Amino acid derivative anticonvulsant

An anticonvulsant composition comprising an anticonvulsant effective amount of a compound having the formula:

• ##STR24## and pharmaceutically acceptable salts thereof wherein R is aryl, aryl lower alkyl, heterocyclic or heterocyclic lower alkyl, wherein R is unsubstituted or is substituted with at least one electron withdrawing group or an electron donating group;
• R.sub.1 is hydrogen or lower alkyl which is unsubstituted or is substituted with at least one electron withdrawing substituent or at least one electron donating substituent;
• R.sub.2 and R.sub.3 are independently each hydrogen, lower alkenyl, lower alkynyl, aryl lower alkyl, aryl, heterocyclic, lower alkyl, heterocyclic lower alkyl or Z-Y, wherein R.sub.2 and R.sub.3 may be unsubstituted or substituted with at least one electron withdrawing group or electron donating group;
• Z is O, S, NR.sub.4, or a chemical bond;
• Y is hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl, or halo, and Y may be unsubstituted or substituted with at least one electron withdrawing group or electron donating group, provided that when Y is halo, Z is a chemical bond or
• ZY taken together is NR.sub.4 NR.sub.5 R.sub.6, NR.sub.4 OR.sub.5, ONR.sub.4 R.sub.5, SNR.sub.4 R.sub.5, or NR.sub.4 SR.sub.5,
• R.sub.4, R.sub.5 and R.sub.6 are independently hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl and R.sub.4, R.sub.5 and R.sub.6 may be unsubstituted or substituted with an electron withdrawing group or an electron donating group and
• n is 1-4, and
• a pharmaceutically acceptable carrier therefor.

An anticonvulsant composition comprising an anticonvulsant effective amount of a compound having the formula:

• ##STR25## or pharmaceutically acceptable salts thereof wherein R is aryl, aryl lower alkyl, heterocyclic heterocyclic lower alkyl, lower cycloalkyl, or lower cycloalkyl lower alkyl wherein R is unsubstituted or is substituted with at least one electron withdrawing group or an electron donating group;
• R.sub.1 is hydrogen or lower alkyl and R.sub.1 is unsubstituted or is substituted with at least one electron withdrawing substituent or at least one electron donating substituent;
• R.sub.2 and R.sub.3 are independently hydrogen, lower alkyl, lower alkenyl, lower alkynyl, aryl lower alkyl, aryl, heterocyclic, heterocyclic lower alkyl, cycloalkyl, lower cycloalkyl lower alkyl, or Z-Y wherein R.sub.2 and R.sub.3 may be unsubstituted or substituted with at least electron withdrawing group or electron donating group;
• Z is O, S, S(O), or NR.sub.4 ;
• Y is hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl, halo, heterocyclic, heterocyclic lower alkyl, cycloalkyl, or cycloalkyl lower alkyl and Y may be unsubstituted or substituted with an electron donating group or an electron withdrawing group provided that when Y is halo, Z is a chemical bond or
• ZY taken together is NR.sub.4 NR.sub.5 R.sub.7, NR.sub.4 OR.sub.5, ONR.sub.4 R.sub.7, SNR.sub.4 R.sub.7, NR.sub.4 SR.sub.7, ##STR26## R.sub.4, R.sub.5 and R.sub.6 are independently hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl or lower alkynyl, wherein R.sub.4, R.sub.5 and R.sub.6 may be unsubstituted or substituted with an electron withdrawing group or an electron donating group,
• R.sub.7 is R.sub.6 or COOR.sub.8 or COR.sub.8,
• R.sub.8 is hydrogen or lower alkyl, or aryl lower alkyl,
• n is 1-4, and
• a is 1-3.

A compound of the formula ##STR29## and pharmaceutically acceptable salts thereof wherein R is aryl, aryl lower alkyl, heterocyclic or heterocyclic lower alkyl, cycloalkyl, lower cycloalkyl, or lower alkyl, wherein R is unsubstituted or is substituted with at least one electron withdrawing group or an electron donating group;

• R.sub.1 is hydrogen or lower alkyl and R.sub.1 is unsubstituted or substituted with at least one electron withdrawing substituent or at least one electron donating substituent;
• R.sub.2 and R.sub.3 are independently hydrogen, lower alkenyl, lower alkynyl, heterocyclic, heterocyclic lower alkyl, lower alkyl heterocyclic, lower cycloalkyl, lower cycloalkyl lower alkyl, lower alkyl, or Z-Y wherein R.sub.2 and R.sub.3 may be unsubstituted or substituted with at least one electron withdrawing group or electron donating group;
• Z is O, S(O).sub.a or NR.sub.4 ;
• Y is hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl, halo, heterocyclic or heterocyclic lower alkyl, cycloalkyl, cycloalkyl lower alkyl and Y may be unsubstituted or substituted with an electron donating group or an electron withdrawing group provided that when Y is halo, Z is a chemical bond;
• or
• ZY taken together is NR.sub.4 NR.sub.5 R.sub.7, NR.sub.4 OR.sub.5, ONR.sub.4 R.sub.7, SNR.sub.4 R.sub.7, NR.sub.4 SR.sub.7, ##STR30## R.sub.4, R.sub.5 and R.sub.6 are independently hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, or lower alkynyl, wherein R.sub.4, R.sub.5 and R.sub.6 may be unsubstituted or substituted with an electron withdrawing group or an electron donating group;
• R.sub.7 is R.sub.6, COOR.sub.8 or COR.sub.8 ;
• R.sub.8 is hydrogen or lower alkyl or aryl lower alkyl;
• n is 1-4 and
• a is 1-3.

A compound of the formula ##STR32## wherein R is aryl, aryl lower alkyl, heterocyclic or heterocyclic lower alkyl which is unsubstituted or substituted with at least one electron withdrawing group or at least one electron donating group;

• R.sub.1 is hydrogen or lower alkyl which is unsubstituted or substituted with at least one electron withdrawing group or one electron donating group;
• R.sub.2 and R.sub.3 are independently hydrogen, lower alkyl, lower alkenyl, lower alkynyl, Z-Y or a heterocyclic group each which may be unsubstituted or substituted with at least one electron withdrawing group or one electron donating group, with the proviso that R.sub.2 and R.sub.3 cannot both be hydrogen;
• Z is O, S, NR.sub.4, or a chemical bond;
• Y is hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl, lower alkynyl or halo, and Y may be unsubstituted or substituted with an electron donating group or an electron withdrawing group, provided that when Y is halo, then Z is a chemical bond;
• or
• ZY taken together is NR.sub.4 NR.sub.5 R.sub.6, NR.sub.4 OR.sub.5, SNR.sub.4 R.sub.5, or NR.sub.4 SR.sub.5,
• R.sub.4, R.sub.5 and R.sub.6 are independently hydrogen, lower alkyl, aryl, aryl lower alkyl, lower alkenyl or lower alkynyl, wherein R.sub.4, R.sub.5 and R.sub.6 may be unsubstituted or substituted with an electron withdrawing group or an electron donating group;
• and
• n is 1-4.