6159-23-5Relevant academic research and scientific papers
The solvent-free and catalyst-free conversion of an aziridine to an oxazolidinone using only carbon dioxide
Phung, Chau,Ulrich, Rani M.,Ibrahim, Mostafa,Tighe, Nathaniel T. G.,Lieberman, Deborah L.,Pinhas, Allan R.
experimental part, p. 3224 - 3229 (2011/12/16)
It has been found for the first time at room temperature that the reaction of an unactivated 2-alkyl or 2-aryl aziridine with carbon dioxide to generate the corresponding oxazolidinone does not need any form of catalysis or solvent to proceed in high yiel
HPLC-based method for determination of absolute configuration of α-chiral amines
Husain, Philip A.,Debnath, Jayanta,May, Sheldon W.
, p. 1456 - 1461 (2007/10/02)
We introduce a novel, HPLC-based method for facile determination of the absolute configuration of α-chiral amines. Our method is easily applied to a variety of compounds, including amino acid derivatives. The method involves initial derivatization of the
The Enantiomeric Specificity of the Antihypertensive Activity of 1-(Phenylthio)-2-aminopropane, a Synthetic Substrate Analogue for Dopamine β-Monooxygenase
Herman, Heath H.,Husain, Philip A.,Colbert, James E.,Schweri, Margaret M.,Pollock, Stanley H.,et al.
, p. 1082 - 1085 (2007/10/02)
We have found that (R,S)-1-(phenylthio)-2-aminopropane (4a), a synthetic alternate substrate for the terminal enzyme of norepinephrine biosynthesis, dopamine β-monooxygenase (DBM), is both an indirect sympathomimetic and a potent antihypertensive agent in spontaneously hypertensive rats.We demonstrate herein that there is a distinct enantiospecific difference in the activities of (R)-1-(phenylthio)-2-aminopropane (4b) and (S)-1-(phenylthio)-2-aminopropane (4c).We find that 4c, the more potent DBM substrate analogue, exhibits both the indirect sympathomimetic activity and the antihypertensive activity previously observed for the racemate and inhibits the active transport of catecholamines at the nerve terminal.In contrast, 4b, which is less potent as a DBM substrate or as an inhibitor of catecholamine uptake, does not exhibit an indirect sympathomimetic effect and is not an effective antihypertensive agent.These results suggest that the greater selectivity of the S enantiomer for both the catecholamine reuptake transporter and the target enzyme DBM accounts for its greater potency as an indirect-acting sympathomimetic agent as well as its activity as an antihypertensive agent.These results are also consistent with the hypothesized mechanism of action of this class of sulfur-containing DBM substrate analogues.
Antihypertensive activities of phenyl aminoethyl sulfides, a class of synthetic substrates for dopamine β-hydroxylase
Padgette,Herman,Hee Han,et al.
, p. 1354 - 1357 (2007/10/02)
Four sulfur-containing analogues of phenylpropylamine were synthesized and evaluated as substrates for dopamine β-hydroxylase (DBH) and monoamine oxidase (MAO). All four phenyl aminoethyl sulfides were shown to be good substrates for DBH whereas only the two analogues not possessing a methyl group α to the terminal amino group were substrates for MAO. All four analogues were tested for acute antihypertensive activity in an animal model for hypertension, the spontaneously hypertensive rat (SHR). Two of the analogues, both of which should partition readily across the blood-brain barrier, did not appreciably reduce systemic blood pressure in the 6-h testing period. However, the two analogues that were designed to be relatively restricted to peripheral sites of action caused a dramatic drop in blood pressure in SHR of 25% within 1-1.5-h postinjection, with the analogue designed to be both restricted to the periphery and MAO inactive, causing a more prolonged antihypertensive activity.
