Month: December 2022

Schuepbach, Bjoern published the artcileGrafting Organic n-Semiconductors to Surfaces: (Perfluoro-p-terphenyl-4-yl)alkanethiols, HPLC of Formula: 17877-23-5, the publication is European Journal of Organic Chemistry (2010), 3041-3048, database is CAplus.

Perfluoroterphenyl, an organic n-semiconductor, has been derivatized by short ω-mercaptoalkyl chains to permit the formation of self-assembled monolayers on semiconductor and coinage metal substrates. Because the perfluoroaryl rings are prone to nucleophilic attack, strategies for the introduction of the side chains had to be developed that avoid the use of any nucleophiles. Keeping this in mind, the resp. derivatives with one, two, and three methylene groups in the alkyl linker could be obtained in good yields. The crystal structure of one of the intermediates, (perfluoroterphenyl-4-yl)methanol, exhibits a parallel arrangement of the mols. as well as a helical structure of the perfluoroterphenyl part, which is in contrast to the structure found for most nonfluorinated terphenyl derivatives Using Au(111) as a test substrate, it could be demonstrated that all three thiols form dense monolayers with a pronounced odd-even effect governed by the parity of the number of methylene groups in the alkyl chain.

European Journal of Organic Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, HPLC of Formula: 17877-23-5.

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

Barr, Rita published the artcileElectron donation to the plasma membrane redox system of cultured carrot cells stimulates proton release, Synthetic Route of 1139-46-4, the publication is Biochimica et Biophysica Acta, Bioenergetics (1990), 1017(1), 91-5, database is CAplus and MEDLINE.

Membrane-permeable electron donors, duroquinol, diphenylcarbazide, pyrocatechol, and tert-octylcatechol, promoted both reduction of an impermeant electron acceptor and proton transport with cultured carrot cells. These cells were preloaded with electron donors for 15, 30, 45, and 60 min. Aliquots of cells were removed at various times, washed free of excess electron donors and assayed for their effect on transplasma membrane redox with impermeable hexacyanoferrate (HCF III) as the electron acceptor and for simultaneous H⁺ excretion in the presence of hexacyanoferrate. All four electron donors stimulated HCF III reduction and associated H⁺ excretion. Below a rate of hexacyanoferrate reduction of 6 μmol/g dry weight per min, the ratios of H⁺/e^– were between 0.3 and 1 with low concentrations (0.1 mM) of the added electron donors. When hexacyanoferrate reduction exceeded 6 μmol/g dry weight per min, H⁺ release began to cascade to give ratios of 1 to 3, suggesting activation of an H⁺-ATPase or a proton transporter. This behavior by cultured carrot cells indicates that a certain threshold of proton concentration in a limited membrane domain must be reached in order for the proton channel to be opened.

Biochimica et Biophysica Acta, Bioenergetics published new progress about 1139-46-4. 1139-46-4 belongs to alcohols-buliding-blocks, auxiliary class Benzene,Phenol, name is 4-(2,4,4-Trimethylpentan-2-yl)benzene-1,2-diol, and the molecular formula is C14H22O2, Synthetic Route of 1139-46-4.

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

Stuart, Marc C. A. published the artcileTwo distinct mechanisms of vesicle-to-micelle and micelle-to-vesicle transition are mediated by the packing parameter of phospholipid-detergent systems, Application of (2R,3S,4S,5R,6S)-2-(Hydroxymethyl)-6-(octylthio)tetrahydro-2H-pyran-3,4,5-triol, the publication is Biochimica et Biophysica Acta, Biomembranes (2007), 1768(11), 2681-2689, database is CAplus and MEDLINE.

The detergent solubilization and reformation of phospholipid vesicles was studied for various detergents. Two distinct mechanisms of vesicle-to-micelle and micelle-to-vesicle transition were observed by turbidimetry and cryo-electron microscopy. The first mechanism involves fast solubilization of phospholipids and occurs via open vesicular intermediates. The reverse process, micelle-to-vesicle transition, mimics the vesicle-to-micelle transition. In the second mechanism the solubilization is a slow process that proceeds via micelles that pinch off from closed vesicles. During vesicle reformation, the micelle-to-vesicle transition, a large number of densely packed multilamellar vesicles are formed. The route used, for solubilization and reformation, by a given detergent-phospholipid combination is critically dependent on the overall packing parameter of the detergent-saturated phospholipid membranes. By a change of the overall packing parameter the solubilization and or reformation mechanism could be changed. All five detergents tested fit within the proposed model. With two detergents the mechanism could be changed by changing the phospholipid composition or the medium conditions.

