Category: 188057-20-7

Jankiewicz, Bartlomiej J.; Gao, Jinshan; Reece, Jennifer N.; Vinueza, Nelson R.; Narra, Padmaja; Nash, John J.; Kenttamaa, Hilkka I. published the artcile< Substituent Effects on the Nonradical Reactivity of 4-Dehydropyridinium Cation>, Category: iodides-buliding-blocks, the main research area is substituent effect nonradical reactivity dehydropyridinium cation.

Recent studies have shown that the reactivity of the 4-dehydropyridinium cation significantly differs from the reactivities of its isomers toward THF. While only hydrogen atom abstraction was observed for the 2- and 3-dehydropyridinium cations, nonradical reactions were observed for the 4-isomer. In order to learn more about these reactions, the gas-phase reactivities of the 4-dehydropyridinium cation and several of its derivatives toward THF were investigated in a Fourier transform ion electron resonance mass spectrometer. Both radical and nonradical reactions were observed for most of these pos. charged radicals. The major parameter determining whether nonradical reactions occur was found to be the electron affinity of the radicals-only those with relatively high electron affinities underwent nonradical reactions. The reactivities of the monoradicals are also affected by hydrogen bonding and steric effects.

Journal of Physical Chemistry A published new progress about Ab initio methods (G3MP2B3). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Category: iodides-buliding-blocks.

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

Poh, Jian-Siang; Garcia-Ruiz, Cristina; Zuniga, Andrea; Meroni, Francesca; Blakemore, David C.; Browne, Duncan L.; Ley, Steven V. published the artcile< Synthesis of trifluoromethylated isoxazoles and their elaboration through inter- and intra-molecular C-H arylation>, Recommanded Product: 4-Iodopyridin-3-ol, the main research area is trifluoromethyl nitrile oxide terminal alkyne cycloaddition; isoxazole trifluoromethyl regioselective preparation.

The preparation of a range of trifluoromethylated isoxazole building blocks through the cycloaddition reaction of trifluoromethyl nitrile oxide was reported. It was found that controlling the rate (and therefore concentration) of the formation of the trifluoromethyl nitrile oxide was Critical for the preferential formation of the desired isoxazole products vs. the furoxan dimer. Different conditions were optimized for both aryl- and alkyl-substituted alkynes. In addition, the reactivity at the isoxazole 4-position was briefly explored for these building blocks. Conditions for intermol. C-H arylation, lithiation and electrophile quench, and alkoxylation were all identified with brief substrate scoping that signifies useful tolerance to a range of functionalities. Finally, complementary processes for structural diversification through either intramol. cyclisation or intermol. cross-coupling were developed.

Organic & Biomolecular Chemistry published new progress about [3+2] Cycloaddition reaction (regioselective). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Recommanded Product: 4-Iodopyridin-3-ol.

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

Boddaert, Thomas; Francois, Cyril; Mistico, Laetitia; Querolle, Olivier; Meerpoel, Lieven; Angibaud, Patrick; Durandetti, Muriel; Maddaluno, Jacques published the artcile< Anionic Access to Silylated and Germylated Binuclear Heterocycles>, Formula: C5H4INO, the main research area is silylated germylated binuclear heterocycle preparation; cyclization; heterocycles; lithium; reaction mechanisms; rearrangement.

A simple access to silylated and germylated binuclear heterocycles, based on an original anionic rearrangement, is described. A set of electron-rich and electron-poor silylated aromatic and heteroaromatic substrates were tested to understand the mechanism and the factors controlling this rearrangement, in particular its regioselectivity. This parameter was shown to follow the rules proposed before from a few examples. Then, the effect of the substituents borne by the silicon itself, in particular the selectivity of the ligand transfer, was studied. Addnl., this chem. was extended to germylated substrates. A hypervalent germanium species, comparable to the putative intermediate proposed with silicon, seems to be involved. However, a pathway implicating the elimination of LiCH2Cl was observed for the first time with this element, leading to unexpected products of the benzo-oxa (or benzo-aza) germol-type.

Chemistry – A European Journal published new progress about Heterocyclic compounds Role: SPN (Synthetic Preparation), PREP (Preparation) (silicon and germanium). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Formula: C5H4INO.

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

Lindstroem, Stefan; Ripa, Lena; Hallberg, Anders published the artcile< Synthesis of Two Conformationally Constrained Analogues of the Minor Tobacco Alkaloid Anabasine>, Quality Control of 188057-20-7, the main research area is anabasine spiro analog preparation.

The anabasine analogs spiro[4-azaindan-1,2′-piperidine] and spiro[6-azaindan-1,2′-piperidine] have been prepared A series of palladium-catalyzed reactions, where an intramol. cyclization constituted a key reaction, were utilized for the preparation of the two target compounds

Organic Letters published new progress about Cyclization. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Quality Control of 188057-20-7.

