Tag: M.W=150-200

West, F. G. published the artcileApplications of Stevens [1,2]-Shifts of Cyclic Ammonium Ylides. A Route to Morpholin-2-ones, Synthetic Route of 101-98-4, the publication is Journal of Organic Chemistry (1994), 59(20), 6051-6, database is CAplus.

2-(N,N-Dialkylamino)ethyl diazoacetoacetates I (R¹ = benzyl, alkyl, etc.; R² = Me, benzyl) were prepared in two steps from ethanolamines. When heated in the presence of catalytic Cu, the substrates cleanly formed morpholinones II (same R¹, R²), presumably via the intermediacy of copper carbenoids and cyclic ammonium ylides. In most cases involving benzylic or allylic migrating groups, ylide [1,2]-shift occurred in good yield (55-80%). Simple alkyl groups failed to undergo the rearrangement, with the exception of a tert-Bu substituted compound, which furnished morpholinone II (R¹ = tert-Bu, R² = Me) in 10% yield.

Journal of Organic Chemistry 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 C17H16O2, Synthetic Route of 101-98-4.

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

Hosseini-Sarvari, M. published the artcileNano-sulfated titania as a heterogeneous solid acid catalyst for the synthesis of pyrroles by Clauson-Kaas condensation under solvent-free conditions, Application of 4-(1H-Pyrrol-1-yl)phenol, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2014), 49(12), 1732-1739, database is CAplus.

A new and environmentally benign method for the preparation of N-substituted pyrroles from one-pot condensation reaction of 2,5-dimethoxytetrahydrofuran with amines and diamines in the presence of nano sulfated titania under solvent-free conditions was presented. This new protocol features simple operation, easy availability, stability, and eco-friendliness of catalyst, as well as high to excellent yields of products. In addition, we report for the first time an alternative method for the synthesis of pyrroles from aromatic amines containing the β-lactam fragment using nano sulfated titania as catalyst.

Chemistry of Heterocyclic Compounds (New York, NY, United States) published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Application of 4-(1H-Pyrrol-1-yl)phenol.

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

Mushtaq, Sajid published the artcileEfficient and Site-Specific ¹²⁵I-Radioiodination of Bioactive Molecules Using Oxidative Condensation Reaction, Formula: C8H19NO2, the publication is ACS Omega (2018), 3(6), 6903-6911, database is CAplus and MEDLINE.

In this report, the novel and site-specific radioiodination of biomols. by using aryl diamine and alkyl aldehyde condensation reaction in the presence of a Cu²⁺ catalyst under ambient conditions was reported. ¹²⁵I-labeled alkyl aldehyde was synthesized using a tin precursor with a high radiochem. yield (72 ± 6%, n = 5) and radiochem. purity (>99%). The utility of the radioiodinated precursor was demonstrated through aryl diamine-installed c[RGDfK(C)] peptide and human serum albumin (HSA). Radioiodinated c[RGDfK(C)] peptide and HSA protein were synthesized with high radiochem. yields and purity. ¹²⁵I-HSA protein showed excellent in vivo stability and negligible thyroid uptake as compared with directly radioiodinated HSA by using the tyrosine group. Excellent reaction kinetics and the in vitro and in vivo stabilities of ¹²⁵I-labeled alkyl aldehyde have suggested the usefulness of the strategy for the radioiodination of bioactive mols.

ACS Omega published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C8H19NO2, Formula: C8H19NO2.

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

Smolobochkin, Andrey V. published the artcileSynthesis and evaluation of water-soluble 2-aryl-1-sulfonylpyrrolidine derivatives as bacterial biofilm formation inhibitors, SDS of cas: 6346-09-4, the publication is Chemistry & Biodiversity (2019), 16(1), n/a, database is CAplus and MEDLINE.

The approach to the novel 1-[(2-aminoethyl)sulfonyl]-2-arylpyrrolidines via unique intramol. cyclization/aza-Michael reactions of N-(4,4-diethoxybutyl)ethenesulfonamide have been developed, which benefits from high yields of target compounds, mild reaction conditions, usage of inexpensive and low-toxic reagents, and allows for wide variability in both amine and aryl moieties. Biotesting with whole-cell luminescent bacterial biosensors responding to DNA damage showed that all tested compounds are not genotoxic. Tested compounds differently affect the formation of biofilms by Vibrio aquamarinus DSM 26054. Some of the tested compounds were found to suppress the bacterial biofilms growth and thus are promising candidates for further studies.

Chemistry & Biodiversity published new progress about 6346-09-4. 6346-09-4 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Ether, name is 4,4-Diethoxybutan-1-amine, and the molecular formula is C10H11NO4, SDS of cas: 6346-09-4.

