Tag: M.W=100-150

Nie, Xingliang published the artcileIntroducing A New Class of Sulfonyl Fluoride Hubs via Radical Chloro-Fluorosulfonylation of Alkynes, Name: 2-Phenylethanethiol, the publication is Angewandte Chemie, International Edition (2021), 60(40), 22035-22042, database is CAplus and MEDLINE.

A new and powerful class of sulfonyl fluoride hubs, β-chloro alkenylsulfonyl fluorides (BCASF) (E)/(Z)-RC(R¹)=CHS(O)₂F (R = n-Pr, Ph, naphthalen-2-yl, cyclohexyl, thiophen-3-yl, etc.; R¹ = Cl, Ph, pyrrolidin-1-yl, thiophen-3-yl, etc.), which can be constructed via radical chloro-fluorosulfonyl difunctionalization of alkynes RCCR¹ under photoredox conditions was introduced. BCASF mols. exhibit versatile reactivities and well undergo a series of transformations at the chloride site while keeping the sulfonyl fluoride group intact, including reduction, Suzuki coupling, Sonogashira coupling, as well as nucleophilic substitution with various nitrogen, oxygen, and sulfur nucleophiles. By using BCASF as a synthetic hub, a wide range of sulfonyl fluorides becomes readily accessible, such as cis alkenylsulfonyl fluorides, dienylsulfonyl fluorides, and ynenylsulfonyl fluorides, which are challenging or even not possible to synthesize before with the known methods. Moreover, further application of BCASF to the late-stage modification of peptides and drugs is also demonstrated.

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 C8H10S, Name: 2-Phenylethanethiol.

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

Zhang, Heng published the artcileSynthesis and evaluation of fluorine-substituted phenyl acetate derivatives as ultra-short recovery sedative/hypnotic agents, Product Details of C3H5F3O, the publication is PLoS One (2014), 9(5), e96518/1-e96518/14, 14 pp., database is CAplus and MEDLINE.

Soft drugs are mols. that are purposefully designed to be rapidly metabolized (metabolically labile). In anesthesia, the soft drug is useful because it enables precise titration to effect and rapid recovery, which might allow swift and clear-headed recovery of consciousness and early home readiness. Propofol may cause delayed awakening after prolonged infusion. Propanidid and AZD3043 have a different metabolic pathway compared to propofol, resulting in a short-acting clin. profile. Fluorine imparts a variety of properties to certain medicines, including an enhanced absorption rate and improved drug transport across the blood-brain barrier. The authors hypothesized that the introduction of fluorine to the frame structure of propanidid and AZD3043 would further accelerate the swift and clear-headed recovery of consciousness. To test this hypothesis, we developed a series of fluorine-containing Ph acetate derivatives Fluorine-containing Ph acetate derivatives were synthesized, and their hypnotic potencies and durations of LORR following bolus or infusion administration were determined in mice, rats and rabbits. The metabolic half-lives in the blood of various species were determined chromatog. In vitro radioligand binding and γ-aminobutyric acid A (GABAA) receptor electrophysiol. studies were performed. Among the 12 synthesized fluorine-containing Ph acetate derivatives, compound 5j induced comparable duration of LORR with AZD3043, but more rapid recovery than AZD3043, propanidid and propofol. The time of compound 5j to return to walk and behavioral recovery are approx. reduced by more than 50% compared to AZD3043 in mice and rats and rabbits. The HD50 of compound 5j decreased with increasing animal size. The rapid recovery might make compound 5j suitable for precise titration and allow swift and clear-headed recovery of consciousness and early home readiness.

PLoS One 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 C15H21BO2, Product Details of C3H5F3O.

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

Yu, Jia-Hui published the artcileSynthetic cajaninstilbene acid derivatives eradicate methicillin-resistant Staphylococcus aureus persisters and biofilms, Quality Control of 2240-88-2, the publication is European Journal of Medicinal Chemistry (2021), 113691, database is CAplus and MEDLINE.

The Staphylococcus aureus can switch to a transient genotype-invariant dormancy, known as a persister, to survive treatment with high doses of antibiotics. This transient persister is an important reason underlying its resistance. There is an urgent need to find new antibacterial agents capable of eradicating methicillin-resistant S. aureus (MRSA) persisters. In this study, 37 new derivatives of cajaninstilbene acid (CSA) were designed and synthesized, and their biol. activity against MRSA persisters was evaluated. Most of the newly synthesized derivatives exhibit more potent antimicrobial properties against S. aureus and MRSA than CSA itself, and 23 of the 37 derivatives show a tendency to eradicate MRSA persisters. A representative compound, I, was demonstrated to target bacterial cell membranes. It eradicated the adherent biofilm of MRSA in a concentration dependent manner, and showed a synergistic antibacterial effect with piperacilin. In a model mouse abscess caused by MRSA persisters, I effectively reduced the bacterial load in vivo. These results indicate that I is a potential candidate for treatment of MRSA persister infections.

