1369673-49-3Relevant articles and documents
Pyrido-imidazodiazepinones as a new class of reversible inhibitors of human kallikrein 7
Arama, Dominique P.,Soualmia, Feryel,Lisowski, Vincent,Longevial, Jean-Fran?ois,Bosc, Elodie,Maillard, Ludovic T.,Martinez, Jean,Masurier, Nicolas,El Amri, Chahrazade
, p. 203 - 213 (2015)
The human tissue kallikrein-7 (KLK7) is a chymotryptic serine protease member of tissue kallikrein family. KLK7 is involved in skin homeostasis and inflammation. Excess of KLK7 activity is also associated with tumor metastasis processes, especially in ovarian carcinomas, prostatic and pancreatic cancers. Development of Kallikrein 7 inhibitors is thus of great interest in oncology but also for treating skin diseases. Most of the developed synthetic inhibitors present several drawbacks such as poor selectivity and unsuitable physico-chemical properties for in vivo use. Recently, we described a practical sequence for the synthesis of imidazopyridine-fused [1,3]-diazepines. Here, we report the identification of pyrido-imidazodiazepinone core as a new potential scaffold to develop selective and competitive inhibitors of kallikrein-related peptidase 7. Structure-activity relationships (SAR), inhibition mechanisms and selectivity as well as cytotoxicity against selected cancer cell lines were investigated.
Selective C-acylation of 2-aminoimidazo[1,2- a ]pyridine: Application to the synthesis of imidazopyridine-fused [1,3]diazepinones
Masurier, Nicolas,Aruta, Roberta,Gaumet, Vincent,Denoyelle, Severine,Moreau, Emmanuel,Lisowski, Vincent,Martinez, Jean,Maillard, Ludovic T.
, p. 3679 - 3685 (2012/05/20)
A series of 20 optically pure 3,4-dihydro-5H-pyrido[1′,2′:1,2] imidazo[4,5-d][1,3]diazepin-5-ones which form a new family of azaheterocycle-fused [1,3]diazepines were synthesized in four steps with 17-66% overall yields. The key step consists of a selecti
