Prodrugs: design and clinical applications. (Q37064858)

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1 January 2020

review article

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title

Prodrugs: design and clinical applications (English)

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1 January 2020

1

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1 January 2020

author name string

Hanna Kumpulainen

2

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1 January 2020

Tycho Heimbach

3

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1 January 2020

Reza Oliyai

4

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1 January 2020

Dooman Oh

5

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1 January 2020

Tomi Järvinen

6

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1 January 2020

Jouko Savolainen

7

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1 January 2020

language of work or name

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1 March 2008

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Nature Reviews Drug Discovery

1 January 2020

published in

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1 January 2020

volume

7

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1 January 2020

issue

3

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1 January 2020

page(s)

255-270

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Role of the development scientist in compound lead selection and optimization

1 January 2020

cites work

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Design of ester prodrugs to enhance oral absorption of poorly permeable compounds: challenges to the discovery scientist

31 March 2020

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Lessons learned from marketed and investigational prodrugs

31 March 2020

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Prodrug research: futile or fertile?

31 March 2020

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Prodrug strategies to overcome poor water solubility

31 March 2020

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Enhancement of transdermal delivery of 6-beta-naltrexol via a codrug linked to hydroxybupropion

31 March 2020

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Design and synthesis of a novel L-dopa-entacapone codrug

31 March 2020

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31 March 2020

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Rationale for Design of Biologically Reversible Drug Derivatives: Prodrugs

31 March 2020

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Prodrugs. Do they have advantages in clinical practice?

31 March 2020

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Drug targeting via retrometabolic approaches

31 March 2020

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Soft drug design: general principles and recent applications

31 March 2020

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Soft antibacterial agents

31 March 2020

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Synthesis, hydrolyses and dermal delivery of N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of phenol, imide and thiol containing drugs

31 March 2020

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SATE pronucleotide approaches: an overview

31 March 2020

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β-Aminoketones as prodrugs with pH-controlled activation

31 March 2020

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Enzymes involved in the bioconversion of ester-based prodrugs

31 March 2020

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In vitro and in vivo evaluation of the metabolism and pharmacokinetics of sebacoyl dinalbuphine

31 March 2020

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Enzyme-mediated precipitation of parent drugs from their phosphate prodrugs

31 March 2020

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Carboxylesterases--detoxifying enzymes and targets for drug therapy

31 March 2020

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Intestinal peptide transport systems and oral drug availability

31 March 2020

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Intestinal solute carriers: an overview of trends and strategies for improving oral drug absorption

31 March 2020

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Microsomal cytochrome P450 dependent oxidation of N-hydroxyguanidines, amidoximes, and ketoximes: mechanism of the oxidative cleavage of their C=N(OH) bond with formation of nitrogen oxides

31 March 2020

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Evaluation of hydroxyimine as cytochrome P450-selective prodrug structure

31 March 2020

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Common and uncommon cytochrome P450 reactions related to metabolism and chemical toxicity

31 March 2020

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Mechanism of oxidation reactions catalyzed by cytochrome p450 enzymes.

31 March 2020

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Reduction of N-hydroxylated compounds: amidoximes (N-hydroxyamidines) as pro-drugs of amidines

31 March 2020

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A theoretical basis for a biopharmaceutic drug classification: the correlation of in vitro drug product dissolution and in vivo bioavailability

31 March 2020

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Prodrugs of the selective antiherpesvirus agent 9-[4-hydroxy-3-(hydroxymethyl)but-1-yl]guanine (BRL 39123) with improved gastrointestinal absorption properties

31 March 2020

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In vitro and in vivo evaluation of the metabolism and bioavailability of ester prodrugs of mgs0039 (3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic Acid), a potent metabotropic glutamate receptor antagonist

31 March 2020

1 reference

Metabolism of GS-7340, a novel phenyl monophosphoramidate intracellular prodrug of PMPA, in blood

31 March 2020

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Determination of 9-[(2-phosphonylmethoxy)ethyl]adenine in rat urine by high-performance liquid chromatography with fluorescence detection

31 March 2020

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Prediction of gastro-intestinal absorption using multivariate adaptive regression splines

31 March 2020

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Synthesis and in vitro evaluation of a phosphonate prodrug: bis(pivaloyloxymethyl) 9-(2-phosphonylmethoxyethyl)adenine

31 March 2020

1 reference

Prodrugs of 3-(3,4-dichlorobenzyloxy)-2-amino-6-fluorobicyclo[3.1.0]hexane-2,6-dicarboxylic acid (MGS0039): a potent and orally active group II mGluR antagonist with antidepressant-like potential

31 March 2020

1 reference

Intestinal drug absorption and bioavailability: beyond involvement of single transport function

31 March 2020

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Property-based design: optimization of drug absorption and pharmacokinetics

31 March 2020

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Role of pharmacogenetics of ATP-binding cassette transporters in the pharmacokinetics of drugs.

