Month: October 2022

Proctor, Rupert S. J.; Chuentragool, Padon; Colgan, Avene C.; Phipps, Robert J. published the artcile< Hydrogen Atom Transfer-Driven Enantioselective Minisci Reaction of Amides>, Quality Control of 93-60-7, the main research area is amide heteroarene chiral phosphoric acid diacetyl light Minisci reaction; heteroarenyl alkyl amide stereoselective preparation.

Minisci-type reactions constitute one of the most powerful methods for building up complexity around basic heteroarenes. The most desirable variants involve formal oxidative coupling of a C-H bond on each partner, leading back to the simplest possible starting materials. We herein disclose a method that enables such a coupling of linear amides and heteroarenes with full control of enantioselectivity at the newly formed stereocenter as well as site selectivity on both the heteroarene and the amide. This is achieved by the use of a chiral phosphoric acid catalyst in conjunction with diacetyl as a combined hydrogen atom transfer reagent and oxidant. Diacetyl is directly photoexcitable, and thus, no extraneous photocatalyst is required: an added feature that contributes to the simplicity and practicality of the protocol.

Journal of the American Chemical Society published new progress about Amides Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Quality Control of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Xiao, Zhiwei; Wang, Lu; Wei, Junjie; Ran, Chongzhao; Liang, Steven H.; Shang, Jingjie; Chen, Guang-Ying; Zheng, Chao published the artcile< Visible-light induced decarboxylative coupling of redox-active esters with disulfides to construct C-S bonds>, Application In Synthesis of 2127-03-9, the main research area is aryldisulfide hydroxyphthalimide ester preparation ruthenium photocatalyst decarboxylative coupling; benzenethiosulfonate hydroxyphthalimide ester preparation ruthenium photocatalyst decarboxylative coupling; aryl thioether preparation.

A novel method was established for the construction of C-S bonds using redox-active esters with disulfides in the presence of Ru-photoredox catalyst. This method exhibited remarkable functional group tolerance across a wide scope of substrates. Under mild conditions, a structurally diverse array of aryl alkyl sulfides was successfully and efficiently obtained through decarboxylative cross-coupling.

Chemical Communications (Cambridge, United Kingdom) published new progress about Decarboxylation catalysts (photochem.). 2127-03-9 belongs to class pyridine-derivatives, and the molecular formula is C10H8N2S2, Application In Synthesis of 2127-03-9.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Romines, Karen R.; Freeman, George A.; Schaller, Lee T.; Cowan, Jill R.; Gonzales, Steve S.; Tidwell, Jeffrey H.; Andrews, Clarence W. III; Stammers, David K.; Hazen, Richard J.; Ferris, Robert G.; Short, Steven A.; Chan, Joseph H.; Boone, Lawrence R. published the artcile< Structure-Activity Relationship Studies of Novel Benzophenones Leading to the Discovery of a Potent, Next Generation HIV Nonnucleoside Reverse Transcriptase Inhibitor>, Synthetic Route of 22280-62-2, the main research area is AntiAIDS reverse transcriptase inhibitor benzophenone preparation structure activity HIV1; AIDS antiviral reverse transcriptase inhibitor benzophenone preparation HIV1.

Despite the progress of the past two decades, there is still considerable need for safe, efficacious drugs that target human immunodeficiency virus (HIV). This is particularly true for the growing number of patients infected with virus resistant to currently approved HIV drugs. Our high throughput screening effort identified a benzophenone template as a potential nonnucleoside reverse transcriptase inhibitor (NNRTI). This manuscript describes our extensive exploration of the benzophenone structure-activity relationships, which culminated in the identification of several compounds with very potent inhibition of both wild type and clin. relevant NNRTI-resistant mutant strains of HIV. These potent inhibitors include 70h (GW678248), which has in vitro antiviral assay IC50 values of 0.5 nM against wild-type HIV, 1 nM against the K103N mutant associated with clin. resistance to efavirenz, and 0.7 nM against the Y181C mutant associated with clin. resistance to nevirapine. Compound 70h has also demonstrated relatively low clearance in i.v. pharmacokinetic studies in three species, and it is the active component of a drug candidate which has progressed to phase 2 clin. studies.

Journal of Medicinal Chemistry published new progress about AIDS (disease). 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Synthetic Route of 22280-62-2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Forlani, Luciano; Cristoni, Giampiero; Boga, Carla; Todesco, Paolo E.; Del Vecchio, Erminia; Selva, Simona; Monari, Magda published the artcile< Reinvestigation of the tautomerism of some substituted 2-hydroxypyridines>, Formula: C5H4ClNO, the main research area is UV NMR spectrometry tautomerism substituted hydroxypyridines LFER; crystallog nitropyridinone.