European 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 C11H15NOS, Quality Control of 2240-88-2.

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

Nakatsuji, Jun-ya published the artcileSynthesis and structure of boron compounds bearing tridentate ligands with 1,3-bicarbonylbenzene skeleton, SDS of cas: 25240-59-9, the publication is Bulletin of the Chemical Society of Japan (2010), 83(7), 767-776, database is CAplus.

In order to examine differences in structure due to the electronic nature of the oxygen ligand, several organoboron compounds bearing ester BXL¹ (L¹ = 2,6-bis(tert-butoxycarbonyl)phenyl, X = pinacolato, 8a; X = catecholato, 8b; X = fluorenyl, 8c) and amide BXL² (L² = 2,6-bis(N,N-diisopropylaminocarbonyl)phenyl, X = pinacolato, 13a and X = catecholato, 13b) ligands were prepared and crystallog. analyzed. In the ester ligand systems, the pinacolato derivative 8a and catecholato derivative 8b took a pentacoordinate structure, while fluorenyl derivative 8c took a tetracoordinate structure instead of pentacoordinate due to the strong electrophilic nature of the boron atom. In contrast to the ester ligand systems, no pentacoordinate species were found in the amide ligand systems. The pinacolato derivative 13a is tricoordinated, and catecholato derivative 13b is tetracoordinated. These results could be due to the steric effect of the diisopropylamide ligand together with the electronic effects. The VT NMR study and the DFT calculations reveal that the energy difference between the tetracoordinate and pentacoordinate structure in 8c is very small, and indicated that the electronic nature and steric effects of the ligand greatly affect the coordination state of the boron atom.

Bulletin of the Chemical Society of Japan 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, SDS of cas: 25240-59-9.

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

Itoga, Moeko published the artcileIridium-catalyzed α-selective deuteration of alcohols, Computed Properties of 111-29-5, the publication is Chemical Science (2022), 13(30), 8744-8751, database is CAplus and MEDLINE.

The α-selective, iridium(III)-bipyridonate-catalyzed hydrogen(H)/deuterium(D) isotope exchange of alcs. using deuterium oxide (D₂O) as the primary deuterium source to afford deuterated alcs. RCD₂OH [R = Ph, 2-MeC₆H₄, 4-FC₆H₄, etc.], R¹DCOHR² [R¹ = Ph, 4-ClC₆H₄, 4-BrC₆H₄, etc.; R² = Me, cyclopropyl, Ph] was reported. This method enabled the direct, chemoselective deuteration of primary and secondary alcs. under basic or neutral conditions without being affected by coordinative functional groups such as imidazole and tetrazole. Successful substrates for deuterium labeling include the pharmaceuticals losartan potassium, rapidosept, guaifenesin and diprophylline. The deuterated losartan potassium showedhigher stability toward the metabolism by CYP2C9 than the protiated analog. Kinetic and DFT studies indicated that the direct deuteration proceeded through dehydrogenation of alc. to the carbonyl intermediate, conversion of [IrIII-H] to [IrIII-D] with D2O, and deuteration of the carbonyl intermediate to give the α-deuterated products.

Chemical Science 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, Computed Properties of 111-29-5.

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

Lv, Wei published the artcileBioengineered Boronic Ester Modified Dextran Polymer Nanoparticles as Reactive Oxygen Species Responsive Nanocarrier for Ischemic Stroke Treatment, Product Details of C6H13BO3, the publication is ACS Nano (2018), 12(6), 5417-5426, database is CAplus and MEDLINE.

Ischemic stroke is a leading cause of long-term disability and death worldwide. Current drug delivery vehicles for the treatment of ischemic stroke are less than satisfactory, in large part due to their short circulation lives, lack of specific targeting to the ischemic site, and poor controllability of drug release. In light of the upregulation of reactive oxygen species (ROS) in the ischemic neuron, we herein developed a bioengineered ROS-responsive nanocarrier for stroke-specific delivery of a neuroprotective agent, NR2B9C, against ischemic brain damage. The nanocarrier is composed of a dextran polymer core modified with ROS-responsive boronic ester and a red blood cell (RBC) membrane shell with stroke homing peptide (SHp) inserted. These targeted “core-shell” nanoparticles (designated as SHp-RBC-NP) could thus have controlled release of NR2B9C triggered by high intracellular ROS in ischemic neurons after homing to ischemic brain tissues. The potential of the SHp-RBC-NP for ischemic stroke therapy was systematically evaluated in vitro and in rat models of middle cerebral artery occlusion (MCAO). In vitro results showed that the SHp-RBC-NP had great protective effects on glutamate-induced cytotoxicity in PC-12 cells. In vivo pharmacokinetic (PK) and pharmacodynamic (PD) testing further demonstrated that the bioengineered nanoparticles can drastically prolong the systemic circulation of NR2B9C, enhance the active targeting of the ischemic area in the MCAO rats, and reduce ischemic brain damage.

