Tag: M.W=200-250

Kervefors, Gabriella; Kersting, Leonard; Olofsson, Berit published the artcile< Transition metal-free N-arylation of amino acid esters with diaryliodonium salts>, Formula: C7H3FIN, the main research area is arylated amino acid ester synthesis transition metal free; amino acid ester arylation diaryliodonium salt hypervalent reagent; arylation reaction mechanism solvent effect protective group; amino acids; arylation; diaryliodonium salts; hypervalent compounds; transition metal-free.

A transition metal-free approach for the N-arylation of amino acid derivatives has been developed. Key to this method is the use of unsym. diaryliodonium salts with anisyl ligands, which proved important to obtain high chemoselectivity and yields. The scope includes the transfer of both electron deficient, electron rich and sterically hindered aryl groups with a variety of different functional groups. Furthermore, a cyclic diaryliodonium salt was successfully employed in the arylation. The N-arylated products were obtained with retained enantiomeric excess.

Chemistry – A European Journal published new progress about Amino acid esters Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Formula: C7H3FIN.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Wang, Zhi-Xian; Duan, Weili; Wiebe, Leonard I.; Balzarini, Jan; De Clercq, Erik; Knaus, Edward E. published the artcile< Synthesis of 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluoro-5-substituted-benzene thymidine mimics, some related α-anomers, and their evaluation as antiviral and anticancer agents>, Product Details of C6H3F2I, the main research area is nucleoside deoxyribofuranosyldifluorobenzene thymidine mimic synthesis antiviral cytotoxicity anticancer.

A group of unnatural 1-(2-deoxy-β-D-ribofuranosyl)-2,4-difluorobenzenes having a variety of C-5 substituents (H, Me, F, Cl, Br, I, CF3, CN, NO2, NH2), designed as thymidine mimics, were synthesized for evaluation as anticancer and antiviral agents. The coupling reaction of 3,5-bis-O-(p-chlorobenzoyl)-2-deoxy-α-D-ribofuranosyl chloride with an organocadmium reagent [(2,4-difluorophenyl)2Cd] afforded a mixture of the α- and β-anomeric products (α:β = 3:1 to 10:1 ratio). Treatment of the α-anomer with BF3·Et2O in nitroethane at 110-120°C for 30 min was developed as an efficient method for epimerization of the major α-anomer to the desired β-anomer. The 5-substituted (H, Me, Cl, I, NH2) β-anomers exhibited negligible cytotoxicity in a MTT assay (CC50 = 10-3-10-4 M range), relative to thymidine (CC50 = 10-3-10-5 M range), against a variety of cancer cell lines. In contrast, the 5-NO2 derivative was more cytotoxic (CC50 = 10-5-10-6 M range). A number of 5-substituted β-anomers, and some related α-anomers, that were evaluated using a wide variety of antiviral assay systems [HSV-1, HSV-2, varicella-zoster virus (VZV), vaccinia virus, vesicular stomatitis, cytomegalovirus (CMV) and human immunodeficiency (HIV-1, HIV-2) viruses], showed that this class of unnatural C-aryl nucleoside mimics are inactive antiviral agents.

Nucleosides, Nucleotides & Nucleic Acids published new progress about Antitumor agents. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Product Details of C6H3F2I.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Abraham, Raymond J.; Cooper, M. Ashley published the artcile< A re-investigation of 4JFF and 5JFF nuclear spin-spin couplings in substituted benzenes, a novel conformational tool>, COA of Formula: C6H3F2I, the main research area is benzene nuclear spin coupling B3LYP.

A theor. anal. of the 4JFF and 5JFF couplings in fluorobenzenes separates the σ and π components of the substituent coefficients The π bond mechanism is dominant but the σ bond mechanism must be included to give accurate values of the couplings. For monosubstituted difluorobenzenes the 4JFF and 5JFF couplings can be predicted from the calculated π densities by linear equations. The use of additive substituent effects allows the prediction of the meta4JFF couplings for multisubstituted compounds The π dependence of the 4JFF coupling in 2,6-difluorobenzenes provides a novel and simple method of determining the torsional angle of the C1 substituent and the benzene ring for non-sym. functional groups (acetyl, carboxymethyl, dimethylamino, amide, nitro etc.). This could be used to determine the geometries of such mols. in biol. systems. The π dependence of the 4JFF coupling is also of importance in the charged species of 2,6-difluoroanilinium (4JFF 2.1 Hz) and 2,6-difluoro-N,N,N-trimethylanilinium (4JFF 0.0 Hz) due to the very different π electron densities.

Physical Chemistry Chemical Physics published new progress about Bond angle, torsional. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, COA of Formula: C6H3F2I.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sugihara, Naoki; Suzuki, Kensuke; Nishimoto, Yoshihiro; Yasuda, Makoto published the artcile< Photoredox-Catalyzed C-F Bond Allylation of Perfluoroalkylarenes at the Benzylic Position>, Name: 3-Fluoro-4-iodobenzonitrile, the main research area is pperfluoroalkylarene allylic stannane defluoroallylation iridium photoredox catalyst.