Biochimica et Biophysica Acta, Biomembranes 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 C12H10F2Si, Application of (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

Wang, Ya-Yi published the artcileOlefin Amine (OLA) Reagents for the Synthesis of Bridged Bicyclic and Spirocyclic Saturated N-Heterocycles by Catalytic Hydrogen Atom Transfer (HAT) Reactions, Quality Control of 96-20-8, the publication is Journal of the American Chemical Society (2019), 141(24), 9739-9745, database is CAplus and MEDLINE.

Using tandem imine formation and (diastereoselective) reductive cyclization reactions via iron- or manganese-catalyzed hydrogen-atom transfer, unsaturated amines (olefin-amine reagents, OLA) such as I, II, and III yielded spirocyclic, bridged, and fused saturated nitrogen heterocycles such as IV, V, and VI. A mechanism is proposed using a metal hydride hydrogen atom transfer to generate a C-centered radical that undergoes addition to an unactivated imine, leading to an N-centered radical; regeneration of the metal catalyst by O₂ and a second HAT to form the unprotected saturated N-heterocycle yields the observed products.

Journal of the American Chemical Society 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 C13H11NO, Quality Control of 96-20-8.

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

Luescher, Michael U. published the artcileEvidence for a Radical Mechanism in Cu(II)-Promoted SnAP Reactions, Formula: C4H11NO, the publication is Synlett (2019), 30(4), 464-470, database is CAplus.

Saturated nitrogen heterocycles could be found with increasing abundance in bioactive mols. despite a limited number of methods to access these scaffolds. However, the coupling of recently introduced SnAP [tin (Sn) amine protocol] reagents with a wide range of aldehydes and ketones had proven to be a reliable, practical, and versatile one-step approach to saturated N-heterocycles, e.g., I. While effective, the lack of mechanistic understanding limits efforts to develop new catalytic and enantioselective variants. To distinguish between a polar or radical mechanism, Lewis and Bronsted acids, radical trapping experiments, and radical clock SnAP reagents were assessed reinforcing the current understanding of the SnAP protocol as a radical cyclization.

Synlett 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

Marciniec, Bogdan published the artcileSynthesis, first structures, and catalytic activity of the monomeric rhodium(I)-siloxide phosphine complexes, Product Details of C9H22OSi, the publication is Canadian Journal of Chemistry (2003), 81(11), 1292-1298, database is CAplus.

Four new square-plane rhodium siloxide complexes of the general formula [Rh(cod)(PR₃‘)(OSiR₃)] (R = Me, i-Pr, O-t-Bu, R’ = Cy, Ph) were synthesized and the structures of three of them were resolved by the x-ray method. [Rh(cod)(PCy₃)(OSiMe₃)] (1) appeared to be a very efficient catalyst for hydrosilylation of allyl glycidyl ether to yield, selectively, 3-glycidoxypropyltriethoxysilane, a com. important silane coupling agent. Catalytic measurements and stoichiometric experiments of 1 with triethoxysilane suggest a mechanism where an unsaturated Rh-H species is responsible for the catalysis.

Canadian Journal of Chemistry published new progress about 17877-23-5. 17877-23-5 belongs to alcohols-buliding-blocks, auxiliary class Protection and Derivatization Reagent, name is Triisopropylsilanol, and the molecular formula is C9H22OSi, Product Details of C9H22OSi.

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

Altenbach, Robert J. published the artcileDiaryldiamines with Dual Inhibition of the Histamine H3 Receptor and the Norepinephrine Transporter and the Efficacy of 4-(3-(Methylamino)-1-phenylpropyl)-6-(2-(pyrrolidin-1-yl)ethoxy)naphthalen-1-ol in Pain, Name: 2-(Benzyl(methyl)amino)ethanol, the publication is Journal of Medicinal Chemistry (2010), 53(21), 7869-7873, database is CAplus and MEDLINE.

