Kenneth Sloan

Kenneth Sloan, Ph.D.

Professor Emeritus

Department: MD-MEDICINE
Business Phone: (352) 256-5287
Business Email: sloan@cop.ufl.edu

Publications

2018
Secondary carbamate linker can facilitate the sustained release of dopamine from brain-targeted prodrug.
Bioorganic & medicinal chemistry letters. 28(17):2856-2860 [DOI] 10.1016/j.bmcl.2018.07.030. [PMID] 30055889.
2017
Prodrugs – Recent approvals and a glimpse of the pipeline.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 109:146-161 [DOI] 10.1016/j.ejps.2017.08.002. [PMID] 28782609.
2016
2-O-Acyl-3-O-(1-acyloxyalkyl) Prodrugs of 5,6-Isopropylidene-l-Ascorbic Acid and l-Ascorbic Acid: Antioxidant Activity and Ability to Permeate Silicone Membranes.
Pharmaceutics. 8(3) [DOI] 10.3390/pharmaceutics8030022. [PMID] 27438850.
2016
A Double Prodrug with Improved Membrane Permeability over the Parent Chelator HBED Provides Superior Cytoprotection against Hydrogen Peroxide.
ChemMedChem. 11(15):1596-9 [DOI] 10.1002/cmdc.201600197. [PMID] 27440560.
2016
Novel double prodrugs of the iron chelator N,N’-bis(2-hydroxybenzyl)ethylenediamine-N,N’-diacetic acid (HBED): Synthesis, characterization, and investigation of activation by chemical hydrolysis and oxidation.
European journal of medicinal chemistry. 118:193-207 [DOI] 10.1016/j.ejmech.2016.04.037. [PMID] 27128183.
2016
Regioselective Synthesis of 2-O-Acyl-3-O-(1-Acyloxyallcyl) Prodrugs of 5, 6-Isopropylidene-L-Ascorbic Acid
Tetrahedron Letters. 57(14):1619-1621 [DOI] 10.1016/j.tetlet.2016.02.112.
2014
Flux through silicone and human skin fitted to a series/parallel model.
Therapeutic delivery. 5(4):391-407 [DOI] 10.4155/tde.14.12. [PMID] 24856167.
2014
The Flux of Select NSAIDs through Silicone Membranes from Mineral Oil.
Pharmaceutics. 6(3):354-65 [DOI] 10.3390/pharmaceutics6030354. [PMID] 24991867.
2013
A surrogate for topical delivery in human skin: silicone membranes.
Therapeutic delivery. 4(2):203-24 [DOI] 10.4155/tde.12.131. [PMID] 23343160.
2013
Fit of fluxes of sunscreens and other compounds from propylene glycol:water (30:70) through human skin and silicone membrane to the Roberts-Sloan equation: the effect of polar vehicle (or water) solubility.
Journal of cosmetic science. 64(3):181-92 [PMID] 23752033.
View on: PubMed
2013
The effect of lipid and aqueous solubilities on flux of nicotinic acid esters from water through silicone membrane.
Drug development and industrial pharmacy. 39(9):1494-7 [DOI] 10.3109/03639045.2012.694590. [PMID] 22676485.
2013
The Flux of Phenolic Compounds through Silicone Membranes.
Pharmaceutics. 5(3):434-44 [DOI] 10.3390/pharmaceutics5030434. [PMID] 24300516.
2012
Prodrugs of theophylline incorporating ethyleneoxy groups in the promoiety: synthesis, characterization, and transdermal delivery.
AAPS PharmSciTech. 13(3):853-62 [DOI] 10.1208/s12249-012-9803-6. [PMID] 22648150.
2011
Dermal and transdermal delivery: prodrugs.
Therapeutic delivery. 2(1):83-105 [PMID] 22833927.
View on: PubMed
2011
N,N’-Dialkylaminoalkylcarbonyl (DAAC) prodrugs and aminoalkylcarbonyl (AAC) prodrugs of 4-hydroxyacetanilide and naltrexone with improved skin permeation properties.
Bioorganic & medicinal chemistry letters. 21(13):4078-82 [DOI] 10.1016/j.bmcl.2011.04.118. [PMID] 21616664.
