Tag: M.W=150-200

Knight, Zachary A. published the artcileIsoform-specific phosphoinositide 3-kinase inhibitors from an arylmorpholine scaffold, Recommanded Product: 3-Morpholinophenol, the publication is Bioorganic & Medicinal Chemistry (2004), 12(17), 4749-4759, database is CAplus and MEDLINE.

Phosphoinositide 3-kinases (PI3-Ks) are an ubiquitous class of signaling enzymes that regulate diverse cellular processes including growth, differentiation, and motility. Physiol. roles of PI3-Ks have traditionally been assigned using two pharmacol. inhibitors, LY294002 and wortmannin. Although these compounds are broadly specific for the PI3-K family, they show little selectivity among family members, and the development of isoform-specific inhibitors of these enzymes has been long anticipated. Herein, the preparation of two classes of arylmorpholine PI3-K inhibitors and the characterization of their specificity against a comprehensive panel of targets within the PI3-K family are reported. Multiplex inhibitors that potently inhibit distinct subsets of PI3-K isoforms, including the first selective inhibitor of p110β/p110δ (IC₅₀ p110β = 0.13 μM, p110δ = 0.63 μM), were identified. Trends that suggest certain PI3-K isoforms may be more sensitive to potent inhibition by arylmorpholines, thereby guiding future drug design based on this pharmacophore, were also identified.

Bioorganic & Medicinal Chemistry 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, Recommanded Product: 3-Morpholinophenol.

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

Zhang, Xiaoping published the artcileOn the chemistry of 1-pyrroline in solution and in the gas phase, HPLC of Formula: 6346-09-4, the publication is Scientific Reports (2017), 7(1), 1-8, database is CAplus and MEDLINE.

1-Pyrroline has a highly characteristic odor, which is employed by living organisms for chem. signaling and other purposes, but the mechanism whereby this odor is formed remains poorly understood. Here we used a combination of ambient mass spectrometry (AMS) and NMR (NMR) spectroscopy to exptl. address the mechanistic aspects of 1-pyrroline volatility and other controversies regarding the chem. of this compound Our results indicate that in solution the volatility of the monomer species is significantly higher than that of the trimer species, and 1-pyrroline is evaporated mainly in its monomer state. Neat 1-pyrroline is essentially the pure trimer and displays ca. 100-fold lower evaporation rate than the monomer state in solution In the gas-phase the trimer species is irreversibly decomposed into monomer species. Under equilibrium conditions the vapor of 1-pyrroline entirely consists of monomer species. The evaporation rate of 1-pyrroline in water has a step-wise dependence on the solution pH, the abrupt increase in volatility (>1,000-fold) occurring around the pKa value of 1-pyrroline (6.8). The pronounced step-wise dependence of 1-pyrroline volatility around neutral pH may also be an important evolutionary factor allowing living systems to regulate the odor strength from very weak to very strong with minimal efforts.

Scientific Reports 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 C7H5ClN2S, HPLC of Formula: 6346-09-4.

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

Choi, Jong-Won published the artcileOrganic acid-based linear free energy relationship models for green leaching of strategic metals from spent lithium-ion batteries and improvement of leaching performance, Safety of 2-Hydroxy-2-phenylacetic acid, the publication is Journal of Hazardous Materials (2022), 423(Part_B), 127214, database is CAplus and MEDLINE.

Water-soluble organic acids (e.g., acetic acid, acrylic acid, and ascorbic acid), as green leachants, have been applied to leach strategic metals (Ni, Li, Mn, and Co) from spent lithium-ion batteries (LIBs). Organic acid-based linear free energy relationship models were developed and simulated to predict the feasibility of the leaching efficiency for each of the strategic metals based on in silico calculated descriptors. The developed models, with accuracy (R2) of 0.747-0.831, reveal that hydrogen bond acidity of organic acids promotes the leaching efficiency, whereas mol. volume or excess molar refraction inhibits the efficiency. Furthermore, toxicity (LD 50%) of organic acids was discussed along with the predicted leaching efficiency to explore more green and efficient organic acids. Considering both toxicity and leaching efficiency, citric acid was selected as a green and efficient leachant. To more improve the leaching performance (rate and efficiency) of citric acid, glucose as a green reductant and microwave treatment were addnl. applied. Under the selected conditions, the leaching efficiencies after 1 h for Ni, Li, Mn, and Co were enhanced up to 98.3%, 99.1%, 98.7%, and 97.7%, resp.

