Tag: M.W=100-150

Lin, Jian published the artcileDiscovery and Optimization of Quinolinone Derivatives as Potent, Selective, and Orally Bioavailable Mutant Isocitrate Dehydrogenase 1 (mIDH1) Inhibitors, HPLC of Formula: 622-40-2, the publication is Journal of Medicinal Chemistry (2019), 62(14), 6575-6596, database is CAplus and MEDLINE.

Mutations at the arginine residue (R132) in isocitrate dehydrogenase 1 (IDH1) are frequently identified in various human cancers. Inhibition of mutant IDH1 (mIDH1) with small mols. has been clin. validated as a promising therapeutic treatment for acute myeloid leukemia and multiple solid tumors. Herein, we report the discovery and optimization of a series of quinolinones to provide potent and orally bioavailable mIDH1 inhibitors with selectivity over wild-type IDH1. The X-ray structure of an early lead 24 in complex with mIDH1-R132H shows that the inhibitor unexpectedly binds to an allosteric site. Efforts to improve the in vitro and in vivo absorption, distribution, metabolism, and excretion (ADME) properties of 24 yielded a preclin. candidate 63. The detailed preclin. ADME and pharmacol. studies of 63 support further development of quinolinone-based mIDH1 inhibitors as therapeutic agents in human trials.

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 C6H13NO2, HPLC of Formula: 622-40-2.

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

Mosallanejad, Arash published the artcileApplication of Tsunoda reagent to the convenient synthesis of drug-like pyrazoles, Quality Control of 622-40-2, the publication is Tetrahedron Letters (2018), 59(18), 1708-1710, database is CAplus.

The versatility of the under-utilized (cyanomethylene)tributylphosphorane (CMBP, Tsunoda reagent) was demonstrated on two occasions in a drug discovery context. Firstly, the high reactivity of the phosphorane allowed the alkylation of a weakly acidic pyrazole when standard Mitsunobu conditions were unsuccessful. Secondly, the clean reaction profile generally obtained using CMBP allowed the direct use of the crude mixture in a subsequent Suzuki cross coupling. This reagent was utilized when isolation of the Mitsunobu reaction product (e.g. containing a boronate) was not desirable.

Tetrahedron Letters 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

Nie, Shaozhen published the artcileEnantioselective Hydrothiolation: Diverging Cyclopropenes through Ligand Control, Category: alcohols-buliding-blocks, the publication is Journal of the American Chemical Society (2021), 143(16), 6176-6184, database is CAplus and MEDLINE.

In this article, we advance Rh-catalyzed hydrothiolation through the divergent reactivity of cyclopropenes. Cyclopropenes undergo hydrothiolation to provide cyclopropyl sulfides such as I or allylic sulfides such as II. The choice of bisphosphine ligand dictates whether the pathway involves ring-retention or ring-opening. Mechanistic studies reveal the origin for this switchable selectivity. Our results suggest the two pathways share a common cyclopropyl-Rh(III) intermediate. Electron-rich Josiphos ligands promote direct reductive elimination from this intermediate to afford cyclopropyl sulfides in high enantio- and diastereoselectivities. Alternatively, atropisomeric ligands (such as DTBM-BINAP) enable ring-opening from the cyclopropyl-Rh(III) intermediate to generate allylic sulfides with high enantio- and regiocontrol.

Journal of the American Chemical Society 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, Category: alcohols-buliding-blocks.

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

Xie, Long-Yong published the artcileC(sp²)-H/O-H cross-dehydrogenative coupling of quinoxalin-2(1H)-ones with alcohols under visible-light photoredox catalysis, SDS of cas: 2240-88-2, the publication is Chinese Journal of Catalysis (2020), 41(8), 1168-1173, database is CAplus.

An efficient and practical route to various 3-alkoxylquinoxalin-2(1H)-ones through visible-light photocatalytic C(sp²)-H/O-H cross-dehydrogenation coupling of quinoxalin-2(1H)-ones and alcs. by employing ambient air as an oxidant at room temperature under metal-free conditions was developed.

Chinese Journal of Catalysis 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 C3H9ClOS, SDS of cas: 2240-88-2.

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

Chen, Lungang published the artcileSelective Production of 2-Butanol from Hydrogenolysis of Levulinic Acid Catalyzed by the Non-precious NiMn Bimetallic Catalyst, Application In Synthesis of 111-29-5, the publication is ACS Sustainable Chemistry & Engineering (2021), 9(46), 15603-15611, database is CAplus.

