Tag: M.W=200-250

Karaboga, Husna; Huang, Wentao; Srivastava, Shivangi; Widmann, Scott; Addanki, Sridevi; Gamage, Kasuni Thawalama; Mazhar, Zahra; Ebalunode, Jerry O.; Briggs, James M.; Gustafsson, Jan-Ake; Filgueira, Carly S.; Gilbertson, Scott R.; Lin, Chin-Yo published the artcile< Screening of Focused Compound Library Targeting Liver X Receptors in Pancreatic Cancer Identified Ligands with Inverse Agonist and Degrader Activity>, Category: bromides-buliding-blocks, the main research area is library screening liver X receptor agonist preparation pancreatic cancer.

Pancreatic ductal adenocarcinoma (PDAC) is the predominant form of pancreatic cancer. PDACs harbor oncogenic mutations in the KRAS gene, and ongoing efforts to directly target its mutant protein product to inhibit tumor growth are a priority not only in pancreatic cancer but in other malignancies such as lung and colorectal cancers where KRAS is also commonly mutated. An alternative strategy to directly targeting KRAS is to identify and target druggable receptors involved in dysregulated cancer hallmarks downstream of KRAS dysregulation. Liver X receptors (LXRs) are members of the nuclear receptor family of ligand-modulated transcription factors and are involved in the regulation of genes which function in key cancer-related processes, including cholesterol transport, lipid and glucose metabolism, and inflammatory and immune responses. Modulation of LXRs via small mol. ligands has emerged as a promising approach for directly targeting tumor cells or the stromal and immune cells within the tumor microenvironment. We have previously shown that only one of the two LXR subtypes (LXRβ) is expressed in pancreatic cancer cells, and targeting LXR with available synthetic ligands blocked the proliferation of PDAC cells and tumor formation. In a screen of a focused library of drug-like small mols. predicted to dock in the ligand-binding pocket of LXRβ, we identified two novel LXR ligands with more potent antitumor activity than current LXR agonists used in our published studies. Characterization of the two lead compounds (GAC0001E5 and GAC0003A4) indicates that they function as LXR inverse agonists which inhibit their transcriptional activity. Prolonged treatments with novel ligands further revealed their function as LXR “”degraders”” which significantly reduced LXR protein levels in all three PDAC cell lines tested. These findings support the utility of these novel inhibitors in basic research on ligand design, allosteric mechanisms, and LXR functions and their potential application as treatments for advanced pancreatic cancer and other recalcitrant malignancies.

ACS Chemical Biology published new progress about Allosterism. 401-78-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrF3, Category: bromides-buliding-blocks.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Larson, Peter G.; Ferguson, David M. published the artcile< 4-Amino-2-butyl-7-methoxycarbonylthiazolo[4,5-c]quinoline>, Quality Control of 20776-50-5, the main research area is thaizoloquinoline preparation; carbonylation palladium catalyst.

4-Amino-imidazo-, oxazolo-, and thiazoloquinolines are key structural scaffolds in the design of nucleoside base analogs for use as therapeutic agents. Current strategies for arriving at diverse substitutions at the C6-C9 positions of the thiazolo- and oxazoloquinolines, however, are limited due to difficulties in arriving at the thiazoloquinoline-5N-oxide intermediate using electron deficient aromatic systems. Here, authors demonstrate a synthetic route to obtain substituted thiazoloquinolines with electron-withdrawing groups at the C7 position. The target compound, 4-amino-2-butyl-7-methoxycarbonylthiazolo[4,5-c]quinoline, is obtained in eight steps using a 7-bromo surrogate as a precursor to the successful generation of the N-oxide intermediate, and final transformation via Pd-mediated C7-acylation.

Molbank published new progress about Carbonylation. 20776-50-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H6BrNO2, Quality Control of 20776-50-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Alty, Isaac G.; Abelt, Christopher J. published the artcile< Stereoelectronics of the Hydrogen-Bond-Induced Fluorescence Quenching of 3-Aminofluorenones with Alcohols>, Product Details of C7H4BrNO4, the main research area is stereoelectronics hydrogen bond induced fluorescence quenching aminofluorenone alc.

Two derivatives of 3-amino-9-fluorenone (1) bearing one (2) and two Me (3) groups flanking the carbonyl group are prepared Comparison of their photophys. properties show that all suffer efficient radiationless deactivation in the presence of alcs. Preferential solvation studies with mono alcs. reveal that a single H-bonding interaction quenches the excited states of 1 and 2, but not that of 3. In contrast, a single mol. of ethylene glycol quenches all three. These results are interpreted in a quenching mechanism similar to one proposed by Inoue et al., but where an out-of-plane H-bond with the carbonyl group gives rise to an emissive species, while an in-plane H-bond results in quenching.

