4248-21-9Relevant articles and documents
Syntheses and evaluation of anticonvulsant activity of novel branched alkyl carbamates
Hen, Naama,Bialer, Meir,Yagen, Boris
experimental part, p. 2835 - 2845 (2012/06/15)
A novel class of 19 carbamates was synthesized, and their anticonvulsant activity was comparatively evaluated in the rat maximal electroshock (MES) and subcutaneous metrazol (scMet) seizure tests and pilocarpine-induced status epilepticus (SE) model. In spite of the alkyl-carbamates' close structural features, only compounds 34, 38, and 40 were active at the MES test. The analogues 2-ethyl-3-methyl-butyl-carbamate (34) and 2-ethyl-3-methyl-pentyl- carbamate (38) also exhibited potent activity in the pilocarpine-SE model 30 min postseizure onset. Extending the aliphatic side chains of homologous carbamates from 7 to 8 (34 to 35) and from 8 to 9 carbons in the homologues 38 and 43 decreased the activity in the pilocarpine-SE model from ED50 = 81 mg/kg (34) to 94 mg/kg (35) and from 96 mg/kg (38) to 114 mg/kg (43), respectively. The most potent carbamate, phenyl-ethyl-carbamate (47) (MES ED50 = 16 mg/kg) contains an aromatic moiety in its structure. Compounds 34, 38, 40, and 47 offer the optimal efficacy-safety profile and, consequently, are promising candidates for development as new antiepileptics.
Research in dipropylacetic series. XII. Aliphatic ramified acids and alcohols with anticonvulsant activity
Taillandier,Benoit Guyod,Boucherle,et al.
, p. 453 - 462 (2007/10/05)
Previous results obtained about 2 propyl pentanoic acid (dipropylacetic or DPA) have been extended to other dialkylalkanoic acids having less than 14 carbon atoms and to some of their precursors (alcohols) or derivatives (amides). The effect of lengthening the chain bonding between the carbon bearing the two alkyl chains and the functional carbon on about 50 molecules is discussed. The anticonvulsant activity's length and strength often increases when lengthening that chain.