Synthesis and pharmacological evaluation of some DL-dichlorophenyl alcohol amides anticonvulsants.
The anticonvulsant activity of a homologous series of DL-dichlorophenyl alcohol amides is described. The compounds DL-2-hydroxy-2-(3',4'-dichlorophenyl) butyramide (4, CAS 620950-11-0), DL-3-hydroxy-3-(3',4'-dichlorophenyl) pentanamide (5, CAS 620950-15-4) and DL-4-hydroxy-4-(3',4'-dichlorophenyl) hexanamide (6, CAS 620950-17-6 ) were prepared and tested. Compounds 4, 5 and 6 exhibited a significant activity in seizures induced by pentetrazol. Incorporation of chlorine in the phenyl ring increased their potency. Compound 4 exhibited a slightly lower activity than the reference drug phenobarbital (CAS 50-06-6).
Meza-Toledo
Sergio E
SE
Departamentos de Bioquímica y Química Orgánica, Escuela Nacional de Ciencias Biológicas del Instituto Politécnico Nacional, Prolongación de Carpio y Plan de Ayala, Mexico City, Mexico. semeza@hotmail.com
Olea-Gómez
Arturo
A
Mora-Ramírez
Erika Y
EY
Peralta-Cruz
Javier
J
Noguerón-Chirinos
Jaisel B
JB
D000577:Amides / Q000138:chemical synthesis* / Q000494:pharmacology*; D000818:Animals; D000927:Anticonvulsants / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D003292:Convulsants; D006843:Hydrocarbons, Chlorinated / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D010433:Pentylenetetrazole; D010634:Phenobarbital / Q000494:pharmacology; D012640:Seizures / Q000139:chemically induced / Q000517:prevention & control; D013329:Structure-Activity Relationship
D000577:Amides; D000927:Anticonvulsants; D003292:Convulsants; D006843:Hydrocarbons, Chlorinated; D010433:Pentylenetetrazole; D010634:Phenobarbital