2010
Polyethylene Prodrugs Using Precisely Placed Pharmaceutical Agents
Macromolecular Chemistry and Physics. 211(2):154-165 [DOI] 10.1002/macp.200900432.
2009
A comparison of the fit of flux through hairless mouse skin from water data to three model equations.
International journal of pharmaceutics. 366(1-2):65-73 [DOI] 10.1016/j.ijpharm.2008.08.045. [PMID] 18824227.
2009
A correlation of flux through a silicone membrane with flux through hairless mouse skin and human skin in vitro.
International journal of pharmaceutics. 373(1-2):62-7 [DOI] 10.1016/j.ijpharm.2009.02.004. [PMID] 19429289.
2009
Evaluation of alkyloxycarbonyloxymethyl (AOCOM) ethers as novel prodrugs of phenols for topical delivery: AOCOM prodrugs of acetaminophen.
International journal of pharmaceutics. 371(1-2):25-32 [DOI] 10.1016/j.ijpharm.2008.12.020. [PMID] 19136050.
2009
Soft alkyl ether prodrugs of a model phenolic drug: the effect of incorporation of ethyleneoxy groups on transdermal delivery.
Molecules (Basel, Switzerland). 14(10):4231-45 [DOI] 10.3390/molecules14104231. [PMID] 19924060.
2008
In vitro evaluation of alkylcarbonyloxymethyl (ACOM) ethers as novel prodrugs of phenols for topical delivery: ACOM prodrugs of acetaminophen.
International journal of pharmaceutics. 346(1-2):80-8 [PMID] 17629641.
View on: PubMed
2008
Modeling of flux through silicone membranes from water.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences. 34(4-5):321-32 [DOI] 10.1016/j.ejps.2008.05.008. [PMID] 18588972.
2008
Reaction of Alpha-(N-Alkylcarbonyloxy)Alkyl (Acoa) Halides With 4-Hydroxyacetanilide and 2.2.5,7,8-Pentamethyl-6-Chromanol: the Effect of Steric Hindrance On Reaction Path
Synthesis-Stuttgart. 2008(2):272-278 [DOI] 10.1055/s-2007-1000858.
2008
The effect of water solubility of solutes on their flux through human skin in vitro: a prodrug database integrated into the extended Flynn database.
International journal of pharmaceutics. 351(1-2):92-103 [PMID] 18023303.
View on: PubMed
2007
Imaging the prodrug-to-drug transformation of a 5-fluorouracil derivative in skin by confocal Raman microscopy.
The Journal of investigative dermatology. 127(5):1205-9 [PMID] 17218938.
View on: PubMed
2007
N-Alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) prodrugs of carboxylic acid containing drugs.
Bioorganic & medicinal chemistry letters. 17(5):1447-50 [PMID] 17196386.
View on: PubMed
2007
Synthesis and topical delivery of N-alkyl-N-alkyloxycarbonylaminomethyl prodrugs of a model phenolic drug: acetaminophen.
International journal of pharmaceutics. 337(1-2):48-55 [PMID] 17257787.
View on: PubMed
2007
The effect of water solubility of solutes on their flux through human skin in vitro.
International journal of pharmaceutics. 329(1-2):25-36 [PMID] 16982163.
View on: PubMed
2007
The effect of water solubility of solutes on their flux through human skin in vitro: an extended Flynn database fitted to the Roberts-Sloan equation.
International journal of pharmaceutics. 339(1-2):157-67 [PMID] 17412537.
View on: PubMed
2007
Topical delivery of N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) prodrugs of theophylline (ThH).
International journal of pharmaceutics. 332(1-2):64-71 [PMID] 17064862.
View on: PubMed
2006
Design for optimized topical delivery: Prodrugs and a paradigm change.
Pharmaceutical research. 23(12):2729-47 [PMID] 17109215.
View on: PubMed
2006
Synthesis, hydrolyses and dermal delivery of N-alkyl-N-alkyloxycarbonylaminomethyl (NANAOCAM) derivatives of phenol, imide and thiol containing drugs.
Bioorganic & medicinal chemistry letters. 16(13):3590-4 [PMID] 16616488.
View on: PubMed
2004
Topical delivery of a model phenolic drug: alkyloxycarbonyl prodrugs of acetaminophen.
