Month: December 2022

Braendstroem, Arne published the artcileTrimethyloxosulfonium chloride from the iodide through ion pair extraction, Recommanded Product: trimethyloxosulphonium chloride, the publication is Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry (1974), 28(5), 590, database is CAplus.

Trimethyloxosulfonium chloride (I) was prepared from the iodide (II) by extraction with Ph-CH2N+Bu3Cl- (III) between CH2Cl2 and H2O. Thus, III in H2O was shaken with II in CH2Cl2 and the aqueous phase washed with CH2Cl2 and then evaporated to give I.

Acta Chemica Scandinavica, Series B: Organic Chemistry and Biochemistry published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Recommanded Product: trimethyloxosulphonium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Liu, Kevin G. published the artcileIdentification of a series of PPARγ/δ dual agonists via solid-Phase parallel synthesis, Quality Control of 33697-81-3, the publication is Bioorganic & Medicinal Chemistry Letters (2001), 11(22), 2959-2962, database is CAplus and MEDLINE.

The authors have developed a general solid-phase synthesis for identification of PPAR (peroxisome proliferator-activated receptors) ligands. Synthesis of a 480-member library led to the identification of a potent PPARγ/δ dual agonist 23. Compound I showed good plasma exposure in rats and demonstrated antihyperglycemic and antihyperlipidemic efficacy in diabetic fatty Zucker rats. Compounds with PPARγ/δ dual activity may be useful in the treatment of metabolic syndrome X.

Bioorganic & Medicinal Chemistry Letters published new progress about 33697-81-3. 33697-81-3 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Carboxylic acid,Benzene,Phenol, name is 3-Chloro-4-hydroxyphenylacetic acid, and the molecular formula is C8H7ClO3, Quality Control of 33697-81-3.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Herbort, James H. published the artcileCationic Co(I) Catalysts for Regiodivergent Hydroalkenylation of 1,6-Enynes: An Uncommon cis-α-C-H Activation Leads to Z-Selective Coupling of Acrylates, Safety of Sodium chloro(tosyl)amide trihydrate, the publication is ACS Catalysis (2021), 11(15), 9605-9617, database is CAplus and MEDLINE.

Two intermol. hydroalkenylation reactions of 1,6-enynes N(R)(CH²CH=CH²)CH²CCR¹ (R = -N(Ts)-, -C(COOEt)₂-, -O-, -N(Boc)-; R¹ = 4-fluorophenyl, thiophen-3-yl, prop-1-en-2-yl, etc.) are presented which yield substituted 5-membered carbo- and -heterocycles I (R = -N(Ts)-, -C(COOEt)²-; R² = H, Me; R³ = H, Me, n-Bu). This reactivity is enabled by a cationic bis-diphenylphosphinopropane (DPPP)CoI species which forms a cobaltacyclopentene intermediate by oxidative cyclization of the enyne. This key species interacts with alkenes in distinct fashion, depending on the identity of the coupling partner to give regiodivergent products I. Simple alkenes undergo insertion reactions to furnish 1,3-dienes whereby one of the alkenes is tetrasubstituted. The acerylates R⁴CH=C(R⁵)C(O)OR⁶ (R⁴ = H, Me, OMe; R⁵ = H, Me; R⁶ = Me, Bn, Cy, t-Bu) were employed as coupling partners, and the site of intermol. C-C formation shifts from the alkyne to the alkene motif of the enyne, yielding Z-substituted-acrylate derivatives II. Computational studies provide support for the exptl. observations and show that the turnover-limiting steps in both reactions are the interactions of the alkenes with the cobaltacyclopentene intermediate via either a 1,2-insertion in the case of ethylene, or an unexpected α-C-H activation in the case of most acrylates. Thus, the H syn to the ester is activated through the coordination of the acrylate carbonyl to the cobaltacycle intermediate, which explains the uncommon Z-selectivity and regiodivergence. Variable time normalization anal. (VTNA) of the kinetic data reveals a dependence upon the concentration of cobalt, acrylate, and activator. A KIE of 2.1 was observed with Me methacrylate in sep. flask experiments, indicating that C-H cleavage is the turnover-limiting step in the catalytic cycle. Lastly, a Hammett study of aryl-substituted enynes yields a ρ value of -0.4, indicating that more electron-rich substituents accelerate the rate of the reaction.