The tautomerism of some substituted 2-hydroxypyridines is investigated by UV/Vis- and 1H-, and 13C-NMR spectroscopic methods, with the aid of the N-Me and O-Me fixed parents. NMR spectroscopic data do not allow discrimination between the two tautomeric forms (with the exception of the unsubstituted 2-hydroxypyridine), while UV/Vis-data permit the quant. determination, in different solvents, of the amounts of the two forms. The electronic substituent effect and the change of solvent are discussed. An X-Ray diffraction study carried out on a crystal of 2-hydroxy-5-nitropyridine (7) reveals that this compound, in the solid state, is in the oxo-form.

ARKIVOC (Gainesville, FL, United States) [online computer file] published new progress about Crystal structure. 73018-09-4 belongs to class pyridine-derivatives, and the molecular formula is C5H4ClNO, Formula: C5H4ClNO.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Vogt, David B.; Seath, Ciaran P.; Wang, Hengbin; Jui, Nathan T. published the artcile< Selective C-F Functionalization of Unactivated Trifluoromethylarenes>, Related Products of 3796-23-4, the main research area is difluoroalkylarene preparation; trifluoromethylarene alkene photocatalytic alkylation.

Fluorinated organic mols. are pervasive within the pharmaceutical and agrochem. industries due to the range of structural and physicochem. properties that fluorine imparts. Currently, the most abundant methods for the synthesis of the aryl-CF2 functionality have relied on the deoxyfluorination of ketones and aldehydes using expensive and poorly atom economical reagents. Here, we report a general method for the synthesis of aryl-CF2R and aryl-CF2H compounds through activation of the corresponding trifluoromethyl arene precursors. This strategy is enabled by an endergonic electron transfer event that provides access to arene radical anions that lie outside of the catalyst reduction potential. Fragmentation of these reactive intermediates delivers difluorobenzylic radicals that can be intercepted by abundant alkene feedstocks or a hydrogen atom to provide a diverse array of difluoalkylaroms.

Journal of the American Chemical Society published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 3796-23-4 belongs to class pyridine-derivatives, and the molecular formula is C6H4F3N, Related Products of 3796-23-4.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Zhou, Xin-Yue; Zhang, Ming; Liu, Zhong; He, Jia-Hao; Wang, Xiao-Chen published the artcile< C3-Selective Trifluoromethylthiolation and Difluoromethylthiolation of Pyridines and Pyridine Drugs via Dihydropyridine Intermediates>, Related Products of 93-60-7, the main research area is trifluoromethylthiopyridine preparation one pot regioselective; pyridine trifluoromethylthiolation difluoromethylthiolation hydroboration oxidative aromatization; difluoromethylthiopyridine preparation regioselective one pot.

Herein, authors report a method for unprecedented C3-selective C-H tri- and difluoromethylthiolation of pyridines. The method relies on borane-catalyzed pyridine hydroboration for generation of nucleophilic dihydropyridines; these intermediates react with trifluoromethylthio and difluoromethylthio electrophiles to form functionalized dihydropyridines, which then undergo oxidative aromatization. The method can be used for late-stage functionalization of pyridine drugs for the generation of new drug candidates.

Journal of the American Chemical Society published new progress about Aromatization. 93-60-7 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO2, Related Products of 93-60-7.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Hu, Ziwei; Banothu, Janardhan; Beesu, Mallesh; Gustafson, Collin J.; Brush, Michael J. H.; Trautman, Kathryn L.; Salyer, Alex C. D.; Pathakumari, Balaji; David, Sunil A. published the artcile< Identification of Human Toll-like Receptor 2-Agonistic Activity in Dihydropyridine-Quinolone Carboxamides>, Formula: C7H7F3N2, the main research area is dihydropyridine quinolone carboxamide synthesis SAR TLR2 vaccine adjuvant.

Using a multiplexed, reporter gene-based, high-throughput screen, we identified 9-fluoro-7-hydroxy-3-methyl-5-oxo-N-(pyridin-3-ylmethyl)-2,3-dihydro-1H,5H-pyrido[3,2,1-ij]quinoline-6-carboxamide as a TLR2 agonist. Preliminary structure-activity relationship studies on the carboxamide moiety led to the identification of analogs that induce chemokines and cytokines in a TLR2-dependent manner. These results represent new leads for the development of vaccine adjuvants.

ACS Medicinal Chemistry Letters published new progress about Chemokines Role: BSU (Biological Study, Unclassified), BIOL (Biological Study). 387350-39-2 belongs to class pyridine-derivatives, and the molecular formula is C7H7F3N2, Formula: C7H7F3N2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Lamani, Devappa S.; Badiger, Srikant G.; Singh, Mamata published the artcile< Formation of diaryl sulfides and sulfoxides: Synthesis, characterization and structure activity correlation studies>, Related Products of 3731-53-1, the main research area is diarylsulfide preparation glutathione peroxidase mimetic activity; diarylsulfoxide preparation glutathione peroxidase mimetic activity.

