102-11-4Relevant articles and documents
Chiral ureas and thioureas supported on polystyrene for enantioselective aza-Henry reactions under solvent-free conditions
Pedrosa, Rafael,Andrés, José M.,ávila, Deisy P.,Ceballos, Miriam,Pindado, Rodrigo
supporting information, p. 2217 - 2225 (2015/04/22)
Novel bifunctional ureas and thioureas immobilized on sulfonylpolystyrene have been prepared as recoverable and reusable organocatalysts and have been used in the stereoselective aza-Henry reaction under solvent-free conditions. The activity and stereoselection of the catalysts are dependent on the length of the tether bridging the active site and the polymer, the catalyst derived from 1,6-hexane diamine being the best one. It has also been demonstrated that the supported catalysts are more effective than the homologous soluble catalysts.
7-[3-(1-piperidinyl)propoxy]chromenones as potential atypical antipsychotics
Bolós, Jordi,Gubert, Santiago,Anglada, Lluís,Planas, Josep M.,Burgarolas, Carme,Castelló, Josep M.,Sacristán, Aurelio,Ortiz, José A.
, p. 2962 - 2970 (2007/10/03)
Compound 1 (1-benzyl-3-methyl-4-[4-(4-fluorophenyl)-4- oxobutyl]piperazine), a synthetic intermediate identified as a potential atypical antipsychotic, was selected as the starting point for pharmacological improvement. From 1, sequential structural variations were conducted in order to improve its potency and oral bioavailability. These variations included a series of piperazine, ethanediamine, and piperidine derivatives. The piperidine series afforded some orally potent compounds in the inhibition of apomorphine-induced climbing and hyperactivity in mice, which are regarded as behavioral models predictive of antipsychotic efficacy. Further optimization of these structures led to the highly potent 7-[3-(1- piperidinyl)propoxy]chromenones. Inhibition of stereotypies and induction of catalepsy in rats at doses substantially higher than required for inhibition of climbing suggest an atypical antipsychotic profile, which is assumed to predict a reduced induction of extrapyramidal side effects in humans.
Synthesis and antihypertensive activity of a series of 4-amino-6,7-dimethoxyquinazoline derivatives
Manoury,Binet,Dumas,Lefevre-Borg,Cavero
, p. 19 - 25 (2007/10/02)
A series of N2-[(acylamino)alkyl]-6,7-dimethoxy-2,4-quinazolinediamines was synthesized as potential α1-adrenoceptor antagonists. When administered to spontaneously hypertensive rats at 10 mg/kg po, a number of propanediamine derivatives showed good antihypertensive activity, whereas the ethanediamine derivatives, albeit being structurally more closely related to prazosin, were devoid of this property. The most active derivative, N-[3-[(4-amino-6,7-dimethoxy-2-quinazolinyl)methylamino]propyl]tetrahydro- 2-furancarboxamide hydrochloride, alfuzosin, showed high selectivity for peripheral α1-postjunctional adrenoceptors. At equiactive antihypertensive doses, its effect on the pressor response to postural changes in conscious dog was less marked than that shown by prazosin. In the light of these results, alfuzosin was selected for clinical evaluation.