Importance of drug enantiomers in clinical pharmacology

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Importance of drug enantiomers in clinical pharmacology is …
instance of (P31):
scholarly articleQ13442814
review articleQ7318358

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P6179Dimensions Publication ID1023180561
P356DOI10.2165/00003495-198530040-00003
P698PubMed publication ID3905334

P2093author name stringE Lee
K Williams
P2860cites workThe binding of the optical isomers of methadone, alpha-methadol, alpha-acetylmethadol and their N-demethylated derivatives to the opiate receptors of rat brainQ28259252
Effects of pretreatment with phenobarbitone and phenytoin on the pharmacokinetics and toxicity of phenytoin on the pharmacokinetics and toxicity of misonidazole in miceQ28328476
Stereoselective interaction of phenylbutazone with [12C/13C]warfarin pseudoracemates in manQ28367057
Stereochemistry, a basis for sophisticated nonsense in pharmacokinetics and clinical pharmacologyQ34054672
Pathways of metabolism of amphetamine and related compoundsQ34180095
Indacrinone: natriuretic and uricosuric effects of various ratios of its enantiomers in healthy men.Q34262466
Plasma levels of (+) and (-)-propranolol and 4-hydroxypropranolol after administration of racemic (+/-)-propranolol in manQ34511604
Stereoselective disposition of ibuprofen enantiomers in manQ34622724
Altered Hepatic Blood Flow and Drug Disposition1Q35372340
Enzyme Reaction Stereospecificity: A Critical RevieQ38362449
Pharmacological differences between the optical isomers of ibuprofen: evidence for metabolic inversion of the (—)-isomerQ39099127
Stereospecific binding of timolol, a beta-adrenergic blocking agentQ39107584
Stereoselective inversion of (R)-(-)-benoxaprofen to the (S)-(+)-enantiomer in humansQ39296647
A critical evaluation of the application of amino acid racemization to geochronology and geothermometryQ39709399
Optical resolution of some homobenzomorphan derivatives and their pharmacological propertiesQ39712415
Epimers of moxalactam: in vitro comparison of activity and stabilityQ39855402
Determination of moxalactam in human body fluids by liquid chromatographic and microbiological methodsQ39855613
Stereoisomerism and drug action in the nervous systemQ39873275
Molecular geometry and adrenergic drug activity.Q39875629
The influence of stereochemical factors on drug dispositionQ39881489
Steric aspects of adrenergic drugsQ39905881
The metabolic chiral inversion of 2-arylpropionic acids—a novel route with pharmacological consequencesQ40092311
Mechanism of Action of BarbituratesQ40124760
Interrelationships between xenobiotic metabolism and lipid biosynthesisQ40153015
Recent advances in methods of direct optical resolutionQ40178235
Noninvasive chemical methods of estimating pharmacokinetic parametersQ40253387
High stereospecificity of the benzodiazepine binding site on human serum albumin. Studies with d- and l-oxazepam hemisuccinateQ40310010
Warfarin. Stereochemical aspects of its metabolism and the interaction with phenylbutazoneQ40373479
Side effects of levomethadone and racemic methadone in a maintenance programQ41048216
Antimalarial activity of the optical isomers of chloroquine diphosphateQ41183025
The biological properties of the optical isomers of propranolol and their effects on cardiac arrhythmiasQ41357289
Differential stereoselective metabolism of metoprolol in extensive and poor debrisoquin metabolizersQ41588910
Stereoselective disposition of methadone in man.Q41642344
Stereoselective oral bioavailability of (+/-)-propranolol in the dog. A GC-MS study using a stable isotope techniqueQ41709229
Racemic Warfarin and Trimethoprim-Sulfamethoxazole Interaction in HumansQ41721065
Stereoselective binding of propranolol enantiomers to human alpha 1-acid glycoprotein and human plasmaQ41940414
Comparative pharmacokinetics of coumarin anticoagulants XXXVI: Predicted steady-state patterns of prothrombin complex activity produced by equieffective doses of (R)-(+)- and (S)-(-)-warfarin in humansQ41957399
Pharmacokinetics of the enantiomers of acenocoumarol in manQ42048596
Stereoselective first-pass metabolism of highly cleared drugs: studies of the bioavailability of L- and D-verapamil examined with a stable isotope techniqueQ42126042
Stereoselective inversion of (R)-fenoprofen to (S)-fenoprofen in humansQ42225734
Phenylbutazone-warfarin interaction in man: further stereochemical and metabolic considerationsQ42246990
Studies on the optical enantiomorphs of warfarin in manQ69355706