Selective production of 2-butanol from levulinic acid (LA) hydrogenolysis over a non-precious catalyst is long desirable. However, the process requires the precious metal Ru, and the yield of 2-butanol was less than 65%. Herein, we prepared Ni-based bimetallic catalysts, among which the NiMn catalyst exhibited the highest efficiency and reached an 84.5% yield of 2-butanol at 100% LA conversion under optimal conditions. The electronic states and surface properties were characterized by various techniques such as X-ray diffraction, XPS, temperature-programmed desorption, temperature-programmed reduction, and SEM/transmission electron microscopy. The high efficiency of the NiMn catalyst was due to the synergy between Ni⁰ and Mn²⁺ species, and the modified surface showed a high basicity and a high affinity to adsorb LA and LA-derived mols. with C=O or COOH. The high affinity of the NiMn catalyst was further confirmed by d. functional theory calculations

ACS Sustainable Chemistry & Engineering 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 In Synthesis of 111-29-5.

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

Yang, Fan published the artcileCobalt single atoms anchored on nitrogen-doped porous carbon as an efficient catalyst for oxidation of silanes, HPLC of Formula: 597-52-4, the publication is Green Chemistry (2021), 23(2), 1026-1035, database is CAplus.

The oxidation reactions of organic compounds are important transformations for the fine and bulk chem. industry. However, they usually involve the use of noble metal catalysts and suffer from toxic or environmental issues. Here, an efficient, environmentally friendly, and atomically dispersed Co catalyst (Co-N-C) was prepared via a simple, porous MgO template and etching method using 1,10-phenanthroline as C and N sources, and CoCl₂·6H₂O as the metal source. The obtained Co-N-C catalyst exhibits excellent catalytic performance for the oxidation of silanes with 97% isolated yield of organosilanol under mild conditions (room temperature, H₂O as an oxidant, 1.8 h), and good stability with 95% isolated yield after nine consecutive reactions. The turnover frequency (TOF) is as high as 381 h^-1, exceeding those of most non-noble metal catalysts and some noble metal catalysts. Aberration-corrected high-angle annular dark-field scanning transmission electron microscopy (HAADF-STEM), extended X-ray absorption fine structure (EXAFS), and wavelet transform (WT) spectroscopy corroborate the existence of atomically dispersed Co. The coordination numbers of Co affected by the pyrolysis temperature in Co-N-C-700, Co-N-C-800, and Co-N-C-900 are 4.1, 3.6, and 2.2, resp. Owing to a higher Co-N₃ content, Co-N-C-800 shows more outstanding catalytic performance than Co-N-C-700 and Co-N-C-800. Moreover, d. functional theory (DFT) calculations reveal that the Co-N₃ structure exhibits more activity compared with Co-N₄ and Co-N₂, which is because the Co atom in Co-N₃ was bound with both H atom and Si atom, and it induced the longest Si-H bond.

Green Chemistry 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 C7H5Br2F, HPLC of Formula: 597-52-4.

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

Zhao, Fabao published the artcileChiroptical aggregates from block copolymer bearing amino acid moieties in aqueous solution, Related Products of alcohols-buliding-blocks, the publication is Journal of Polymer Science, Part B: Polymer Physics (2009), 47(14), 1345-1355, database is CAplus.

Optically active poly(ethylene glycol) monomethyl ether-b-poly(methacryloyl-L-leucine Me ester) (denoted as MPEG-b-PMALM) copolymers were prepared via atom transfer radical polymerization (ATRP), using bromine (Br) end-capped poly(ethylene glycol) monomethyl ether (denoted as MPEG-Br) as macroinitiator in the presence of CuBr/tris(2-dimethylaminoethyl)amine (Me₆TREN) as catalytic system. Broad range of morphologies, such as spherical, cylindrical, and vesicular micelles, which were prepared by initially dissolving prepared polymer in organic solvent at different concentration followed by addition various amount of water before dialysis against water to remove any added solvent, was observed by transmission electron microscope (TEM). More detailed chiroptical properties of the micelles/aggregates in aqueous solution were evaluated by CD spectroscopy as a function of micelles morphologies, polymer concentration, solvents employed, temperature, etc. The micellar solutions exhibit almost the same CD spectra regardless of its morphologies. The intensity of the CD spectra of the cylindrical micelles decreased in the molar ellipticities as the micellar concentration in water was increased. The Cotton effect was markedly changed when the solvent hydrophobicity was changed by addition of trifluoromethyl ethanol (TFME) to water. The intensity of the CD spectra decreased not too much within the temperature range from 20° to 90°, indicating good stability of the micelles upon temperature variation. © 2009 Wiley Periodicals, Inc. J Polym Sci Part B: Polym Phys 47: 1345-1355, 2009.

