217495-89-1Relevant academic research and scientific papers
Nickel-Mediated Cross-Coupling of Boronic Acids and Phthalimides for the Synthesis of Ortho-Substituted Benzamides
Ahlgrim, Grace C.,Deglopper, Kimberly S.,Dennis, Joseph M.,Heyboer, Ethan M.,Johnson, Jeffrey B.,Johnson, Rebecca L.,Kwiatkowski, Megan R.,Pankratz, Trey C.,Yoder, Mason C.
supporting information, p. 3757 - 3765 (2020/03/23)
The decarbonylative coupling of phthalimides with aryl boronic acids provides ready access to a broad range of ortho-substituted benzamides. This nickel-mediated methodology extends reactivity from previously described air-sensitive diorganozinc reagents of limited availability to easily handled and widely commercially available boronic acids. The decarbonylative coupling is tolerant of a broad range of functional groups and demonstrates little sensitivity to steric factors on either of the coupling partners.
Nonpeptide arginine vasopressin antagonists for both V(1A) and V2 receptors: Synthesis and pharmacological properties of 2-phenyl-4'-(2,3,4,5- tetrahydro-1H-1,5-benzodiazepine-1-carbonyl)benzanilide derivatives
Matsuhisa, Akira,Koshio, Hiroyuki,Sakamoto, Kenichiro,Taniguchi, Nobuaki,Yatsu, Takeyuki,Tanaka, Akihiro
, p. 1566 - 1579 (2007/10/03)
A series of compounds structurally related to 2-phenyl-4'-(2,3,4,5- tetrahydro-1H-1,5-benzodiazepine-1-carbonyl)benzanilide was synthesized and demonstrated to have arginine vasopressin (AVP) antagonist activity for both V(1A) and V2 receptors. The introduction of a hydrophilic substituent group into the 5-position of the benzodiazepine ring resulted in an increase in oral availability. Especially, the (3-pyridyl)methyl (31b), the 2-(4- methyl)-1,4-diazepan-1-yl)-2-oxoethyl (32i), and the 2-(4-methylpiperazin-1- yl)ethyl (33g) derivatives exhibited high antagonist activities and high oral availability. Details of the synthesis and pharmacological properties of this series are presented.
