Tag: M.W=100-150

Zaksauskas, Audrius published the artcileMethyl 2-Halo-4-Substituted-5-Sulfamoyl-Benzoates as High Affinity and Selective Inhibitors of Carbonic Anhydrase IX, Quality Control of 4410-99-5, the publication is International Journal of Molecular Sciences (2022), 23(1), 130, database is CAplus and MEDLINE.

Among the twelve catalytically active carbonic anhydrase isoenzymes present in the human body, the CAIX is highly overexpressed in various solid tumors. Many attempts have been made to design chem. compounds that would exhibit high affinity and selective binding to CAIX over the remaining eleven catalytically active CA isoenzymes to limit undesired side effects. Herein, a series of compounds, Me 5-sulfamoyl-benzoates, which bear a primary sulfonamide group, a well-known marker of CA inhibitors is designed and their affinities for all twelve CA isoenzymes has been determined. Variations of substituents on the benzenesulfonamide ring led to compound Me 2-bromo-4-(cyclohexylsulfanyl)-5-sulfamoylbenzoate, which exhibited an extremely high observed binding affinity to CAIX; the K_d was 0.12 nM. The intrinsic dissociation constant, where the binding-linked protonation reactions have been subtracted, reached 0.08 pM. The compound also exhibited more than 100-fold selectivity over the remaining CA isoenzymes. The X-ray crystallog. structure of compound Me 2-chloro-4-(cyclohexylsulfanyl)-5-sulfamoylbenzoate bound to CAIX showed the structural position, while several structures of compounds bound to other CA isoenzymes showed structural reasons for compound selectivity towards CAIX. Since this series of compounds possess physicochem. properties suitable for drugs, they may be developed for anticancer therapeutic purposes.

International Journal of Molecular Sciences 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 C8H6BF3O3, Quality Control of 4410-99-5.

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

Bergamaschi, Enrico published the artcileStereoselective Synthesis of 3,5-Dihydroxypyrrolidin-2-ones Through a Photoinduced Multicomponent Reaction Followed by Dimerization, Application In Synthesis of 597-52-4, the publication is European Journal of Organic Chemistry (2019), 2019(34), 5992-5997, database is CAplus.

A photoinduced reaction between diazoketones, isocyanides and silanols, followed by aldol dimerization of the resulting multicomponent adduct, affords polyfunctionalized 3,5-dihydroxypyrrolidin-2-one heterocycles in a straightforward manner. Six new bonds and two quaternary carbons are formed in just two steps with this complexity-generating methodol. A high degree of stereoselectivity is also observed, as a result of the mild conditions employed. Moreover, the 3,5-dihydroxypyrrolidin-2-one scaffold can be found in two families of biol. relevant natural products, namely anchinopeptolides and eusynstyelamides. The synthetic approach herein described appears to be a very convenient route for the preparation of their analogs.

European Journal of Organic 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 C6H16OSi, Application In Synthesis of 597-52-4.

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

Ibba, Francesco published the artcilePhotoinduced Multicomponent Synthesis of α-Silyloxy Acrylamides, an Unexplored Class of Silyl Enol Ethers, Recommanded Product: Triethylsilanol, the publication is Organic Letters (2018), 20(4), 1098-1101, database is CAplus and MEDLINE.

The photoinduced, multicomponent reaction of α-diazoketones, silanols, and isocyanides affords α-silyloxy acrylamides, formally derived from α-keto amides. The presence of a secondary amido group makes classic preparative methods for silyl enol ethers unfeasible in this case, while the mild conditions required by this photochem. approach allow their synthesis in good yields; moreover, the general structure can be easily modified by varying each component of the multicomponent reaction. Fine-tuning of the reaction conditions (i.e., solvents, radiation, additives) can be exploited to obtain complete Z selectivity. The reactivity of this overlooked class of silyl enol ethers has been investigated, and features that could pave the way to new applications have been found.

Organic Letters 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

Islam, Koushikul published the artcileStructural Modifications and Biological Evaluations of Rift Valley Fever Virus Inhibitors Identified from Chemical Library Screening, Recommanded Product: 2-Morpholinoethanol, the publication is ACS Omega (2022), 7(8), 6854-6868, database is CAplus and MEDLINE.