The hemodynamic effects of beta adrenergic blockade on the flow-dependent hepatic clearance of propranololQ69381509
Some comparative effects of racemic methadone and its optical isomers in rodentsQ69764722
Stereoselective disposition--basis for variability in response to NSAID'sQ69853636
Analgesic and other effects of the d- and l-isomers of penzocineQ69880676
The disposition of propranolol. 8. General implications of the effects of liver blood flow on elimination from the perfused rat liverQ70043133
Stereoselective interaction of sulfinpyrazone with racemic warfarin and its separated enantiomorphs in manQ70263948
Drug interactions with warfarinQ70268807
Quantitation of methadone enantiomers in humans using stable isotope-labeled [2H3]-, [2H5]-, and [2H8]MethadoneQ70274771
Enantiomers of indacrinone: a new approach to producing an isouricemic diureticQ70334319
Oxidation of (R)- and (S)-propranolol in human and dog liver microsomes. Species differences in stereoselectivityQ70406123
Ticrynafen-racemic warfarin interaction: hepatotoxic or stereoselective?Q70425480
The importance of stereochemistry in the clinical pharmacokinetics of the 2-arylpropionic acid non-steroidal anti-inflammatory drugsQ70584608
Stereoselective binding of disopyramide to human plasma proteinQ70626111
Pharmacokinetics of the enantiomers of indoprofen in manQ70647051
Kinetics of misonidazole enantiomersQ70670632
Stereospecific inversion of (R)-(-)-benoxaprofen in rat and manQ70680959
Pharmacokinetic implications of stereoselective changes in plasma-protein binding: warfarin/sulfinpyrazoneQ70738455
Pharmacology of enantiomers and (–) p-OH metabolite of indacrinoneQ70758053
No stereoselective first-pass hepatic extraction of propranololQ70904334
Comparative interaction of sulfinpyrazone and phenylbutazone with racemic warfarin: alteration in vivo of free fraction of plasma warfarinQ70978535
Effect of Pentobarbital on the Formation of Diastereomeric Oxazepam Glucuronides in Man: Analysis by High Performance Liquid ChromatographyQ71093508
Stereoselective binding of propranolol to human plasma, alpha 1-acid glycoprotein, and albuminQ71098357
Stereoselective interaction of trimethoprim-sulfamethoxazole with the separated enantiomorphs of racemic warfarin in manQ71128161
Effects of verapamil and its optical isomers on repetitive slow responses induced by electrical depolarization in canine ventricular myocardiumQ71189953
Entero-hepatic cycling of methotrexate estimated by use of the D-isomer as a reference markerQ71324283
Stereospecific assay for (-)- and (+)-propranolol in human and dog plasmaQ71404946
The effect of d-timolol on intraocular pressure in patients with ocular hypertensionQ71415526
Effects of enantiomers of indacrinone (MK-196) on cation transport by the loop of Henle and distal tubule studied by microperfusion in vivoQ71434284
Propranolol and essential tremor: rôle of the membrane effectQ71450335
Dynamic interaction between disulfiram and separated enantiomorphs of racemic warfarinQ71509185
Enhancement of uricosuric properties of indacrinone by manipulation of the enantiomer ratioQ71509193
Effects of phenytoin, phenobarbital, and ascorbic acid on misonidazole eliminationQ71662476
High-performance liquid chromatographic determination of stereoselective disposition of carprofen in humansQ72097547
Potentiation of anticoagulant effect of warfarin by phenylbutazoneQ72204481
Potentiation of warfarin action by sulphinpyrazoneQ72419029
Sulphinpyrazone and warfarin: a probable drug interactionQ72420477
Stereoselectivity in the disposition and metabolism of the uricosuric-diuretic agent, indacrinone, in Rhesus monkeysQ72529868
Stereoselective binding of the (-)-enantiomer of propranolol to plasma and extravascular binding sites in the dogQ72561779
The specific binding of L-tryptophan to serum albuminQ78478028
Separation of morphine-like effects by optical resolution. Levo isomers as strong analgetics and narcotic antagonistsQ93788343
Optical isomers of miscellaneous strong analgeticsQ93808036
Stereochemical aspects of para-chloroamphetamine metabolism. Rabbit liver microsomal metabolism of RS-, R(-)-. and S(+)-para-chloroamphetamineQ42263315
Interaction of secobarbital with warfarin pseudoracematesQ42272532
Pharmacokinetics of (+)-, (-)- and (+/-)-verapamil after intravenous administrationQ42532060
Single dose pharmacokinetics and bioavailability of methadone in man studied with a stable isotope methodQ42671123
Anticoagulant activity of the enantiomers of acenocoumarolQ43251820
