New aminoacid esters of arylsulfonamides are useful for e.g. treating neurodegenerative diseases, pain, convulsions or bacterial or viral infections

摘要

New aminoacid esters of arylsulfonamides (and analogs) (I) are cannabinoid receptor agonists. Aminoacid ester derivatives of formula (I) and their salts are new: R1 = phenyl, 1-naphthyl, 5- or 8-quinolinyl, 5- or 8-isoquinolinyl, 5,8-dihydro-1-naphthyl, N-(R3)-1,2,3,4-tetrahydro-5- or 8-isoquinolinyl, N-(R3)-1,2,3,4-tetrahydro-5- or 8-quinolinyl, 5-tetralinyl, 4-indanyl or N-(R3)-4-isoindolyl, all monosubstituted by Q and optionally further substituted by specific groups; R3 = H, 2-6C alkenyl, R or acyl; R = 1-6C alkyl; Q = -(CR9R10)c-O-C(O)-T-NR11R12; c = 1-6; R9, R10 = H or R; T = (CH2)c or -CR13R14-; R13 = H or Me; R14 = H, alkyl (optionally substituted by specific groups), cycloalkyl or aryl; R11, R12 = H, R or protecting group; or NR11R12 = 5-6 membered saturated heterocycle; A, E = direct bond or 1-4C alkylene; D = O, S(O)e or N(R19); e = 0-2; R19 = H, R or acyl; G = 6-10C arylene or 5-7 membered heteroarylene, optionally substituted by specific groups; L = O, NH, -N(R30)-SO2-, -N(R29)-SO-, -N(R29)-SO2-N(R29)-, -N(R29)-CO-, -SO2-N(R29)-, -O-SO2-, -N(R29)-P(O)(OR29)- or -N(OH)-SO2- (all bonded to G at the left terminal); R29 = H or 1-4C alkyl; R30 = H, 1-4C alkyl or SO2R2; R2 = aryl or 5-7 membered saturated or aromatic heterocycle, optionally substituted by specific groups; 7,7-dimethyl-bicyclo (2.2.1) heptan-2-on-1-ylmethyl; morpholine; cycloalkyl; or 1-12C alkyl, 2-12C alkenyl or 2-12C alkynyl, all optionally substituted by specific groups; or -L-R2 = 1,1-dioxo-isothiazolidin-2-yl. Unless specified otherwise alkyl moieties have 1-8C, acyl moieties 1-6C, cycloalkyl moieties 3-8C and aryl moieties 6-10C. Full definitions are given in the 'DEFINITIONS - Full Definitions' field. Independent claims are included for the following: (a) preparation of (I); and (b) preparation of certain intermediates (IIk):