ACS Catalysis published new progress about 7080-50-4. 7080-50-4 belongs to chlorides-buliding-blocks, auxiliary class Halogenation Reagent,Inhibitor, name is Sodium chloro(tosyl)amide trihydrate, and the molecular formula is C7H13ClNNaO5S, Safety of Sodium chloro(tosyl)amide trihydrate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Thekkeppat, Nipun P. published the artcileCombining Optical Properties with Flexibility in Halogen-Substituted Benzothiazole Crystals, Computed Properties of 19652-33-6, the publication is Crystal Growth & Design (2020), 20(6), 3937-3943, database is CAplus.

Combining optical properties with flexibility in organic crystals may find promising applications in optical waveguides, flexible optoelectronics, etc. We describe a family of halogen-substituted benzothiazole compounds which grow with an acicular needle morphol. based on a slip-stacked supramol. assembly sustained by a series of noncovalent interactions, including halogen bonds etc. Some of them comply with necessary packing features for elasticity; therefore, bending-relaxation cycles can be repeated several times. As these compounds are fluorescent in nature, the optical properties can be gainfully combined with flexibility toward achieving a new class of crystalline materials for optical waveguides and flexible optoelectronics. We describe a family of halogen-substituted benzothiazole compounds which grow with an acicular needle morphol., and some of them are elastically flexible and fluorescent as well. By combining elasticity and optical properties, they will find applications in optical waveguides, flexible optoelectronics, etc.

Crystal Growth & Design published new progress about 19652-33-6. 19652-33-6 belongs to chlorides-buliding-blocks, auxiliary class Chloride,Bromide,Benzene,Phenol,Aldehyde, name is 5-Bromo-3-chloro-2-hydroxybenzaldehyde, and the molecular formula is C9H10O3S, Computed Properties of 19652-33-6.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lin, Chingju published the artcileFenofibrate inhibits hypoxia-inducible factor-1 alpha and carbonic anhydrase expression through activation of AMP-activated protein kinase/ HO -1/Sirt1 pathway in glioblastoma cells, Application of Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, the publication is Environmental Toxicology (2021), 36(12), 2551-2561, database is CAplus and MEDLINE.

Cancer and its associated conditions have significant impacts on public health at many levels worldwide, and cancer is the leading cause of death among adults. Peroxisome proliferator-activated receptor α (PPARα)-specific agonists, fibrates, have been approved by the Food and Drug Administration for managing hyperlipidemia. PPARα-specific agonists exert anti-cancer effects in many human cancer types, including glioblastoma (GBM). Recently, we have reported that the hypoxic state in GBM stabilizes hypoxia-inducible factor-1 alpha (HIF-1α), thus contributing to tumor escape from immune surveillance by activating the expression of the pH-regulating protein carbonic anhydrase IX (CA9). In this study, we aimed to study the regulatory effects of the PPARα agonist fibrate on the regulation of HIF-1α expression and its downstream target protein in GBM. Our findings showed that fenofibrate is the high potency compound among the various fibrates that inhibit hypoxia-induced HIF-1α and CA9 expression in GBM. Moreover, fenofibrate-inhibited HIF-1α expression is mediated by HO-1 activation in GBM cells through the AMP-activated protein kinase (AMPK) pathway. In addition, fenofibrate-enhanced HO-1 upregulation activates SIRT1 and leads to subsequent accumulation of SIRT1 in the nucleus, which further promotes HIF-1α deacetylation and inhibits CA9 expression. Using a protein synthesis inhibitor, cycloheximide, we also observed that fenofibrate inhibited HIF-1α protein synthesis. In addition, the administration of the proteasome inhibitor MG132 showed that fenofibrate promoted HIF-1α protein degradation in GBM. Hence, our results indicate that fenofibrate is a useful anti-GBM agent that modulates hypoxia-induced HIF-1α expression through multiple cellular pathways.