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

Liu, Yujia published the artcileA Major Intestinal Catabolite of Quercetin Glycosides, 3-Hydroxyphenylacetic Acid, Protects the Hepatocytes from the Acetaldehyde-Induced Cytotoxicity through the Enhancement of the Total Aldehyde Dehydrogenase Activity, Computed Properties of 621-37-4, the publication is International Journal of Molecular Sciences (2022), 23(3), 1762, database is CAplus and MEDLINE.

Aldehyde dehydrogenases (ALDHs) are the major enzyme superfamily for the aldehyde metabolism Since the ALDH polymorphism leads to the accumulation of acetaldehyde, we considered that the enhancement of the liver ALDH activity by certain food ingredients could help prevent alc.-induced chronic diseases. Here, we evaluated the modulating effects of 3-hydroxyphenylacetic acid (OPAC), the major metabolite of quercetin glycosides, on the ALDH activity and acetaldehyde-induced cytotoxicity in the cultured cell models. OPAC significantly enhanced the total ALDH activity not only in mouse hepatoma Hepa1c1c7 cells, but also in human hepatoma HepG2 cells. OPAC significantly increased not only the nuclear level of aryl hydrocarbon receptor (AhR), but also the AhR-dependent reporter gene expression, though not the nuclear factor erythroid-2-related factor 2 (Nrf2)-dependent one. The pretreatment of OPAC at the concentration required for the ALDH upregulation completely inhibited the acetaldehyde-induced cytotoxicity. Silencing AhR impaired the resistant effect of OPAC against acetaldehyde. These results strongly suggested that OPAC protects the cells from the acetaldehyde-induced cytotoxicity, mainly through the AhR-dependent and Nrf2-independent enhancement of the total ALDH activity. Our findings suggest that OPAC has a protective potential in hepatocyte models and could offer a new preventive possibility of quercetin glycosides for targeting alc.-induced chronic diseases.

International Journal of Molecular Sciences published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C8H8O3, Computed Properties of 621-37-4.

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

Joshi, Shrinivas D. published the artcileChemical synthesis and in silico molecular modeling of novel pyrrolyl benzohydrazide derivatives: Their biological evaluation against enoyl ACP reductase (InhA) and Mycobacterium tuberculosis, Application In Synthesis of 23351-09-9, the publication is Bioorganic Chemistry (2017), 181-200, database is CAplus and MEDLINE.

In efforts to develop new antitubercular agents, we report here the synthesis of a series of novel pyrrole hydrazine derivatives The mols. were evaluated against inhibitors of InhA, which is one of the key enzymes involved in type II fatty acid biosynthetic pathway of the mycobacterial cell wall as well as inhibitors of Mycobacterium tuberculosis H37Rv. The binding mode of compounds at the active site of enoyl-ACP reductase was explored using the surflex-docking method. The model suggests one or two H-bonding interactions between the compounds and the InhA enzyme. Some compounds exhibited good activities against InhA in addition to promising activities against M. tuberculosis.

Bioorganic Chemistry published new progress about 23351-09-9. 23351-09-9 belongs to alcohols-buliding-blocks, auxiliary class Pyrrole,Benzene,Alcohol, name is 4-(1H-Pyrrol-1-yl)phenol, and the molecular formula is C10H9NO, Application In Synthesis of 23351-09-9.

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

Valdes, Alberto published the artcileMetabolomics study of COVID-19 patients in four different clinical stages, Computed Properties of 621-37-4, the publication is Scientific Reports (2022), 12(1), 1650, database is CAplus and MEDLINE.

SARS-CoV-2 (severe acute respiratory syndrome coronavirus 2) is the coronavirus strain causing the respiratory pandemic COVID-19 (coronavirus disease 2019). To understand the pathobiol. of SARS-CoV-2 in humans it is necessary to unravel the metabolic changes that are produced in the individuals once the infection has taken place. The goal of this work is to provide new information about the altered biomol. profile and with that the altered biol. pathways of patients in different clin. situations due to SARS-CoV-2 infection. This is done via metabolomics using HPLC-QTOF-MS anal. of plasma samples at COVID-diagnose from a total of 145 adult patients, divided into different clin. stages based on their subsequent clin. outcome (25 neg. controls (non-COVID); 28 pos. patients with asymptomatic disease not requiring hospitalization; 27 pos. patients with mild disease defined by a total time in hospital lower than 10 days; 36 pos. patients with severe disease defined by a total time in hospital over 20 days and/or admission at the ICU; and 29 pos. patients with fatal outcome or deceased). Moreover, follow up samples between 2 and 3 mo after hospital discharge were also obtained from the hospitalized patients with mild prognosis. The final goal of this work is to provide biomarkers that can help to better understand how the COVID-19 illness evolves and to predict how a patient could progress based on the metabolites profile of plasma obtained at an early stage of the infection. In the present work, several metabolites were found as potential biomarkers to distinguish between the end-stage and the early-stage (or non-COVID) disease groups. These metabolites are mainly involved in the metabolism of carnitines, ketone bodies, fatty acids, lysophosphatidylcholines/phosphatidylcholines, tryptophan, bile acids and purines, but also omeprazole. In addition, the levels of several of these metabolites decreased to “normal” values at hospital discharge, suggesting some of them as early prognosis biomarkers in COVID-19 at diagnose.

