US 8,802,675 B2 · Neuroprotective multifunctional compounds and pharmaceutical compositions comprising them

Abstract

Multifunctional compounds are provided, comprising two or more functional moieties selected from: (i) a moiety that imparts an iron chelator function; (ii) a moiety that imparts a neuroprotective function; (iii) a moiety that imparts combined antiapoptotic, neuroprotective and/or neurorestorative functions; (iv) a moiety that imparts brain MAO inhibition, preferably with little or no MAO inhibition in liver and small intestine; (v) a moiety that imparts cholinesterase inhibitory function; and (vi) a moiety that imparts an N-methyl-D-aspartic acid receptor (NMDAR) inhibition, and pharmaceutically acceptable salts and optical isomers thereof. The multifunctional compounds are useful in the treatment or prevention of diseases, disorders or conditions that can be prevented and/or treated by iron chelation therapy, and/or neuroprotection and/or neurorestoration, and/or apoptosis inhibition and/or MAO inhibition and/or cholinesterase inhibition and/or NMADR inhibition. The present invention encompasses compounds of the formulas I to VI.

Claims18

Dependent claims

A multifunctional compound of the formula I to VI:

wherein
X, Y each independently is CH or N;
R1 is H or C1-C6 alkyl;
R′ is H or —CONR2R3
R, R2, R3, R4, R5, R6 and R7 each independently is H or a C1-C30 hydrocarbyl;
or R2 and R3 together with the nitrogen atom to which they are attached form a 5-7 saturated ring optionally containing a further heteroatom selected from the group consisting of O, N and S, and optionally further substituted by an aralkyl group;
R8 is CON(R)OH;
Z is (CH2)m— or O;
n is 1 to 10;
and m is 0 to 10;
wherein said C1-C30 hydrocarbyl is a radical selected from the group consisting of a straight or branched alkyl, alkenyl, or alkynyl, aryl, aralkyl, cycloalkyl and arylcycloalkyl;
and an optical isomer and a pharmaceutically acceptable salt thereof.

9 more elements

Dependencies are inferred from the claim text.

Neuroprotective multifunctional compounds and pharmaceutical compositions comprising them

Life of this patent

Neuroprotective multifunctional compounds and pharmaceutical compositions comprising them

Life of this patent

Abstract

Claims18