Site-selective and direct C-F bond transformation of perfluoroalkylarenes was achieved with allylic stannanes via an iridium photoredox catalyst system. The present defluoroallylation proceeds exclusively at the benzylic position through perfluoroalkyl radicals generated by a single-electron transfer from an excited photoredox catalyst to perfluoroalkylarenes. A variety of perfluoroalkyl groups are applicable: linear perfluoroalkyl-substituted arenes such as Ar-nC4F9 and Ar-nC6F13 and heptafluoroisopropylarenes (Ar-CF(CF3)2) underwent site-selective defluoroallylation. DFT calculation studies revealed that the in situ generated Bu3SnF traps F- to prevent a retroreaction from the unstable perfluoroalkyl radical intermediate, and the radical intermediate favorably reacts with allylic stannanes. The synthesis of a bis(trifluoromethyl)methylene unit containing compound, which is an analog that is useful as a pharmaceutical agent for the prophylaxis or treatment of diabetes and inflammatory diseases, demonstrated the utility of this reaction.

Journal of the American Chemical Society published new progress about Allylation (defluoro-. 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, Name: 3-Fluoro-4-iodobenzonitrile.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Liu, Yuliang; Li, Haoyu; Chiba, Shunsuke published the artcile< Photoinduced Cross-Coupling of Aryl Iodides with Alkenes>, HPLC of Formula: 887266-99-1, the main research area is aryl iodide alkene photoinduced cross coupling UV absorption.

A protocol for photoinduced cross-coupling of aryl iodides having polar π-functional groups or elongated π-conjugation with alkenes was developed. The radical cascade mechanism involving generation of aryl radicals via C-I bond homolysis of photoexcited aryl iodides and their subsequent addition to alkenes was proposed. The method enabled iodide-selective cross-coupling over other halogen leaving groups with functional group compatibility on both arene and alkene motifs.

Organic Letters published new progress about Aralkyl ketones Role: SPN (Synthetic Preparation), PREP (Preparation). 887266-99-1 belongs to class iodides-buliding-blocks, and the molecular formula is C7H3FIN, HPLC of Formula: 887266-99-1.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Le Strat, Frederic; Harrowven, David C.; Maddaluno, Jacques published the artcile< New Approaches to Bicyclic Vinyl Heterocycles from Propargylic Acetals>, Name: 4-Iodopyridin-3-ol, the main research area is bicyclic vinyl heterocycle preparation; intramol carbolithiation propargylic acetal; palladium catalyst cyclization propargylic acetal.

The paper describes further studies on the intramol. carbolithiation of propargylic acetals with aryllithiums leading to 2-vinylbenzofurans and 3-vinylfuropyridines. E.g., isomerization of propargylic acetal I to the allene on treatment with t-BuOK, followed by treatment with BuLi gave the 3-vinylfuropyridine II (E:Z 9:1). Attempts to extend the cascade to [4.4.0] binuclear heterocycles met with limited success. An alternative, two-step entry to such ring systems has been developed using the palladium-induced cyclization/hydride capture methodol. E.g., Pd(OAc)2 catalyzed the cyclization of propargylic acetal III to give 51% chromene I (100% E). A new route to isoquinolinones from simple benzamides is also disclosed.

Journal of Organic Chemistry published new progress about Acetals Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation) (propargylic). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Name: 4-Iodopyridin-3-ol.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Fyfe, Tim J.; Kellam, Barrie; Sykes, David A.; Capuano, Ben; Scammells, Peter J.; Lane, J. Robert; Charlton, Steven J.; Mistry, Shailesh N. published the artcile< Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor>, HPLC of Formula: 2265-92-1, the main research area is structure pharmacokinetics haloperidol dopamine D2 receptor.

Haloperidol is a typical antipsychotic drug (APD) associated with an increased risk of extrapyramidal side-effects (EPS) and hyperprolactinemia relative to atypical APDs such as clozapine. Both drugs are dopamine D2 receptor (D2R) antagonists, with contrasting kinetic profiles. Haloperidol displays fast association/slow dissociation at the D2R whereas clozapine exhibits relatively slow association/fast dissociation Recently, the authors have provided evidence that slow dissociation from the D2R predicts hyperprolactinemia, whereas fast association predicts EPS. Unfortunately, clozapine can cause severe side-effects independent of its D2R action. The results suggest an optimal kinetic profile for D2R antagonist APDs that avoids EPS. To begin exploring this hypothesis, the authors conducted a structure-kinetic relationship study of haloperidol and reveal that subtle structural modifications dramatically change binding kinetic rate constants, affording compounds with a clozapine-like kinetic profile. Thus, optimization of these kinetic parameters may allow development of novel APDs based on the haloperidol scaffold with improved side-effect profiles.

