Author: tianli

Xue, Tong published the artcileResearch on an abnormal reaction of N-methyl-di(2-hydroxyethyl)amine, Formula: C10H15NO, the publication is Huaxue Tongbao (2015), 78(12), 1162-1165, database is CAplus.

In organic synthesis, methanesulfonyl chloride was often used to react with alc. to turn hydroxyl into a more active leaving group-methanesulfonyl. However, we had found that, when N-methyl-di(2-hydroxyethyl)amine reacted with methanesulfonyl chloride, its hydroxyl groups were both substituted by chlorine atoms. A series of designed experiments indicated that the key reason of this phenomenon was the generation of three-membered ring azonia ion transition state. The formation of this transition state must meet three requirements: there must two carbon atoms between the nitrogen atom and hydroxyl group, nitrogen atom must have sufficient electron cloud d. and the steric hindrance around nitrogen atom cannot be too high.

Huaxue Tongbao published new progress about 101-98-4. 101-98-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Alcohol, name is 2-(Benzyl(methyl)amino)ethanol, and the molecular formula is C4H10O2, Formula: C10H15NO.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Zhang, Jian published the artcileStudy on synthesis of multivalent neoglycoproteins and their binding properties to hepatic stellate cells, Quality Control of 96345-79-8, the publication is Chinese Journal of Chemistry (2003), 21(7), 843-846, database is CAplus.

Neoglycoproteins of human serum albumin (HSA) were prepared by reaction of sugar-OC₆H₄N:C:S-p with HSA and the binding properties of the conjugates to hepatic stellate cells evaluated by confocal fluorescence microscopy. The bioactivity revealed that HSA modified with glucose showed high binding affinity.

Chinese Journal of Chemistry published new progress about 96345-79-8. 96345-79-8 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Gal and Man, name is (2R,3S,4S,5S,6R)-2-(Hydroxymethyl)-6-(4-isothiocyanatophenoxy)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H31NO2, Quality Control of 96345-79-8.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, Shengnan published the artcileInvestigating the effect of three phenolic fractions on the volatility of floral, fruity, and aged aromas by HS-SPME-GC-MS and NMR in model wine, SDS of cas: 106-25-2, the publication is Food Chemistry: X (2022), 100281, database is CAplus and MEDLINE.

In this study, the volatility of three typical wine aromas in model wine was investigated by HS-SPME-GC-MS, NMR, and sensory evaluation as influenced by different concentrations and structural properties of phenolics. Results showed that three phenolic fractions (phenolic acids, monomeric/oligomeric and polymeric procyanidins) exhibited different matrix effects on floral, fruity, and aged aromas perception. Physico-chem. and sensory analyses together indicated that all fractions reduced the perceived intensity of fruity and aged aroma attributes, and displayed stronger retention effects on fruity aromas at higher mDP and concentrations Monomeric/oligomeric and polymeric procyanidins promoted highly hydrophobic floral aromas release, whereas inhibiting the volatility of low hydrophobic fruity aromas. NMR confirmed that the reduction in the volatility of rose oxide, Et butanoate and whiskey lactone was attributed to interactions with epicatechin. This study aims to provide new thoughts and theor. support for wine aroma regulation during winemaking by reconstructing the phenolic composition in wine.

Food Chemistry: X published new progress about 106-25-2. 106-25-2 belongs to alcohols-buliding-blocks, auxiliary class Natural product, name is cis-3,7-Dimethyl-2,6-Octadien-1-Ol, and the molecular formula is C8H14O2, SDS of cas: 106-25-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Xiong, Dazhen published the artcileTemperature-switchable deep eutectic solvents for selective separation of aromatic amino acids in water, SDS of cas: 645-56-7, the publication is Separation and Purification Technology (2021), 118479, database is CAplus.

Amino acids are vital compounds in animal and human nutrition. However, it is still a great challenge to develop a cost-effective process for selective separation of amino acids. In the present study, a class of deep eutectic solvents (DESs) with short-chain alkanolamines as hydrogen bond acceptors (HBAs) and phenolic compounds as hydrogen bond donors (HBDs) have been explored for selective separation of aromatic amino acids for the first time. It is found that these DESs exhibit upper critical solution temperature (UCST)-type phase behavior in water, and their phase transition temperature is related with the pK_a values of HBAs and HBDs as well as the hydrophobicity of HBDs. The UCST-type phase separation process is investigated by dynamic light scattering (DLS), FT-IR spectroscopy and temperature-variable ¹H NMR in details, and the stability of the DESs in water is also examined Interestingly, these UCST-type DESs/water systems are applicable to selective separation of aromatic amino acids. The separation factor between L-tryptophan and L-tyrosine as well as between L-tryptophan and L-phenylalanine can reach up to 476.1 and 87.9, resp., which is about 20 and 19 times that reported in ionic liquids-based extraction solvents.

