Tag: M.W=150-200

Chen, Kai published the artcileCatalytic Amination of Phenols with Amines, Name: 3-Morpholinophenol, the publication is Journal of the American Chemical Society (2022), 144(3), 1144-1151, database is CAplus and MEDLINE.

Herein, a rhodium-catalyzed amination of phenols, which provided concise access to diverse anilines, with water as the sole byproduct was described. The arenophilic rhodium catalyst facilitated the inherently difficult keto-enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. The generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines was demonstrated. Several examples of late-stage functionalization of structurally complex bioactive mols., including pharmaceuticals, further illustrated the potential broad utility of the method.

Journal of the American Chemical Society published new progress about 27292-49-5. 27292-49-5 belongs to alcohols-buliding-blocks, auxiliary class Morpholine,Benzene,Phenol, name is 3-Morpholinophenol, and the molecular formula is C10H13NO2, Name: 3-Morpholinophenol.

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

Wan, Hui published the artcileEffect of high 2-KLG concentration on expression of pivotal genes involved in 2-KLG synthesis in Gluconobacter oxydans WSH-003, Application In Synthesis of 526-98-7, the publication is Weishengwu Xuebao (2016), 56(10), 1656-1663, database is CAplus and MEDLINE.

To analyze the effect of high 2-keto-L-gulonic acid (2-KLG) on important dehydrogenase, cofactor and transport proteins involved in 2-KLG synthesis. First, the growth of Gluconobacter oxydans under high 2-KLG was observed The real-time PCR was used to detect the expression of key sorbitol dehydrogenase gene sldAB, pyrroloquinoline quinone (PQQ) biosynthesis gene cluster pqqABCDE, and five genes encoding hypothetic PQQ transport proteins. According to results of the growth of G. oxydans under different 2-KLG concentration, 40, 80 and 120 g/L 2-KLG were decided to stimulate strains. Real-time PCR showed that PQQ synthesis genes pqqABCDE were not affected by high 2-KLG, but sorbitol dehydrogenase genes sldAB and part of genes encoding PQQ transport proteins were down-regulated under high 2-KLG stress. The expression of sorbitol dehydrogenase genes was restrained by high 2-KLG, PQQ transport was probably inhibited, but PQQ synthesis was not affected.

Weishengwu Xuebao published new progress about 526-98-7. 526-98-7 belongs to alcohols-buliding-blocks, auxiliary class Sugar Units,Other Sugar Units, name is (3S,4R,5S)-3,4,5,6-Tetrahydroxy-2-oxohexanoic acid, and the molecular formula is C15H14Cl2S2, Application In Synthesis of 526-98-7.

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

Lansdown, Kate published the artcileInvestigations into the stable isotope ratios of 1-phenyl-2-propanone, Recommanded Product: 2-Hydroxy-2-phenylacetic acid, the publication is Drug Testing and Analysis (2022), 14(3), 496-504, database is CAplus and MEDLINE.

Stable isotope ratio mass spectrometry (IRMS) can be used to determine the precursor and precursor origin of methylamphetamine drug samples. Previous work has shown that methylamphetamine samples can be distinguished as derived from different sources of (pseudo)ephedrine or phenyl-2-propanone (P2P) through the use of IRMS alongside conventional chem. profiling techniques. To date, limited research has been conducted to investigate whether methylamphetamine samples of differing P2P origins can be distinguished through drug profiling. This was investigated by synthesizing methylamphetamine inhouse in a three-step process. Two ‘preprecursors’ were used in this study, phenylacetic acid (PAA) and α-phenylacetoacetonitrile (α-PAAN). Using a combination of profiling techniques, it was found that methylamphetamine samples of PAA preprecursor origin and methylamphetamine samples of α-PAAN preprecursor origin can be distinguished.

Drug Testing and Analysis published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Recommanded Product: 2-Hydroxy-2-phenylacetic acid.

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

Bockova, Jana published the artcileChiroptical activity of hydroxycarboxylic acids with implications for the origin of biological homochirality, Synthetic Route of 90-64-2, the publication is Communications Chemistry (2021), 4(1), 86, database is CAplus.

Circularly polarised light (CPL) interacting with interstellar organic mols. might have imparted chiral bias and hence preluded prebiotic evolution of biomol. homochirality. The L-enrichment of extra-terrestrial amino acids in meteorites, as opposed to no detectable excess in monocarboxylic acids and amines, has previously been attributed to their intrinsic interaction with stellar CPL revealed by substantial differences in their chiroptical signals. Recent analyze of meteoritic hydroxycarboxylic acids (HCAs) – potential co-building blocks of ancestral proto-peptides – indicated a chiral bias toward the L-enantiomer of lactic acid. Here we report on novel anisotropy spectra of several HCAs using a synchrotron radiation electronic CD spectrophotometer to support the re-evaluation of chiral biomarkers of extra-terrestrial origin in the context of absolute photochirogenesis. We found that irradiation by CPL which would yield L-excess in amino acids would also yield L-excess in aliphatic chain HCAs, including lactic acid and mandelic acid, in the examined conditions. Only tartaric acid would show “unnatural” D-enrichment, which makes it a suitable target compound for further assessing the relevance of the CPL scenario.