Journal of Hazardous Materials 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, Safety of 2-Hydroxy-2-phenylacetic acid.

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

Lim, Soobin published the artcileCobalt-Catalyzed Defluorosilylation of Aryl Fluorides via Grignard Reagent Formation, Synthetic Route of 23351-09-9, the publication is Organic Letters (2020), 22(18), 7387-7392, database is CAplus and MEDLINE.

Transition-metal-catalyzed transformations of the C-F bond not only tackle an interesting problem of challenging bond activation but also offer new synthetic strategies where the relatively inert C-F bond is converted to versatile functional groups. Herein the authors report a practical Co-catalyzed silylation of aryl fluorides that uses a cheap electrophilic Si source with Mg. This method is compatible with various Si sources and can be operated under aerobic conditions. Mechanistic studies support the in situ formation of a Grignard reagent, which is captured by the electrophilic Si source.

Organic Letters 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, Synthetic Route of 23351-09-9.

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

Huang, Wenbo published the artcileSynthesis of Multisubstituted Pyrroles from Enolizable Aldehydes and Primary Amines Promoted by Iodine, Recommanded Product: 4,4-Diethoxybutan-1-amine, the publication is Journal of Organic Chemistry (2019), 84(9), 5655-5666, database is CAplus and MEDLINE.

1,2,4-Trisubstituted pyrroles were synthesized from enolizable aliphatic aldehydes and primary aliphatic amines by using iodine as the dual Lewis acid/mild oxidant. In the presence of 3.0 equiv of TBHP, enolizable α,β-unsaturated aldehyde, for example, cocal reacted with aromatic primary amines to form C2-iodized N-arylpyrroles. An acetal-containing pyrrole was successfully prepared from 4-aminobutyraldehyde di-Et acetal, which can be converted easily to 5,6,7,8-tetrahydroindolizine derivatives

Journal of Organic Chemistry 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, Recommanded Product: 4,4-Diethoxybutan-1-amine.

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

Chang, Meng-Yang published the artcileCopper(II) Acetate Mediated Synthesis of 3-Sulfonyl-2-aryl-2H-chromenes, COA of Formula: C11H8O3, the publication is Synthesis (2019), 51(18), 3419-3430, database is CAplus.

This paper describes a concise, easy-operation, high-yielding method for the synthesis of 3-sulfonyl-2-aryl-2H-chromenes I [R = Me, n-Bu, 4-H₃CC₆H₄, etc.; R¹ = H; R² = H, OCH₃; R¹R² = -CH=CH-CH=CH-; R³ = H, Cl, Br; Ar = 2-furyl, 2-naphthyl, 3,4,5-(H₃CO)₃C₆H₂, etc.] by a one-pot, straightforward two-step synthetic route, which includes (i) Cu(OAc)₂/PyBOP-mediated intermol. [4+2] annulation of substituted salicylic acids 2-OH-3-R¹-4-R²-5-R³C₆HC(O)OH with β-sulfonylstyrenes ArCH=CHS(O)₂R in the presence of DMAP in refluxing DMF, and (ii) sequential O-alkylation of the resulting sulfonylflavanones II with Bu bromide. A plausible mechanism is proposed and discussed. This protocol provides a highly effective annulation via one carbon-oxygen (C-O) and one carbon-carbon (C-C) bond formations.

Synthesis 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, COA of Formula: C11H8O3.

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

Shen, Lingyun published the artcileSelective Transformation of Vicinal Glycols to α-Hydroxy Acetates in Water via a Dehydrogenation and Oxidization Relay Process by a Self-Supported Single-Site Iridium Catalyst, HPLC of Formula: 90-64-2, the publication is ACS Catalysis (2021), 11(21), 12833-12839, database is CAplus.