ACS Nano 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, Product Details of C6H13BO3.

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

Pan, Dandan published the artcilePd-Catalyzed Intermolecular Transthiolation of Ar-OTf Using Methyl 3-(Methylthio) Propanoate as a Thiol Surrogate, Application In Synthesis of 4410-99-5, the publication is European Journal of Organic Chemistry (2021), 2021(33), 4616-4619, database is CAplus.

A method for the odorless synthesis of unsym. sulfides ArSR¹ [Ar = naphth-1-yl, 3-NCC₆H₄, 4-F₃CSC₆H₄, etc.; R¹ = Me, Bn, CH₂CH₂Ph, etc.] via Csp²-O and Csp³-S bond activation was presented. Using Me 3-(methylthio) propanoate as a MeSH surrogate, a series of substituted aryl Me sulfides have been obtained in moderate to good yields. This catalytic protocol could also tolerated Me 3-(methylthio)propionate derivatives to afford the corresponding aryl sulfides.

European Journal of Organic Chemistry 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, Application In Synthesis of 4410-99-5.

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

Luo, Shanshan published the artcileDesign and synthesis of novel SCM-198 analogs as cardioprotective agents: Structure-activity relationship studies and biological evaluations, Recommanded Product: 2-Morpholinoethanol, the publication is European Journal of Medicinal Chemistry (2020), 112469, database is CAplus and MEDLINE.

SCM-198 (Leonurine) has attracted great attention due to its cardioprotective effects in myocardial infarction (MI). However, no systematic modifications and structure-activity relationship (SAR) studies could be traced so far. In this study, 35 analogs of SCM-198 were designed, synthesized and their cardioprotective effects were evaluated. The cell viability assay on cardiomyocyte cell line H9c2 challenged with H₂O₂ showed that several analogs exhibited more potent cytoprotective effects than SCM-198 at 1μM and 10μM concentrations LDH release level in cells treated with 1μM 14o was comparable with cells treated with 10μM SCM-198. Results of Bcl-2 expression and caspase-3 activation accordingly indicated higher protective activity of 14o than SCM-198. Moreover, in a mouse model of MI, the mice pretreated with 14o had much lower infarct size compared with that of SCM-198. The mechanism study suggested that 14o improved cardiac morphol. and reduced apoptosis of cardiomyocytes in the border zone of infarction, as proved by H&E and TUNEL staining.

European 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, Recommanded Product: 2-Morpholinoethanol.

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

Spielmann, Kim published the artcileDirect Conversion of Primary Alcohols to 1,2-Amino Alcohols: Enantioselective Iridium-Catalyzed Carbonyl Reductive Coupling of Phthalimido-Allene via Hydrogen Auto-Transfer, HPLC of Formula: 83706-94-9, the publication is Journal of the American Chemical Society (2019), 141(36), 14136-14141, database is CAplus and MEDLINE.

The first catalytic enantioselective carbonyl (α-amino)allylations are described. Phthalimido-allene and primary alcs. engage in hydrogen auto-transfer-mediated carbonyl reductive coupling by way of (α-amino)allyliridium-aldehyde pairs to form vicinal amino alcs. with high levels of regio-, anti-diastereo-, and enantioselectivity. Reaction progress kinetic anal. and isotopic labeling studies corroborate a catalytic cycle involving turnover-limiting alc. dehydrogenation followed by rapid allene hydrometalation.

Journal of the American Chemical Society published new progress about 83706-94-9. 83706-94-9 belongs to alcohols-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is (E)-4,4,4-Trifluorobut-2-en-1-ol, and the molecular formula is C7H13NO2, HPLC of Formula: 83706-94-9.

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

Fan, Xuanzi published the artcileNeutral-Eosin-Y-Photocatalyzed Silane Chlorination Using Dichloromethane, Formula: C6H16OSi, the publication is Angewandte Chemie, International Edition (2019), 58(36), 12580-12584, database is CAplus and MEDLINE.

Chlorosilanes are versatile reagents in organic synthesis and material science. A mild pathway is now reported for the quant. conversion of hydrosilanes to silyl chlorides under visible-light irradiation using neutral eosin Y as a hydrogen-atom-transfer photocatalyst and dichloromethane as a chlorinating agent. Stepwise chlorination of di- and trihydrosilanes was achieved in a highly selective fashion assisted by continuous-flow micro-tubing reactors. The ability to access silyl radicals using photocatalytic Si-H activation promoted by eosin Y offers new perspectives for the synthesis of valuable silicon reagents in a convenient and green manner.

Angewandte Chemie, International Edition 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, Formula: C6H16OSi.

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