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

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

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

Lin, Wenwei; Chen, Ling; Knochel, Paul published the artcile< Preparation of functionalized 3,4-pyridynes via 2-magnesiated diaryl sulfonates>, Name: 4-Iodopyridin-3-ol, the main research area is pyridyne preparation Diels Alder cycloaddition furan nucleophilic addition; pyridine arylsulfonyloxy halo preparation magnesiation elimination; oxaazatricycloundecatetraene preparation.

The preparation of functionalized 3,4-pyridynes as highly reactive intermediates has been achieved by the controlled elimination of readily generated magnesiated diaryl sulfonates obtained by a low temperature I/Mg- or Br/Mg-exchange starting from the corresponding halopyridines I (Ar = 4-ClC6H4; X = Br, iodo; R1 = H, Br, Me; R2 = Cl, iodo, MeO, H2C:CHCH2, PhS, 4-ClC6H4S, 4-EtO2CC6H4). After trapping with furan, moderate to good yields of the desired functionalized cycloadducts II were obtained. The addition of an (arylthio)magnesium chloride or (arylselenyl)magnesium chloride to 3,4-pyridyne followed by quenching with an electrophile is also described.

Tetrahedron published new progress about Alkynes, arynes Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 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

Lakshmi, Balagopal; Kung, Mei-Ping; Lieberman, Brian; Zhao, Jun; Waterhouse, Rikki; Kung, Hank F. published the artcile< (R)-N-Methyl-3-(3-125I-pyridin-2-yloxy)-3-phenylpropan-1-amine: a novel probe for norepinephrine transporters>, Application In Synthesis of 188057-20-7, the main research area is radioiodinated iodonisoxetine derivative preparation biodistribution norepinephrine transporter PET imaging.

Alterations in serotonin and norepinephrine neuronal functions have been observed in patients with major depression. Several antidepressants bind to both serotonin transporters and norepinephrine transporters (NET). The ability to image NET in the human brain would be a useful step toward understanding how alterations in NET relate to disease. In this study, we report the synthesis and characterization of a new series of derivatives of iodonisoxetine, a known radioiodinated probe. The most promising, (R)-N-methyl-3-(3-iodopyridin-2-yloxy)-3-phenylpropylamine (PYINXT), displayed a high and saturable binding to NET, with a Kd value of 0.53 ± 0.03 nM. Biodistribution studies of (R)-N-methyl-3-(3-125I-pyridin-2-yloxy)-3-phenylpropan-1-amine in rats showed moderate initial brain uptake (0.54% dose/organ at 2 min) with a relatively fast washout from the brain (0.16% dose/organ at 2 h) as compared to [125I]INXT. The hypothalamus (a NET-rich region)-to-striatum (a region devoid of NET) ratio was found to be 2.14 at 4 h after i.v. injection. Preliminary results suggest that this improved iodinated ligand, when labeled with 123I, may be useful for mapping NET-binding sites with single photon emission computed tomog. in the living human brain.

Nuclear Medicine and Biology published new progress about Brain (uptake). 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Application In Synthesis of 188057-20-7.

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

Bennett, Frank; Kezar, Hollis S.; Girijavallabhan, Vinay; Huang, Yuhua; Huelgas, Regina; Rossman, Randall; Shih, Neng-Yang; Piwinski, John J.; MacCoss, Malcolm; Kwong, Cecil D.; Clark, Jeremy L.; Fowler, Anita T.; Geng, Feng; Roychowdhury, Abhijit; Reynolds, Robert C.; Maddry, Joseph A.; Ananthan, Subramaniam; Secrist, John A.; Li, Cheng; Chase, Robert; Curry, Stephanie; Huang, Hsueh-Cheng; Tong, Xiao; George Njoroge, F.; Arasappan, Ashok published the artcile< Pyridofuran substituted pyrimidine derivatives as HCV replication (replicase) inhibitors>, Application In Synthesis of 188057-20-7, the main research area is regioselective alkylation carbocyclic nucleoside preparation antiviral structure activity; pyridofuran pyrimidine nucleoside preparation antiviral replicase inhibitor HCV benzofuran.

Introduction of nitrogen atom into the benzene ring of a previously identified HCV replication (replicase) benzofuran inhibitor I (X = CH), resulted in the discovery of the more potent pyridofuran analog I (X = N). Subsequent introduction of small alkyl and alkoxy ligands into the pyridine ring resulted in further improvements in replicon potency. Replacement of the 4-chloro moiety on the pyrimidine core with a Me group, and concomitant mono-alkylation of the C-2 amino moiety resulted in the identification of several inhibitors with desirable characteristics. Nucleoside inhibitor II (R = CF3, R1 = Et, R2 = H; R = cyclopropyl, R1 = OEt, R2 = Me), from the mono-substituted pyridofuran and inhibitor 50 from the disubstituted series displayed excellent potency, selectivity (GAPDH/MTS CC50) and PK parameters in all species studied, while the selectivity in the thymidine incorporation assay (DNA·CC50) was low.

Bioorganic & Medicinal Chemistry Letters published new progress about Antiviral agents. 188057-20-7 belongs to class iodides-buliding-blocks, and the molecular formula is C5H4INO, Application In Synthesis of 188057-20-7.

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