Scientific Reports published new progress about 621-37-4. 621-37-4 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Phenol,Natural product, name is 3-Hydroxyphenylacetic acid, and the molecular formula is C20H19NO4, Computed Properties of 621-37-4.

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

Leyden, Donald E. published the artcileProton exchange mechanisms of some tertiary benzylamines, Formula: C10H15NO, the publication is Journal of Physical Chemistry (1969), 73(9), 2924-9, database is CAplus.

The rate of proton exchange in aqueous HCl was measured for N,N-dibenzylmethylamine, N-benzyl-N-methylethanolamine, N-benzyl-N-methyl-2-chloroethylamine, and N,N-dimethylbenzylamine. The rate constant, kH, for the breaking of the R3N … HOH hydrogen bond was determined for each compound A factor influencing the value of kH is the H bonding between the protons in the water mol. and the aromatic rings.

Journal of Physical Chemistry 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 C10H15NO, Formula: C10H15NO.

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

Leyden, Donald E. published the artcileInversion of tertiary amines in aqueous acid, Quality Control of 101-98-4, the publication is Journal of the Chemical Society [Section] D: Chemical Communications (1969), 598, database is CAplus.

N,N-dibenzylmethylamine, N-benzyl-N-methyl-2-chloroethylamine, and N-benzyl-N-methylethanolamine were used for the study of the N inversion rate in aqueous solution Except in the high pH region, the rate of N inversion does not follow the predictions of the Saunders and Yamada equation (1963). In the intermediate pH region, the inversion rate is independent of pH. In the lower pH region, the rate is pH-dependent, but does not follow the S. and Y. equation.

Journal of the Chemical Society [Section] D: Chemical Communications 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 C10H15NO, Quality Control of 101-98-4.

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

Suzuki, Yumena published the artcileExploring novel cocrystalline forms of oxyresveratrol to enhance aqueous solubility and permeability across a cell monolayer, COA of Formula: C11H8O3, the publication is Biological & Pharmaceutical Bulletin (2019), 42(6), 1004-1012, database is CAplus and MEDLINE.

Oxyresveratrol (ORV) is a naturally extracted compound with many pharmacol. activities. However, information about the crystalline form is not known when considering the development of a form for oral dosage. Cocrystal engineering offers drug mol. understanding and drug solubility improvements. Thus, we attempted cocrystn. of ORV using 10 carboxylic acids as a coformer at a 1:1 M ratio. Each combination was processed with liquid-assisted grinding, solvent evaporation and a slurry method, then characterized by powder X-ray powder diffraction (PXRD), conventional and low-frequency Raman spectroscopy and thermal anal. The solubility, dissolution and permeation studies across Caco-2 cell monolayers were conducted to evaluate the ORV samples. A screening study revealed that an ORV and citric acid (CTA) cocrystal formed by Et acetate-assisted grinding had characteristic PXRD peaks (14.0 and 16.5°) compared to those of ORV dihydrate used as a starting material. Low-frequency Raman measurements, with peaks at 100 cm^-1, distinguished potential cocrystals among three processing methods while conventional Raman could not. An endothermic melt (142.2°C) confirmed the formation of the novel crystalline complex. The solubility of the cocrystal in the dissolution media of pH 1.2 and 6.8 was approx. 1000μg/mL, a 1.3-fold increase compared to ORV alone. In vitro cytotoxicity studies showed that the cocrystal and phys. blend were not toxic at concentrations of 25 and 12.5μM ORV, resp. The ORV-CTA cocrystal enhanced the cellular transport of ORV across Caco-2 monolayers. Therefore, cocrystn. could be used to improve aqueous solubility and permeability, leading to better oral bioavailability of ORV.

Biological & Pharmaceutical Bulletin 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 C7H13BrSi, COA of Formula: C11H8O3.

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