Separation and Purification Technology published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C10H18O4, SDS of cas: 645-56-7.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Guo, Chunyang published the artcilePharmaceutical Cocrystals of Nicorandil with Enhanced Chemical Stability and Sustained Release, Synthetic Route of 86-48-6, the publication is Crystal Growth & Design (2020), 20(10), 6995-7005, database is CAplus.

Nicorandil (NCD) is a chem. unstable drug and sensitive to humidity, heat, and mech. stress in manufacturing processes. In this work, the cocrystals of NCD with organic acids were designed and synthesized to enhance the stability of NCD. Cocrystals of NCD with 1-hydroxy-2-naphthoic acid, salicylic acid, 3-hydroxybenzoic acid, and 2,5-dihydroxybenzoic acid were obtained. Hydrothermal stability study showed that cocrystals performed with remarkable stability advantages compared with pure NCD. On the basis of mechanism research, the stability improvements of NCD mols. can be attributed to the realignments of NCD mols. in cocrystals. After the formation of cocrystals, the novel packing styles of NCD break the self-catalyzed decomposition process in pure NCD structure. Moreover, intrinsic dissolution rate characterizations showed that the formation of cocrystals could also optimize the dissolution behavior of NCD to realize the objective of sustained release. The novel cocrystals stabilize nicorandil at mol. levels through lengthening the distances between N1 and C8 of adjacent mols.

Crystal Growth & Design published new progress about 86-48-6. 86-48-6 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment,Natural product, name is 1-Hydroxy-2-naphthoic acid, and the molecular formula is C11H8O3, Synthetic Route of 86-48-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Wang, M. published the artcilePharmacokinetics, safety and tolerability of triflusal and its main active metabolite HTB in healthy Chinese subjects, Related Products of alcohols-buliding-blocks, the publication is Drug Research (Stuttgart, Germany) (2014), 64(5), 263-268, 6 pp., database is CAplus and MEDLINE.

Objective: Triflusal presents comparable antiplatelet activity to aspirin while presenting a more favorable safety profile, and is used in the treatment of thrombosis. The study aimed to evaluate the pharmacokinetics and safety of triflusal and its major metabolite 2-(hydroxyl)-4-(trifluoromethyl)- benzoic acid (HTB) in healthy Chinese subjects. Methods: 30 healthy subjects were recruited in this randomized, single-center, and open-label, parallel, single ascending doses (300, 600, 900 mg) and multiple doses (600 mg, once daily for 7 days) study. Plasma samples were analyzed with a validated liquid chromatog. tandem mass spectrometry (LC/MS/MS) method. Safety was assessed by adverse events, ECG, laboratory testing, and vital signs. Results: Triflusal was safe and well tolerated. After single-dose administration, triflusal was rapidly absorbed with a mean Tmax of 0.55-0.92 h and a mean t1/2 kel of 0.35-0.65 h, HTB was absorbed with a mean Tmax of 2.35-3.03 h and a mean t1/2 kel of 52.5-65.57 h. Cmax and AUC for triflusal and HTB were approx. dose proportional over the 300-900 mg dose range. In the steady state, the accumulation index (R) indicated that the exposure of triflusal increased slightly with repeated dosing, and the exposure of HTB increased obviously. 3 Adverse events certainly related to the investigational drugs occurred in the multiple-dose phase. Conclusion: Following oral dosing under fasting condition, triflusal is promptly absorbed and rapidly depleted from the systemic circulation. HTB is quickly generated from triflusal and slowly eliminated. Triflusal accumulates slightly in the body. HTB plasma concentration builds up progressively toward steady-state.

Drug Research (Stuttgart, Germany) published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C12H21NO7, Related Products of alcohols-buliding-blocks.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Yu, Dan published the artcileSelf-Assembled Nucleotide/Saccharide-Tethering Polycation-Based Nanoparticle for Targeted Tumor Therapy, HPLC of Formula: 20880-92-6, the publication is ACS Materials Letters (2020), 2(5), 550-556, database is CAplus.

Development of novel concepts to construct drug vehicles for efficient encapsulation of hydrophobic drugs and targeted therapy is highly desirable to biomedical science. It remains a challenge to create effective noncovalent linkage between the components within the drug vectors. In this work, we report a supramol. approach to construct multifunctional nanoparticles, which combined tumor-targeting capability via saccharide, cell penetration via pos.-charged surface, and chemotherapeutic function via drug delivery for cancer therapy. A endogenous self-associating nucleotide (guanosine monophosphate) noncovalently bonded with a hydrophobic nucleoside analog drug (clofarabine) to form nanofibrils, which were transformed to spherical nanoparticles by assembling with a fructose/ethanolamine-functionalized starlike poly(glycidyl methacrylate)-based cationic polymer. Noncovalent cavities within the nanoparticles were created, through the nucleotide self-association, and acted as linkage between the hydrophilic cationic polymer and the drug. The saccharide-tethering polycation and nucleotide components were labeled with fluorescent dyes, resp., to image the endocytosis and biodistribution. In vitro and in vivo results show that the functional nanoparticles exhibited good capabilities of the targeted accumulation of the nanoparticles and delivery of drugs in cancer cells and tumor sites, leading to a robust anticancer effect.