31 March 2020

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Structure, function, expression, genomic organization, and single nucleotide polymorphisms of human ABCB1 (MDR1), ABCC (MRP), and ABCG2 (BCRP) efflux transporters

31 March 2020

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Role of efflux pumps and metabolising enzymes in drug delivery

31 March 2020

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Evasion of P-gp mediated cellular efflux and permeability enhancement of HIV-protease inhibitor saquinavir by prodrug modification

31 March 2020

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Circumventing P-glycoprotein-mediated cellular efflux of quinidine by prodrug derivatization

31 March 2020

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Paclitaxel-2'-Ethylcarbonate prodrug can circumvent P-glycoprotein-mediated cellular efflux to increase drug cytotoxicity

31 March 2020

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The disposition of sulindac

31 March 2020

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Comparative disposition of sulindac and metabolites in five species

31 March 2020

1 reference

Clinical pharmacokinetics of sulindac. A dynamic old drug

31 March 2020

1 reference

Pharmacokinetics of estramustine phosphate (Estracyt) in prostatic cancer patients

31 March 2020

1 reference

Absorption rate limit considerations for oral phosphate prodrugs

31 March 2020

1 reference

Fosamprenavir : clinical pharmacokinetics and drug interactions of the amprenavir prodrug

31 March 2020

1 reference

Fosamprenavir: a review of its use in the management of antiretroviral therapy-naive patients with HIV infection

31 March 2020

1 reference

Preclinical pharmacology and pharmacokinetics of GW433908, a water-soluble prodrug of the human immunodeficiency virus protease inhibitor amprenavir

31 March 2020

1 reference

Metabolism and pharmacokinetics of novel oral prodrugs of 9-[(R)-2-(phosphonomethoxy)propyl]adenine (PMPA) in dogs

31 March 2020

1 reference

Tenofovir disoproxil fumarate

31 March 2020

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Tenofovir disoproxil fumarate

31 March 2020

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Adefovir dipivoxil: a review of its use in chronic hepatitis B.

31 March 2020

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31 March 2020

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31 March 2020

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Oseltamivir: a clinical and pharmacological perspective

31 March 2020

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Oseltamivir: a review of its use in influenza

31 March 2020

1 reference

Anti-influenza prodrug oseltamivir is activated by carboxylesterase human carboxylesterase 1, and the activation is inhibited by antiplatelet agent clopidogrel.

31 March 2020

1 reference

Absorption, distribution, metabolism, and excretion of ximelagatran, an oral direct thrombin inhibitor, in rats, dogs, and humans

31 March 2020

1 reference

Characterization of in Vitro Biotransformation of New, Orally Active, Direct Thrombin Inhibitor Ximelagatran, an Amidoxime and Ester Prodrug

31 March 2020

1 reference

The direct thrombin inhibitor melagatran and its oral prodrug H 376/95: intestinal absorption properties, biochemical and pharmacodynamic effects

31 March 2020

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Pharma faces major challenges after a year of failures and heated battles

31 March 2020

1 reference

Prodrug based optimal drug delivery via membrane transporter/receptor

31 March 2020

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Direct evidence for peptide transporter (PepT1)-mediated uptake of a nonpeptide prodrug, valacyclovir

31 March 2020

1 reference

Transport of valganciclovir, a ganciclovir prodrug, via peptide transporters PEPT1 and PEPT2.