Communications Chemistry published new progress about 90-64-2. 90-64-2 belongs to alcohols-buliding-blocks, auxiliary class Carboxylic acid,Benzene,Alcohol,Natural product, name is 2-Hydroxy-2-phenylacetic acid, and the molecular formula is C8H8O3, Synthetic Route of 90-64-2.

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

More, Uttam A. published the artcileDiscovery of target based novel pyrrolyl phenoxy derivatives as antimycobacterial agents: An in silico approach, Category: alcohols-buliding-blocks, the publication is European Journal of Medicinal Chemistry (2015), 317-339, database is CAplus and MEDLINE.

A new series of pyrrolyl phenoxy derivatives bearing alkoxy linker were synthesized and evaluated for anti-tubercular activity (anti-TB) against Mycobacterium tuberculosis. Mol. modeling, pharmacophore constructed using GALAHAD to produce an effective alignment of data set and evaluated by Pareto ranking. The pharmacophore features were filtered by Surflex-dock study using enoyl ACP reductase from M. tuberculosis, which is one of the key enzymes involved in type II fatty acid biosynthesis pathway of M. tuberculosis. Compound I showed the H-bond with NAD⁺, whereas compound II showed H-bonds with Tyr158, Thr196, Met199 and NAD⁺ that fitted well into the binding pocket of target InhA. The alkoxy linker bridge and acceptor groups with benzene ring were advantageous for anti-TB activity, which merit further investigation.

European Journal of Medicinal 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, Category: alcohols-buliding-blocks.

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

Muhialdin, Belal J. published the artcileMetabolomics profiling and antibacterial activity of fermented ginger paste extends the shelf life of chicken meat, Product Details of C8H8O3, the publication is LWT–Food Science and Technology (2020), 109897, database is CAplus.

Fermented ginger paste is a traditional condiment in South East Asia used to marinate meat to extend the shelf life and improve the taste. The present study aimed to determine the metabolomics profile of fermented ginger and the effects on the shelf life of chicken meat. Sterilized chicken meat slices were marinated using the fermented and fresh ginger paste and incubated at 8°C to determine the effects on the microbial growth. The bioactive metabolites were identified using ¹H NMR based anal. The results demonstrated that fermentation significantly (p<0.05) increased the antibacterial activity of the ginger paste against Salmonella enterica serotype Typhimurium (97%), Listeria monocytogenes (97%) and Staphylococcus aureus (100%), with the microbial load significantly (p < 0.05) reducing to 4.0 and 4.5 Log10 CFU g^-1 in the chicken meat slices marinated in fermented ginger. Fermented ginger paste significantly reduced the pH value, moisture content and water activity of chicken meat slices after the incubation for 2 days at 8°C. A total of 25 metabolites were identified in the fermented ginger paste. These results revealed the potential application of fermented ginger paste to enhance the safety of chicken meat via reducing the microbial load.

LWT–Food Science and Technology 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, Product Details of C8H8O3.

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

Tararov, Vitali I. published the artcileSynthesis of N-(dialkylaminoalkyl)alcohols by homogeneously catalyzed hydrogenolysis of cyclic N,O-acetals, Application of 2-(Benzyl(methyl)amino)ethanol, the publication is Synthesis (2002), 375-380, database is CAplus.

The homogeneously catalyzed hydrogenation of 1,3-oxazolidines affording unsym. substituted 2-N-(dialkylamino)ethanols is reported showing for the 1st time that Rh(I) catalysts based on chelating diphosphines can be advantageous for this reaction.

Synthesis 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 C11H13N3, Application of 2-(Benzyl(methyl)amino)ethanol.

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

Jagia, Moksh published the artcileNovel Co-crystals and Eutectics of Febuxostat: Characterization, Mechanism of Formation, and Improved Dissolution, Category: alcohols-buliding-blocks, the publication is AAPS PharmSciTech (2022), 23(1), 43, database is CAplus and MEDLINE.