ACS Materials Letters published new progress about 20880-92-6. 20880-92-6 belongs to alcohols-buliding-blocks, auxiliary class Other Aliphatic Heterocyclic,Chiral,Alcohol, name is ((3aS,5aR,8aR,8bS)-2,2,7,7-Tetramethyltetrahydro-3aH-bis([1,3]dioxolo)[4,5-b:4′,5′-d]pyran-3a-yl)methanol, and the molecular formula is C8H10O4, HPLC of Formula: 20880-92-6.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Li, Dan published the artcileDesymmetrization Process by Mg(II)-Catalyzed Intramolecular Vinylogous Michael Reaction, Recommanded Product: 4-Propylphenol, the publication is Organic Letters (2020), 22(23), 9229-9233, database is CAplus and MEDLINE.

Chiral magnesium catalyzed intramol. vinylogous Michael reaction of novel cyclohexadienones via a desymmetrization process is reported. (R)-BINOL derived ligand and an achiral amide were employed in the current in situ generated magnesium catalyst, giving the corresponding hydrogenated benzofuranone skeletons in good to excellent enantioselectivities with high yields. This simple and efficient strategy could be utilized for the synthesis of aromatized α,β-unsaturated ester and Br-substituted hydrogenated benzofuranone in good yields under mild conditions.

Organic Letters published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C9H12O, Recommanded Product: 4-Propylphenol.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Han, Yanfang published the artcileAsymmetric Retro-Claisen Reaction by Synergistic Chiral Primary Amine/Palladium Catalysis, Quality Control of 328-90-5, the publication is Organic Letters (2019), 21(18), 7258-7261, database is CAplus and MEDLINE.

We described herein a chiral primary amine/palladium catalyzed asym. retro-Claisen reaction of β-diketones with salicylic carbonates. A series of chiral α-alkylated ketones and macrolides were obtained with good yields and excellent enantioselectivities upon a sequence of decarboxylative benzylation, retro-Claisen cleavage, and enamine protonation. This strategy features broad substrate scope, mild conditions, as well as high atom economy with salicylic carbonates as the o-quinone methide precursors.

Organic Letters published new progress about 328-90-5. 328-90-5 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Carboxylic acid,Benzene,Phenol, name is 2-Hydroxy-4-(trifluoromethyl)benzoic acid, and the molecular formula is C8H5F3O3, Quality Control of 328-90-5.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts

Xue, Si-tu published the artcileSubstituted benzothiophene and benzofuran derivatives as a novel class of bone morphogenetic protein-2 upregulators: Synthesis, anti-osteoporosis efficacies in ovariectomized rats and a zebrafish model and ADME properties, Computed Properties of 622-40-2, the publication is European Journal of Medicinal Chemistry (2020), 112465, database is CAplus and MEDLINE.

This study optimized the structure of the anti-osteoporosis compound I [R¹ = H; R² = OMe; R⁵ = OEt; X = O] by balancing its lipophilicity and improving its stability. Substituted benzothiophenes/benzofurans derivatives I [R¹ = H; R² = OMe; R¹R² = OCH₂O; R⁵ = Cl, OH, OEt; X = O, S] and II [R¹ = H; R² = OMe; R¹R² = OCH₂O; R³ = n-Pr, P(O)(OH)₂, CH₂N(CH₃)₂, etc.; X = O, S; Y = O, NH, NMe] which were not reported in the literature were designed and synthesized. The ovariectomized rat model of osteoporosis was selected to evaluate the therapeutic effects, compound II [R¹ = H; R² = OMe; R³ = CH₂N(CH₃)₂, etc.; X = O; Y = NH] showed better therapeutic efficacy than that of compound I [R¹ = H; R² = OMe; R⁵ = OEt; X = O]. The anti-osteoporosis activity and BMP-2 (bone morphogenetic protein-2) protein upregulation after treatment with compound II [R¹ = H; R² = OMe; R³ = CH₂N(CH₃)₂, etc.; X = O; Y = NH] in a zebrafish osteoporosis model was verified. Compound II [R¹ = H; R² = OMe; R³ = CH₂N(CH₃)₂, etc.; X = O; Y = NH] improved the ADME properties, therapeutic efficacy and pharmacokinetics of the drug than that of compound I [R¹ = H; R² = OMe; R⁵ = OEt; X = O]. Overall, the anti-osteoporosis effects of the compounds I and II of this type, preliminarily determined the target patient population, verified the mechanism of action, clarified the level of toxicity and provided preliminary ADME data was evaluated. These compounds I and II could both correct bone loss that was already occurring in patients and had broad clin. applicability.

European Journal of Medicinal Chemistry published new progress about 622-40-2. 622-40-2 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Alcohol, name is 2-Morpholinoethanol, and the molecular formula is C6H4ClNO2, Computed Properties of 622-40-2.

Referemce:
https://en.wikipedia.org/wiki/Alcohol,
Alcohols – Chemistry LibreTexts