31 March 2020

1 reference

Transport characteristics of a novel peptide transporter 1 substrate, antihypotensive drug midodrine, and its amino acid derivatives

31 March 2020

1 reference

5'-Amino acid esters of antiviral nucleosides, acyclovir, and AZT are absorbed by the intestinal PEPT1 peptide transporter

31 March 2020

1 reference

Identification of a human valacyclovirase: biphenyl hydrolase-like protein as valacyclovir hydrolase

31 March 2020

1 reference

Midodrine: a selective alpha-adrenergic agonist for orthostatic hypotension and dialysis hypotension

31 March 2020

1 reference

XP13512 [(+/-)-1-([(alpha-isobutanoyloxyethoxy)carbonyl] aminomethyl)-1-cyclohexane acetic acid], a novel gabapentin prodrug: II. Improved oral bioavailability, dose proportionality, and colonic absorption compared with gabapentin in rats and monkey

31 March 2020

1 reference

XP13512 [(+/-)-1-([(alpha-isobutanoyloxyethoxy)carbonyl] aminomethyl)-1-cyclohexane acetic acid], a novel gabapentin prodrug: I. Design, synthesis, enzymatic conversion to gabapentin, and transport by intestinal solute transporters

31 March 2020

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Pharmacology and pharmacokinetics of fosphenytoin

31 March 2020

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Phenytoin prodrugs III: water-soluble prodrugs for oral and/or parenteral use

31 March 2020

1 reference

Formaldehyde toxicity--new understanding

31 March 2020

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Pharmacokinetics and safety of Fosfluconazole after single intravenous bolus injection in healthy male Japanese volunteers

31 March 2020

1 reference

Propofol phosphate, a water-soluble propofol prodrug: in vivo evaluation

31 March 2020

1 reference

Phosphoryloxymethyl carbamates and carbonates--novel water-soluble prodrugs for amines and hindered alcohols

31 March 2020

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Structural insights into CPT-11 activation by mammalian carboxylesterases

31 March 2020

1 reference

Hydrolysis of irinotecan and its oxidative metabolites, 7-ethyl-10-[4-N-(5-aminopentanoic acid)-1-piperidino] carbonyloxycamptothecin and 7-ethyl-10-[4-(1-piperidino)-1-amino]-carbonyloxycamptothecin, by human carboxylesterases CES1A1, CES2, [...]

31 March 2020

1 reference

Irinotecan (CPT-11): recent developments and future directions--colorectal cancer and beyond

31 March 2020

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CPT-11 converting carboxylesterase and topoisomerase activities in tumour and normal colon and liver tissues

31 March 2020

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Prodrug approaches to enhancement of physicochemical properties of drugs IV: novel epinephrine prodrug

31 March 2020

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Systemic absorption of topical ocularly applied epinephrine and dipivefrin

31 March 2020

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Dipivalyl epinephrine: a new pro-drug in the treatment of glaucoma

31 March 2020

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The hydrolysis of the prostaglandin analog prodrug bimatoprost to 17-phenyl-trinor PGF2alpha by human and rabbit ocular tissue

31 March 2020

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Travoprost compared with latanoprost and timolol in patients with open-angle glaucoma or ocular hypertension

31 March 2020

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Ocular hypotensive FP prostaglandin (PG) analogs: PG receptor subtype binding affinities and selectivities, and agonist potencies at FP and other PG receptors in cultured cells

31 March 2020

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Current status of prostaglandin therapy: latanoprost and unoprostone

31 March 2020

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Designing for topical delivery: prodrugs can make the difference

31 March 2020

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Design for optimized topical delivery: Prodrugs and a paradigm change

31 March 2020

1 reference

Piperazinylalkyl prodrugs of naproxen improve in vitro skin permeation

31 March 2020

1 reference

Synthesis and in vitro evaluation of novel morpholinyl- and methylpiperazinylacyloxyalkyl prodrugs of 2-(6-methoxy-2-naphthyl)propionic acid (Naproxen) for topical drug delivery

31 March 2020

1 reference

Tazarotene--first of a new generation of receptor-selective retinoids.

31 March 2020

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Topical tazarotene: a review of its use in the treatment of plaque psoriasis

31 March 2020

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31 March 2020

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Clinical pharmacokinetics and drug metabolism of tazarotene: a novel topical treatment for acne and psoriasis

31 March 2020

1 reference

Levodopa pharmacokinetics and pharmacodynamics in fluctuating parkinsonian patients

31 March 2020

1 reference

The "on-off" phenomenon in Parkinson's disease. Relation to levodopa absorption and transport

31 March 2020

1 reference

Anticancer prodrugs for application in monotherapy: targeting hypoxia, tumor-associated enzymes, and receptors

31 March 2020

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Hydrolysis of capecitabine to 5'-deoxy-5-fluorocytidine by human carboxylesterases and inhibition by loperamide.

