Tag: M.W=100-150

Eastwood, Paul published the artcileDiscovery of N-(5,6-diarylpyridin-2-yl)amide derivatives as potent and selective A_2B adenosine receptor antagonists, HPLC of Formula: 197958-29-5, the publication is Bioorganic & Medicinal Chemistry Letters (2010), 20(5), 1697-1700, database is CAplus and MEDLINE.

The synthesis and SAR of a series of N-(5,6-diarylpyridin-2-yl)amide derivatives as potent A_2B adenosine receptor antagonists is described. Several compounds showed good selectivity vs. other adenosine receptors. The potent and selective analog I was shown to have good oral bioavailability in the rat.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, HPLC of Formula: 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Chatterjee, Nachiketa published the artcileMetal and base free synthesis of primary amines via ipso amination of organoboronic acids mediated by [bis(trifluoroacetoxy)iodo]benzene (PIFA), Safety of 2-Pyridinylboronic acid, the publication is Organic & Biomolecular Chemistry (2015), 13(29), 7940-7945, database is CAplus and MEDLINE.

A metal and base free synthesis of primary amines has been developed at ambient temperature through ipso amination of diversely functionalized organoboronic acids, employing a combination of [bis(trifluoroacetoxy)iodo]benzene (PIFA)-N-bromosuccinimide (NBS) and methoxyamine hydrochloride as the aminating reagent. The amines were primarily obtained as their trifluoroacetate salts which on subsequent aqueous alk. work up provided the corresponding free amines. The combination of PIFA-NBS is found to be the mildest choice compared to the commonly used strong bases (e.g. n-BuLi, Cs₂CO₃) for activating the aminating agent. The reaction is expected to proceed via activation of the aminating reagent followed by B-N 1,2-aryl migration.

Organic & Biomolecular Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Safety of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Liao, Jennie published the artcileTransforming Benzylic Amines into Diarylmethanes: Cross-Couplings of Benzylic Pyridinium Salts via C-N Bond Activation, Application In Synthesis of 197958-29-5, the publication is Organic Letters (2018), 20(10), 3030-3033, database is CAplus and MEDLINE.

A nickel-catalyzed cross-coupling of benzylic pyridinium salts with arylboronic acids was developed. Coupled with chemoselective pyridinium formation, this method allows benzyl primary amines to be efficiently converted to di(hetero)arylmethanes, e.g., I. Excellent heteroaryl and functional group tolerance is observed, and a one-pot procedure enables benzylic amines to be converted to diarylmethanes directly.

Organic Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Application In Synthesis of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Blake, James F. published the artcileDiscovery of 5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine inhibitors of Erk2, Computed Properties of 18437-58-6, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(12), 2635-2639, database is CAplus and MEDLINE.

The discovery and optimization of a series of tetrahydropyridopyrimidine based extracellular signal-regulated kinase (Erks) inhibitors discovered via HTS and structure based drug design is reported. The compounds demonstrate potent and selective inhibition of Erk2 and knockdown of phospho-RSK levels in HepG2 cells and tumor xenografts. Proliferation of HCT116 (K-RasG12D) and A375 (BRafV600E) cell lines was inhibited by compound (I) with EC50s of 0.74 and 0.39 μM, resp. Pharmacokinetic parameters of I are given.

Bioorganic & Medicinal Chemistry Letters published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C6H8N2, Computed Properties of 18437-58-6.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Sarkate, A. P. published the artcileMicrowave-Assisted Copper Slag-Catalyzed Green S-Arylation of Arenethiols with Arylboronic Acids, Synthetic Route of 197958-29-5, the publication is Russian Journal of Organic Chemistry, database is CAplus.

Diaryl sulfides have been synthesized in moderate to excellent yield by S-arylation of arenethiols with arylboronic acids using copper slag as a catalyst. Copper slag is a byproduct obtained from smelting and refining of copper. Conventional heating method has been compared with the microwave-assisted technique. The proposed microwave-assisted synthesis provides excellent yields of diaryl sulfides ArSAr¹ (Ar = Ph, 4-HOC₆H₄, 2-pyridyl, etc.; Ar¹ = Ph, 4-MeOC₆H₄) in a short time (10 min) and is ligand-free, green, and cost-effective.

Russian Journal of Organic Chemistry published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Synthetic Route of 197958-29-5.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Mishra, Sanket J. published the artcileTransformation of the Non-Selective Aminocyclohexanol-Based Hsp90 Inhibitor into a Grp94-Seletive Scaffold, Application of 2-Pyridinylboronic acid, the publication is ACS Chemical Biology (2017), 12(1), 244-253, database is CAplus and MEDLINE.

