Author: tianli

Baell, Jonathan B. published the artcileNew Substructure Filters for Removal of Pan Assay Interference Compounds (PAINS) from Screening Libraries and for Their Exclusion in Bioassays, Related Products of alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2010), 53(7), 2719-2740, database is CAplus and MEDLINE.

This report describes a number of substructural features which can help to identify compounds that appear as frequent hitters (promiscuous compounds) in many biochem. high throughput screens. The compounds identified by such substructural features are not recognized by filters commonly used to identify reactive compounds Even though these substructural features were identified using only one assay detection technol., such compounds have been reported to be active from many different assays. In fact, these compounds are increasingly prevalent in the literature as potential starting points for further exploration, whereas they may not be.

Journal of Medicinal Chemistry published new progress about 17236-59-8. 17236-59-8 belongs to alcohols-buliding-blocks, auxiliary class Thiophene,Alcohol, name is Thiophen-3-ol, and the molecular formula is C4H4OS, Related Products of alcohols-buliding-blocks.

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

Pappenberger, Gunter published the artcileIndustrial Production of l -Ascorbic Acid (Vitamin C) and d -Isoascorbic Acid, Category: alcohols-buliding-blocks, the publication is Advances in Biochemical Engineering/Biotechnology (2014), 143-188, database is CAplus and MEDLINE.

A review. L -ascorbic acid (vitamin C) was first isolated in 1928 and subsequently identified as the long-sought antiscorbutic factor. Industrially produced l -ascorbic acid is widely used in the feed, food, and pharmaceutical sector as nutritional supplement and preservative, making use of its antioxidative properties. Until recently, the Reichstein-Grüssner process, designed in 1933, was the main industrial route. Here, d -sorbitol is converted to l -ascorbic acid via 2-keto- l -gulonic acid (2KGA) as key intermediate, using a bio-oxidation with Gluconobacter oxydans and several chem. steps. Today, industrial production processes use addnl. bio-oxidation steps with Ketogulonicigenium vulgare as biocatalyst to convert d -sorbitol to the intermediate 2KGA without chem. steps. The enzymes involved are characterized by a broad substrate range, but remarkable regiospecificity. This puzzling specificity pattern can be understood from the preferences of these enzymes for certain of the many isomeric structures which the carbohydrate substrates adopt in aqueous solution Recently, novel enzymes were identified that generate l -ascorbic acid directly via oxidation of l -sorbosone, an intermediate of the bio-oxidation of d -sorbitol to 2KGA. This opens the possibility for a direct route from d -sorbitol to l -ascorbic acid, obviating the need for chem. rearrangement of 2KGA. Similar concepts for industrial processes apply for the production of d -isoascorbic acid, the C5 epimer of l -ascorbic acid. d -isoascorbic acid has the same conformation at C5 as d -glucose and can be derived more directly than l -ascorbic acid from this common carbohydrate feed stock.

Advances in Biochemical Engineering/Biotechnology 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 C6H10O7, Category: alcohols-buliding-blocks.

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

Paula, Stefan published the artcileNovel phenolic inhibitors of the sarco/endoplasmic reticulum calcium ATPase: identification and characterization by quantitative structure-activity relationship modeling and virtual screening, Synthetic Route of 903-19-5, the publication is Journal of Enzyme Inhibition and Medicinal Chemistry (2015), 30(1), 1-8, database is CAplus and MEDLINE.

Inhibitors of the sarco/endoplasmic reticulum calcium ATPase (SERCA) are valuable research tools and hold promise as a new generation of anti-prostate cancer agents. Based on previously determined potencies of phenolic SERCA inhibitors, we created quant. structure-activity relationship (QSAR) models using three independent development strategies. The obtained QSAR models facilitated virtual screens of several com. compound collections for novel inhibitors. Sixteen compounds were subsequently evaluated in SERCA activity inhibition assays and 11 showed detectable potencies in the micro- to millimolar range. The exptl. results were then incorporated into a comprehensive master QSAR model, whose phys. interpretation by partial least squares anal. revealed that properly positioned substituents at the central Ph ring capable of forming hydrogen bonds and of undergoing hydrophobic interactions were prerequisites for effective SERCA inhibition. The established SAR was in good agreement with findings from previous structural studies, even though it was obtained independently using standard QSAR methodologies.