The synthesis of a series of diarylsulfides I [R = C(Me)2CH2OH, 3-pyridyl, 4-MeOC6H4CH2, etc.; X= S] was achieved by reaction of 2,2′-thiobis[benzoyl chloride] with amines followed by the presence of H2O2/t-BuOOH to afford corresponding sulfoxides II [X= S=O]. All the newly synthesized compounds were characterized by 1H, 13C NMR and mass spectroscopic techniques. A detailed mechanistic study indicated that the formation of sulfoxides followed oxidation In addition to synthesis, characterization and mechanistic studies, the glutathione peroxidase(GPx) mimetic activity of the newly synthesized compounds was described. It was observed that the diaryl sulfides having a heterocyclic ring attached to the nitrogen atom facilitated the oxidation of the sulfur center to form the corresponding sulfoxides. The substituents attached to the nitrogen atom played an important role in the catalytic activity of substituted diaryl sulfides. The obtained data supported for the higher antioxidant activity of diaryl sulfides than that of the corresponding sulfoxides.

Phosphorus, Sulfur and Silicon and the Related Elements published new progress about Amines Role: RCT (Reactant), RACT (Reactant or Reagent). 3731-53-1 belongs to class pyridine-derivatives, and the molecular formula is C6H8N2, Related Products of 3731-53-1.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Filla, Sandra A.; Mathes, Brian M.; Johnson, Kirk W.; Phebus, Lee A.; Cohen, Marlene L.; Nelson, David L.; Zgombick, John M.; Erickson, Jon A.; Schenck, Kathryn W.; Wainscott, David B.; Branchek, Theresa A.; Schaus, John M. published the artcile< Novel Potent 5-HT1F Receptor Agonists: Structure-Activity Studies of a Series of Substituted N-[3-(1-Methyl-4-piperidinyl)-1H-pyrrolo[3,2-b]pyridin-5-yl]amides>, Formula: C6H7N3O2, the main research area is pyrrolopyridine amido sulfonamido preparation 5HT receptor agonist migraine; pyrrolopyrimidine amido preparation 5HT receptor agonist migraine.

5-Amidoindole I [X = Y = CH, R = 4-FC6H4; (II)] (LY334370), a selective 5-HT1F receptor agonist (SSOFRA), inhibited dural inflammation in the neurogenic plasma protein extravasation model of migraine and demonstrated clin. efficacy for the acute treatment of migraine. Although II was greater than 100-fold selective over both the 5-HT1B and 5-HT1D receptors, it exhibited appreciable 5-HT1A receptor affinity. Thus, a series of pyrrolo[2,3-c]pyridines I (X = N; Y = CH; R = Me, 4-FC6H4) and pyrrolo[3,2-b]pyridines I (X = CH; Y = N; R = Me, Et, Ph, 3-thienyl, 2-furyl, 2-pyridyl, cyclopropyl, etc.) as well as pyrrolo[3,2-d]pyrimidines I (X = Y = N; R = Me, 4-FC6H4) were synthesized as analogs of II and evaluated in an effort to identify SSOFRAs with improved selectivity over other 5-HT1 receptor subtypes. I (X = CH, Y = N, R = 4-FC6H4) showed high 5-HT1F receptor affinity but offered no improvement in selectivity compared to II; however, I (X = CH, Y = N, R = Me) was greater than 100-fold selective over the 5-HT1A, 5-HT1B, and 5-HT1D receptors. SAR studies of this series determined that alkylamides in particular exhibited high selectivity for the 5-HT1F receptor. These SAR studies identified SSOFRAs that demonstrated oral activity in the neurogenic plasma protein extravasation model, a model indicative of antimigraine activity.

Journal of Medicinal Chemistry published new progress about 5-HT1 agonists. 22280-62-2 belongs to class pyridine-derivatives, and the molecular formula is C6H7N3O2, Formula: C6H7N3O2.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Aboonajmi, Jasem; Panahi, Farhad; Hosseini, Mina Aali; Aberi, Mahdi; Sharghi, Hashem published the artcile< Iodine-catalyzed synthesis of benzoxazoles using catechols, ammonium acetate, and alkenes/alkynes/ketones via C-C and C-O bond cleavage>, Reference of 350-03-8, the main research area is phenylbenzooxazole preparation; alkene catechol ammonium acetate coupling iodine catalyst; alkyne catechol ammonium acetate coupling iodine catalyst; ketone catechol ammonium acetate coupling iodine catalyst.

An efficient metal-free synthesis strategy of phenylbenzo[d]oxazoles of formula I [R1 = 4-OMe, 5,7-di-tert-bu, 5,7-di-tert-butyl-4-Me, etc.; R2 = Ph, 4-BrC6H4, 4-FC6H4, etc.] was developed via coupling of catechols, ammonium acetate, and alkenes/alkynes/ketones using mol. iodine as the catalyst. The developed methodol. represents an operationally simple, one-pot and large-scale procedure for the preparation of benzoxazole derivatives using mol. iodine as the catalyst.

RSC Advances published new progress about Alkenes Role: RCT (Reactant), RACT (Reactant or Reagent). 350-03-8 belongs to class pyridine-derivatives, and the molecular formula is C7H7NO, Reference of 350-03-8.

Referemce:
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem