Enantioselective pharmacodynamics and pharmacokinetics of chiral non-steroidal anti-inflammatory drugs (Q36072046)

12 August 2017

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title

Enantioselective pharmacodynamics and pharmacokinetics of chiral non-steroidal anti-inflammatory drugs (English)

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12 August 2017

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A. M. Evans

1

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PubMed ID

1577041

https://www.ebi.ac.uk/europepmc/webservices/rest/search?resulttype=core&format=json&query=SRC%3AMED%20AND%20EXT_ID%3A1577041

10 October 2022

language of work or name

English

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National Center for Biotechnology Information

PubMed ID

1577041

https://eutils.ncbi.nlm.nih.gov/entrez/eutils/esummary.fcgi?db=pubmed&retmode=json&id=1577041

10 October 2022

publication date

1 January 1992

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European Journal of Clinical Pharmacology

12 August 2017

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12 August 2017

42

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12 August 2017

237-256

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12 August 2017

3

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https://scigraph.springernature.com/pub.10.1007/bf00266343

12 August 2017

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12 December 2020

A model for the prostaglandin synthetase cyclooxygenation site and its inhibition by antiinflammatory arylacetic acids

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Effect of racemic ibuprofen dose on the magnitude and duration of platelet cyclo-oxygenase inhibition: relationship between inhibition of thromboxane production and the plasma unbound concentration of S(+)-ibuprofen.

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Interrelationships between xenobiotic metabolism and lipid biosynthesis

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12 December 2020

Suppression of inflammatory oedema by ibuprofen involving a mechanism independent of cyclo-oxygenase inhibition

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12 December 2020

Metabolic chiral inversion of anti-inflammatory 2-arylpropionates: lack of reaction in liver homogenates, and study of methine proton acidity

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12 December 2020

The pharmacokinetics of the enantiomers of flurbiprofen in patients with rheumatoid arthritis

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12 December 2020

Inversion of optical configuration of alpha-methylfluorene-2-acetic acid (cicloprofen) in rats and monkeys

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12 December 2020

Inhibition of prostaglandin biosynthesis by clidanac and related compounds: structural and conformational requirements for PG synthetase inhibition

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12 December 2020

Pharmacokinetic drug interactions with nonsteroidal anti-inflammatory drugs

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12 December 2020

Stereoselective disposition of ibuprofen enantiomers in synovial fluid

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12 December 2020

Metabolic chiral inversion of ibuprofen in isolated rat hepatocytes

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12 December 2020

The disposition of ketoprofen enantiomers in man

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12 December 2020

Importance of drug enantiomers in clinical pharmacology

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12 December 2020

Effect of anti-inflammatory drugs on sulphated glycosaminoglycan synthesis in aged human articular cartilage

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12 December 2020

Disposition and irreversible plasma protein binding of tolmetin in humans

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12 December 2020

Structure Activity Relationship Among 6-Substituted-2-Naphthylacetic Acids: A New Series of Nonsteroidal Anti-inflammatory Agents

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12 December 2020

Biological activities of optical isomers of 6-chloro-5-cyclohexylindan-1-carboxylic acid (TAI-284: anti-inflammatory agent).

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12 December 2020

Effects of non-steroidal anti-inflammatory agents on human neutrophil functions in vitro and in vivo

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12 December 2020

Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. III. Fenoprofen disposition

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12 December 2020

Stereoselective disposition of ibuprofen enantiomers in man

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12 December 2020

Antagonism of slow reacting substance in anaphylaxis (SRS-A) and other spasmogens on the guinea pig tracheal chain by hydratropic acids and their effects on anaphylaxis

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12 December 2020

Stereospecific inversion of configuration of 2-(2-isopropylindan-5-yl)-propionic acid in rats

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12 December 2020

Absolute configuration of (-)-5-benzoyl-1,2-dihydro-3H-pyrrolo[1,2-alpha]pyrrole-1-carboxylic acid, the active enantiomer of ketorolac

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12 December 2020

Pharmacokinetic analysis of the enantiomeric inversion of chiral nonsteroidal antiinflammatory drugs.

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12 December 2020

Pharmacokinetics of ketoprofen enantiomers in healthy subjects following single and multiple doses

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12 December 2020

Topography of prostaglandin H synthase. Antiinflammatory agents and the protease-sensitive arginine 253 region.

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12 December 2020

Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. IV. Ketoprofen disposition

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12 December 2020

Acylation of albumin by 1-O-acyl glucuronides

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12 December 2020

A rapid spectrophotometric assay for prostaglandin synthetase: application to the study of non-steroidal antiinflammatory agents

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12 December 2020

Inhibition of prostaglandin synthesis by sodium 2-[4-(2-oxocyclopentylmethyl)phenyl] propionate dihydrate (CS-600), a new anti-inflammatory drug, and its active metabolite in vitro and in vivo

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12 December 2020

Stereoselective inversion of (R)-(-)-benoxaprofen to the (S)-(+)-enantiomer in humans

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12 December 2020

Mechanistic studies of the metabolic chiral inversion of (R)-ibuprofen in humans

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12 December 2020

Optical isomerization of R(−)-clidanac to the biologically active S(+)-isomer in guinea-pigs

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12 December 2020

The stereoselective uptake of ibuprofen enantiomers into adipose tissue

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12 December 2020

Probenecid-induced changes in the clearance of carprofen enantiomers: a preliminary study

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12 December 2020

Pharmacokinetics of ketoprofen in patients with chronic renal failure

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12 December 2020

The mechanisms of action of nonsteroidal antiinflammatory drugs

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12 December 2020

Naproxen pharmacokinetics in the elderly

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12 December 2020

Stereoselective pharmacokinetics of ketoprofen in the rat. Influence of route of administration

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12 December 2020

Naproxen pharmacokinetics in patients with rheumatoid arthritis during active polyarticular inflammation

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12 December 2020

On chiral drug action

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12 December 2020

Effects of salicylates and other nonsteroidal anti-inflammatory drugs on articular cartilage

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12 December 2020

Determination of the (+)- and (-)-enantiomers of pirprofen in human plasma by high-performance liquid chromatography

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12 December 2020

Stereoselective drug disposition: potential for misinterpretation of drug disposition data.

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12 December 2020

Biological activity of indoprofen and its optical isomers

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12 December 2020

Optical inversion of (2R)- to (2S)-isomers of 2-[4-(2-Oxocyclopentylmethyl)-phenyl]propionic acid (loxoprofen), a new anti-inflammatory agent, and its monohydroxy metabolites in the rat

1 reference

12 December 2020

Stereoselective inversion of (R)-fenoprofen to (S)-fenoprofen in humans

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12 December 2020

The stereospecific incorporation of fenoprofen into rat hepatocyte and adipocyte triacylglycerols

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12 December 2020

Stereochemistry, a basis for sophisticated nonsense in pharmacokinetics and clinical pharmacology

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12 December 2020

Relationship between inhibition of prostaglandin synthesis and drug efficacy: Support for the current theory on mode of action of aspirin-like drugs

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12 December 2020

Enantiospecific formation of fenoprofen coenzyme A thioester in vitro

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12 December 2020

4- and 5-Aryl-1-naphthaleneacetic acids as antiinflammatory agents

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12 December 2020

Quantitation of dose and concentration-effect relationships for fenclofenac in rheumatoid arthritis

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12 December 2020

Mechanism of action of nonsteroidal anti-inflammatory agents.

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12 December 2020

Clinical pharmacology of non-steroidal anti-inflammatory drugs.

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12 December 2020

Stereoselective arylpropionyl-CoA thioester formation in vitro

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12 December 2020

The participation of ethyl 4-benzyloxybenzoate (BRL 10894) and other aryl-substituted acids in glycerolipid metabolism

1 reference

12 December 2020

Relationship of serum naproxen concentration to efficacy in rheumatoid arthritis

1 reference

12 December 2020

High-performance liquid chromatographic analysis of the enantiomers of flurbiprofen and its metabolites in plasma and urine

1 reference

12 December 2020

The contribution of enantiomers to variability in response to anti-inflammatory drugs

1 reference

12 December 2020

Ketorolac. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential

1 reference

12 December 2020

Ibuprofen and sulindac kinetics in alcoholic liver disease

1 reference

12 December 2020

The relationship between the pharmacokinetics of ibuprofen enantiomers and the dose of racemic ibuprofen in humans

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12 December 2020

Stoichiometry and kinetics of the interaction of prostaglandin H synthase with anti-inflammatory agents

1 reference

12 December 2020

Enantioselective disposition of 2-arylpropionic acid nonsteroidal anti-inflammatory drugs. I. 2-Phenylpropionic acid disposition.