Journal of Physical Chemistry A published new progress about Alcohols Role: NUU (Other Use, Unclassified), PEP (Physical, Engineering or Chemical Process), USES (Uses), PROC (Process). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, Product Details of C7H4BrNO4.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Trofymchuk, Serhii; Bugera, Maksym Ya.; Klipkov, Anton A.; Razhyk, Bohdan; Semenov, Sergey; Tarasenko, Karen; Starova, Viktoriia S.; Zaporozhets, Olga A.; Tananaiko, Oksana Yu.; Alekseenko, Anatoliy N.; Pustovit, Yurii; Kiriakov, Oleksandr; Gerus, Igor I.; Tolmachev, Andrei A.; Mykhailiuk, Pavel K. published the artcile< Deoxofluorination of (Hetero)aromatic Acids>, HPLC of Formula: 16426-64-5, the main research area is deoxofluorination cinnamic carboxylic acid sulfur tetrafluoride safety.

Diverse trifluoromethyl-substituted compounds were synthesized by deoxofluorination of cinnamic and (hetero)aromatic carboxylic acids with sulfur tetrafluoride. The obtained products were used as starting materials in the preparation of novel fluorinated amino acids, anilines, and aliphatic amines – valuable building blocks for medicinal chem. and agrochem. Of note, sulfur tetrafluoride (SF4) and hydrogen fluoride (HF) are toxic, therefore, safety and addnl. tech. training must be taken before working with them.

Journal of Organic Chemistry published new progress about Aliphatic amines Role: SPN (Synthetic Preparation), PREP (Preparation) (fluorinated). 16426-64-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H4BrNO4, HPLC of Formula: 16426-64-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Kamlar, Martin; Franc, Michael; Cisarova, Ivana; Gyepes, Robert; Vesely, Jan published the artcile< Formal [3+2] cycloaddition of vinylcyclopropane azlactones to enals using synergistic catalysis>, Application of C9H7BrO, the main research area is spirocyclic azlactone enantioselective preparation; enal vinylcyclopropane azlactone cyclization palladium complex chiral amine catalyst.

Asym. cyclization of enals with vinylcyclopropane azlactones efficiently catalyzed by the combination of achiral Pd(0) complexes and chiral secondary amines was reported. Corresponding spirocyclic azlactones I [R1 = t-Bu, Ph; R2 = Et, Ph, 4-O2NC6H4, etc.; stereo = (5S,6S,7S,8R)/(5R,6S,7S,8R)] were produced in high yields with moderate diastereoselectivities and excellent enantioselectivities. This protocol provided an efficient and easily-performed route to spirocyclic scaffolds and densely functionalized cyclopentanes containing quaternary carbon centers.

Chemical Communications (Cambridge, United Kingdom) published new progress about [3+2] Cycloaddition reaction, stereoselective. 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Application of C9H7BrO.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Zhang, Yajun; Jiang, Dandan; Fang, Zheng; Zhu, Ning; Sun, Naixian; He, Wei; Liu, Chengkou; Zhao, Lili; Guo, Kai published the artcile< Photomediated core modification of organic photoredox catalysts in radical addition: mechanism and applications>, Application of C8H8BrF, the main research area is bismethoxyphenyl dihydrophenazine bromoalkane photochem cross coupling; alkyl bisphenyl dihydrophenazine preparation.

Here, a new kind of core modification for dihydrophenazines, phenoxazines and phenothiazines was developed through this cross-coupling process. Mechanistic studies suggested that the radical species would be more likely to couple with OPC’ radical cations rather than the ground-state OPC. Core modification of OPCs could stabilize the radical ions in an oxidative quenching catalytic cycle. Significantly, core modifications of OPCs could lower the energy of light required for photoexcitation. Compared with their noncore-modified counterparts, all the core-modified dihydrophenazines and phenoxazines exhibited efficient performance in controlling O-ATRP for the synthesis of poly(Me methacrylate) with higher initiator efficiencies under the irradiation of simulated sunlight.

Chemical Science published new progress about Atom transfer radical polymerization. 405931-46-6 belongs to class bromides-buliding-blocks, and the molecular formula is C8H8BrF, Application of C8H8BrF.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Berger, Martin; Carboni, Davide; Melchiorre, Paolo published the artcile< Photochemical Organocatalytic Regio- and Enantioselective Conjugate Addition of Allyl Groups to Enals>, Quality Control of 3893-18-3, the main research area is prenyl enal preparation regioselective chemoselective enantioselective photochem; unsaturated aldehyde allyl silane allylation organocatalyst; allylation; enantioselectivity; organocatalysis; photochemistry; regioselectivity.

Synthesis of first catalytic enantioselective conjugate addition of allyl groups R1R2C=CH-CH2Si(CH3)3 [R1 = i-Pr, Me, cyclohexyl; R2 = i-Pr, cyclohexyl, n-hexyl, Ph; R1R2 = -(CH2)5-, -(CH2)2O(CH2)2-] (I) to α,β-unsaturated aldehydes ArCH=CHCHO (II) (Ar = Ph, 4-chlorophenyl, 3-methylphenyl, etc.) was reported. The chem. exploits the visible-light-excitation of chiral iminium ions to activate allyl silanes I towards the formation of allylic radicals, which are then intercepted stereoselectively. The underlying radical mechanism of this process overcomes the poor regio- and chemoselectivity that traditionally affects the conjugate allylation of enals II proceeding via polar pathways. Synthesis demonstrates that this organocatalytic strategy could selectively install a valuable prenyl fragment at the β-carbon of enals R1R2C=CHCH2CH(Ar)CH2CHO.