Co-crystallization studies were undertaken to improve the solubility of a highly water-insoluble drug febuxostat (FXT), used in the treatment of gout and hyperuricemia. The selection of co-crystal former (CCF) mols. such as 1-hydroxy 2-naphthoic acid (1H-2NPH), 4-hydroxy benzoic acid (4-HBA), salicylic acid (SAC), 5-nitro isophthalic acid (5-NPH), isonicotinamide (ISNCT), and picolinamide (PICO) was based on the presence of complementary functional groups capable of forming hydrogen bond and the ΔpKa difference between FXT and CCF. A liquid-assisted grinding (LAG) method was successfully employed for the rapid screening of various pharmaceutical adducts. These adducts were characterized based on their unique thermal (differential scanning calorimetry) and spectroscopic (Fourier transform IR and Raman spectroscopy) profiles. Binary phase diagrams (BPD) were plotted to establish a relationship between the thermal events and adduct formed. Powder X-ray diffraction (PXRD) studies were carried out to confirm the formation of eutectic/co-crystal. Thermogravimetric anal. (TGA) was also performed for the novel co-crystals obtained. The propensity for strong homo-synthons over weak hetero-synthons and strong hetero-synthons over weak homo-synthons during supramol. growth resulted in the formation of eutectics and co-crystals resp. FXT:1H-2NPH (1), FXT:4-HBA (1), FXT:SAC (1, 2), and FXT:5-NPH (2-1) gave rise to pure eutectic systems, while FXT:ISNCT (2-1) and FXT:PICO (1) gave rise to novel co-crystals with characteristic DSC heating curves and PXRD pattern. Addnl., the impact of microenvironmental pH and microspeciation profile on the improved dissolution profile of the co-crystals was discussed.

AAPS PharmSciTech 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, Category: alcohols-buliding-blocks.

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

Walker, Brandon published the artcileMolecular dynamics free energy simulations of ATP:Mg²⁺ and ADP:Mg²⁺ using the polarisable force field AMOEBA, Formula: C9H21NO3, the publication is Molecular Simulation (2021), 47(5), 439-448, database is CAplus and MEDLINE.

ATPases and GTPases are two important classes of protein that play critical roles in energy transduction, cellular signalling, gene regulation and catalysis. These proteins use cofactors such as nucleoside di and tri-phosphates (NTP, NDP) and can detect the difference between NDP and NTP which then induce different protein conformations. Mechanisms that drive proteins into the NTP or NDP conformation may depend on factors such as ligand structure and how Mg²⁺ coordinates with the ligand, amino acids in the pocket and water mols. Here, we have used the advanced electrostatic and polarisable force field AMOEBA and mol. dynamics free energy simulations (MDFE) to examine the various binding mechanisms of ATP:Mg²⁺ and ADP:Mg²⁺. We compared the ATP:Mg²⁺ binding with previous studies using non-polarisable force fields and exptl. data on the binding affinity. It was found that the total free energy of binding for ATP:Mg²⁺ (-7.00 2.13 kcal/mol) is in good agreement with exptl. values (-8.6 .2 kcal/mol) [1]. In addition, parameters for relevant protonation states of ATP, ADP, GTP and GDP have been derived. These parameters will allow for researchers to investigate biochem. phenomena involving NTP’s and NDP’s with greater accuracy than previous studies involving non-polarisable force fields.

Molecular Simulation published new progress about 122-20-3. 122-20-3 belongs to alcohols-buliding-blocks, auxiliary class Organic Pigment, name is Triisopropanolamine, and the molecular formula is C8H6ClN, Formula: C9H21NO3.

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

Fadilah, Nurul Q. published the artcileVirucidal Activity of Essential Oils From Citrus x aurantium L. Against Influenza A Virus H1N1:Limonene as a Potential Household Disinfectant Against Virus, Category: alcohols-buliding-blocks, the publication is Natural Product Communications (2022), 17(1), 1934578X211072713, database is CAplus.

This work explored the compositions of a crude extract of peels of Citrus x aurantium using a gas chromatog.-mass spectrometry (GC-MS) technique. The crude extract of peels of C. x aurantium was analyzed by GC-MS revealing the presence of limonene as the major compound, accounting for 93.7% of the total. Virucidal activity of the oil of C. x aurantium peels against influenza A virus H1N1 was evaluated by the ASTM E1053-20 method. Moreover, the virucidal activity was also investigated of D-limonene, the major terpene in essential oils of C. x aurantium, and its enantiomer L-limonene. The essential oil of the C. x aurantium peels produced a log reduction of 1.9 to 2.0, accounting for 99% reduction of the virus, while D- and L-limonene exhibited virucidal activity with a log reduction of 3.70 to 4.32 at concentrations of 125 and 250.0μg/mL, thus reducing the virus by 99.99%. Previous work found that D-limonene exhibited antiviral activity against herpes simplex virus, but L-limonene, an enantiomer of D-limonene, has never been reported for antiviral activity. This work demonstrates the antiviral activity of L-limonene for the first time. Moreover, this work suggests that concentrations of 0.0125% to 0.025% of either D- or L-limonene can possibly be used as a disinfectant against viruses, probably in the form of essential oil sprays, which may be useful disinfectants against the airborne transmission of viruses, such as influenza and COVID-19.

Natural Product Communications 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 C10H18O, Category: alcohols-buliding-blocks.

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