α-Hydroxy acids have attracted broad attention because of their prevalence in bioactive mols. and biodegradable polymers, but their conventional syntheses are usually restricted to aromatic substrates, especially, in a stepwise manner. Herein, the transformation of alkyl and aryl vicinal glycols to α-hydroxy acetates in water under the air atm. with the solid self-supported NHC-Ir single-site catalyst is reported. Both aliphatic and aromatic glycols are compatible with a much higher catalytic efficiency in the presence of this solid single-site catalyst than other viable mol. catalysts (93% vs <35%) because of the “isolation effect”. Remarkably, this catalyst could be reused for 20 runs without an obvious loss in catalytic activity and selectivity. Control experiments and d. functional theory calculations reveal that the reaction firstly undergoes a dehydrogenation facilitated by the catalyst, and then it proceeds through an unexpected oxidization relay step by oxygen in the air, leading to the α-hydroxy acetate formation. This protocol can potentially contribute to the valorization of readily available and inexpensive diols.

ACS Catalysis 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 C10H14N2O, HPLC of Formula: 90-64-2.

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

Yu, Chao-Wu published the artcileEfficient Microwave-Assisted Pd-Catalyzed Hydroxylation of Aryl Chlorides in the Presence of Carbonate, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol, the publication is Organic Letters (2012), 14(14), 3688-3691, database is CAplus and MEDLINE.

An efficient microwave-assisted, palladium-catalyzed hydroxylation of aryl chlorides in the presence of a weak base carbonate was developed, which rapidly converts aryl and heteroaryl chlorides to phenols, and can be used when the aryl chloride is functionalized with a ketone, aldehyde, ester, nitrile, or amide.

Organic Letters 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 C12H14O2, Recommanded Product: 4-(1H-Pyrrol-1-yl)phenol.

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

Wang, Tianzhang published the artcileIntermolecular Multiple Dehydrogenative Cross-Couplings of Ketones with Boronic Acids and Amines via Copper Catalysis, Formula: C10H13NO2, the publication is Advanced Synthesis & Catalysis (2019), 361(16), 3886-3892, database is CAplus.

An intermol. multiple dehydrogenative coupling between ketones RC(O)CH₂CH₃ (R = Ph, thiophen-2-yl, (E)-2-phenylethenyl, etc.), cyclohexanone and nucleophilic amines NHR¹R² [R¹ = H; R² = Ph, pyridin-2-yl, morpholin-4-yl, etc.; R¹R² = (C₂)₂O(C₂)₂, (C₂)₅] or boronic acids ArB(OH)₂ (Ar = Ph, furan-2-yl, anthracen-9-yl, etc.) using inexpensive copper(I) oxide as a catalyst was reported. This method provides a facile access to highly desirable chem. products such as α,β-unsaturated ketones (E)-RC(O)CH=CHAr, enaminones (E)-RC(O)CH=CHNR¹R², and synthetically relevant meta-substituted phenols R³C₆H₄OH (R³ = phenylaminyl, morpholin-4-yl, Ph, etc.).

Advanced Synthesis & Catalysis 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 C9H12BNO4S, Formula: C10H13NO2.

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

Wang, Baoyi published the artcileIdentification of aroma-active components in black teas produced by six Chinese tea cultivars in high-latitude region by GC-MS and GC-O analysis, COA of Formula: C10H18O, the publication is European Food Research and Technology (2022), 248(3), 647-657, database is CAplus.

In this study, gas chromatog.-mass spectrometry (GC-MS) and gas chromatog.-olfactometry (GC-O) anal. was performed to figure out the characteristic aroma compounds of high-latitude black teas and select the suitable cultivar for producing high-aroma black tea. Sensory evaluation revealed that Jinxuan presented an obviously floral aroma and got the highest score, followed by Longjing Changye, Zhongcha 302, Yingshuang, Baihaozao and Huangshan Quntizhong. Furthermore, a total of 135 volatiles were identified in all black teas and 12 components can be used to distinguish different latitude black teas by principal component anal. (PCA). Cluster anal. (CA) showed six samples were divided into two clusters and Jinxuan was classified sep. of cluster B. Based on GC-O anal., 41 volatile organic compounds (VOCs) were found to promote the aroma of high-latitude black teas. Among them, phenylethyl alc., geraniol, linalool, α-ionone, cis-3-hexenyl hexanoate and Me salicylate were the major contributors to the floral fragrance of black tea and accounted for a relative high proportion in Jinxuan, Longjing Changye and Baihaozao. In summary, Jinxuan and Longjing Changye were suitable for producing high-quality black tea in high-latitude area.

European Food Research and Technology 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 C13H17BrO3, COA of Formula: C10H18O.

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