Journal of Enzyme Inhibition and Medicinal Chemistry published new progress about 903-19-5. 903-19-5 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 2,5-Bis(2,4,4-trimethylpentan-2-yl)benzene-1,4-diol, and the molecular formula is C22H38O2, Synthetic Route of 903-19-5.

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

Haag, Franziska published the artcileKey Food Furanones Furaneol and Sotolone Specifically Activate Distinct Odorant Receptors, Application of 2-Phenylethanethiol, the publication is Journal of Agricultural and Food Chemistry (2021), 69(37), 10999-11005, database is CAplus and MEDLINE.

Furanones formed during the Maillard reaction often are natural aroma-determining compounds found in numerous foods. Prominent economically relevant representatives are the structural homologues Furaneol and sotolone, which are important natural flavoring compounds because of their distinct caramel- and seasoning-like odor qualities. These, however, cannot be predicted by the odorants’ mol. shape, rather their receptors’ activation parameters help to decipher the encoding of odor quality. Here, the distinct odor qualities of Furaneol and sotolone suggested an activation of at least two out of our ca. 400 different odorant receptor types, which are the mol. biosensors of our chem. sense of olfaction. While an odorant receptor has been identified for sotolone, a receptor specific for Furaneol has been elusive. Using a bidirectional screening approach employing 616 receptor variants and 187 key food odorants in a HEK-293 cell-based luminescence assay, we newly identified OR5M3 as a receptor specifically activated by Furaneol and homofuraneol.

Journal of Agricultural and Food Chemistry published new progress about 4410-99-5. 4410-99-5 belongs to alcohols-buliding-blocks, auxiliary class Thiol,Benzene, name is 2-Phenylethanethiol, and the molecular formula is C8H10S, Application of 2-Phenylethanethiol.

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

De Mesmaeker, Alain published the artcileStereoselective carbon-carbon bond formation in carbohydrates by radical cyclization reactions. I, Formula: C4H7BrO, the publication is Tetrahedron Letters (1988), 29(50), 6585-8, database is CAplus.

A 3 step synthesis of α-C(2) branched pyranosides from the glycal I is described. Thus, I was treated with HOCH₂CH₂Cl and BF₃.Et₂O in C₆H₆ to give 92% a mixture of α- and β-glycosides II in the ratio of 89:11 resp. On treatment with Bu₃SnH and AIBN in C₆H₆ II cyclized stereoselectively to give predominately the α-C(2) branched pyranoside III.

Tetrahedron Letters published new progress about 50915-29-2. 50915-29-2 belongs to alcohols-buliding-blocks, auxiliary class Cyclopropanes, name is (1-Bromocyclopropyl)methanol, and the molecular formula is C4H7BrO, Formula: C4H7BrO.

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

Beck, R. published the artcilePhase behaviour and physical properties of mixtures of calcium salts of α-sulfonated fatty acid methyl ester and a cosurfactant, Application of 3-((2-Ethylhexyl)oxy)propane-1,2-diol, the publication is Physical Chemistry Chemical Physics (2001), 3(24), 5438-5443, database is CAplus.

