Substituted benzodioxepines

#The invention relates to substituted benzodioxepines of the formula I

#in which R1, independently of one another, is selected from alkyl, (CH2)mOD, (CH2)mCN, (CH2)mCOR5 or (CH2)mCH2R5, where m=0 or 1 R2, R3, independently of one another, is selected from H, alkyl having 1 to 5 C atoms, R4, independently of one another, is selected from alkyl having 1 to 5 C atoms, heteroalkyl having 1 to 5 C atoms, alkoxy having 1 to 5 C atoms, alkoxyalkyl having 2 to 5 C atoms, Hal, CN, COR5 or OH, R5 stands for OD, NH2, NHD or ND2, A stands for CnH2n where n=2, 3, or 4, B stands for CpH2p where p=0, 1, 2, 3 or 4, D, independently of one another, is selected from H, alkyl having 1 to 5 C atoms, alkoxyalkyl having 2 to 5 C atoms, aryl or aralkyl, a, b stand for 0, 1 or 2 and Hal stands for F, Cl, Br or I, and physiologically tolerated salts and solvates thereof.

#Substituted benzodioxepines and the use thereof as pharmaceutical active ingredients for the treatment of hypertension are described, for example, in DE 2847623, BE 613210, BE 613212 and BE 613215.

#The synthesis of the starting material used here is known from the literature (Sci. Pharm. 201, 69(1), 11-20).

#4 g (24 mmol) of benzo[b]-1,4-dioxepin-3-one and 5.2 g (24 mmol) of 3-(4-aminobutyl)-1H-5-indolecarbonitrile are dissolved in 270 ml of methanol and refluxed for 2 h. After the batch has been cooled to 10° C., 1.4 g (36 mmol) of sodium borohydride are added in portions, and, after one hour, the mixture is refluxed for one hour. The batch is evaporated to dryness and taken up in ethyl acetate.

#After washing with water and drying using magnesium sulfate, the residue is chromatographed over a silica-gel column using a 7:3 mixture of ethyl acetate and isopropanol, giving 1.86 g (16%) of N-(3,4-dihydro-2H-1,5-benzodioxepin-3-yl)-4-(5-cyano-3-indole)butylamine.