Day: November 16, 2022

Almohaywi, Basmah published the artcileDihydropyrrolones as bacterial quorum sensing inhibitors, Safety of 3-Acetylthiophene, the main research area is dihydropyyrolone preparation bacterial quorum sensing inhibitor SAR docking; Biofilm inhibition; Dihydropyrrolone; P. aeruginosa; Quorum sensing.

A range of dihydropyrrolone (DHP) analogs were synthesized via the lactone-lactam conversion of lactone intermediates. The synthesized compounds were tested for their ability to inhibit QS, biofilm formation and bacterial growth of Pseudomonas aeruginosa. The compounds were also docked into a LasR crystal structure to rationalize the observed structure-activity relationships. The most active compound identified in this study was 4-(4-bromophenyl)-5-methylene-1,5-dihydro-2H-pyrrol-2-one which showed 63.1% QS inhibition of at 31.25 μM and 60% biofilm reduction at 250 μM with only moderate toxicity towards bacterial cell growth.

Bioorganic & Medicinal Chemistry Letters published new progress about Antibacterial agents. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Safety of 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Wang, Chunlian published the artcileCopper-catalyzed three-component N-alkylation of quinazolinones and azoles, Recommanded Product: 3-Acetylthiophene, the main research area is alkylated quinazolinone preparation; quinazolinone methyl ketone dimethylpropionamide alkylation coupling copper catalyst; azole alkylated preparation; methyl ketone azole dimethylpropionamide alkylation coupling copper catalyst.

Synthesis of N-alkylated heterocycles such as quinazolinones I [R = H, 7-Cl, 7-F, etc.; R1 = Ph, 4-MeC6H4, 4-FC6H4, etc.] and azoles II [R1 = H, 4-Me, 4-OMe, etc.; n = 0, 1, 2, 3; X = N, CH, Y = N = CH, Z = CH, N; R2 = H, 4-EtOC6H4, cyclopropyl, etc.] via Cu-catalyzed three-component N-alkylation coupling reaction of N-heteroarenes with Me ketones and DMPA as a carbon source was developed. Using Me ketones as alkylation reagents and DMPA (N,N’-dimethylpropionamide) as a carbon source, the reaction proceeded smoothly under the Cu-based oxidative system and led to a series of functionalized N-heterocycles including 4-quinazolinones, triazoles and pyrazoles.

Organic & Biomolecular Chemistry published new progress about Alkylation catalysts. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Shinde, Suraj R. published the artcileDiscovery of oxazole-dehydrozingerone based hybrid molecules as potential anti-tubercular agents and their docking for Mtb DNA gyrase, Recommanded Product: 3-Acetylthiophene, the main research area is oxazole dehydrozingerone hybrid preparation antitubercular docking Mtb DNA gyrase.

The oxazole-dehydrozingerone hybrid mols. I (R = 4-Br, 4-Cl, 3-F, etc.) and oxazole-dehydrozingerone-thiophene derivatives were synthesized via cyclization, coupling and aldol condensation reactions. Synthesized compounds were screened against Mycobacterium tuberculosis H37Rv, MDR, and XDR strains. Compound I (R = 4-NO2) showed potential activity of 6.25μg/mL against H37Rv, while compound I (R = 3-NO2) exhibited potential activity of 12.5μg/mL. For the XDR strain, structure I (R = 4-Br, 4-Cl) demonstrated moderate efficiency of 12.5μg/mL. All of the synthesized mols. were tested in comparison with a standard drug. Computational docking studies were performed for the active compound I (R = 4-NO2) against the enzyme Mtb DNA Gyrase. The outcomes of the presented research will broadly help to the researchers working on developing antituberculosis drugs.

Results in Chemistry published new progress about Microwave irradiation. 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Huang, Chun published the artcileDirect Synthesis of 4-Aryl-1,2,3-triazoles via I2-Promoted Cyclization under Metal- and Azide-Free Conditions, Category: benzothiophene, the main research area is aryl triazole preparation; methyl ketone para toluenesulfonyl hydrazine aminopyridinium iodide cyclization iodine.

Authors herein report an iodine-mediated formal [2 + 2 + 1] cyclization of Me ketones, p-toluenesulfonyl hydrazines, and 1-aminopyridinium iodide for preparation of 4-aryl-NH-1,2,3-triazoles under metal- and azide-free conditions. Notably, this is achieved using p-toluenesulfonyl hydrazines and 1-aminopyridinium iodide as azide surrogates, providing a novel route to NH-1,2,3-triazoles. Furthermore, this approach provides rapid and practical access to potent inhibitors of indoleamine 2,3-dioxygenase (IDO).