We have studied the phase behavior of mixtures of calcium salts of α-sulfonated fatty acid Me ester Ca(C_x-α-MES)₂ and a monoglycerin ether as cosurfactant (EHG). The mol. interactions between the surfactant and the cosurfactant and the influence on the phase behavior have been studied systematically. With increasing cosurfactant concentration the micellar L₁-phase shows a transition to an L_α-phase and an L₃ sponge phase. The L₃-phase is observed for the first time in a ternary phase diagram of a Ca-salt of a α-sulfonated fatty acid Me ester, the cosurfactant 2-ethylhexyl-monoglyceride and water. As for other ternary surfactant/cosurfactant systems, the L₃-phase occurs with increasing cosurfactant/surfactant ratios after the L_α-phase. Some properties of the newly observed L₃-phase are the same as for other known L₃-phases. It is a low viscosity, optically isotropic fluid with a low flow birefringence. The time constants τ of the elec. birefringence results scale with τ ∼ Φ^-3. Its conductivity is very much higher than the conductivity of the neighboring L_α-phase. However there are some marked differences from known normal L₃-phases. The novel L₃-phase is thermodynamically stable in spite of ionic charges on the bilayer. There is no two phase region between the L_α and the L₃-phase in the system Ca(C₁₄-αMES)₂/EHG and the L₃-phase is stable over a wide cosurfactant/surfactant ratio between one and two. In SANS measurements it shows a broad correlation peak that occurs at about the same position as the sharper peak in the L_α-phase. The structure of the L₃-phase is demonstrated by FF-TEM micrographs.

Physical Chemistry Chemical Physics published new progress about 70445-33-9. 70445-33-9 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is 3-((2-Ethylhexyl)oxy)propane-1,2-diol, and the molecular formula is C11H24O3, Application of 3-((2-Ethylhexyl)oxy)propane-1,2-diol.

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

Ijitsu, Shin published the artcilePreparation of novel functional drug particles embedded in a gelling-swelling layer (PEGS) for taste masking and subsequent rapid drug release, Application In Synthesis of 23828-92-4, the publication is Chemical & Pharmaceutical Bulletin (2021), 69(4), 383-390, database is CAplus.

The purpose of this research was to develop novel functional drug particles embedded in a gelling-swelling layer (PEGS) which are capable of achieving both taste-masking of unpalatable drugs and rapid drug elution. The functional particles had a three-layer structure consisting of a core drug layer, a gelling-swelling layer and an outer water-penetration control layer containing a water-insoluble polymer. The concept of formulation design was as follows: when water reaches the gelling-swelling layer, pulverized fine gelling-swelling particles gellate and swell from water absorption to form a rigid layer, thereby preventing drug release. After a defined lag time, the increased volume of the gelling-swelling layer breaks down the outer water-penetration control layer, leading to rapid drug release. In order to adapt this system for use in orally disintegrating tablets, PEGS were prepared at a size of about 250μm using a fine particle-coating method. Ambroxol hydrochloride was used as a model drug for bitterness and the effects of different gelling-swelling agents and water-insoluble polymers on drug release characteristics from PEGS were examined In in vitro dissolution tests, it was shown that the drug dissolution rate from PEGS could be suppressed to about 5% after 2 min and increased to more than 85% after 30 min by adjusting the composition and thickness of the outer layer. The PEGS expanded about 1.5-fold and the outer layer was ruptured after 5 min in water.

Chemical & Pharmaceutical Bulletin published new progress about 23828-92-4. 23828-92-4 belongs to alcohols-buliding-blocks, auxiliary class Membrane Transporter/Ion Channel,Sodium Channel, name is trans-4-((2-Amino-3,5-dibromobenzyl)amino)cyclohexanol hydrochloride, and the molecular formula is C13H19Br2ClN2O, Application In Synthesis of 23828-92-4.

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

Gential, Geoffroy P. P. published the artcileSynthesis and evaluation of fluorescent Pam₃Cys peptide conjugates, HPLC of Formula: 57044-25-4, the publication is Bioorganic & Medicinal Chemistry Letters (2016), 26(15), 3641-3645, database is CAplus and MEDLINE.