1 reference

12 December 2020

Pharmacokinetics of the enantiomers of indoprofen in man

1 reference

12 December 2020

Resolution of etodolac and antiinflammatory and prostaglandin synthetase inhibiting properties of the enantiomers

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12 December 2020

Lipophilic xenobiotic conjugates: the pharmacological and toxicological consequences of the participation of drugs and other foreign compounds as substrates in lipid biosynthesis

1 reference

12 December 2020

Chiral inversion of 2-arylpropionic acid non-steroidal anti-inflammatory drugs--1. In vitro studies of ibuprofen and flurbiprofen

1 reference

12 December 2020

Clinical Pharmacokinetics of Non-steroidal Anti-inflammatory Drugs

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12 December 2020

Pharmacokinetics of Ketoprofen Enantiomers in Young and Elderly Arthritic Patients following Single and Multiple Doses

1 reference

12 December 2020

Reduced clofibric acid clearance in renal dysfunction is due to a futile cycle

1 reference

12 December 2020

Pharmacokinetics of the enantiomers of tiaprofenic acid in humans

1 reference

12 December 2020

The effect of clidanac, a potent anti-inflammatory drug, on mitochondrial respiration: a consideration on the uncoupling activity of optical enantiomers

1 reference

12 December 2020

Properties of acyl glucuronides: implications for studies of the pharmacokinetics and metabolism of acidic drugs

1 reference

12 December 2020

Stereoselective binding of the glucuronide conjugates of carprofen enantiomers to human serum albumin

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12 December 2020

Studies on the metabolism and chiral inversion of ibuprofen in isolated rat hepatocytes.

1 reference

12 December 2020

Plasma protein binding of flurbiprofen: enantioselectivity and influence of pathophysiological status

1 reference

12 December 2020

Determination of the enantiomers of suprofen and [2H3]suprofen in plasma by capillary gas chromatography-mass spectrometry

1 reference

12 December 2020

Nonsteroidal antiinflammatory agents. I. 6-Substituted 2-naphthylacetic acids

1 reference

12 December 2020

The stereoselectivity of drug action

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12 December 2020

Enantiomeric interaction of flurbiprofen in the rat.

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12 December 2020

Stereospecific disposition of flunoxaprofen enantiomers in human beings

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12 December 2020

The stereospecific inhibition of endogenous triacylglycerol synthesis by fenoprofen in rat isolated adipocytes and hepatocytes

1 reference

12 December 2020

The metabolic chiral inversion of 2-phenylpropionic acid in rat, mouse and rabbit

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12 December 2020

High-performance liquid chromatographic determination of the stereoisomeric metabolites of ibuprofen

1 reference

12 December 2020

The (+)-enantiomer is responsible for the antiplatelet and anti-inflammatory activity of (+/-)-indobufen

1 reference

12 December 2020

Pharmacokinetics of S(+)- and R(-)-ibuprofen in volunteers and first clinical experience of S(+)-ibuprofen in rheumatoid arthritis.

1 reference

12 December 2020

Pharmacological differences between the optical isomers of ibuprofen: evidence for metabolic inversion of the (—)-isomer

1 reference

12 December 2020

Isomeric inversion of ibuprofen (R)-enantiomer in humans

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12 December 2020

Antiinflammatory activity of some indan-1-carboxylic acids and related compounds

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12 December 2020

Protein binding as a primary determinant of the clinical pharmacokinetic properties of non-steroidal anti-inflammatory drugs

1 reference

12 December 2020

Quantitative studies of hydroperoxide reduction by prostaglandin H synthase. Reducing substrate specificity and the relationship of peroxidase to cyclooxygenase activities

1 reference

12 December 2020

Stereoselective metabolism of 2-phenylpropionic acid in rat. I. In vitro studies on the stereoselective isomerization and glucuronidation of 2-phenylpropionic acid

1 reference

12 December 2020

Inhibition of prostaglandin synthase by pirprofen. Studies with sheep seminal vesicle enzyme