A series of compounds were designed as dual inhibitors of the H₃ receptor and the norepinephrine transporter. Methylamino phenylpropyl pyrrolidinyl ethoxy naphthalenol I (rNET K_i = 14 nM; rH₃R K_i = 37 nM) was found to be efficacious in a rat model of osteoarthritic pain.

Journal of Medicinal Chemistry 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 C10H15NO, Name: 2-(Benzyl(methyl)amino)ethanol.

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

Perry, Matthew W. D. published the artcileDesign and Synthesis of Soluble and Cell-Permeable PI3Kδ Inhibitors for Long-Acting Inhaled Administration, Category: alcohols-buliding-blocks, the publication is Journal of Medicinal Chemistry (2017), 60(12), 5057-5071, database is CAplus and MEDLINE.

PI3Kδ is a lipid kinase that is believed to be important in the migration and activation of cells of the immune system. Inhibition is hypothesized to provide a powerful yet selective immunomodulatory effect that may be beneficial for the treatment of conditions such as asthma or rheumatoid arthritis. In this work, identification of inhibitors based on a thiazolopyridone core structure and their subsequent optimization for inhalation is described. The initially identified compound I had good potency and isoform selectivity but was not suitable for inhalation. Addition of basic substituents to a region of the mol. pointing to solvent was tolerated (enzyme inhibition pIC₅₀ > 9), and by careful manipulation of the pK_a and lipophilicity, the authors were able to discover compounds II (R = Me or i-Bu) with good lung retention and cell potency that could be taken forward to in vivo studies where significant target engagement could be demonstrated.

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

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

Samanta, Partha Kumar published the artcileCopper(0) nanoparticles immobilized on SBA-15: a versatile recyclable heterogeneous catalyst for solvent and ligand free C-S coupling reaction from diverse substrates, Recommanded Product: 2-Phenylethanethiol, the publication is Microporous and Mesoporous Materials (2021), 111198, database is CAplus.

A SBA-15 supported copper(0) nanoparticles based catalyst (Cu(0)MS) has been prepared using wet impregnation method. The catalyst was thoroughly characterized by several techniques including powder X-ray diffraction, nitrogen adsorption-desorption, field emission SEM-energy dispersive X-ray, transmission electron microscopy, high angle annular dark field scanning transmission electron microscopy and inductively coupled plasma-optical emission spectrometry. This mesoporous silica supported copper(0) nanoparticles had been exploited as a catalyst for ligand-free and solvent-free C-S cross-coupling reactions. Sym./unsym. aryl/alkyl sulfides R¹SR² (R¹ = Ph, 2-MeOC₆H₄, PhCH₂, PhCH:CH, 2-thienyl, etc.; R² = Ph, n-octyl, PhCH₂CH₂, 2-pyridyl, etc.) had been synthesized by the S-arylation of aromatic, heteroaromatic and aliphatic thiols R²SH with aryl, heteroaryl or vinyl halides R¹X (X = I, Br). Aryl chlorides also responded the reaction very well to produce aryl sulfides. The applicability of the current protocol had also been explored for the synthesis of the starting materials of different C-S bond containing pharmaceuticals. In addition, the present catalytic system was also suitable for the synthesis of a variety of sym. diaryl sulfides from aryl halides using thiourea as a sulfur source. Furthermore, it was also found that the Cu(0)MS catalyst could be reused five times without substantial loss in activity.

Microporous and Mesoporous Materials 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, Recommanded Product: 2-Phenylethanethiol.

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

Manoury, Philippe M. published the artcileSynthesis and antihypertensive activity of a series of 4-amino-6,7-dimethoxyquinazoline derivatives, Application In Synthesis of 101-98-4, the publication is Journal of Medicinal Chemistry (1986), 29(1), 19-25, database is CAplus and MEDLINE.

N²-[(Acylamino)alkyl]-6,7-dimethoxy-2,4-quinazolinediamines I (e.g., R, R¹, R², n = Me, Me, Ph, 2; Me, H, tetrahydro-2-furyl, 3) were synthesized as potential α₁-adrenoceptor antagonists. In rats at 10 mg/kg po, some I (n = 3) showed good antihypertensive activity, whereas I (n = 2) did not.

Journal of Medicinal Chemistry 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 C10H15NO, Application In Synthesis of 101-98-4.

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