric Literature of C13H19Br2ClN2O. The article was titled 《Ion transport modulators differentially modulate inflammatory responses in THP-1-derived macrophages》. The information in the text is summarized as follows:

Ion transport modulators are most commonly used to treat various noncommunicable diseases including diabetes and hypertension. They are also known to bind to receptors on various immune cells, but the immunomodulatory properties of most ion transport modulators have not been fully elucidated. We assessed the effects of thirteen FDA-approved ion transport modulators, namely, ambroxol HCl, amiloride HCl, diazoxide, digoxin, furosemide, hydrochlorothiazide, metformin, omeprazole, pantoprazole, phenytoin, verapamil, drug X, and drug Y on superoxide production, nitric oxide production, and cytokine expression by THP-1-derived macrophages that had been stimulated with ethanol-inactivated Mycobacterium bovis BCG. Ambroxol HCl, diazoxide, digoxin, furosemide, hydrochlorothiazide, metformin, pantoprazole, phenytoin, verapamil, and drug Y had an inhibitory effect on nitric oxide production, while all the test drugs had an inhibitory effect on superoxide production Amiloride HCl, diazoxide, digoxin, furosemide, phenytoin, verapamil, drug X, and drug Y enhanced the expression of IL-1β and TNF-α. Unlike most immunomodulatory compounds currently in clin. use, most of the test drugs inhibited some inflammatory processes while promoting others. Ion pumps and ion channels could therefore serve as targets for more selective immunomodulatory agents which do not cause overt immunosuppression. In the experiment, the researchers used trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Electric Literature of C13H19Br2ClN2O)

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) is a medication indicated to alleviate chest congestion associated with conditions that include bronchitis, pneumonia, bronchospasm asthma, cough, and allergy.Electric Literature of C13H19Br2ClN2O Preclinically, ambroxol, the active ingredient of Mucosolvan, has been shown to increase respiratory tract secretion.

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Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In 2022,Medicine (Philadelphia, PA, United States) included an article by Tang, Haowei; Yuan, Zhi; Li, JingJie; Wang, Qun; Fan, Weijie. Recommanded Product: trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride. The article was titled 《The application of ambroxol hydrochloride combined with fiberoptic bronchoscopy in elderly patients with severe pneumonia: A meta-analysis and systematic review》. The information in the text is summarized as follows:

The role of ambroxol hydrochloride combined with fiberoptic bronchoscopy in elderly patients with severe pneumonia remains unclear, we aimed to analyze this issue to provide evidences into the management of clin. pneumonia. We searched PubMed et al databases up to Oct. 20, 2021 for the randomized controlled trials on the application of ambroxol hydrochloride combined with fiberoptic bronchoscopy in elderly patients with severe pneumonia. Related outcomes were extracted and analyzed. Review Manager 5.3 software was used for data anal. A total of 13 randomized controlled trials involving 1317 elderly patients (559 cases in the ambroxol hydrochloride+fiberoptic bronchoscopy group and 658 cases in the fiberoptic bronchoscopy group) with pneumonia were included. Meta-analyses indicated that the blood oxygen partial pressure [mean difference (MD)=5.75, 95% confidence interval (CI) (3.80, 7.70)], blood oxygen saturation [MD=6.43, 95% CI (4.39, 8.48)], oxygenation index [MD=26.75, 95% CI (14.61, 38.89)] of exptl. group was significantly higher than that of control group (all P001), the incidence of multiple organ failure [odds ratio=0.42, 95% CI (0.31, 0.56), P001], mortality on day 28 [odds ratio=0.44, 95% CI (0.33, 0.59)] of exptl. group was significantly less than that of control group (all P001). The high-dose ambroxol hydrochloride combined with fiberoptic bronchoscopy is beneficial to improve the patients blood gas indicators, and reduce mortality in elderly patients with severe pneumonia. In addition to this study using trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, there are many other studies that have used trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4Recommanded Product: trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride) was used in this study.

trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride(cas: 23828-92-4) is a medication indicated to alleviate chest congestion associated with conditions that include bronchitis, pneumonia, bronchospasm asthma, cough, and allergy.Recommanded Product: trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride Preclinically, ambroxol, the active ingredient of Mucosolvan, has been shown to increase respiratory tract secretion.

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Manna, Kuntal; Zhang, Teng; Greene, Francis X.; Lin, Wenbin published an article on February 25 ,2015. The article was titled 《Bipyridine- and Phenanthroline-Based Metal-Organic Frameworks for Highly Efficient and Tandem Catalytic Organic Transformations via Directed C-H Activation》, and you may find the article in Journal of the American Chemical Society.Category: alcohols-buliding-blocks The information in the text is summarized as follows:

The authors report the synthesis of robust and porous bipyridyl- and phenanthryl-based metal-organic frameworks (MOFs) of UiO topol. (BPV-MOF, mBPV-MOF, and mPT-MOF) and their postsynthetic metalation to afford highly active single-site solid catalysts. While BPV-MOF was constructed from only bipyridyl-functionalized dicarboxylate linker, both mBPV- and mPT-MOF were built with a mixture of bipyridyl- or phenanthryl-functionalized and unfunctionalized dicarboxylate linkers. The postsynthetic metalation of these MOFs with [Ir(COD)(OMe)]2 provided Ir-functionalized MOFs (BPV-MOF-Ir, mBPV-MOF-Ir, and mPT-MOF-Ir), which are highly active catalysts for tandem hydrosilylation of aryl ketones and aldehydes followed by dehydrogenative ortho-silylation of benzylicsilyl ethers as well as C-H borylation of arenes using B2pin2. Both mBPV-MOF-Ir and mPT-MOF-Ir catalysts displayed superior activities compared to BPV-MOF-Ir due to the presence of larger open channels in the mixed-linker MOFs. Impressively, mBPV-MOF-Ir exhibited high TONs of up to 17000 for C-H borylation reactions and was recycled >15 times. The mPT-MOF-Ir system is also active in catalyzing tandem dehydrosilylation/dehydrogenative cyclization of N-methylbenzyl amines to azasilolanes in the absence of a H acceptor. Importantly, MOF-Ir catalysts are significantly more active (up to 95 times) and stable than their homogeneous counterparts for all three reactions, strongly supporting the beneficial effects of active site isolation within MOFs. This work illustrates the ability to increase MOF open channel sizes by using the mixed linker approach and shows the enormous potential of developing highly active and robust single-site solid catalysts based on MOFs containing N-donor ligands for important organic transformations. In the experiment, the researchers used 2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0Category: alcohols-buliding-blocks)

