5296-34-4Relevant articles and documents
Synthesis, α-adrenoceptors affinity and α1- adrenoceptor antagonistic properties of some 1,4-substituted piperazine derivatives
Marona,Kubacka,Filipek,Siwek,Dybala,Szneler,Pociecha,Gunia,Waszkielewicz, Anna M.
scheme or table, p. 733 - 739 (2012/03/10)
A series of different 1,4-substituted piperazine derivatives (1-11) was synthesized. It comprised 1- (substituted-phenoxyalkyl)-4-(2-methoxyphenyl) piperazine derivatives (1-5); 1,4-bis(substituted-phenoxyethyl)piperazine derivatives (6-8) and 1-(substituted-phenoxy)-3-(substituted- phenoxyalkylpiperazin-1-yl)propan-2-ol derivatives (9-11). All compounds were evaluated for affinity toward α1- and α2- receptors by radioligand binding assays on rat cerebral cortex using [ 3H]prazosin and [3H]clonidine as specific radioligand, respectively. Furthermore α1-antagonistic properties were checked for most promising compounds (1-5 and 10) by means of inhibition of phenylephrine induced contraction in isolated rat aorta. Antagonistic potency stayed in agreement with radioligand binding results. The most active compounds (1-5) displaced [3H]prazosin from cortical binding sites in low nanomolar range (Ki = 2.1-13.1 nM). Compound 10 showed slightly lower affinity for α1-adrenoceptor (Ki = 781 nM). Compounds 2-5 displayed the strongest antagonistic activity with pA2 values ranging from 8.441 to 8.807. Compound 1 gave a pA2 value of 7.868, while compound 10 showed the weakest antagonistic potency, giving a pA2 value of 6.374. 1-[3-(2-Chloro-6-methylphenoxy)propyl]-4-(2- methoxyphenyl)piperazine hydrochloride (5) showed the best α1- affinity properties with a Ki(α1) value of 2.1 nM and it was 61.05 fold more selective toward α1 than α2-receptors. The best properties showed 1-[3-(2,6- dimethylphenoxy)propyl]-4-(2-methoxyphenyl)piperazine hydrochloride (4) with a Ki(α1) value of 2.4 nM, a 142.13 fold better selectivity to α1- over α2-adrenoceptors and the best antagonistic potency (pA2 = 8.807). It is worth to emphasized that all most promising compounds possessed an 1-(o-methoxyphenyl) piperazine moiety which probably plays an important role in the affinity to α-adrenoceptors.
PROCESS FOR EPOXIDATION OF ARYL ALLYL ETHERS
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Page 36, (2008/06/13)
A process for making an aromatic glycidyl ether epoxy compound by contacting an allyl ether made from the hydroxy moiety of a hydroxy-containing aromatic compound with an inorganic or organic hydroperoxide oxidant in the presence of a transition metal complex catalyst, wherein at least (a) the allyl ether is conformationally restricted or (b) the transition metal complex catalyst contains at least one or more stable ligands attached to the transition metal. The process of the present invention provides for epoxidizing aryl allyl ethers with high epoxidation yield (for example, greater than 70 percent to 90 percent) and high hydroperoxide selectivity (for example, greater than 70 percent to 90 percent).
Antihypertensive indole derivatives of phenoxypropanolamines with β-adrenergic receptor antagonist and vasodilating activity
Kreighbaum,Matier,Dennis,Minielli,Deitchman,Perhach Jr.,Comer
, p. 285 - 289 (2007/10/02)
A series of 25 aryloxypropanolamines containing the 3-indolyl-tert-butyl[i.e., 1,1-dimethyl-2-(1H-indol-3-yl)ethyl] or substituted 3-indolyl-tert-butyl moiety as the N substituent is reported. These compounds have been tested for antihypertensive activity in spontaneously hypertensive rats (SHR), β-adrenergic receptor antagonist action in conscious normotensive rats, vasodilating activity in ganglion-blocked rats with blood pressure maintained by angiotensin II infusion, and for intrinsic sympathomimetic action (ISA) in reserpinized rats. Some of the compounds exhibit antihypertensive activity in combination with β-adrenergic receptor antagonist and vasodilating action. The structure-activity relationships in these tests are discussed.
