TY - JOUR
T1 - Synthesis of DL-hydroxybenzenamides as anticonvulsants
AU - Meza-Toledo, Sergio E.
AU - Yasutake-Kimoto, Liliana
AU - Alcalá-Rentería, Martha
AU - Domínguez-Rodríguez, Miguel A.
AU - Jaime-Rodríguez, Rodrigo
AU - Nava-Arzaluz, María G.
AU - Gutiérrez-Laflor, Giovanna
AU - Peralta-Cruz, Javier
AU - Carvajal-Sandoval, Guillermo
PY - 2008
Y1 - 2008
N2 - The anticonvulsant activity of some DL-hydroxybenzenamides is described. The following compounds from this series were prepared and tested: DL-2-hydroxy-2-(3′-bromophenyl)butyramide (4, CAS 620950-12-1), DL-2-hydroxy-2-(4′-bromophenyl)butyramide (5, CAS 620950-13-2), DL-2-hydroxy-2-(3′-nitrophenyl)butyramide (6, CAS 620950-14-3), DL-2-hydroxy-2-phenyl hexanamide (7, CAS 63002-05-1), DL-2-hydroxy-2-(3′, 4′-dichlorophenyl)hexanamide (8, CAS 863976-06-1), DL-3-hydroxy-3- (4′-bromophenyl)pentanamide (9, CAS 620950-16-5), DL-3-hydroxy-3-phenyl- heptanamide (10, CAS 863976-08-3) and DL-4-hydroxy-4-(4′-bromophenyl) hexanamide (11, CAS 620950-18-7). Compounds 4, 5, 9 and 11 exhibited significant activity in seizures induced by pentylenetetrazol. Incorporation of bromine in the phenyl ring increased their potency. Compounds 4, 5, 9 and 11 exhibited a similar anticonvulsant activity as the reference drug phenobarbital (CAS 50-06-6).
AB - The anticonvulsant activity of some DL-hydroxybenzenamides is described. The following compounds from this series were prepared and tested: DL-2-hydroxy-2-(3′-bromophenyl)butyramide (4, CAS 620950-12-1), DL-2-hydroxy-2-(4′-bromophenyl)butyramide (5, CAS 620950-13-2), DL-2-hydroxy-2-(3′-nitrophenyl)butyramide (6, CAS 620950-14-3), DL-2-hydroxy-2-phenyl hexanamide (7, CAS 63002-05-1), DL-2-hydroxy-2-(3′, 4′-dichlorophenyl)hexanamide (8, CAS 863976-06-1), DL-3-hydroxy-3- (4′-bromophenyl)pentanamide (9, CAS 620950-16-5), DL-3-hydroxy-3-phenyl- heptanamide (10, CAS 863976-08-3) and DL-4-hydroxy-4-(4′-bromophenyl) hexanamide (11, CAS 620950-18-7). Compounds 4, 5, 9 and 11 exhibited significant activity in seizures induced by pentylenetetrazol. Incorporation of bromine in the phenyl ring increased their potency. Compounds 4, 5, 9 and 11 exhibited a similar anticonvulsant activity as the reference drug phenobarbital (CAS 50-06-6).
KW - Anticonvulsants
KW - Antiepileptics
KW - DL-Hydroxybenzenamides, anticonvulsant activity, synthesis
UR - http://www.scopus.com/inward/record.url?scp=41849114956&partnerID=8YFLogxK
U2 - 10.1055/s-0031-1296477
DO - 10.1055/s-0031-1296477
M3 - Artículo
SN - 0004-4172
VL - 58
SP - 105
EP - 110
JO - Arzneimittel-Forschung/Drug Research
JF - Arzneimittel-Forschung/Drug Research
IS - 3
ER -