1 reference

12 December 2020

Influence of probenecid on the urinary excretion rates of the diastereomeric benoxaprofen glucuronides

1 reference

12 December 2020

Studies of intramolecular rearrangements of acyl-linked glucuronides using salicylic acid, flufenamic acid, and (S)- and (R)-benoxaprofen and confirmation of isomerization in acyl-linked delta 9-11-carboxytetrahydrocannabinol glucuronide

1 reference

12 December 2020

Entero-hepatic cycling of methotrexate estimated by use of the D-isomer as a reference marker

1 reference

12 December 2020

Benoxaprofen kinetics in renal impairment

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12 December 2020

Inhibition of mitochondrial beta-oxidation of fatty acids by pirprofen. Role in microvesicular steatosis due to this nonsteroidal anti-inflammatory drug

1 reference

12 December 2020

Inhibition of prostaglandin synthesis as a mechanism of action for aspirin-like drugs

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12 December 2020

Procedures to characterize in vivo and in vitro enantioselective glucuronidation properly: studies with benoxaprofen glucuronides

1 reference

12 December 2020

[Binding of racemic indoprofen and its enantiomers to human serum albumin]

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12 December 2020

Ketoprofen enantiomers in synovial fluid

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12 December 2020

Active Transport of Foreign Pyrimidines across the Intestinal Epithelium

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12 December 2020

Stereospecific inversion of (R)-(-)-benoxaprofen in rat and man

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12 December 2020

Ibuprofen stereoisomer hepatic clearance and distribution in normal and fatty in situ perfused rat liver

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12 December 2020

Stereoselective plasma protein binding of ibuprofen enantiomers

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12 December 2020

Stereoselective disposition of indoprofen in surgical patients

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12 December 2020

Enantioselective aspects of drug action and disposition: therapeutic pitfalls

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12 December 2020

Effect of Altered Plasma Protein Binding on Apparent Volume of Distribution

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12 December 2020

Lack of effect of cimetidine on the pharmacokinetics of R(-)- and S(+)-ibuprofen

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12 December 2020

The metabolic chiral inversion of 2-arylpropionic acids—a novel route with pharmacological consequences

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12 December 2020

Stereochemical pharmacokinetics of the 2-arylpropionic acid non-steroidal antiinflammatory drug flunoxaprofen in rats and in man.

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12 December 2020

Stereoselective pharmacokinetics of flurbiprofen in humans and rats

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12 December 2020

Enantiomer specific pharmacokinetics

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12 December 2020

Anti-proliferative properties of clozic, A disease-modifying anti-arthritic agent

1 reference

12 December 2020

Pharmacokinetics of ibuprofen enantiomers in humans following oral administration of tablets with different absorption rates

1 reference

12 December 2020

Enzymatic inversion at saturated carbon: nature and mechanism of the inversion of R(-) p-iso-butyl hydratropic acid

1 reference

12 December 2020

Application of a stereospecific high-performance liquid chromatography assay to a pharmacokinetic study of etodolac enantiomers in humans

1 reference

12 December 2020

Ketoprofen pharmacokinetics in humans: evidence of enantiomeric inversion and lack of interaction

1 reference

12 December 2020

Irreversible binding of zomepirac to plasma protein in vitro and in vivo

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12 December 2020

Species-dependent enantioselective glucuronidation of three 2-arylpropionic acids. Naproxen, ibuprofen, and benoxaprofen

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12 December 2020

Stereoisomeric relationships among anti-inflammatory activity, inhibition of platelet aggregation, and inhibition of prostaglandin synthetase

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12 December 2020

Activation of hypolipidaemic drugs to acyl-coenzyme A thioesters

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12 December 2020

Presystemic and systemic chiral inversion of R-(-)-fenoprofen in the rat

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12 December 2020

Direct determination of diastereomeric carprofen glucuronides in human plasma and urine and preliminary measurements of stereoselective metabolic and renal elimination after oral administration of carprofen in man.

1 reference

12 December 2020

Substrate specificity and enantioselectivity of arylcarboxylic acid glucuronidation

1 reference

12 December 2020

Recent findings on the pharmacokinetics of non-steroidal anti-inflammatory drugs in synovial fluid

1 reference

12 December 2020

Identifiers

DOI

10.1007/BF00266343

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12 August 2017

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PubMed ID

1577041