DERIVATIVES OF BENZOTHIAZINE AND BENZOTHIADIAZINE, PROCEDURE FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM

• Main Authors: PATRICE DESOS, ALEX CORDI, PIERRE LESTAGE
• Format: Patent
• Language: English; Portuguese
• Published: 31.01.2007
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

Benzothiazine or benzothiadiazine derivatives (I) are new. Benzothiazine or benzothiadiazine derivatives of formula (I) and their isomers and salts are new: [Image] R 1H, halo or 1-6C alkyl; R 1a = H or 1-6C alkyl; R 2H, halo or OH; A : NR 4or CR 4R 5; R 3H, 1-6C alkyl or 3-7C cycloalkyl; R 4H or 1-6C alkyl; R 5H or halo; R 6R 4or forms a CH 2(CH 2) mCH 2group with R 3; m : 1-3; X : NR 6R 7, SO nR 8, OR' 8or a heterocyclic group; R 6, R 7H or 1-6C alkyl, or R 6is SO pR 9, COR 9or P(O)(OR 9)(OR 10); or NR 6R 7is a heterocyclic group; R 8-R 10H, 1-6C (halo)alkyl, aralkyl or aryl; R' 81-6C alkyl or 1-6C acyl; n, p : 1 or 2. [Image] An independent claim is also included for two processes for preparing (I). ACTIVITY : Nootropic. MECHANISM OF ACTION : alpha -Amino-3-hydroxy-5-methyl-4-isoxazole-propionic acid (AMPA) modulator. (3-(5,5-Dioxido-2,3,3a,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazin-7-yloxy)phenyl)methanamine hydrochloride increased the current intensity induced by AMPA in Xenopusoocytes by a factor of 2 at 3.5 MicroM and by a factor of 5 at 9.2 MicroM.