Angewandte Chemie, International Edition published new progress about Aldehydes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 3893-18-3 belongs to class bromides-buliding-blocks, and the molecular formula is C9H7BrO, Quality Control of 3893-18-3.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Wang, Meng; Chen, Jun; Chen, Zongjia; Zhong, Changxu; Lu, Ping published the artcile< Enantioselective Desymmetrization of Cyclobutanones Enabled by Synergistic Palladium/Enamine Catalysis>, Computed Properties of 135999-16-5, the main research area is cyclobutanone enantioselective desymmetrization palladium enamine catalyst; arylation; cyclobutanones; desymmetrization; palladium; synergistic catalysis.

The enantioselective intramol. α-arylation of cyclobutanones was established by combining palladium and enamine catalyst systems. Two different enantioselective control strategies were developed for cyclobutanone substrates bearing O- or N-tethered aryl bromides. Further synthetic applications are also reported.

Angewandte Chemie, International Edition published new progress about Arylation. 135999-16-5 belongs to class bromides-buliding-blocks, and the molecular formula is C7H7BrO2, Computed Properties of 135999-16-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hassaballah, Aya I.; Ramadan, Sayed K.; Rizk, Sameh A.; El-Helw, Eman A. E.; Abdelwahab, Salwa S. published the artcile< Ultrasonic Promoted Regioselective Reactions of the Novel Spiro 3,1-Benzoxazon-Isobenzofuranone Dye Toward Some Organic Base Reagents>, Synthetic Route of 82-73-5, the main research area is spiro benzoxazinone isobenzofuranone nucleophile electrophile multicomponent reaction regioselective ultrasonic; antitumor antibacterial antifungal activity human green chem.

4′-Bromo-3′H-spiro[benzo[d][1,3]-oxazine-2,1′-isobenzofuran]-3′,4(1H)-dione dye is prepared via condensation of 2-aminobenzoic acid with 4-bromoisobenzofuran-1,3-dione under Ultrasonic, solvent-free and basic reaction conditions. The spiro product exhibited both electrophilic and nucleophilic centers. A series of nitrogen nucleophiles such as hydrazine, glycine, 2-aminopyridine, pyridin-2-ylmethanamine, 4-methoxyaniline, 4-aminoacetophenone, morpholine, piperidine or 1-ethylpiperazine and carbon electrophiles such as (chloromethyl)oxirane, Et chloroacetate, chloroacetyl chloride can be treated with 2-benzoxazine-2-yl benzoic acid (BBA) via multicomponent reaction. The fluorescence of the spiro product dyes decreases proportionally to the initial chloride concentration in the solution The chem. structures of the synthesized compounds can be confirmed by microanal., spectral data and optimized by quantum chem. parameters. Biol. evaluation showed that these synthesized spiro compounds exhibited moderate to good cytotoxic activity. Among them, compounds and displayed the best cytotoxic activity against MCF7 and Wl-38 cell lines.

Polycyclic Aromatic Compounds published new progress about Antibacterial agents. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Synthetic Route of 82-73-5.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary

Hanafi, Maha; Chen, Xinde; Neamati, Nouri published the artcile< Discovery of a Napabucasin PROTAC as an Effective Degrader of the E3 Ligase ZFP91>, Recommanded Product: 4-Bromoisobenzofuran-1,3-dione, the main research area is tumorigenesis oncogenic pathways PROTACs STAT3 E3 ligase cytotoxicity degrader.

Napabucasin, undergoing multiple clin. trials, was reported to inhibit the signal transducer and transcription factor 3 (STAT3). To better elucidate its mechanism of action, we designed a napabucasin-based proteolysis targeting chimera (PROTAC), XD2-149(I) that resulted in inhibition of STAT3 signaling in pancreatic cancer cell lines without inducing proteasome-dependent degradation of STAT3. Proteomics anal. of XD2-149 revealed the downregulation of the E3 ubiquitin-protein ligase ZFP91. XD2-149 degrades ZFP91 with DC50 values in the nanomolar range. The cytotoxicity of XD2-149 was significantly, but not fully, reduced with ZFP91 knockdown providing evidence for its multi-targeted mechanism of action. The NQO1 inhibitor, dicoumarol, rescued the cytotoxicity of XD2-149 but not ZFP91 degradation, suggesting that the NQO1-induced cell death is independent of ZFP91. ZFP91 plays a role in tumorigenesis and is involved in multiple oncogenic pathways including NF-κB and HIF-1α.

Journal of Medicinal Chemistry published new progress about Antitumor agents. 82-73-5 belongs to class bromides-buliding-blocks, and the molecular formula is C8H3BrO3, Recommanded Product: 4-Bromoisobenzofuran-1,3-dione.

Referemce:
Bromide – Wikipedia,
bromide – Wiktionary