Substituted sulfonamide derivatives

• Main Authors: ENGELS, MICHAEL FRANZ-MARTIN, CHRISTROPH, THOMAS DR, KLEES, ACHIM DR, HEES, SABINE, SCHIENE, KLAUS DR, OBERBOERSCH, STEFAN DR, REICH, MELANIE DR, SCHUNK, STEFAN DR, GERMANN, TIENO DR, JOSTOCK, RUTH DR, BIJSTERVELD, EDWARD DR
• Format: Patent
• Language: English; French; German
• Published: 02.11.2011
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; METALLURGY; ORGANIC CHEMISTRY

N-heterocyclic sulfonamide derivatives with aminocarbonyl-methoxymethyl or aminocarbonyl-methoxyethyl groups on the ring carbon adjacent to the sulfonamide nitrogen atom are new. Substituted sulfonamide derivatives of formula (I) in the form of racemates, enantiomers or diastereoisomers of the bases, mixtures of the last two, and/or their salts with physiologically-tolerable acids are new. n : 0, 1, 2 or 3; m : 1 or 2; R 1>aryl or heteroaryl; R 2a-c>, R 3>, R 4>H, or these groups plus an adjacent group may form a 5- or 6-membered ring (saturated or unsaturated, optionally substituted and containing N or O as hetero-atoms; R 5> and R 6> together form (a) a 4- to 8-membered non-aromatic ring (optionally condensed with a 4- to 10-membered aromatic, saturated or unsaturated ring, with either or both rings being substituted or condensed with a basic residue and optionally substituted with other basic residues selected from 1-6C alkyl, 1-3C alkoxy, 3-8C cycloalkyl, : O, aralkyl or aryl), or (b) a 4- to 8-membered ring containing another N or O atom and optionally substituted with a basic or non-basic residue, the ring N-atom being optionally substituted also with 1-6C alkyl, aryl or aralkyl if the basic or non-basic residue is not attached to the ring via the hetero-atom, or (c) R 5>= H, 1-6C alkyl, 3-8C cycloalkyl, aryl or aralkyl and R 6>= aryl 3-8C cycloalkyl or an aryl or 3-8C cycloalkyl group linked via a 1-3C alkyl chain, the aryl or cycloalkyl group being optionally condensed with a 5- to 10-membered optionally unsaturated ring (optionally containing hetero-atom(s)) and substituted with a basic residue (or this alkyl substitution may be on the 1-3C alkyl bridge), or (d) R 5>= H, 1-6C alkyl, 3-8C cycloalkyl, aryl or aralkyl and R 6>= 4-8C heterocyclyl (optionally linked via a 1-3C alkyl chain), optionally substituted on one or two ring members with a basic or non-basic residue, or (e) R 5>, R 6>= H, aralkyl or optionally branched, optionally substituted 1-10C alkyl containing 1-3 N atoms (R 5> and R 6> cannot both be H), or (f) R 5>= H, alkyl, cycloalkyl, aryl or aralkyl as above and R 6>= a basic heteroaryl group, optionally linked via 1-4C alkylene and optionally substituted, in which the 1-4C chain may also be substituted with a basic residue; . Independent claims are also included for (1) a method for the production of (I) by reacting carboxylic acids of formula (L) with prim. or sec. amines of formula R 5>R 6>NH (M) in presence of dehydrating agents such as sodium or magnesium sulfate, phosphorus pentoxide or reagents such as CDI, DCC, TBTU and EDCI, and in presence of HOAt or HOBt and an organic base, e.g. DIPEA or pyridine, in a solvent such as THF, dichloromethane, diethyl ether, dioxan, DMF or acetonitrile (2) drugs containing (I), optionally with suitable additives, auxiliary substances and/or other active ingredients. [Image] [Image]. Die Erfindung betrifft substituierte Sulfonamid-Derivate, Verfahren zu deren Herstellung, Arzneimittel enthaltend diese Verbindungen und die Verwendung von substituierten Sulfonamid-Derivaten zur Herstellung von Arzneimitteln.