Pharmaceutical research. 21(6):940-6 [PMID] 15212157.
View on: PubMed
2003
Designing for topical delivery: prodrugs can make the difference.
Medicinal research reviews. 23(6):763-93 [PMID] 12939791.
View on: PubMed
2003
Topical delivery of 5-fluorouracil (5-FU) by 3-alkylcarbonyloxymethyl-5-FU prodrugs.
Journal of pharmaceutical sciences. 92(5):1028-36 [PMID] 12712422.
View on: PubMed
2003
Topical delivery of 5-fluorouracil and 6-mercaptopurine by their alkylcarbonyloxymethyl prodrugs from water: vehicle effects on design of prodrugs.
Pharmaceutical research. 20(4):639-45 [PMID] 12739773.
View on: PubMed
2002
Topical delivery of 5-fluorouracil (5-FU) by 1,3-bisalkylcarbonyl-5-FU prodrugs.
International journal of pharmaceutics. 231(1):43-9 [PMID] 11719012.
View on: PubMed
2001
Application of the transformed Potts-Guy equation to in vivo human skin data.
Journal of pharmaceutical sciences. 90(9):1318-23 [PMID] 11745784.
View on: PubMed
2001
Topical delivery of 5-fluorouracil (5-Fu) by 3-alkylcarbonyl-5-Fu prodrugs.
International journal of pharmaceutics. 217(1-2):127-37 [PMID] 11292549.
View on: PubMed
2000
7-alkylcarbonyl and 7-alkyloxycarbonyl prodrugs of theophylline.
International journal of pharmaceutics. 205(1-2):53-63 [PMID] 11000542.
View on: PubMed
2000
Prediction of transdermal flux of prodrugs of 5-fluorouracil, theophylline, and 6-mercaptopurine with a series/parallel model.
Journal of pharmaceutical sciences. 89(11):1415-31 [PMID] 11015687.
View on: PubMed
1999
Correlation of aqueous and lipid solubilities with flux for prodrugs of 5-fluorouracil, theophylline, and 6-mercaptopurine: A Potts-Guy approach.
Journal of pharmaceutical sciences. 88(5):515-22 [PMID] 10229642.
View on: PubMed
1998
1-Alkylcarbonyloxymethyl prodrugs of 5-fluorouracil (5-FU): synthesis, physicochemical properties, and topical delivery of 5-FU.
Journal of pharmaceutical sciences. 87(1):15-20 [PMID] 9452962.
View on: PubMed
1996
Analgesic and immunomodulatory effects of codeine and codeine 6-glucuronide.
Pharmaceutical research. 13(2):296-300 [PMID] 8932452.
View on: PubMed
1995
A prodrug approach to increasing the oral potency of a phenolic drug. Part 2. Pharmacodynamics and preliminary bioavailability of an orally administered O-(imidomethyl) derivative of 17 beta-estradiol.
Journal of pharmaceutical sciences. 84(2):174-8 [PMID] 7738796.
View on: PubMed
1994
A prodrug approach to increasing the oral potency of a phenolic drug. 1. Synthesis, characterization, and stability of an O-(imidomethyl) derivative of 17 beta-estradiol.
Journal of pharmaceutical sciences. 83(10):1477-81 [PMID] 7884673.
View on: PubMed
1994
Comments concerning “Pharmacokinetic characterization and tissue distribution of the new glucocorticoid soft drug loteprednol etabonate in rats and dogs”.
Journal of pharmaceutical sciences. 83(7):1066-8 [PMID] 7965668.
View on: PubMed
1993
Structure of 3-acetyl-5-fluorouracil (5-FU): implication for its rearrangements during hydrolysis and upon heating.
Pharmaceutical research. 10(6):905-12 [PMID] 8321861.
View on: PubMed
1990
Alkylation of 6-mercaptopurine (6-MP) with N-alkyl-N-alkoxycarbonylaminomethyl chlorides: S6-(N-alkyl-N-alkoxycarbonyl)aminomethyl-6-MP prodrug structure effect on the dermal delivery of 6-MP.
Journal of pharmaceutical sciences. 79(1):66-73 [PMID] 2313580.