Journal of Medicinal Chemistry published new progress about Dopamine D2 receptors Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, HPLC of Formula: 2265-92-1.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Benniston, Andrew C.; Harriman, Anthony; Li, Peiyi; Rostron, James P.; Harrington, Ross W.; Clegg, William published the artcile< A spectroscopic study of the reduction of geometrically restrained viologens>, COA of Formula: C5H4INO, the main research area is spectroscopy reduction geometry restrained viologen.

A small series of N,N’-dimethyl-4,4′-bipyridinium dication derivatives (commonly known as viologens) has been synthesized and fully characterized; a short dialkoxy tether attached at the 3,3′-positions is used to alter the central dihedral angle. These angles were determined by both single-crystal X-ray diffraction and by computational studies made for the dication, radical cation, and neutral species in a solvent reservoir. The dihedral angle derived for the dication controls the first reduction potential, whereas the geometry of the resultant π-radical cation determines the magnitude of the second reduction potential. The optical absorption spectra recorded for the various species, and especially those of the radical cations, and the EPR spectral parameters of the π-radical cations also depend on the mol. geometry. In particular, the central dihedral angle influences the spin d. distribution around the aromatic nucleus and, by way of comparison to the parent viologen, it has been possible to resolve the angle dependence from the inherent inductive effect of the strap. These results are considered in terms of the degree of electronic communication between the two aromatic rings, as controlled by the length of the tether.

Chemistry – A European Journal published new progress about Crystal structure. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, COA of Formula: C5H4INO.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Sviripa, Vitaliy M.; Zhang, Wen; Kril, Liliia M.; Liu, Alice X.; Yuan, Yaxia; Zhan, Chang-Guo; Liu, Chunming; Watt, David S. published the artcile< Halogenated diarylacetylenes repress c-myc expression in cancer cells>, Recommanded Product: 1,4-Difluoro-2-iodobenzene, the main research area is halogenated diarylacetylene preparation cmyc inhibitor cancer; Antineoplastic agents; Colon cancer; Diarylacetylenes; c-myc.

Halogenated diarylacetylenes that possess fluorine or chlorine substituents in one aryl ring and N-methylamino or N,N-dimethylamino in the other aryl ring inhibit the proliferation of LS174T colon cancer cells through the repression of c-myc expression and induction of the cyclin-dependent kinase inhibitor-1 (i.e., p21(Wif1/Cip1)) and represent potentially useful antineoplastic agents.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiproliferative agents. 2265-92-1 belongs to class iodides-buliding-blocks, and the molecular formula is C6H3F2I, Recommanded Product: 1,4-Difluoro-2-iodobenzene.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com

Devine, Shane M.; Challis, Matthew P.; Kigotho, Jomo K.; Siddiqui, Ghizal; De Paoli, Amanda; MacRaild, Christopher A.; Avery, Vicky M.; Creek, Darren J.; Norton, Raymond S.; Scammells, Peter J. published the artcile< Discovery and development of 2-aminobenzimidazoles as potent antimalarials>, Synthetic Route of 188057-20-7, the main research area is aminobenzimidazole derivative chemoselective preparation SAR antimalarial; 2-Aminobenzimidazole; Malaria; Plasmodium falciparum; Structure-activity relationships.

The design, synthesis and antimalarial activity of a series of 2-aminobenzimidazoles I [R = H, NH2, NHEt, NHBn, etc.; Ar = 2-HOC6H4, 2-NH2C6H4, benzofuran-7-yl, etc.], featuring a phenol moiety that was crucial to the pharmacophore. Two potent mols. exhibited IC50 values against P. falciparum 3D7 strain of 42 ± 4 I [R = NH2; Ar = 5-Me-2-HOC6H3] and 43 ± 2 nM [R = NH2; Ar = 5-MeO-2-HOC6H3] and high potency against strains resistant to chloroquine (Dd2), artemisinin (Cam3.IIC580Y) and PfATP4 inhibitors (SJ557733), while demonstrating no cytotoxicity against human cells (HEK293, IC50 > 50μM). The most potent mol., possessing a 4,5-di-Me substituted phenol I [R = NH2; Ar = 4,5-(MeO)2-2-HOC6H2] displayed an IC50 value of 6.4 ± 0.5 nM against P. falciparum 3D7, representing a 12-fold increase in activity from the parent mol. The 2-aminobenzimidazoles containing a N1-substituted phenol represented a new class of mols. that had high potency in vitro against P. falciparum malaria and low cytotoxicity. They possessed attractive pharmaceutical properties, including low mol. weight, high ligand efficiency, high solubility, synthetic tractability and low in vitro clearance in human liver microsomes.

European Journal of Medicinal Chemistry published new progress about Antimalarials. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Synthetic Route of 188057-20-7.

Referemce:
Iodide – Wikipedia,
Iodide – an overview | ScienceDirect Topics – ScienceDirect.com