N-substd. hydroxy-benzylamines prepn - by e.g. reacting benzyl alcohol derivs. with amines

摘要

Amines of formula (I) (where Hal is Cl or Br; R1 is H, Cl or Br; R2 is morpholino-carbonylmethyl or a residue (Ia) in which R3 is H, OH or 1-4C alkyl, n is 0, 1 or 2 and A and B are H or A+B is -(CR5R5)m-in which R5 is H, Me or Et and m is 1 or 2; R4 is 1-4C alkyl, 2-4C alkenyl, 3-4C cycloalkyl or H; and l is 1 or 2) and their pharmacologically tolerable acid addition salts (e. g. N-ethyl-N-cyclohexyl-3,5-dibromo-2-hydroxy-benzylamine) are prepd. by (a) reacting a benzyl alcohol cpd. of formula (II) (where R8 is H and R9 is H or org. acyl, or R8 is acyl, alkyl, aryl or aralkyl and R9 is H) with an amine HNR2R4, (b) reacting a cpd. of formula (VI) (where R10 is alkyl, aryl or aralkyl) with HNR2R4 and hydrolysing the reaction prod., (c) hydrolysing a cpd. of formula (VII), or (d) reacting (II; R8=R9=H) with an amide of the formula O=P(NR2R4)3 (VIII) or R11-CO-NR2R4 (VIIIa) (where R11 is alkyl, aryl or aralkyl); the prod. opt. being reacted with a suitable acid to give a physiologically tolerable acid addition salt. (I) are known cpds. which increase the prodn. of alveolar surfactant or antiatelectase factor and have a secretolytic and antitussive effect.