Journal of Organic Chemistry published new progress about Cyclization ([2+2+1]). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Category: benzothiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Qin, Zemin published the artcileSynthesis of Substituted Pyrimido[1,2-b]indazoles through (3+2+1) Cyclization of 3-Aminoindazoles, Ketones, and N,N-Dimethylaminoethanol as One-Carbon Synthon, Synthetic Route of 1468-83-3, the main research area is pyrimidoindazole preparation; aminoindazole ketone dimethylaminoethanol three component cyclization.

The 2-mono- or 2,3-disubstituted pyrimido[1,2-b]indazoles I (R1 = Ph, thiophen-2-yl, naphth-2-yl, etc.; R2 = H, Me; R3 = H, 10-Br, 9-Br, 8-Br, etc.) are synthesized by a (3+2+1) three-component cyclization of 3-aminoindazoles II, ketones R1C(O)CH2R2 and N,N-dimethylaminoethanol as a methine source. The reaction demonstrates good tolerance of both aromatic and aliphatic ketones, as well as various substitution patterns in air.

Advanced Synthesis & Catalysis published new progress about Cyclization ((3+2+1)). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Synthetic Route of 1468-83-3.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Hosey, Chelsea M. published the artcileBDDCS Predictions, Self-Correcting Aspects of BDDCS Assignments, BDDCS Assignment Corrections, and Classification for more than 175 Additional Drugs, Application In Synthesis of 40180-04-9, the main research area is afatinib alclofenac alpidem amifloxacin pharmacogenomics drug interaction toxicity; BDDCS; biopharmaceutics drug disposition classification system; disposition; drug development; drug transport.

The biopharmaceutics drug disposition classification system was developed in 2005 by Wu and Benet as a tool to predict metabolizing enzyme and drug transporter effects on drug disposition. The system was modified from the biopharmaceutics classification system and classifies drugs according to their extent of metabolism and their water solubility By 2010, Benet et al. had classified over 900 drugs. In this paper, we incorporate more than 175 drugs into the system and amend the classification of 13 drugs. We discuss current and addnl. applications of BDDCS, which include predicting drug-drug and endogenous substrate interactions, pharmacogenomic effects, food effects, elimination routes, central nervous system exposure, toxicity, and environmental impacts of drugs. When predictions and classes are not aligned, the system detects an error and is able to self-correct, generally indicating a problem with initial class assignment and/or measurements determining such assignments.

AAPS Journal published new progress about Biological permeation. 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Application In Synthesis of 40180-04-9.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Zhuang, Shi-Yi published the artcileI2-DMSO mediated oxidative amidation of methyl ketones with anthranils for the synthesis of α-ketoamides, Recommanded Product: 3-Acetylthiophene, the main research area is formyl iodophenyl oxo arylacetamide preparation; aryl ethanone anthranil oxidative amidation iodine dimethyl sulfoxide mediated.

An I2-DMSO mediated oxidative amidation of Me ketones using anthranils as masked N-nucleophiles had been developed for the direct synthesis of α-ketoamides I [R1 = Ph, 4-MeC6H4, 4-MeOC6H4, etc.; R2 = 4-I, 4-MeO, 3-F-4-I, etc.] with high atom-economy. This metal-free process involved reductive N-O bond cleavage of anthranils and oxidative C-N bond formation of Me ketones under mild conditions. The iodo group and electrophilic formyl group provided multiple possibilities for further functionalization of α-ketoamides I.

Organic & Biomolecular Chemistry published new progress about Amidation (oxidative). 1468-83-3 belongs to class benzothiophene, name is 3-Acetylthiophene, and the molecular formula is C6H6OS, Recommanded Product: 3-Acetylthiophene.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Bartoli, Ettore published the artcileUse, misuse and abuse of diuretics, Product Details of C13H8Cl2O4S, the main research area is review diuretics edema body fluid renal hemodynamics; Diuretics; Edema; Hyponatremia; Plasma volume; Renal failure; Renal pathophysiology.

Resolution of edema requires a correct interpretation of body fluids-related renal function, to excrete the excess volume while restoring systemic hemodynamics and avoiding renal failure. In heart failure, the intensive diuresis should be matched by continuous fluids refeeding from interstitium to plasma, avoiding central volume depletion. The slowly reabsorbed ascites cannot refeed this contracted volume in cirrhosis: the ensuing activation of intrathoracic receptors, attended by increased adrenergic and Renin release, causes more avid sodium retention, producing a pos. fluid and Na balance in the face of continuous treatment. High-dose-furosemide creates a defect in tubular Na causing diuresis adequate to excrete the daily water and electrolyte load in Chronic Renal Failure. Diuretic treatment requires care, caution and bedside “”tricks”” aimed at minimizing volume contraction by correctly assessing the homeostatic system of body fluids and related renal hemodynamics.