31 March 2020

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31 March 2020

Capecitabine: a review

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Design of a novel oral fluoropyrimidine carbamate, capecitabine, which generates 5-fluorouracil selectively in tumours by enzymes concentrated in human liver and cancer tissue

31 March 2020

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Rational development of capecitabine

31 March 2020

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Antibody-directed enzyme prodrug therapy (ADEPT) for cancer

31 March 2020

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Gene-Directed Enzyme Prodrug Therapy

31 March 2020

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From bench to bedside for gene-directed enzyme prodrug therapy of cancer

31 March 2020

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Engineering antibodies for clinical applications in cancer

31 March 2020

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A phase I trial of antibody directed enzyme prodrug therapy (ADEPT) in patients with advanced colorectal carcinoma or other CEA producing tumours

31 March 2020

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Drug uptake systems in liver and kidney

31 March 2020

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Design, synthesis, and characterization of a series of cytochrome P(450) 3A-activated prodrugs (HepDirect prodrugs) useful for targeting phosph(on)ate-based drugs to the liver

31 March 2020

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Clinical pharmacokinetics and practical applications of simvastatin

31 March 2020

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Pharmacokinetic and pharmacodynamic alterations of 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) reductase inhibitors: drug-drug interactions and interindividual differences in transporter and metabolic enzyme functions

31 March 2020

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Tissue selectivity of hydroxymethylglutaryl coenzyme A (HMG CoA) reductase inhibitors

31 March 2020

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Drug interactions with lipid-lowering drugs: mechanisms and clinical relevance

31 March 2020

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Intramuscular preparations of antipsychotics: uses and relevance in clinical practice

31 March 2020

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Fluphenazine plasma level monitoring for patients receiving fluphenazine decanoate

31 March 2020

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The design and bioactivation of presystemically stable prodrugs

31 March 2020

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Hydrolysis of 3H-bambuterol, a carbamate prodrug of terbutaline, in blood from humans and laboratory animals in vitro

31 March 2020

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Pivalate-generating prodrugs and carnitine homeostasis in man

31 March 2020

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The road map to oral bioavailability: an industrial perspective

31 March 2020

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Interspecies variation in liver weight, hepatic blood flow, and antipyrine intrinsic clearance: Extrapolation of data to benzodiazepines and phenytoin

31 March 2020

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Enalapril. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic use in hypertension and congestive heart failure

31 March 2020

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Pharmacokinetics of ampicillin and its prodrugs bacampicillin and pivampicillin in man

31 March 2020

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Comparison of Ampicillin and Hetacillin Pharmacokinetics in Man

31 March 2020

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Selection of an oral prodrug (BRL 42810; famciclovir) for the antiherpesvirus agent BRL 39123 [9-(4-hydroxy-3-hydroxymethylbut-l-yl)guanine; penciclovir]

31 March 2020

1 reference

Famciclovir: a review of its use in herpes zoster and genital and orolabial herpes

31 March 2020

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Pharmacokinetics and pharmacodynamics of estramustine phosphate

31 March 2020

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Estramustine Phosphate Sodium

31 March 2020

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Activity of oral fludarabine phosphate in previously treated chronic lymphocytic leukemia

31 March 2020

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Valaciclovir. A review of its antiviral activity, pharmacokinetic properties and therapeutic efficacy in herpesvirus infections

31 March 2020

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Valganciclovir: an advance in cytomegalovirus therapeutics

31 March 2020

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Oral valganciclovir: a new option for treatment of cytomegalovirus infection and disease in immunocompromised hosts

31 March 2020

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Liver-targeted drug delivery using HepDirect prodrugs

31 March 2020

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Targeted prodrug design to optimize drug delivery

31 March 2020

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7 January 2021

inferred from DOI database lookup

The Effects of Dipivalyl Epinephrine on the Eye

1 reference

7 January 2021

inferred from DOI database lookup

Clinical Comparison of Dipivalyl Epinephrine and Epinephrine in the Treatment of Glaucoma

1 reference

7 January 2021

inferred from DOI database lookup

Pharmacokinetics and pharmacodynamics of the new propofol prodrug GPI 15715 in rats

1 reference

30 December 2023

https://opencitations.net/index/api/v1/citations/10.1017/S0265021503000322

Identifiers

DOI

10.1038/NRD2468

1 reference

https://www.ebi.ac.uk/europepmc/webservices/rest/search?query=EXT_ID:18219308%20AND%20SRC:MED&resulttype=core&format=json

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1 January 2020

Fatcat ID

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Fatcat

https://api.fatcat.wiki/v0/release/kkrj6ig4b5h5bbz275nzyinfta

24 November 2022

mapped directly with Wikidata item

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