Tag: M.W=100-150

Banoun, Camille published the artcileIntermolecular C-O Bond Formation with Alkoxyl Radicals: Photoredox-Catalyzed α-Alkoxylation of Carbonyl Compounds, Recommanded Product: Pentane-1,5-diol, the publication is Organic Letters (2021), 23(22), 8926-8930, database is CAplus and MEDLINE.

Due to the high reactivity of alkoxyl (RO·) radicals and their propensity to easily undergo β-scission or Hydrogen Atom Transfer (HAT) reactions, intermol. alkoxylations involving RO· radicals are barely described. Authors report herein for the first time the efficient intermol. trapping of alkoxyl radicals by silyl enol ethers. This photoredox-mediated protocol enables the introduction of both structurally simple and more complex alkoxy groups into a wide range of ketones and amides.

Organic Letters 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, Recommanded Product: Pentane-1,5-diol.

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

Newton, Rebecca published the artcileThe discovery of 2-substituted phenol quinazolines as potent RET kinase inhibitors with improved KDR selectivity, Quality Control of 14703-69-6, the publication is European Journal of Medicinal Chemistry (2016), 20-32, database is CAplus and MEDLINE.

Deregulation of the receptor tyrosine kinase RET has been implicated in medullary thyroid cancer, a small percentage of lung adenocarcinomas, endocrine-resistant breast cancer and pancreatic cancer. There are several clin. approved multi-kinase inhibitors that target RET as a secondary pharmacol. but addnl. activities, most notably inhibition of KDR, lead to dose-limiting toxicities. There is, therefore, a clin. need for more specific RET kinase inhibitors. Herein we report our efforts towards identifying a potent and selective RET inhibitor using vandetanib 1 as the starting point for structure-based drug design. Phenolic anilinoquinazolines exemplified by 6 showed improved affinities towards RET but, unsurprisingly, suffered from high metabolic clearance. Efforts to mitigate the metabolic liability of the phenol led to the discovery that a flanking substituent not only improved the hepatocyte stability, but could also impart a significant gain in selectivity. This culminated in the identification of 36; a potent RET inhibitor with much improved selectivity against KDR.

European Journal of Medicinal Chemistry published new progress about 14703-69-6. 14703-69-6 belongs to alcohols-buliding-blocks, auxiliary class Amine,Benzene,Phenol, name is 3-(Methylamino)phenol, and the molecular formula is C7H9NO, Quality Control of 14703-69-6.

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

Mowbray, Charles E. published the artcileDNDI-6148: A Novel Benzoxaborole Preclinical Candidate for the Treatment of Visceral Leishmaniasis, Application In Synthesis of 2240-88-2, the publication is Journal of Medicinal Chemistry (2021), 64(21), 16159-16176, database is CAplus and MEDLINE.

Visceral leishmaniasis (VL) is a parasitic disease endemic across multiple regions of the world and is fatal if untreated. Current therapies are unsuitable, and there is an urgent need for safe, short-course, and low-cost oral treatments to combat this neglected disease. The benzoxaborole chemotype has previously delivered clin. candidates for the treatment of other parasitic diseases. Here, we describe the development and optimization of this series, leading to the identification of compounds with potent in vitro and in vivo antileishmanial activity. The lead compound (DNDI-6148) combines impressive in vivo efficacy (>98% reduction in parasite burden) with pharmaceutical properties suitable for onward development and an acceptable safety profile. Detailed mode of action studies confirm that DNDI-6148 acts principally through the inhibition of Leishmania cleavage and polyadenylation specificity factor (CPSF3) endonuclease. As a result of these studies and its promising profile, DNDI-6148 has been declared a preclin. candidate for the treatment of VL.

Journal of Medicinal Chemistry published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Application In Synthesis of 2240-88-2.

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

Salomon, Marcel Ahijado published the artcileStepwise oxygenation of pinacolborane by a rhodiumperoxo complex: detection of an intermediate metal borate and perborate, Quality Control of 25240-59-9, the publication is Angewandte Chemie, International Edition (2008), 47(46), 8867-8871, database is CAplus and MEDLINE.

Acting as go-between: A Rh borate and perborate were identified as intermediates in the Rh-mediated oxygenation of pinacolborane (HBpin). The Rh(III)-peroxo complex reacts with the Lewis acidic B compound HBpin by O transfer from the Rh center to HBpin to give a Rh(I) species. The reaction sequence might play a crucial role in the homocoupling of boronic acid.

Angewandte Chemie, International Edition 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, Quality Control of 25240-59-9.

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

Tomar, Pooja published the artcilePhotochemical activation of SF₆ by N-heterocyclic carbenes to provide a deoxyfluorinating reagent, Synthetic Route of 2240-88-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(70), 9753-9756, database is CAplus and MEDLINE.

The activation of the greenhouse gas SF₆ using electron-rich N-heterocyclic carbenes gave 2,2-difluoroimidazolines or 2,2-difluoroimidazolidines as well as 2-thio derivatives of the carbene precursors. The N-heterocyclic carbenes can also convert SF₄ to give similar products. The difluoroimidazolidine derivatives were applied in deoxyfluorination reactions. Furthermore, the activation of SF₆ and the fluorination can be coupled in a one-pot process to convert 1-octanol into 1-fluorooctane.

Chemical Communications (Cambridge, United Kingdom) published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C7H13BrSi, Synthetic Route of 2240-88-2.

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

Lin, Jian-Dong published the artcileWettability-Driven Palladium Catalysis for Enhanced Dehydrogenative Coupling of Organosilanes, Quality Control of 597-52-4, the publication is ACS Catalysis (2017), 7(3), 1720-1727, database is CAplus.