Environmental Toxicology published new progress about 637-07-0. 637-07-0 belongs to chlorides-buliding-blocks, auxiliary class Inhibitor,Cell Cycle,PPAR, name is Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate, and the molecular formula is C12H15ClO3, Application of Ethyl 2-(4-chlorophenoxy)-2-methylpropanoate.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Chen, Hao published the artcileConformational Constrained 4-(1-Sulfonyl-3-indol)yl-2-phenylaminopyrimidine Derivatives as New Fourth-Generation Epidermal Growth Factor Receptor Inhibitors Targeting T790M/C797S Mutations, Safety of 3-Chloro-4-fluoronitrobenzene, the publication is Journal of Medicinal Chemistry (2022), 65(9), 6840-6858, database is CAplus and MEDLINE.

Tertiary C797S mutation of epidermal growth factor receptor (EGFR)-mediated resistance in non-small-cell-lung-cancer (NSCLC) patients is still an unmet clin. need. Several classes of ATP-competitive or allosteric EGFR^T790M/C797S inhibitors and degraders have been developed, but none of them have received approval from the regulatory agencies. Herein, we report the structure-based design of conformational constrained 4-(1-ethylsufonyl-3-indolyl)-2-phenylaminopyrimidines as new EGFR^T790M/C797S inhibitors by using a macrocyclization strategy. Representative compound 18j potently inhibited EGFR^{19del/T790M/C797S} and EGFR^{L858R/T790M/C797S} mutants with IC₅₀ values of 15.8 and 23.6 nM and suppressed Ba/F3-EGFR^{L858R/T790M/C797S} and Ba/F3-EGFR^{19del/T790M/C797S} cells with IC₅₀ values of 0.036 and 0.052 μM, resp., which is 10-20-fold more potent than brigatinib. 18j also potently inhibited the EGFR^{19del/T790M/C797S}-mutated PC-9-OR NSCLC cell proliferation with an IC₅₀ value of 0.644 μM but was less potent for parental Ba/F3 and A431 cells. This study provides a new lead compound for drug discovery to combat EGFR^C797S-mediated resistance in NSCLC patients.

Journal of Medicinal Chemistry published new progress about 350-30-1. 350-30-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Nitro Compound,Benzene, name is 3-Chloro-4-fluoronitrobenzene, and the molecular formula is C6H3ClFNO2, Safety of 3-Chloro-4-fluoronitrobenzene.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Poplawski, Sarah E. published the artcileIdentification of Selective and Potent Inhibitors of Fibroblast Activation Protein and Prolyl Oligopeptidase, Formula: C6H4ClNO2, the publication is Journal of Medicinal Chemistry (2013), 56(9), 3467-3477, database is CAplus and MEDLINE.

Fibroblast activation protein (FAP) is a serine protease selectively expressed on reactive stromal fibroblasts of epithelial carcinomas. It is widely believed to play a role in tumor invasion and metastasis and therefore to represent a potential new drug target for cancer. Investigation into its biol. function, however, has been hampered by the current unavailability of selective inhibitors. The challenge has been in identifying inhibitors that are selective for FAP over both the dipeptidyl peptidases (DPPs), with which it shares exopeptidase specificity, and prolyl oligopeptidase (PREP), with which it shares endopeptidase specificity. Here, we report the first potent FAP inhibitor with selectivity over both the DPPs and PREP, N-(pyridine-4-carbonyl)-d-Ala-boroPro (ARI-3099, I). We also report a similarly potent and selective PREP inhibitor, N-(pyridine-3-carbonyl)-Val-boroPro (ARI-3531, II). Both are boronic acid based inhibitors, demonstrating that high selectivity can be achieved using this electrophile. The inhibitors are stable, easy to synthesize, and should prove to be useful in helping to elucidate the biol. functions of these two unique and interesting enzymes, as well as their potential as drug targets.

