Benzodiazepine Interest Group

The imine groups of benzodiazepines can participate in cycloaddition reactions to form both mono- and bis-adducts. In this way 3-, 4-, 5-, and 6-membered rings have been annelated to the diazepine rings. Much of this work has been motivated by the observation that a number of annelated benzodiazepines have interesting pharmacological properties (78MI2). 

A large amount of activity on 1,4-benzodiazepine derivatives was reported in 2004. Tetrahydro-l,4-benzazepin-2-one derivatives are of interest as P-turn peptidomimetics and their solid-phase synthesis was reported by Kim et al. <04JC0207>. The diasteroselective synthesis of two enantiopure tetrahydro-l,4-benzodiazepin-5-ones was also achieved based on intramolecular azide cycloaddition and subsequent stereoselective reduction of the 1,4-benzodiazepinone products <04TA687>. A different approach to tetrahydro-1,4-benzodiazepin-5-ones 80 involves the 1,2-thiazine 1-oxides 77 as key intermediates. These intermediates were then converted to the nitroaryl amides 78 (R , R, R = H or Me) which could be cyclised to 80 after hydrogenation of the nitro group via the intermediates 79 <04T3349>. 

Benzodiazepines are an important group of therapeutic agents [54-56]. One of the most interesting aspects of the benzodiazepines is their striking anticonvulsant properties in a variety of experimental models of epilepsy [54]. 

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