Type b botulism toxin inhibitors

A compound, characterized in that it has the general formula (I):

• 36
• wherein:
• (2) and (3) indicate two of the possible asymmetric centers in the molecule;
• X represents a hydrogen atom, a primary amine NH2 or secondary amine NHR with R representing an alkyl or arylalkyl group;
• R1 represents:
• a hydrogen atom,
• a group S—R′ in which R′ represents an alkyl, aryl, (aryl)alkyl, cycloalkyl or (cycloalkyl)alkyl group, optionally substituted with one or more halogen atoms, preferably fluorine, or a CF3 group;
• or
• a group S—CH[CH(R2)X]—CO—R3 with R2, X and R3 being as defined above or below;
• R2 represents an alkyl, alkenyl, alkynyl, cycloalkyl, (cycloalkyl)alkyl, aryl or (aryl)alkyl group, substituted with a COOH or COOR″, SO3H or SO3R″, PO3H2 or PO3R″2 group,
• with R″ representing an alkyl, aryl, (aryl)alkyl, cycloalkyl or (cycloalkyl)alkyl group, optionally substituted with one or more halogen atoms, preferably fluorine, or a CF3 group;
• R3 represents:
• a group NHR4 in which R4 represents an alkyl, cycloalkyl, (cycloalkyl)alkyl, aryl, (aryl)alkyl, heteroaryl or (heteroaryl)alkyl group;
• or
• a peptide chain (AA)nR5 in which:
• n is equal to 1 or 2
• R5 is equal to OH, NH2 or NHR′″ with R′″ representing an alkyl, cycloalkyl, (cycloalkyl)alkyl, aryl, (aryl)alkyl, heteroaryl or (heteroaryl)alkyl group,
• AA represents an amino acid residue of formula (II)
• N(R6)—(CH2)m—CH(R7)—(CH2)p—CO (II)
• in which:
• m=0 or 1, p=0 or 1,
• R6 represents a hydrogen atom or an alkyl group, preferably methyl, and
• R7 represents an alkyl, (aryl)alkyl or (heteroaryl)alkyl group, optionally substituted with one or more halogen atoms and/or one or more OH, alkoxy and preferably OCH3, or CF3 groups,
• in which, when n is equal to 2, the two amino acid residues AA may be identical or different;
• or characterized in that it is a derivative of a compound of formula (I), such as an addition salt of a compound of formula (I) with an acid, or a dimer of compounds of formula (I).