Sulfonamide substituted pyrazoline compounds, their preparation and use as CB1 modulators

A substituted pyrazoline compound of general formula I,

• wherein
• R1 represents unsubstituted or at least mono-substituted aryl which may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• or
• unsubstituted or at least mono-substituted heteroaryl which may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• R2 represents unsubstituted or at least mono-substituted aryl which may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• or
• unsubstituted or at least mono-substituted heteroaryl which may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• R3 and R4, independent of one another, each represent H;
• F;
• Cl;
• Br;
• I;
• —CN;
• —NO2;
• —NC;
• —OH;
• —NH2;
• —SH;
• —C(═O)—H;
• —C(═O)—OH;
• —O—R7;
• —S—R8;
• —C(═O)—OR9;
• —C(═O)—R10;
• unsubstituted or at least mono-substituted alkyl, alkenyl or alkynyl;
• unsubstituted or at least mono-substituted cycloalkyl, -(alkylene)-cycloalkyl, cycloalkenyl, -(alkylene)-cycloalkenyl, heterocycloalkyl, -(alkylene)-heterocycloalkyl, heterocycloalkenyl or -(alkylene)-heterocycloalkenyl which each may be condensed with an unsubstituted or at least mono-substituted saturated, unsaturated or aromatic mono- or bicyclic ring system;
• unsubstituted or at least mono-substituted aryl, -(alkylene)-aryl or -(alkenylene)-aryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• or unsubstituted or at least mono-substituted heteroaryl, -(alkylene)-heteroaryl or -(alkenylene)-heteroaryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• R5 represents H or unsubstituted or at least mono-substituted alkyl, alkenyl or alkynyl;
• or —S(═O)2—R6;
• R6 represents —NR6aR6b;
• unsubstituted or at least mono-substituted alkyl, alkenyl or alkynyl;
• unsubstituted or at least mono-substituted cycloalkyl, -(alkylene)-cycloalkyl, cycloalkenyl, -(alkylene)-cycloalkenyl, heterocycloalkyl, -(alkylene)-heterocycloalkyl, heterocycloalkenyl or -(alkylene)-heterocycloalkenyl which each may be condensed with an unsubstituted or at least mono-substituted saturated, unsaturated or aromatic mono- or bicyclic ring system;
• unsubstituted or at least mono-substituted aryl, -(alkylene)-aryl or -(alkenylene)-aryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• or unsubstituted or at least mono-substituted heteroaryl, -(alkylene)-heteroaryl or -(alkenylene)-heteroaryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• R6a and R6b, independent of one another, each represent H;
• unsubstituted or at least mono-substituted alkyl, alkenyl or alkynyl;
• or unsubstituted or at least mono-substituted cycloalkyl, -(alkylene)-cycloalkyl, cycloalkenyl, -(alkylene)-cycloalkenyl, heterocycloalkyl, -(alkylene)-heterocycloalkyl, heterocycloalkenyl or -(alkylene)-heterocycloalkenyl which each may be condensed with an unsubstituted or at least mono-substituted saturated, unsaturated or aromatic mono- or bicyclic ring system;
• R7, R8, R9 and R10, independent of one another, each represent
• unsubstituted or at least mono-substituted alkyl, alkenyl or
• alkynyl;
• unsubstituted or at least mono-substituted aryl, -(alkylene)-aryl or -(alkenylene)-aryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• or unsubstituted or at least mono-substituted heteroaryl, -(alkylene)-heteroaryl or -(alkenylene)-heteroaryl which each may be condensed with an unsubstituted or at least mono-substituted saturated or unsaturated, but not aromatic, mono- or bicyclic ring system;
• optionally in a form of one of its stereoisomers, a racemate or in a form of a mixture of at least two of its stereoisomers, in any mixing ratio, or a physiologically acceptable salt thereof.