The Rift Valley fever virus (RVFV) is an emerging high-priority pathogen endemic in Africa with pandemic potential. There is no specific treatment or approved antiviral drugs for the RVFV. We previously developed a cell-based high-throughput assay to screen small mols. targeting the RVFV and identified a potential effective antiviral compound (1-N-(2-(biphenyl-4-yloxy)ethyl)propane-1,3-diamine) as a lead compound Here, we investigated how structural modifications of the lead compound affected the biol. properties and the antiviral effect against the RVFV. We found that the length of the 2-(3-aminopropylamino)ethyl chain of the compound was important for the compound to retain its antiviral activity. The antiviral activity was similar when the 2-(3-aminopropylamino)ethyl chain was replaced with a Bu piperazine chain. However, we could improve the cytotoxicity profile of the lead compound by changing the Ph piperazine linker from the para-position (compound 9a) to the meta-position (compound 13a). Results from time-of-addition studies suggested that compound 13a might be active during virus post-entry and/or the replication phase of the virus life cycle and seemed to affect the K⁺ channel. The modifications improved the properties of our lead compound, and our data suggest that 13a (I) is a promising candidate to evaluate further as a therapeutic agent for RVFV infection.

ACS Omega 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, Recommanded Product: 2-Morpholinoethanol.

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

Dow, Robert L. published the artcileDiscovery of 2-(2-Chlorophenyl)-3-(4-chlorophenyl)-7-(2,2-difluoropropyl)-6,7-dihydro-2H-pyrazolo[3,4-f][1,4]oxazepin-8(5H)-one (PF-514273), a Novel, Bicyclic Lactam-Based Cannabinoid-1 Receptor Antagonist for the Treatment of Obesity, SDS of cas: 371-99-3, the publication is Journal of Medicinal Chemistry (2009), 52(9), 2652-2655, database is CAplus and MEDLINE.

The design, synthesis, and structure-activity relationships of novel bicyclic lactams I (R¹ = 2-ClC₆H₄; R² = 4-ClC₆H₄; R³ = H, Et, i-Pr, i-Bu, cyclopentyl, CH₂CF₂Me, etc.) and II (R⁴ = H, i-Pr, CH₂CF₃, CH₂CF₂Me, CH₂CF₂Et) as cannabinoid type 1 (CB₁) receptor antagonists is described. Members of these series are potent, selective antagonists in in vitro/in vivo efficacy models of CB₁ antagonism and exhibit robust oral activity in rodent models of food intake. These efforts led to the identification of II (R⁴ = CH₂CF₂Me), which has been advanced to human clin. trials for weight management.

Journal of Medicinal Chemistry published new progress about 371-99-3. 371-99-3 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2-((2,2,2-Trifluoroethyl)amino)ethanol, and the molecular formula is C4H8F3NO, SDS of cas: 371-99-3.

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

Di Profio, Pietro published the artcileChemoinformatic design of amphiphilic molecules for methane hydrate inhibition, Name: 2-Morpholinoethanol, the publication is Journal of Chemometrics (2018), 32(6), n/a, database is CAplus.

Cationic surfactants and other low mol. weight compounds are known to inhibit nucleation and agglomeration of methane hydrates. In particular, tetralkylammonium salts are kinetic hydrate inhibitors; ie, they reduce the rate of hydrate formation. This work relates to the in-silico determination of structural features of mols. modulating methane hydrate formation, as found exptl., and the prediction of novel structures to be tested as candidate inhibitors. Exptl. data for each mol. are the amount of absorbed methane. By inserting these numerical values into a chemoinformatic model, it was possible to find a mutual correlation between structural features and inhibition properties. A maximum amount of information is extracted from the structural features and exptl. variables, and a model is generated to explain the relationship therebetween. Chemometric anal. was performed by using the software package Volsurf+ with the aim of finding a primary correlation between surfactant structures and their properties. Exptl. parameters (pressure, temperature, and concentration) were further processed through an optimization procedure. A careful study of the chemometric anal. responses and the numerical descriptors of tested surfactants allowed to define the features of a good inhibitor, as far as the amount of absorbed gas is concerned. An external prediction is finally made to project external compounds, whose structures and critical micellar concentration are known, in a statistical model, to predict the inhibition properties of a particular mol. in advance of synthesis and testing. This method allowed to find novel amphiphilic mols. for testing as candidate inhibitors in flow-assurance.

Journal of Chemometrics 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, Name: 2-Morpholinoethanol.

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

Shu, Bing published the artcileSyntheses and evaluation of new acridone derivatives for selective binding of oncogene c-myc promoter i-motifs in gene transcriptional regulation, SDS of cas: 622-40-2, the publication is Chemical Communications (Cambridge, United Kingdom) (2018), 54(16), 2036-2039, database is CAplus and MEDLINE.

