Category: alcohols-buliding-blocks

Sakti, Aditya Wibawa published the artcileRigorous pK_a Estimation of Amine Species Using Density-Functional Tight-Binding-Based Metadynamics Simulations, Quality Control of 622-40-2, the publication is Journal of Chemical Theory and Computation (2018), 14(1), 351-356, database is CAplus and MEDLINE.

Predicting pK_a values for different types of amine species with high accuracy and efficiency is of critical importance for the design of high performance and economical solvents in carbon capture and storage with aqueous amine solutions In this study, we demonstrate that d.-functional tight-binding (DFTB) metadynamics simulations are a promising approach to calculate the free energy difference between the protonated and neutral states of amines in aqueous solution with inexpensive computational cost. The calculated pKa values were in satisfactory agreement with the exptl. values, the mean absolute deviation being only 0.08 pK_a units for 34 amines commonly used in CO₂ scrubbing. Such superior reproducibility and correlation compared to estimations by static quantum mech. calculations highlight the significant effect of dynamical proton transfer processes in explicit solvent mols. for the improvement of the estimation accuracy. Note that the accuracy of the estimated pK_a might be dependent on the adopted systems, due to the limitation of the DFTB parameter.

Journal of Chemical Theory and Computation 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 C6H13NO2, Quality Control of 622-40-2.

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

Dahlin, Jayme L. published the artcilePAINS in the Assay: Chemical Mechanisms of Assay Interference and Promiscuous Enzymatic Inhibition Observed during a Sulfhydryl-Scavenging HTS, COA of Formula: C18H14BrNO5S2, the publication is Journal of Medicinal Chemistry (2015), 58(5), 2091-2113, database is CAplus and MEDLINE.

Significant resources in early drug discovery are spent unknowingly pursuing artifacts and promiscuous bioactive compounds, while understanding the chem. basis for these adverse behaviors often goes unexplored in pursuit of lead compounds Nearly all the hits from our recent sulfhydryl-scavenging high-throughput screen (HTS) targeting the histone acetyltransferase Rtt109 were such compounds Herein, we characterize the chem. basis for assay interference and promiscuous enzymic inhibition for several prominent chemotypes identified by this HTS, including some pan-assay interference compounds (PAINS). Protein mass spectrometry and ALARM NMR confirmed these compounds react covalently with cysteines on multiple proteins. Unfortunately, compounds containing these chemotypes have been published as screening actives in reputable journals and even touted as chem. probes or preclin. candidates. Our detailed characterization and identification of such thiol-reactive chemotypes should accelerate triage of nuisance compounds, guide screening library design, and prevent follow-up on undesirable chem. matter.

Journal of Medicinal Chemistry published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, COA of Formula: C18H14BrNO5S2.

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

Yang, Ling published the artcileThe pH-influenced PET processes between pyronine and different heterocycles, Related Products of alcohols-buliding-blocks, the publication is Organic & Biomolecular Chemistry (2017), 15(39), 8402-8409, database is CAplus and MEDLINE.

The OFF-ON and ON-OFF type pH probes based on rosamine were designed by using the relative electron densities between pyronine and various linked heterocycles. Probe 1a with an indole-pyronine skeleton gave an OFF-ON pH response (pK_a = 1.41) with decreasing pH, and the relative fluorescence intensity increased 15-fold, while probe 1b with an imidazole-pyronine skeleton did not give an ON-OFF response to different pH values. When pyronine was connected with a quinolinyl group, i.e., probes 1c-d, the red emission (around 575-800 nm) gave a monotonous ON-OFF pH response (pK_a = 3.26 and 2.62, resp.) with decreasing pH. The relative fluorescence intensities decreased 263- and 46-fold, resp. Changes in the electron donating abilities of the nitrogen containing heterocycles were used to explain variations in PET processes within the probes, and their pH-dependent PET mechanisms were verified using time-dependent d. functional theory calculations Confocal fluorescence imaging was also used to evaluate the potential biomedical application of probes 1a-d. Ultimately, probe 1d (I) with an appropriate pK_a value and good biocompatibility showed lysosome targeting ability.

Organic & Biomolecular 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 C11H21BF4N2O2, Related Products of alcohols-buliding-blocks.