Journal of Medicinal Chemistry published new progress about 6313-54-8. 6313-54-8 belongs to chlorides-buliding-blocks, auxiliary class Pyridine,Chloride,Carboxylic acid, name is 2-Chloroisonicotinic acid, and the molecular formula is C6H4ClNO2, Formula: C6H4ClNO2.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Lin, Ivan J. B. published the artcilePhase-transfer-catalyzed phosphorus-carbon bond cleavage in platinum bis(diphenylphosphino)methane complexes under exceedingly mild conditions, Name: trimethyloxosulphonium chloride, the publication is Organometallics (1990), 9(2), 530-1, database is CAplus.

The reaction of [Pt(dppm)Cl₂] (dppm = Ph₂PCH₂PPh₂) with [S(O)Me₃]Cl under basic phase-transfer-catalyzed conditions gave the complex {Pt(PPh₂Me)[PPh₂(OH)][(CH₂)₂S(O)Me]}Cl, which contains a bidentate sulfur ylide and two monodentate phosphine ligands. The latter was produced by the facile base hydrolysis of the dppm ligand, a reaction that is general for other Pt-dppm complexes.

Organometallics published new progress about 5034-06-0. 5034-06-0 belongs to chlorides-buliding-blocks, auxiliary class Salt,Aliphatic hydrocarbon chain, name is trimethyloxosulphonium chloride, and the molecular formula is C3H9ClOS, Name: trimethyloxosulphonium chloride.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Huang, Hongbing published the artcileStructure- and property-based design of aminooxazoline xanthenes as selective, orally efficacious, and CNS penetrable BACE inhibitors for the treatment of Alzheimer’s disease, Recommanded Product: (5-Chloro-2-fluoro-4-methylphenyl)boronic acid, the publication is Journal of Medicinal Chemistry (2012), 55(21), 9156-9169, database is CAplus and MEDLINE.

A structure- and property-based drug design approach was employed to identify aminooxazoline xanthenes as potent and selective human β-secretase inhibitors. These compounds exhibited good isolated enzyme, cell potency, and selectivity against the structurally related aspartyl protease cathepsin D. Our efforts resulted in the identification of a potent, orally bioavailable CNS penetrant compound that exhibited in vivo efficacy. A single oral dose of compound (I) resulted in a significant reduction of CNS Aβ40 in naive rats.

Journal of Medicinal Chemistry published new progress about 1072952-42-1. 1072952-42-1 belongs to chlorides-buliding-blocks, auxiliary class Fluoride,Chloride,Boronic acid and ester,Benzene,Boronic Acids,Boronic Acids,Boronic acid and ester,, name is (5-Chloro-2-fluoro-4-methylphenyl)boronic acid, and the molecular formula is C7H7BClFO2, Recommanded Product: (5-Chloro-2-fluoro-4-methylphenyl)boronic acid.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics

Bianchini, Giulio published the artcileEfficient isonitrile hydration through encapsulation within a hexameric self-assembled capsule and selective inhibition by a photo-controllable competitive guest, Application In Synthesis of 219537-97-0, the publication is Chemical Communications (Cambridge, United Kingdom) (2013), 49(46), 5322-5324, database is CAplus and MEDLINE.

Catalytic hydration of neutral isonitriles to yield the corresponding N-formylamides was achieved by reversible encapsulation in a self-assembled hexameric resorcin[4]arene capsule. Encapsulation of a photochromic dithienylethene bis-cation provides different levels of competitive inhibition depending on the geometry assumed by the cationic inhibitor.

Chemical Communications (Cambridge, United Kingdom) published new progress about 219537-97-0. 219537-97-0 belongs to chlorides-buliding-blocks, auxiliary class Fused/Partially Saturated Cycles,Cyclopentenes, name is 5-Chloro-3-[2-(5-chloro-2-methylthien-3-yl)cyclopent-1-en-1-yl]-2-methylthiophene, and the molecular formula is C15H14Cl2S2, Application In Synthesis of 219537-97-0.

Referemce:
https://en.wikipedia.org/wiki/Chloride,
Chlorides – an overview | ScienceDirect Topics