Direct coupling of Si-H bonds has emerged as a promising strategy for designing chem. and biol. useful organosilicon compounds Heterogeneous catalytic systems sufficiently active, selective, and durable for dehydrosilylation reactions under mild conditions have been lacking to date. Herein, we report that the hydrophobic characteristics of the underlying supports can be advantageously utilized to enhance the efficiency of palladium nanoparticles (Pd NPs) for the dehydrogenative coupling of organosilanes. As a result of this prominent surface wettability control, the modulated catalyst showed a significantly higher level of efficiency and durability characteristics toward the dehydrogenative condensation of organosilanes with water, alcs., or amines in comparison to existing catalysts. In a broader context, this work illustrates a powerful approach to maximize the performance of supported metals through surface wettability modulation under catalytically relevant conditions.

ACS Catalysis 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, Quality Control of 597-52-4.

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

Klein, Victoria G. published the artcileAmide-to-Ester Substitution as a Strategy for Optimizing PROTAC Permeability and Cellular Activity, Application of Pentane-1,5-diol, the publication is Journal of Medicinal Chemistry (2021), 64(24), 18082-18101, database is CAplus and MEDLINE.

Criteria for predicting the druglike properties of “beyond Rule of 5” Proteolysis Targeting Chimeras (PROTAC) degraders are underdeveloped. PROTAC components are often combined via amide couplings due to their reliability. Amides, however, can give rise to poor absorption, distribution, metabolism, and excretion (ADME) properties. We hypothesized that a bioisosteric amide-to-ester substitution could lead to improvements in both physicochem. properties and bioactivity. Using model compounds, bearing either amides or esters, we identify parameters for optimal lipophilicity and permeability. We applied these learnings to design a set of novel amide-to-ester-substituted, VHL-based BET degraders with the goal to increase permeability. Our ester PROTACs retained intracellular stability, were overall more potent degraders than their amide counterparts, and showed an earlier onset of the hook effect. These enhancements were driven by greater cell permeability rather than improvements in ternary complex formation. This largely unexplored amide-to-ester substitution provides a simple strategy to enhance PROTAC permeability and bioactivity and may prove beneficial to other beyond Ro5 mols.

Journal of Medicinal Chemistry 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, Application of Pentane-1,5-diol.

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

Aly, Nesma published the artcileCosmetic Potential of a Recombinant 50 kDa Protein, Category: alcohols-buliding-blocks, the publication is Cosmetics (2022), 9(1), 8, database is CAplus.

Collagen and its derivative proteins have been widely used as a major component for cosmetic formulations as a natural ingredient and moisturizer. Most com. available collagens are animal-derived collagen type I and other forms of collagen, such as type III collagen, are far less prevalent in animals, making extraction and purification extremely difficult and expensive. Here, we report the production of a 50 kDa protein produced in yeast that is 100% identical to the N-terminus of the human type III collagen. This recombinant protein has a larger mol. weight than most incumbent recombinant collagen proteins available for personal care applications. We report the industrialization of both the fermentation and purification processes to produce a final recombinant protein product. This final protein product was shown to be safe for general applications to human skin and compatible with common formulation protocols, including ethanol-based formulations. This recombinant collagen type III protein was also shown to uniquely stimulate both collagen type I and type III production and secretion by primary human dermal fibroblasts. The unique combination of biostimulation, compatibility with beauty product formulations and demonstrated com. production, make this novel recombinant type III collagen a good candidate for broad application in the cosmetics industry.

Cosmetics 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, Category: alcohols-buliding-blocks.

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

Schmidt, Tobias published the artcileBiotransformation of trans-1-chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd), Product Details of C3H5F3O, the publication is Toxicology and Applied Pharmacology (2013), 268(3), 343-351, database is CAplus and MEDLINE.

Trans-1-Chloro-3,3,3-trifluoropropene (trans-HCFO-1233zd) is a novel foam blowing and precision cleaning agent with a very low impact for global warming and ozone depletion. trans-HCFO-1233zd also has a low potential for toxicity in rodents and is neg. in genotoxicity testing. The biotransformation of trans-HCFO-1233zd and kinetics of metabolite excretion with urine were assessed in vitro and in animals after inhalation exposures. For in vitro characterization, liver microsomes from rats, rabbits and humans were incubated with trans-HCFO-1233zd. Male Sprague Dawley rats and female New Zealand White rabbits were exposed to 2,000, 5,000 and 10,000 ppm for 6 h and urine was collected for 48 h after the end of the exposure. Study specimens were analyzed for metabolites using ¹⁹F NMR, LC-MS/MS and GC/MS. S-(3,3,3-trifluoro-trans-propenyl)-glutathione was identified as predominant metabolite of trans-HCFO-1233zd in all microsomal incubation experiments in the presence of glutathione. Products of the oxidative biotransformation of trans-HCFO-1233zd were only minor metabolites when glutathione was present. In rats, both 3,3,3-trifluorolactic acid and N-acetyl-(3,3,3-trifluoro-trans-propenyl)-L-cysteine were observed as major urinary metabolites. 3,3,3-Trifluorolactic acid was not detected in the urine of rabbits. Quantitation showed rapid excretion of both metabolites in both species (t_1/2 < 6 h) and the extent of biotransformation of trans-HCFO-1233zd was determined as approx. 0.01% of received dose in rabbits and approx. 0.002% in rats. trans-HCFO-1233zd undergoes both oxidative biotransformation and glutathione conjugation at very low rates. The low extent of biotransformation and the rapid excretion of metabolites formed are consistent with the very low potential for toxicity of trans-HCFO-1233zd in mammals.

Toxicology and Applied Pharmacology published new progress about 2240-88-2. 2240-88-2 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Aliphatic hydrocarbon chain,Alcohol, name is 3,3,3-Trifluoropropan-1-ol, and the molecular formula is C3H5F3O, Product Details of C3H5F3O.

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