2-(3,4-Dimethylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(cas: 401797-00-0) belongs to hydroxy-containing compounds. Hydroxy-containing compounds engage in intermolecular hydrogen bonding increasing the electrostatic attraction between molecules and thus to higher boiling and melting points than found for compounds that lack this functional group. Organic compounds, which are often poorly soluble in water, become water-soluble when they contain two or more hydroxy groups, as illustrated by sugars and amino acid.Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Smolobochkin, A. V.; Turmanov, R. A.; Gazizov, A. S.; Kuznetsova, E. A.; Burilov, A. R.; Pudovik, M. A. published an article in Russian Journal of Organic Chemistry. The title of the article was 《Reaction of N-(4,4-Diethoxybutyl)phosphonamides with Chloro(diphenyl)phosphine. Synthesis of 2-(Diphenylphosphoryl)pyrrolidines》.Category: alcohols-buliding-blocks The author mentioned the following in the article:

The reaction of N-(4,4-diethoxybutyl)phosphonamides with chloro(diphenyl)phosphine in chloroform in the presence of acetic acid gave previously unknown 2-(diphenylphosphoryl)pyrrolidines, and hydrolysis of the latter afforded 2-(diphenylphosphoryl)pyrrolidine. The results came from multiple reactions, including the reaction of 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Category: alcohols-buliding-blocks)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) belongs to anime. In organic chemistry, amines are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (NH3), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines).Category: alcohols-buliding-blocks

Referemce:
Alcohol – Wikipedia,
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Smolobochkin, A. V.; Yakhshilikova, L. J.; Bekrenev, D. D.; Gazizov, A. S.; Burilov, A. R.; Pudovik, M. A. published their research in Russian Journal of General Chemistry on February 28 ,2022. The article was titled 《Reactions of Aminoacetals with C-Nucleophiles as a New Method for the Synthesis of Di(het)arylmethane Derivatives with a Taurine Fragment》.Synthetic Route of C8H19NO2 The article contains the following contents:

Based on the acid-catalyzed reaction of functionalized aminoacetals with C-nucleophiles, a series of new diarylmethane derivatives with a taurine fragment were synthesized. After reading the article, we found that the author used 4,4-Diethoxybutan-1-amine(cas: 6346-09-4Synthetic Route of C8H19NO2)

4,4-Diethoxybutan-1-amine(cas: 6346-09-4) 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).Synthetic Route of C8H19NO2

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The author of 《Chiral recognition of homochiral poly (amidoamine) dendrimers substituted with R- and S-glycidol by keratinocyte (HaCaT) and squamous carcinoma (SCC-15) cells in vitro》 were Malinga-Drozd, Malgorzata; Uram, Lukasz; Wrobel, Konrad; Wolowiec, Stanislaw. And the article was published in Polymers (Basel, Switzerland) in 2021. Reference of (R)-Oxiran-2-ylmethanol The author mentioned the following in the article:

The generation 2 and 3 poly(amidoamine) dendrimers (PAMAM G2 and G3) were converted into N-(2,3-dihydroxy)propyl derivatives by the addition of enantiomerically pure S- and R-glycidol. The homochiral dendrimers bind to HaCaT and SCC-15 cell membranes with an R/S glycidol enantioselectivity ratio of 1.5:1, as was quant. determined by fluorescence microscopy and visualized by confocal microscopy. Fully substituted G2 and G3 dendrimers were equipped with 32 and 64 N-(2,3-dihydroxy)propyl residues and showed effectively radial symmetry for homochiral derivatives in 13C NMR spectrum in contrary to analogs obtained by reaction with rac-glycidol. The sub-stoichiometric derivatives of G2 and G3 were also obtained in order to characterize them spectroscopically. The homochiral dendrimers were labeled with two different fluorescent labels, fluorescein, and rhodamine B, using their isothiocyanates to react with G2 and G3 followed by the addition of S- and R-glycidol. Obtained fluorescent derivatives were deficiently filled with N-(2,3-dihydroxy)propyl substituents due to steric hindrance imposed by the attached label. Nevertheless, these derivatives were used to determine their ability to bind to the cell membrane of human keratinocytes (HaCaT) and squamous carcinoma cells (SCC-15). Confocal microscopy images obtained from cells treated with variously labeled conjugates and fluorescence anal. with fluorescence reader allowed us to conclude that R-glycidol derivatives were bound and entered the cells preferentially, with higher accumulation in cancer cells. The G3 polyamidoamine (PAMAM)-based dendrimers were taken up more efficiently than G2 derivatives Moreover, S- and R-glycidol furnished dendrimers were highly biocompatible with no toxicity up to 300 Μ M concentrations, in contrast to the amine-terminated PAMAM analogs. The experimental process involved the reaction of (R)-Oxiran-2-ylmethanol(cas: 57044-25-4Reference 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.Reference of (R)-Oxiran-2-ylmethanol

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