Journal of Polymer Science, Part B: Polymer Physics 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 C12H14O2, Related Products of alcohols-buliding-blocks.

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

Ye, Danfeng published the artcileCesium Carbonate Catalyzed Esterification of N-Benzyl-N-Boc-amides under Ambient Conditions, Related Products of alcohols-buliding-blocks, the publication is Organic Letters (2019), 21(17), 6888-6892, database is CAplus and MEDLINE.

A general activated amide to ester transformation catalyzed by Cs₂CO₃, is reported. Using this approach, esterification proceeds under relatively mild conditions and without the need for a transition metal catalyst. This method exhibits broad substrate scope and represents a practical alternative to existing esterification strategies. The synthetic utility of this protocol is demonstrated via the facile synthesis of crown ether derivatives and the late-stage modification of a representative natural product and several sugars in reasonable yields.

Organic Letters 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 C11H21BO2Si, Related Products of alcohols-buliding-blocks.

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

Tian, Yunfei published the artcileH-Bonding-promoted radical addition of simple alcohols to unactivated alkenes, Quality Control of 2240-88-2, the publication is Green Chemistry (2017), 19(21), 5230-5235, database is CAplus.

A H-Bonding-induced radical addition of simple alcs. such as ethanol, cyclohexanol, 2,2,2-trifluoroethan-1-ol, etc. to unactivated olefins e.g., 4-BrC₆H₄C(O)O(CH₂)₃HC=CH₂ was achieved. It effectively solved the long-standing problems of reactivity and selectivity in this type of reaction. The hydroxyalkylation occurred via site-specific cleavage of the α-hydroxyl-C-H bond in alcs. This method allows a highly atom-economical, operationally simple and environmentally benign access to diverse alcs. such as 6-phenylhexan-2-ol, 1-cyclooctylethanol, 3-(1-hydroxycyclopentyl)propyl 4-bromobenzoate, etc. diols, e.g., 4,5-dihydroxypentyl 4-bromobenzoate and even polyfluorinated alcs., e.g., 7,7,7-trifluoro-6-hydroxyheptyl 4-bromobenzoate. These useful chems. are traditionally synthesized by using com. unavailable organometallics via complex operations. In contrast, they can be facilely obtained through this protocol utilizing widely available starting materials.

Green 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 C14H10O4, Quality Control of 2240-88-2.

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

Fischer, F. published the artcilePreparation and properties of mono- and dipinaconeboric acid, Category: alcohols-buliding-blocks, the publication is Zeitschrift fuer Chemie (1964), 4(8), 301-2, database is CAplus.

By repeating the preparation of monopinaconeboric acid (I) by Hermans (CA 19, 1386), I, m. 68-72°, was obtained only occasionally; most of the time a mixture, m. 60-180°, was formed which, recrystallized several times from petr. ether, gave dipinaconeboric acid (II), m. 218-25°. Some of the tautomeric forms are shown. Pinacone-6H₂O (III) and 1.6-2 equivalents B(OH)₃ (IV) as concentrated aqueous solutions mixed and evaporated in vacuo over concentrated H₂SO₄, and the residue extracted 8 hrs. with petr. ether gave I, readily soluble in H₂O and most organic solvents. Similar runs with IV and 2.5 equivalents III yielded II, b. 280°, m. 219-21° (Bu₂O), sparingly soluble in H₂O and most organic solvents. II becomes moist and deliquesces on proplonged standing in air. II dissolved in H₂O at room temperature within a few days (in 0.5 hr. at 100°) with decomposition to I, III, and IV. The infrared spectrum of I in CHCl₃ indicates that it is in equilibrium with a dimer; the equilibrium is shifted towards the dimer with increasing concentration The infrared spectrum of II indicates the formation of an acid complex at concentrations above 0.0125M.

Zeitschrift fuer Chemie 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, Category: alcohols-buliding-blocks.

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