European Journal of Internal Medicine published new progress about Adrenoceptor agonists. 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Product Details of C13H8Cl2O4S.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Minoletti, Claire published the artcileComparison of the Substrate Specificities of Human Liver Cytochrome P450s 2C9 and 2C18: Application to the Design of a Specific Substrate of CYP 2C18, Synthetic Route of 40180-04-9, the main research area is substrate specificity liver cytochrome P450 2C18; aroylthiophene P450 hydroxylation substrate preparation.

A series of 2-aroylthiophenes derived from tienilic acid by replacement of its OCH2COOH substituent with groups bearing various functions have been synthesized and studied as possible substrates of recombinant human liver cytochrome P450s 2C9 and 2C18 expressed in yeast. Whereas only compounds bearing a neg. charge acted as substrates of CYP 2C9 and were hydroxylated at position 5 of their thiophene ring at a significant rate, many neutral 2-aroylthiophenes were 5-hydroxylated by CYP 2C18 with kcat values of >2 min-1. Among the various compounds that were studied, those bearing an alc. function were the best CYP 2C18 substrates. One of them, compound 3, which bears a terminal O(CH2)3OH function, appeared to be a particularly good substrate of CYP 2C18. It was regioselectively hydroxylated by CYP 2C18 at position 5 of its thiophene ring with a KM value of 9 ± 1 μM and a kcat value of 125 ± 25 min-1, which are the highest described so far for a CYP 2C. A comparison of the oxidations of 3, by yeast-expressed CYP 1A1, 1A2, 2C8, 2C9, 2C18, 2C19, 2D6, 2E1, 3A4, and 3A5, showed that only CYP 2C8, 2C18, and 2C19 were able to catalyze the 5-hydroxylation of 3. However, the catalytic efficiency of CYP 2C18 for that reaction was considerably higher (kcat/KM value being 3-4 orders of magnitude larger than those found for CYP 2C8 and 2C19). Several human P450s exhibited small activities for the oxidative O-dealkylation of 3. The four recombinant CYP 2Cs were the best catalysts for that reaction (kcat between 1 and 5 min-1) when compared to all the P450s that were tested, even though it is a minor reaction in the case of CYP 2C18. All these results show that compound 3 is a new, selective, and highly efficient substrate for CYP 2C18 that should be useful for the study of this P 450 in various organs and tissues. They also suggest some key differences between the active sites of CYP 2C9 and CYP 2C18 for substrate recognition.

Biochemistry published new progress about Hydroxylation, enzymic. 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Synthetic Route of 40180-04-9.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

Lewis, David F. V. published the artcileQuantitative structure-activity relationships (QSARs) for substrates of human cytochromes P450 CYP2 family enzymes, Recommanded Product: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, the main research area is QSAR human cytochrome P450 CYP2 family enzyme.

The results of quant. structure-activity relationship (QSAR) studies on substrates of human CYP2 family enzymes are reported, together with those of a small number of CYP2A6, CYP2C19 and CYP2D6 inhibitors. In general, there are good correlations (R=0.90-0.99) between binding affinity (based on Km or KD values) and various parameters relating to active site interactions such as hydrogen bonding and π-π stacking. There is also evidence for the role of compound lipophilicity (as determined by either log P or log D7.4 values) in overall substrate binding affinity, and this could reflect the desolvation energy involved in substrate interaction within the enzyme active site. It is possible to estimate the substrate binding energy for a given P 450 from a combination of energy terms relating to hydrogen bonding, π-π stacking, desolvation and loss in rotatable bond energy, which agree closely (R=0.98) with exptl. data based on either Km or KD values. Consequently, it is likely that active site interactions represent the major contributory factors to the overall binding affinities for human CYP2 family substrates and, therefore, their estimation is of potential importance for the development of new chem. entities (NCEs) as this can facilitate an assessment of likely metabolic clearance.

Toxicology in Vitro published new progress about Free energy of binding. 40180-04-9 belongs to class benzothiophene, name is 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid, and the molecular formula is C13H8Cl2O4S, Recommanded Product: 2-(2,3-Dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acid.

Referemce:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem