Tag: M.W=100-150

Campisi, Sebastiano published the artcileFurfural Adsorption and Hydrogenation at the Oxide-Metal Interface: Evidence of the Support Influence on the Selectivity of Iridium-Based Catalysts, Formula: C5H12O2, the publication is ChemCatChem (2022), 14(6), e202101700, database is CAplus.

Here, tetrakis(hydroxymethyl)phosphonium chloride-protected colloidal iridium nanoparticles were deposited by sol-immobilization on three different supports (CeO₂, NiO and TiO₂) and were investigated for the liquid-phase direct hydrogenation (H₂ atmosphere) and catalytic transfer hydrogenation – CTH (N₂ atmosphere) of furfural to study the effect of the H donor. The occurrence of strong-metal support interactions in 1 wt % Ir/CeO₂ catalyst, as disclosed by XPS, was revealed to be responsible for the high activity observed in the direct hydrogenation (81% conversion after 6 h) and for the unusual selectivity to 2-methylfuran (70%) under CTH conditions. On the other hand, Ir/NiO showed peculiar selectivity to tetrahydrofurfuryl alc. in both H₂ and N₂ atmospheres (71% and 70%, resp.). The d. functional theory calculations further showed that the unique selectivity of Ir/NiO may be ascribed to the adsorption properties of furfural on the support, which activates a dual-site hydrogenation mechanism.

ChemCatChem 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, Formula: C5H12O2.

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

Estrada, Ernesto published the artcileAutomatic extraction of structural alerts for predicting chromosome aberrations of organic compounds, COA of Formula: C8H19NO, the publication is Journal of Molecular Graphics & Modelling (2006), 25(3), 275-288, database is CAplus and MEDLINE.

We use the topol. sub-structural mol. design (TOPS-MODE) approach to formulate structural alert rules for chromosome aberration (CA) of organic compounds First, a classification model was developed to group chems. as active/inactive respect to CA. A procedure for extracting structural information from orthogonalized TOPS-MODE descriptors was then implemented. The contributions of bonds to CA in all the mols. studied were then generated using the orthogonalized classification model. Using this information we propose 22 structural alert rules which are ready to be implemented in expert systems for the automatic prediction of CA. They include, among others, structural alerts for N-nitroso compounds (ureas, urethanes, guanidines, triazines), nitro compounds (aromatic and heteroaromatic), alkyl esters or phosphoric acids, alkyl methanesulfonates, sulfonic acids and sulfonamides, epoxides, aromatic amines, azaphenanthrene hydrocarbons, etc. The chemico-biol. anal. of some of the structural alerts found is also carried out showing the potential of TOPS-MODE as a knowledge generator.

Journal of Molecular Graphics & Modelling published new progress about 4543-95-7. 4543-95-7 belongs to alcohols-buliding-blocks, auxiliary class Amine,Aliphatic hydrocarbon chain,Alcohol, name is 4-(Butylamino)butan-1-ol, and the molecular formula is C8H19NO, COA of Formula: C8H19NO.

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

Sturtz, Benjamin W. published the artcileStructural Data Showing the Existence of LDI Bonds between the Rings of Dimeric Cofacial Siloxysilicon Phthalocyanines, Formula: C6H16OSi, the publication is Journal of Physical Chemistry A (2019), 123(2), 471-481, database is CAplus and MEDLINE.

In a pair of earlier papers, the existence of long directional interaction bonds, LDI bonds, was postulated on the basis of data for cofacial oligomeric siloxysilicon phthalocyanines from this laboratory and data for other cofacial oligomeric phthalocyanines from the literature. However, the combined data are not fully suited to the purpose for which they were used. Here an alternative approach is taken in which a carefully chosen group of dimeric cofacial siloxysilicon phthalocyanines is used. Structural data derived from these phthalocyanines is examined in some detail to determine where it conforms to normal expectations and where it does not. To a high degree of certainty, consideration of the results obtained shows that long directional (LDI) bonds exist in dimeric cofacial siloxysilicon phthalocyanines. The new data also provide an opportunity for other research on chem. bonds.

Journal of Physical Chemistry A published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C14H10O4, Formula: C6H16OSi.

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

Tao, Wenjie published the artcileRedox-Neutral S-nitrosation Mediated by a Dicopper Center, Name: 2-Phenylethanethiol, the publication is Angewandte Chemie, International Edition (2021), 60(29), 15980-15987, database is CAplus and MEDLINE.

A redox-neutral S-nitrosation of thiol has been achieved at a dicopper(I,I) center. Treatment of dicopper (I,I) complex with excess NO^. and thiol generates a dicopper (I,I) di-S-nitrosothiol complex [Cu^ICu^I(RSNO)₂]²⁺ or dicopper (I,I) mono-S-nitrosothiol complex [Cu^ICu^I(RSNO)]²⁺, which readily release RSNO in 88-94% yield. The S-nitrosation proceeds by a mixed-valence [Cu^IICu^III(μ-O)(μ-NO)]²⁺ species, which deprotonates RS-H at the basic μ-O site and nitrosates RS^– at the μ-NO site. The [Cu^IICu^III(μ-O)(μ-NO)]²⁺ complex is also competent for O-nitrosation of MeOH. A rare [Cu^IICu^II(μ-NO)(OMe)]²⁺ intermediate was isolated and fully characterized, suggesting the S-nitrosation may proceed through the intermediary of analogous [Cu^IICu^II(μ-NO)(SR)]²⁺ species. This redox- and proton-neutral S-nitrosation process is the first functional model of ceruloplasmin in mediating S-nitrosation of external thiols, with implications for biol. copper sites in the interconversion of NO^./RSNO.

Angewandte Chemie, International Edition 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 C8H7ClO3, Name: 2-Phenylethanethiol.

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

Kondo, Hiroki published the artcileσ-Bond Hydroboration of Cyclopropanes, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, the publication is Journal of the American Chemical Society (2020), 142(25), 11306-11313, database is CAplus and MEDLINE.

Hydroboration of alkenes is a classical reaction in organic synthesis, in which alkenes react with boranes to give alkylboranes, with subsequent oxidation resulting in alcs. The double bond (π-bond) of alkenes can be readily reacted with boranes owing to its high reactivity. However, the single bond (σ-bond) of alkanes has never been reacted. To pursue the development of σ-bond cleavage, the authors selected cyclopropanes as model substrates since they present a relatively weak σ-bond. Herein, the authors describe an Ir-catalyzed hydroboration of cyclopropanes, resulting in β-Me alkylboronates. These unusually branched boronates can be derivatized by oxidation or cross-coupling chem., accessing designer products that are desired by practitioners of natural product synthesis and medicinal chem. Also, mechanistic studies and theor. studies revealed the enabling role of the catalyst.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C6H13BO3, Application of 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol.

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

Shirai, Fumiyuki published the artcileDesign and Discovery of an Orally Efficacious Spiroindolinone-Based Tankyrase Inhibitor for the Treatment of Colon Cancer, Safety of 2-Morpholinoethanol, the publication is Journal of Medicinal Chemistry (2020), 63(8), 4183-4204, database is CAplus and MEDLINE.

Tankyrases (TNKS/TNKS2) belong to the poly(ADP-ribose) polymerase family. Inhibition of their enzymic activities attenuates the Wnt/β-catenin signaling, which plays an important role in cancer pathogenesis. We previously reported the discovery of RK-287107, a spiroindoline-based, highly selective, potent tankyrase inhibitor. Herein we describe the optimization process of RK-287107 leading to RK-582, which exhibits a markedly improved robust tumor growth inhibition in a COLO-320DM mouse xenograft model when orally administered. In addition to the dose-dependent elevation and attenuation of the levels of biomarkers AXIN2 and β-catenin, resp., results of the TCF reporter and cell proliferation studies on COLO-320DM are discussed.

Journal of Medicinal Chemistry 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, Safety of 2-Morpholinoethanol.

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

Aghekyan, A. A. published the artcileSynthesis and Biological Activity of Arylcyclopentane-1-carboxylic Acids Aminoesters, Related Products of alcohols-buliding-blocks, the publication is Russian Journal of General Chemistry (2019), 89(5), 1051-1054, database is CAplus.

1-Arylcyclopentane-1-carboxylic acids were synthesized by alk. hydrolysis of the corresponding nitriles. Reactions of the acid chlorides with N,N-dialkylaminoalkyl-and hetarylalkylalkanols provided new amino ester derivatives of 1-arylcyclopentane-1-carboxylic acids. Sympatholytic and adrenolytic activity of the obtained amino esters hydrochlorides was studied.

Russian Journal of General Chemistry 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, Related Products of alcohols-buliding-blocks.

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

Startek, Justyna B. published the artcileThe agonist action of alkylphenols on TRPA1 relates to their effects on membrane lipid order: implications for TRPA1-mediated chemosensation, Application In Synthesis of 645-56-7, the publication is International Journal of Molecular Sciences (2021), 22(7), 3368, database is CAplus and MEDLINE.