We synthesized a series of acridone derivatives for specific binding ligands of i-motifs. Subsequent evaluations showed that B19 (I) could selectively bind to and stabilize the c-myc promoter i-motif without significant binding to the G-quadruplex and duplex DNA. This caused down-regulation of c-myc transcription and expression, resulting in tumor cell apoptosis.

Chemical Communications (Cambridge, United Kingdom) 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 C6H4ClNO2, SDS of cas: 622-40-2.

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

Saraeian, Alireza published the artcileCatalyst Property Effects on Product Distribution during the Hydrodeoxygenation of Lignin Pyrolysis Vapors over MoO₃/γ-Al₂O₃, Name: 4-Propylphenol, the publication is ACS Sustainable Chemistry & Engineering (2021), 9(19), 6685-6696, database is CAplus.

Hydrodeoxygenation (HDO) of three model compounds (i.e., anisole, 4-propylphenol, and 2-butanone) and real lignin pyrolysis vapors was investigated at 673 K and ~1.7 bar of H₂ over a series of MoO₃/γ-Al₂O₃ catalysts with MoO₃ loadings ranging from 0 to 19 wt % as well as bulk MoO₃. Extensive characterization revealed catalyst acidity (strength) and the degree of MoO_x oligomerization as the two main parameters in determining product distribution. Strong Lewis acid sites of γ-Al₂O₃ were found to catalyze transalkylation, dealkylation, dehydration, and condensation reactions, the latter of which also led to high coke yields (up to 50 C%). The addition of MoO₃ progressively reduced the amount of strong Lewis acid sites and generated weaker Lewis and Bronsted acid sites with lower selectivity to condensation reactions resulting in lower coke yields. The growth of MoO_x domains depended on MoO₃ loading over the γ-Al₂O₃ support. At MoO₃ loadings higher than 8 wt %, crystalline orthorhombic MoO₃ phases were found, which behaved similar to bulk MoO₃ in catalyzing hydrogenation and HDO reactions. The integration of MoO_x species and acidity from the γ-Al₂O₃ support enabled the modulation of product selectivity. This work provides information for enabling the rational design of supported MoO₃ catalysts to allow for maximizing the production of valuable chems. (i.e., alkenes and aromatics) from HDO of lignin (or biomass) pyrolysis vapors.

ACS Sustainable Chemistry & Engineering 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 C9H12O, Name: 4-Propylphenol.

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

Anaby, Aviel published the artcileB-H Bond Cleavage via Metal-Ligand Cooperation by Dearomatized Ruthenium Pincer Complexes, COA of Formula: C6H13BO3, the publication is Organometallics (2014), 33(14), 3716-3726, database is CAplus.

Organic derivatives of boronic acid are widely used reagents useful in various synthetic applications. A fundamental understanding and the exploration of new reaction pathways of boronic reagents with organometallic systems hold promise for useful advancement in chem. catalysis. Herein the authors present the reactions of simple boranes with dearomatized Ru pincer complexes based on PNP (2,6-bis(di-tert-butylphosphinomethyl)pyridine) or PNN (2-(di-tert-butylphosphinomethyl)-6-(diethylaminomethyl)pyridine) ligands. NMR studies revealed dehydrogenative addition of the borane B-H bond across the metal center and the ligand. Remarkably, new complexes were observed, which contain the boryl moiety at the benzylic C of the pincer ligand arm. X-ray crystal structures of new dearomatized boryl pincer complexes were obtained, and DFT calculations revealed mechanistic details of the adduct formation process through a dehydrogenative pathway. Catalytic aryl-boron coupling reactions were explored. The new boryl pincer systems may possibly be useful in future post-modification techniques for Ru pincer complexes, as well as in catalytic B-B and B-C coupling reactions.

Organometallics 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, COA of Formula: C6H13BO3.

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

Zhang, Yue published the artcileDiphenyl Diselenide-Catalyzed Synthesis of Triaryl Phosphites and Triaryl Phosphates from White Phosphorus, Application of 4-Propylphenol, the publication is Organic Letters (2021), 23(13), 5158-5163, database is CAplus and MEDLINE.

Industrially important triaryl phosphites, traditionally prepared from PCl₃, have been synthesized by a di-Ph diselenide-catalyzed one-step procedure involving white phosphorus and phenols, which provides a halogen- and transition metal-free way to these compounds Subsequent oxidation of triaryl phosphites produces triaryl phosphates and triaryl thiophosphates. Phosphorotrithioates are also prepared efficiently from aromatic thiols and aliphatic thiols.

Organic Letters 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 C11H9NO3, Application of 4-Propylphenol.

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