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At least 343 records · Page 19Linked to original sources
PubMed1980

Monoamine replacement after reserpine: catecholaminergic agonists restore motor activity but phenylethylamine restores atropine-resistant neocortical low voltage fast activity.

A large dose of reserpine abolishes an atropine-resistant form of neocortical low voltage fast activity (LVFA) which normally accompanies certain patterns of motor activity in rats. An attempt was made to reverse this effect by replacement of specific monoamines or by injection of suitable agonists in rats pretreated with reserpine (10 mg/kg). The following compounds, alone or in various combinations, failed to restore atropine-resistant LVFA in reserpinized rats even though spontaneous motor activity was restored in many cases: L-DOPA (150-300 mg/kg) after pretreatment with an inhibitor of peripheral L-aromatic amino acid decarboxylase; 5-hydroxytryptophan (100-200 mg/kg); D-amphetamine (1-2 mg/kg); apomorphine (0.25-2.5 mg/kg); lysergic acid diethylamide (100-300 microgram/kg); and clonidine (0.5-1.0 mg/kg). In contrast beta-phenylethylamine was quite effective in restoring atropine-resistant LVFA and its effects were not diminished by pretreatment with alpha-methyl-p-tyrosine (400 mg/kg), chlorpromazine (15 mg/kg). It is suggested that a trace amine plays an essential role in the production of atropine-resistant LVFA independent of catecholamines.

5-Hydroxytryptophan↗
PubMed1982

Physiologic effects and plasma kinetics of beta-phenylethylamine and its N-methyl homolog in the dog.

Single i.v. doses of beta-phenylethylamine (PEA) and its N-methyl homolog (NMPEA) were administered to separate groups of five dogs. The dose- and time-related effects of these compounds were determined on pupil diameter, heart rate and body temperature. Blood samples were obtained concurrently with the physiologic measures and plasma levels of PEA and NMPEA were determined by gas chromatography. Both compounds dilated pupils, tended to produce an initial tachycardia followed by a bradycardia and elevated body temperature. The plasma pharmacokinetics of both PEA and NMPEA could be described by first-order kinetics which estimated half-lives of approximately 5 to 10 min. Plasma levels for both amines correlated significantly only with increases in pupil diameter. The present findings demonstrate that the endogenous trace amine PEA and NMPEA, which may be produced enzymatically by nonspecific N-methyl transferases, produce prominent physiologic effects of short duration when administered i.v. in the dog, suggesting that alterations in the metabolism of these amines which result in elevated plasma levels can produce pronounced effects on mammalian nervous system function.

Animals↗
PubMedDate not supplied

Central action of phenylethylamine in rats.

Phenylethylamine (PEA), 10, 50 and 100 microgram/rat ivc depressed the spontaneous and explorative motor activities, did not affect the body temperature and potentiated the action of hypnotics. The PEA-induced depression of motor activity was antagonized by spiperone, phenoxybenzamine, propranolol and, slightly, by alpha-MT. In rats with total chemical destruction of catecholamine neurons and in rats with selective lesion of dopamine neurons, PEA increased motor activity. Similar effect was observed after administration of reserpine, reserpine together with 6-hydroxydopamine and yohimbine. PEA potentiated the amphetamine and apomorphine stereotypy but inhibited amphetamine hypermotility: in the latter experiment slight periodical stereotyped head movements were observed. PEA did not affect haloperidol and fluphenazine induced catalepsy. It did not change the immobility period in the behavioral despair test. In doses of 0 . 1, 1 and 10 mg/kg iv it potentiated flexor reflex of the hind paw of the spinal rat. Phentolamine (10 mg/kg iv) and propranolol (5 mg/kg iv) slightly potentiated the stimulatory effect of PEA. In doses of 50 and 100 microgram ivc PEA did not affect the level and utilization of noradrenaline, and did not change the level of dopamine but depressed its utilization in the cerebral cortex, striatum and hippocampus.

Amphetamine↗
PubMed1981

1-(2-Thienyl)-2-phenylethylamines as potential non-stimulant anorectics.

A series of 1-(2-thienyl)-2-phenylethylamines was synthesized and tested for anorectic and motor activity effects in rats. Phenyl ring substituents included Cl, Br, F, CF3, CH3, OCH3, and NO2; amino group substituents included alkyl, benzyl and acetyl groups. About half of the compounds produced significant anorexia; only one of these active anorectics increased motor activity. The three most potent non-stimulant anorectics were: 1-(2-thienyl)-2-(4-chlorophenyl)ethylamine, its N-isopropyl analogue, and N-isopropyl-1-(2-thienyl)-2-(4-fluorophenyl)ethylamine.

Animals↗
PubMed2003

Synthesis and NMR configurational analysis of 1,3-imidazolidin-4-ones derived from (-)-(S)-phenylethylamine.

The preparation and NMR study in the solution state of (-)-(S)-1-acetyl-3-(phenylethyl)-1,3-imidazolidin-4-one, (-)-(2R,1'S)- and (+)-(2S,1'S)-1-acetyl-2-tert-butyl-3-(phenylethyl)-1,3-imidazolidin-4-one, and (-)-(2S,1'S)- and (+)-(2R,1'S)-1-carboethoxy-2-tert-butyl-3-(phenylethyl)-1,3-imidazolidin-4-one are described. The orientations of acetyl, carboethoxy, and phenethyl groups attached to nitrogen atoms N-1 and N-2 were deduced from the proton and (13)C chemical shifts. The typical orientation of phenethyl group, which has the hydrogen H-6 syn and close to the oxygen of carbonyl C-4, was observed in (-)-(S)-1-acetyl-3-(phenylethyl)-1,3-imidazolidin-4-one but not in the other four compounds; nevertheless, interpretation of chemical shifts based on the ring current effects correlated with the true configuration of the new stereogenic center at C-2. Four of these imidazolidinones were analyzed by X-ray diffraction to corroborate the configuration determined by NMR. The structures determined by X-ray diffraction revealed the existence of intramolecular hydrogen bonds capable to control the conformation of the phenethyl and acyl groups in the solution state.

Journal Article↗
PubMed2001

Enantiomeric recognition of chiral 3,3-bridged-1,1'-binaphthol dimer toward alpha-phenylethylamine and alpha-amino acid ester.

The 1,1'-binaphthol-based dimers with p-phenylenebis(2-ethynyl) spacer, (+)-6 and (+)-2, were synthesized as chiral host compounds. (1)H NMR, UV-vis, and fluorescent titration were used to evaluate the enantiomeric recognition abilities of the chiral host dimers toward the guest amine 7 and alpha-amino acid ester 8. The chiral BINOL-based dimers were found to have good enantiomeric recognition ability. The computer simulation of the host-guest complex molecules was carried out to describe the conformational changes of both naphthyl ring in the molecule of chiral host dimer after complexation with the guest molecule.

Alkynes↗