Methadone in man: Pharmacokinetic and excretion studies in acute and chronic treatmentQ43415761
Benzodiazepines: specific competitors for the binding of L-tryptophan to human serum albuminQ43805157
Observations on the differential metabolism and biological activity of the optical isomers of cyclophosphamideQ43988051
Commentary: a physiological approach to hepatic drug clearanceQ43996648
Present status of enantiomeric analysis by gas chromatographyQ44357688
The disposition of propranolol. VII. The effects of saturable hepatic tissue uptake on drug clearance by the perfused rat liverQ44386068
Cerebral protection with barbiturates: relation to anesthetic effectQ44853861
Modification of Parkinsonism--chronic treatment with L-dopaQ45300970
Possible interaction of sulfinpyrazone with coumarinsQ46613900
Relationship of antiarrhythmic to inotropic activity and antiarrhythmic qualities of the optical isomers of verapamilQ46842897
Effect of l-propoxyphene on plasma levels and analgesic activity of d-propoxyphene in the rat.Q48354306
Treatment of acute focal cerebral ischemia with propranololQ48948936
Absorption, distribution and toxicity of ibuprofenQ51160157
Respiratory and subjective effects of dand l-pentazocine.Q51340760
Stereospecific salivary excretion of tocainide enantiomers in man.Q51848465
Kinetics of microsomal metabolism and binding of enantiomerically related substrates.Q53798353
Studies on the interaction of warfarin and clofibrate in man.Q54483209
Coronary vasodilator and cardiac effects of optical isomers of verapamil in the dog.Q54563735
Regional hemodynamic effects of beta-adrenergic blockade with propranolol in the unanesthetized primateQ54653336
Pharmacokinetics and pharmacodynamics of the enantiomers of warfarin in manQ54693988
Effects of verapamil on P-R-intervals in relation to verapamil plasma levels following single i.v. and oral administration and during chronic treatmentQ57072042
Liquid Chromatographic Determination and Plasma Concentration Profile of Optical Isomers of Ibuprofen in HumansQ57415363
Interaction of clofibrate with warfarin. I. Effect of clofibrate on the disposition of the optical enantiomorphs of warfarinQ58817421
Active Transport of L-Dopa in the IntestineQ59068223
Chromatographic resolution of enantiomers selective reviewQ66902935
Effects of phenylbutazone, tolbutamide, and clofibric acid on binding of racemic warfarin and its enantiomers to human serum albuminQ66986044
Pharmacokinetics of warfarin enantiomers: A search for intrasubject correlationsQ67250003
The disposition of propranolol. 3. Decreased half-life and volume of distribution as a result of plasma binding in man, monkey, dog and ratQ67251918
The participation of ethyl 4-benzyloxybenzoate (BRL 10894) and other aryl-substituted acids in glycerolipid metabolismQ67253777
The metabolism of ibuprofenQ67267970
Inotropic and electrophysiological actions of verapamil and D 600 in mammalian myocardium. III. Effects of the optical isomers on transmembrane action potentialsQ67317634
Comparative Pharmacokinetics of Coumarin Anticoagulants XIV: Relationship between Protein Binding, Distribution, and Elimination Kinetics of Warfarin in RatsQ67341246
Optical isomers of verapamil on canine heart. Prevention of ventricular fibrillation induced by coronary artery occlusion, impaired atrioventricular conductance and negative inotropic and chronotropic effectsQ67358648
Serum protein binding as a determinant of warfarin body clearance and anticoagulant effectQ67462261
Optical studies on the mechanism of the interaction of the enantiomers of the antiocagulant drugs phenprocoumon and warfarin with human serum albuminQ67542817
Clinical effects and pharmacokinetics of racemic methadone and its optical isomersQ67548895
Protein binding of warfarin enantiomers in serum of humans and ratsQ67571004
The metabolism and antitumour activity of the enantiomers of cis- and trans-4-methylcyclophosphamideQ67652806
The stereoselective interaction of warfarin and metronidazole in manQ67745717
Stereospecific radioimmunoassay for propranolol isomersQ67759023
The enantiomers of phenprocoumon: pharmacodynamic and pharmacokinetic studiesQ67785438
The relation between biological activity and the degree of resolution of optical isomersQ68768503
P433issue4
P921main subjectpharmacologyQ128406
enantiomerQ494483
P304page(s)333-354
P577publication date1985-10-01
P1433published inDrugsQ3040094
P1476titleImportance of drug enantiomers in clinical pharmacology
P478volume30

Reverse relations

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