The Transient Receptor Potential Ankyrin 1 cation channel (TRPA1) is a broadly-tuned chemosensor expressed in nociceptive neurons. Multiple TRPA1 agonists are chem. unrelated non-electrophilic compounds, for which the mechanisms of channel activation remain unknown. Here, we assess the hypothesis that such chems. activate TRPA1 by inducing mech. perturbations in the plasma membrane. We characterized the activation of mouse TRPA1 by non-electrophilic alkylphenols (APs) of different carbon chain lengths in the para position of the aromatic ring. Having discarded oxidative stress and the action of electrophilic mediators as activation mechanisms, we determined whether APs induce mech. perturbations in the plasma membrane using dyes whose fluorescence properties change upon alteration of the lipid environment. APs activated TRPA1, with potency increasing with their lipophilicity. APs increased the generalized polarization of Laurdan fluorescence and the anisotropy of the fluorescence of 1,6-diphenyl-1,3,5-hexatriene (DPH), also according to their lipophilicity. Thus, the potency of APs for TRPA1 activation is an increasing function of their ability to induce lipid order and membrane rigidity. These results support the hypothesis that TRPA1 senses non-electrophilic compounds by detecting the mech. alterations they produce in the plasma membrane. This may explain how structurally unrelated non-reactive compounds induce TRPA1 activation and support the role of TRPA1 as an unspecific sensor of potentially noxious compounds

International Journal of Molecular Sciences published new progress about 645-56-7. 645-56-7 belongs to alcohols-buliding-blocks, auxiliary class Liquid Crystal &OLED Materials, name is 4-Propylphenol, and the molecular formula is C34H33ClN6O7, Application In Synthesis of 645-56-7.

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

Jorge, Miguel published the artcileNew Force-Field for Organosilicon Molecules in the Liquid Phase, Recommanded Product: Triethylsilanol, the publication is ACS Physical Chemistry Au (2021), 1(1), 54-69, database is CAplus and MEDLINE.

In this paper, we present a new mol. model that can accurately predict thermodn. liquid state and phase-change properties for organosilicon mols. including several functional groups (alkylsilane, alkoxysilane, siloxane, and silanol). These mols. are of great importance in geol. processes, biol. systems, and material science, yet no force field currently exists that is widely applicable to organosilicates. The model is parametrized according to the recent Polarization-Consistent Approach (PolCA), which allows for polarization effects to be incorporated into a nonpolarizable model through post facto correction terms and is therefore consistent with previous parametrizations of the PolCA force field. Alkyl groups are described by the United-Atom approach, bond and angle parameters were taken from previous literature studies, dihedral parameters were fitted to new quantum chem. energy profiles, point charges were calculated from quantum chem. optimizations in a continuum solvent, and Lennard-Jones dispersion/repulsion parameters were fitted to match the d. and enthalpy of vaporization of a small number of selected compounds Extensive validation efforts were carried out, after careful collection and curation of exptl. data for organosilicates. Overall, the model performed quite well for the d., enthalpy of vaporization, dielec. constant, and self-diffusion coefficient, but it slightly overestimated the magnitude of self-solvation free energies. The modular and transferable nature of the PolCA force field allows for further extensions to other types of silicon-containing compounds

ACS Physical Chemistry Au published new progress about 597-52-4. 597-52-4 belongs to alcohols-buliding-blocks, auxiliary class Aliphatic Chain, name is Triethylsilanol, and the molecular formula is C6H16OSi, Recommanded Product: Triethylsilanol.

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

Vantourout, Julien C. published the artcileSpectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity, SDS of cas: 25240-59-9, the publication is Journal of the American Chemical Society (2017), 139(13), 4769-4779, database is CAplus and MEDLINE.

We report an investigation of the Chan-Lam amination reaction. A combination of spectroscopy, computational modeling, and crystallog. has identified the structures of key intermediates and allowed a complete mechanistic description to be presented, including off-cycle inhibitory processes, the source of amine and organoboron reactivity issues, and the origin of competing oxidation/protodeboronation side reactions. Identification of key mechanistic events has allowed the development of a simple solution to these issues: manipulating Cu(I)→Cu(II) oxidation and exploiting three synergistic roles of boric acid has allowed the development of a general catalytic Chan-Lam amination, overcoming long-standing and unsolved amine and organoboron limitations of this valuable transformation.

Journal of the American Chemical Society published new progress about 25240-59-9. 25240-59-9 belongs to alcohols-buliding-blocks, auxiliary class Boronic acid and ester,Boronic Acids,Boronate Esters, name is 4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-ol, and the molecular formula is C24H29N5O3, SDS of cas: 25240-59-9.

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