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

Zhang, Feng published the artcileSynthetic studies towards atkamine, Product Details of C8H19NO2, the publication is Chinese Chemical Letters (2021), 32(2), 668-671, database is CAplus.

Atkamine (I) is a complex marine pyrroloiminoquinone alkaloid that comprises a heptacyclic scaffold bearing five different heterocycles and four contiguous stereocenters, and therefore it is a highly challenging target for synthetic chemists. We herein reported a modular synthetic strategy toward this alkaloid, featuring a formal [5 + 2] annulation and an asym. Michael addition The efficient synthesis of the long-chain aliphatic aldehyde and chiral amino acetal fragments have been achieved. A simplified tetracyclic intermediate bearing the core structure of atkamine has been successfully constructed through the formal [5 + 2] annulation.

Chinese Chemical Letters 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 C8H8O2, Product Details of C8H19NO2.

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

Patchornik, Guy published the artcileTethered non-ionic micelles: a matrix for enhanced solubilization of lipophilic compounds, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Soft Matter (2012), 8(32), 8456-8463, database is CAplus.

A specific mechanism for tethering micelles composed of non-ionic detergents is presented. The mechanism does not require any precipitant, high ionic strength or temperature alterations. Rather, it relies on complexes between hydrophobic chelators embedded within the micelle and appropriate metal cations in the aqueous phase, serving as mediators. The approach was applied to: (i) four non-ionic detergents (tetraethylene glycol monooctyl ether (C8E4), n-dodecyl-β-D-maltoside (DDM), octyl β-D-1-thioglucopyranoside (OTG), and n-octyl-β-D-glucopyranoside (OG)), (ii) two hydrophobic chelators (bathophenanthroline and N-(1,10-phenanthrolin-5-yl)decanamide, Phen-C10) and (iii) five transition metals (Fe²⁺, Ni²⁺, Zn²⁺, Cd²⁺, and Mn²⁺). The mandatory requirement for a hydrophobic chelator and transition metals, capable of binding two (or more) chelators simultaneously, was demonstrated. The potential generality of the mechanism presented derives from the observation that different combinations of [detergent : chelator : metal] are able to induce specific micellar clustering. The greater solubilization capacity of tethered-micelles in comparison with untethered micelles was demonstrated when the water insoluble aromatic mol. fluorenone (8 mM = 1.44 mg mL^-1) and two highly lipophilic antibiotics: chloramphenicol (5 mM = 1.62 mg mL^-1) and tetracycline (1.5 mM = 0.66 mg mL^-1) were solubilized – only when the micelles were tethered.

Soft Matter published new progress about 85618-21-9. 85618-21-9 belongs to alcohols-buliding-blocks, auxiliary class Tetrahydropyran,Chiral,sulfides,Alcohol, name is (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, and the molecular formula is C14H28O5S, Recommanded Product: (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol.

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

McCallum, Megan M. published the artcileHigh-throughput identification of promiscuous inhibitors from screening libraries with the use of a thiol-containing fluorescent probe, Name: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, the publication is Journal of Biomolecular Screening (2013), 18(6), 705-713, 9 pp., database is CAplus and MEDLINE.

Testing small mols. for their ability to modify cysteine residues of proteins in the early stages of drug discovery is expected to accelerate our ability to develop more selective drugs with lesser side effects. In addition, this approach also enables the rapid evaluation of the mode of binding of new drug candidates with respect to thiol reactivity and metabolism by glutathione. Herein, we describe the development of a fluorescence-based high-throughput assay that allows the identification of thiol-reactive compounds A thiol-containing fluorescent probe, MSTI, was synthesized and used to evaluate small mols. from the Library of Pharmacol. Active Compounds (LOPAC) collection of bioactive mols. LOPAC compounds that are known to react with sulfur nucleophiles were identified with this assay, for example, irreversible protease inhibitors, nitric oxide-releasing compounds and proton-pump inhibitors. The results confirm that both electrophilic and redox reactive compounds can be quickly identified in a high-throughput manner, enabling the assessment of screening libraries with respect to thiol-reactive compounds

Journal of Biomolecular Screening published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C18H14BrNO5S2, Name: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid.

