58757-38-3Relevant articles and documents
Synthesis and crystal structure of N′-(6-chloropyridin-3-formyl)-N-t- butyl urea
Ke, Shaoyong,Xue, Sijia
, p. 467 - 470 (2008)
The crystal structure of N′-(6-chloropyridin-3-formyl)-N-t-butyl urea, C11H14ClN3O2, has been established, and which belongs to monoclinic crystal system, space group Pn with unit cell dimensions a = 9.335(3) A, b = 12.715(3) A, c = 21.813(6) A, β = 95.417(6)°, V = 2577.6(12) A3 and Z = 8. An intramolecular N-H???O hydrogen bond forms a six-membered ring in the central part of the molecule. Both two N-H atoms of single unit participate in intermolecular hydrogen bonds and an intramolecular hydrogen bond, respectively. The crystal structure ofN′-(6-chloropyridin-3-formyl)- N-t-butyl urea, C11H14ClN3O2, has been established, and which belongs to monoclinic crystal system withZ = 8, space group Pn. [Figure not available: see fulltext.]
Synthesis of 6-chloronicotinates of steroidal 3β,5α,6β- triols and 3β,5-dihydroxy-6-ketones
Kovganko,Chernov,Sokolov,Kashkan,Survilo
, p. 200 - 204 (2009)
New esters of 3β,5α,6β-trihydroxysteroids and 3β,5-dihydroxy-6-ketosteroids containing 6-chloropyridine groups characteristic of the alkaloid epibatidine were synthesized by acylation with 6-chloronicotinoylchloride.
Synthesis of 2-methoxybenzamide derivatives and evaluation of their hedgehog signaling pathway inhibition
Hao, Ziqian,Jiang, Meihua,Lin, Lin,Luan, Tian,Sun, Chiyu,Wang, Ying,Wang, Youbing,Zhang, Dajun,Zhang, Wenhu
, p. 22820 - 22825 (2021/07/21)
Aberrant hedgehog (Hh) signaling is implicated in the development of a variety of cancers. Smoothened (Smo) protein is a bottleneck in the Hh signal transduction. The regulation of the Hh signaling pathway to target the Smo receptor is a practical approach for development of anticancer agents. We report herein the design and synthesis of a series of 2-methoxybenzamide derivatives as Hh signaling pathway inhibitors. The pharmacological data demonstrated that compound 21 possessed potent Hh pathway inhibition with a nanomolar IC50 value, and it prevented Shh-induced Smo from entering the primary cilium. Furthermore, mutant Smo was effectively suppressed via compound 21. The in vitro antiproliferative activity of compound 21 against a drug-resistant cell line gave encouraging results. This journal is
Palladium-Catalyzed Chlorocarbonylation of Aryl (Pseudo)Halides Through In Situ Generation of Carbon Monoxide
Bismuto, Alessandro,Boehm, Philip,Morandi, Bill,Roediger, Sven
supporting information, p. 17887 - 17896 (2020/08/19)
An efficient palladium-catalyzed chlorocarbonylation of aryl (pseudo)halides that gives access to a wide range of carboxylic acid derivatives has been developed. The use of butyryl chloride as a combined CO and Cl source eludes the need for toxic, gaseous carbon monoxide, thus facilitating the synthesis of high-value products from readily available aryl (pseudo)halides. The combination of palladium(0), Xantphos, and an amine base is essential to promote this broadly applicable catalytic reaction. Overall, this reaction provides access to a great variety of carbonyl-containing products through in situ transformation of the generated aroyl chloride. Combined experimental and computational studies support a reaction mechanism involving in situ generation of CO.