Chirally pure R- and S-epimers of TLR2 ligand Pam₃CysSK₄ were prepared and sep. conjugated to an OVA model epitope, in which lysine was replaced by azidonorleucine. The azide function in the conjugate permitted labeling with different fluorophores by use of strain-promoted 3+2 cycloaddition The R-epimer of the labeled conjugates induced TLR2-dependent DC maturation, while S-epimer proved to be inactive. Combining the lipophilicity of Pam₃CysSK₄ ligand with fluorophores influenced the solubility of the resulting conjugates in an unpredictable way and only the conjugates labeled with Cy-5 were suitable for confocal fluorescence microscopy experiments It was shown that both epimers of the Cy-5 labeled lipopeptides were internalized equally well, indicating TLR2-independent cellular uptake. The presented results demonstrate the usefulness of strain-promoted azide-alkyne cycloaddition in the labeling of highly lipophilic lipopeptides without disturbing the in vitro activity of these conjugates with respect to activation of TLR-2.

Bioorganic & Medicinal Chemistry Letters published new progress about 57044-25-4. 57044-25-4 belongs to alcohols-buliding-blocks, auxiliary class Epoxides,Chiral,Aliphatic hydrocarbon chain,Alcohol, name is (R)-Oxiran-2-ylmethanol, and the molecular formula is C3H6O2, HPLC of Formula: 57044-25-4.

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

Yu, Wanwan published the artcileA Catalytic Oxidative Quinone Heterofunctionalization Method: Synthesis of Strongylophorine-26, Application of 2-Morpholinoethanol, the publication is Angewandte Chemie, International Edition (2018), 57(31), 9805-9809, database is CAplus and MEDLINE.

The preparation of heteroatom-substituted p-quinones is ideally performed by direct addition of a nucleophile followed by in situ reoxidation Albeit an appealing strategy, the reactivity of the p-quinone moiety is not easily tamed and no broadly applicable method for heteroatom functionalization exists. Shown herein is that Co(OAc)₂ and Mn(OAc)₃·2H₂O act as powerful catalysts for oxidative p-quinone functionalization with a collection of O, N, and S nucleophiles, using oxygen as the terminal oxidant. Preliminary mechanistic observations and the first synthesis of the cytotoxic natural product strongylophorine-26, I, is presented.

Angewandte Chemie, International Edition 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 C6H8O4, Application of 2-Morpholinoethanol.

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

Luleburgaz, Serter published the artcileChlorodimethylsilane-Mediated Reductive Etherification Reaction: A Robust Method for Polyether Synthesis, Name: Pentane-1,5-diol, the publication is Macromolecules (Washington, DC, United States) (2022), 55(5), 1533-1543, database is CAplus.

Polyethers have always been privileged compounds in polymer chem. and have found extensive applications in both academic research and industry. However, the currently employed strategies for their synthesis require harsh conditions such as ionic polymerizations together with limited precursor monomer options. In this study, a chlorodimethylsilane (CDMS)-mediated reductive etherification reaction was introduced as a versatile strategy for polyether synthesis. Accordingly, terephthalaldehyde (TPA) and 1,4-butanediol were first reacted at room temperature in the presence of CDMS using nitromethane as the polymerization solvent to reveal the optimum conditions for the proposed system. Subsequently, a variety of diols ranging from linear to sterically congested diols were reacted with TPA (and its isomers) under the optimized conditions to create a polyether library. Meanwhile, in addition to polyether having the expected alternating units, the formation of polyether stem from the self-condensation of TPA was found to be inevitable in all cases. From the proposed strategy, polyethers with a mol. weight of up to 110.4 kDa and a high alternating unit of up to 93% were obtained. The versatile and robust character of the presented strategy was supported by a model end-group study, and the polymerization behavior was examined mechanistically. It is anticipated that the presented method might be a strong candidate for polyether synthesis with different backbones, given the unlimited sources of diols.

Macromolecules (Washington, DC, United States) published new progress about 111-29-5. 111-29-5 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic hydrocarbon chain,Alcohol,Ploymers, name is Pentane-1,5-diol, and the molecular formula is C5H12O2, Name: Pentane-1,5-diol.

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