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

Rodrigalvarez, Jesus published the artcileCatalytic C(sp³)-H bond activation in tertiary alkylamines, Formula: C4H11NO, the publication is Nature Chemistry (2020), 12(1), 76-81, database is CAplus and MEDLINE.

The development of robust catalytic methods to assemble tertiary alkylamines provides a continual challenge to chem. synthesis. In this regard, transformation of a traditionally unreactive C-H bond, proximal to the nitrogen atom, into a versatile chem. entity would be a powerful strategy for introducing functional complexity to tertiary alkylamines. A practical and selective metal-catalyzed C(sp³)-H activation facilitated by the tertiary alkylamine functionality, however, remains an unsolved problem. Here, we report a Pd(II)-catalyzed protocol that appends arene feedstocks to tertiary alkylamines via C(sp³)-H functionalization. A simple ligand for Pd(II) orchestrates the C-H activation step in favor of deleterious pathways. The reaction can use both simple and complex starting materials to produce a range of multifaceted γ-aryl tertiary alkylamines and can be rendered enantioselective. The enabling features of this transformation should be attractive to practitioners of synthetic and medicinal chem. as well as in other areas that use biol. active alkylamines.

Nature Chemistry published new progress about 96-20-8. 96-20-8 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 2-Aminobutan-1-ol, and the molecular formula is C4H11NO, Formula: C4H11NO.

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

Zhuang, Chunlin published the artcileRapid Identification of Keap1-Nrf2 Small-Molecule Inhibitors through Structure-Based Virtual Screening and Hit-Based Substructure Search, Recommanded Product: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, the publication is Journal of Medicinal Chemistry (2014), 57(3), 1121-1126, database is CAplus and MEDLINE.

In this study, rapid structure-based virtual screening and hit-based substructure search were utilized to identify small mols. that disrupt the interaction of Keap1-Nrf2. Special emphasis was placed toward maximizing the exploration of chem. diversity of the initial hits while economically establishing informative structure-activity relationship (SAR) of novel scaffolds. Our most potent noncovalent inhibitor exhibits three times improved cellular activation in Nrf2 activation than the most active noncovalent Keap1 inhibitor known to date.

Journal of Medicinal Chemistry published new progress about 518303-20-3. 518303-20-3 belongs to alcohols-buliding-blocks, auxiliary class Apoptosis,Bcl-2, name is 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid, and the molecular formula is C7H13NO2, Recommanded Product: 2-((4-(4-Bromophenylsulfonamido)-1-hydroxynaphthalen-2-yl)thio)acetic acid.

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

Asadov, Ziyafaddin H. published the artcileEffects of head group on the properties of cationic surfactants containing hydroxyethyl- and hydroxyisopropyl fragments, SDS of cas: 122-20-3, the publication is Journal of Molecular Liquids (2019), 125-132, database is CAplus.

Cationic surfactants containing different head-groups have been synthesized by interaction of tetradecyl bromide and amines having hydroxyalkyl group (monoethanolamine, diethanolamine, triethanolamine, methylethanolamine, methyldiethanolamine, diethanolisopropanolamine, ethanoldiisopropanolamine, triisopropanolamine). Surfactivity parameters of the synthesized cationic surfactants have been determined by measurements of surface tension and electroconductance. The character of change of the colloidal-chem. parameters with an increase of the number of hydroxyethyl and hydroxyisopropyl groups in the head-group of the cationic surfactants has been established. The synthesized cationic surfactants possess effective antibacterial and antifungal properties.

Journal of Molecular Liquids 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 C9H21NO3, SDS of cas: 122-20-3.

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

Maman, Manju P. published the artcileReversible polymorphic structural transition of crown-like nickel nanoclusters and its effect on conductivity, Name: 2-Phenylethanethiol, the publication is Chemical Communications (Cambridge, United Kingdom) (2021), 57(23), 2935-2938, database is CAplus and MEDLINE.

The reversible polymorphic phase transition of [Ni₆(PET)₁₂] (PET = phenylethanethiol) and its effect on the conductivity are reported. This cluster′s self-assembly leads to 2 polymorphic structures with distinct conductivity, caused by variation of the noncovalent S···S interactions. These results enlighten the effect of noncovalent interactions on conductivity

Chemical Communications (Cambridge, United Kingdom) 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, Name: 2-Phenylethanethiol.

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