Glucose regulated protein 94 kDa, Grp94, is the endoplasmic reticulum (ER) localized isoform of heat shock protein 90 (Hsp90) that is responsible for the trafficking and maturation of toll-like receptors, Igs, and integrins. As a result, Grp94 has emerged as a therapeutic target to disrupt cellular communication, adhesion, and tumor proliferation, potentially with fewer side effects compared to pan-inhibitors of all Hsp90 isoforms. Although, the N-terminal ATP binding site is highly conserved among all four Hsp90 isoforms, recent cocrystal structures of Grp94 have revealed subtle differences between Grp94 and other Hsp90 isoforms that has been exploited for the development of Grp94-selective inhibitors. In the current study, a structure-based approach has been applied to a Grp94 nonselective compound, SNX 2112, which led to the development of 8j (ACO1), a Grp94-selective inhibitor that manifests ∼440 nM affinity and >200-fold selectivity against cytosolic Hsp90 isoforms.

ACS Chemical Biology published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Application of 2-Pyridinylboronic acid.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Yan, Qiao published the artcileA Unified Approach to the Isomeric α-, β-, γ-, and δ-Carbolines via their 6,7,8,9-Tetrahydro Counterparts, Safety of 4-Amino-2-picoline, the publication is Journal of Organic Chemistry (2017), 82(8), 4328-4335, database is CAplus and MEDLINE.

α-, β-, γ-, And δ-carboline and the β-carboline alkaloid harman were prepared using the Ullman coupling of 2-iodo-2-cyclohexenone with nitropyridinyl halides followed by reductive cyclization and palladium-catalyzed aromatization as the key steps. The structures of α-, β-, γ-, and δ-carboline and harman were determined by X-ray crystallog.

Journal of Organic Chemistry published new progress about 18437-58-6. 18437-58-6 belongs to pyridine-derivatives, auxiliary class Pyridine,Amine, name is 4-Amino-2-picoline, and the molecular formula is C10H13BrN2O2, Safety of 4-Amino-2-picoline.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Jadhav, Jagannath published the artcilePd-catalyzed cascade reaction for the synthesis of 2-substituted indoles, Related Products of pyridine-derivatives, the publication is Synlett (2012), 23(17), 2511-2515, database is CAplus.

An efficient cascade methodol. toward the synthesis of 2-substituted indoles has been developed. The transformation proceeds via a palladium-catalyzed cross-coupling reaction of o-nitrobenzyl cyanides with boronic acids. The use of Fe as co-catalyst during the course of reaction gives significant enhancement in reaction rates. The developed protocol allows for the unprecedented use of arylboronic acids as coupling partners for constructing 2-substituted indoles.

Synlett published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Jiao, Mingdong published the artcileEnantioselective Synthesis of 4-Cyanotetrahydroquinolines via Ni-Catalyzed Hydrocyanation of 1,2-Dihydroquinolines, Formula: C5H6BNO2, the publication is Organic Letters (2020), 22(21), 8566-8571, database is CAplus and MEDLINE.

A Ni-catalyzed asym. hydrocyanation that enables the formation of 4-cyanotetrahydroquinolines in good yields with excellent enantioselectivities is presented herein. A variety of functional groups are well-tolerated, and a gram-scale reaction supports the synthetic potential of the transformation. Addnl., several crucial intermediates for pharmaceutically active agents, including a PGD2 receptor antagonist, are now accessible through asym. synthesis using this new protocol.

Organic Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C5H6BNO2, Formula: C5H6BNO2.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem

Wu, Jiang-Ping published the artcileThe discovery of thienopyridine analogues as potent IκB kinase β inhibitors. Part II, Related Products of pyridine-derivatives, the publication is Bioorganic & Medicinal Chemistry Letters (2009), 19(19), 5547-5551, database is CAplus and MEDLINE.

An SAR study that identified a series of thienopyridine-based potent IκB Kinase β (IKKβ) inhibitors is described. With focuses on the structural optimization at C-4 and C-6 of 3-aminothieno[2,3-b]pyridine-2-carboxamide, the study reveals that small alkyl and certain aromatic groups are preferred at C-4, whereas polar groups with proper orientation at C-6 efficiently enhance compound potency. The most potent analogs inhibit IKKβ with IC₅₀s as low as 40 nM, suppress LPS-induced TNF-α production in vitro and in vivo, display good kinase selectivity profiles, and are active in a HeLa cell NF-κB reporter gene assay, demonstrating that they directly interfere with the NF-κB signaling pathway.

Bioorganic & Medicinal Chemistry Letters published new progress about 197958-29-5. 197958-29-5 belongs to pyridine-derivatives, auxiliary class Pyridine,Boronic acid and ester, name is 2-Pyridinylboronic acid, and the molecular formula is C2H4ClNO, Related Products of pyridine-derivatives.

Referemce:
https://en.wikipedia.org/wiki/Pyridine,
Pyridine | C5H5N – PubChem