View on: PubMed
1990
Effect of aminomethyl (N-Mannich base) derivatization on the ability of S6-acetyloxymethyl-6-mercaptopurine prodrug to deliver 6-mercaptopurine through hairless mouse skin.
Journal of pharmaceutical sciences. 79(12):1099-104 [PMID] 2079657.
View on: PubMed
1990
The effect of 5-fluorouracil on inhibition of epidermal DNA synthesis in vivo: a comparison of the effect of formulations and a prodrug of 5-FU.
Archives of dermatological research. 282(7):484-6 [PMID] 2078053.
View on: PubMed
1990
Transdermal delivery of 5-fluorouracil through skin of hairless mice and humans in vitro: a comparison of the effect of formulations and a prodrug.
Archives of dermatological research. 282(7):463-8 [PMID] 2078050.
View on: PubMed
1988
Effects of vehicles and prodrug properties and their interactions on the delivery of 6-mercaptopurine through skin: S6-acyloxymethyl-6-mercaptopurine prodrugs.
Journal of pharmaceutical sciences. 77(3):210-5 [PMID] 3373424.
View on: PubMed
1988
Percutaneous penetration of squaric acid and its esters in hairless mouse and human skin in vitro.
Archives of dermatological research. 280(1):57-60 [PMID] 3355225.
View on: PubMed
1987
Effect of skin pretreatment with vehicle alone or drug in vehicle on flux of a subsequently applied drug: results of hairless mouse skin and diffusion cell studies.
The Journal of investigative dermatology. 89(3):249-52 [PMID] 3305716.
View on: PubMed
1987
Effects of vehicles and prodrug properties and their interactions on the delivery of 6-mercaptopurine through skin: bisacyloxymethyl-6-mercaptopurine prodrugs.
Journal of pharmaceutical sciences. 76(8):587-95 [PMID] 11002816.
View on: PubMed
1987
N-Mannich-base prodrugs of 5-iodo-2′-deoxycytidine as topical delivery enhancers.
Pharmaceutical research. 4(4):317-20 [PMID] 3508538.
View on: PubMed
1987
Use of theoretical partition coefficients determined from solubility parameters to predict permeability coefficients for 5-fluorouracil.
The Journal of investigative dermatology. 89(2):147-51 [PMID] 3598207.
View on: PubMed
1986
Substrate-labelled fluorescence immunoassay of phenytoin.
Journal of pharmaceutical and biomedical analysis. 4(1):103-6 [PMID] 16867635.
View on: PubMed
1986
The effect of vehicle on the diffusion of salicylic acid through hairless mouse skin.
Journal of pharmaceutical sciences. 75(8):744-9 [PMID] 3772744.
View on: PubMed
1986
Use of solubility parameters of drug and vehicle to predict flux through skin.
The Journal of investigative dermatology. 87(2):244-52 [PMID] 3734472.
View on: PubMed
1984
Acyloxyamines as prodrugs of anti-inflammatory carboxylic acids for improved delivery through skin.
Journal of pharmaceutical sciences. 73(12):1734-7 [PMID] 6527246.
View on: PubMed
1984
Phenytoin prodrugs III: water-soluble prodrugs for oral and/or parenteral use.
Journal of pharmaceutical sciences. 73(8):1068-73 [PMID] 6491911.
View on: PubMed
1983
Prodrugs of 6-thiopurines: enhanced delivery through the skin.
Journal of pharmaceutical sciences. 72(4):372-8 [PMID] 6683309.
View on: PubMed
1982
Soft drugs V: Thiazolidine-type derivatives of progesterone and testosterone.
Journal of pharmaceutical sciences. 71(5):514-20 [PMID] 7097495.
View on: PubMed
1978
Controlled delivery of theophylline: chemistry of 7-acyl- and 7,7′-acylditheophylline derivates.
Journal of pharmaceutical sciences. 67(8):1045-50 [PMID] 671234.
View on: PubMed
1977
Improved delivery through biological membranes. 4. Prodrugs of L-dopa.
Journal of medicinal chemistry. 20(11):1435-45 [PMID] 915903.
View on: PubMed
1975
Rational development of a soluble prodrug of a cytotoxic nucleoside: preparation and properties of arabinosyladenine 5′-formate.
Journal of pharmaceutical sciences. 64(3):392-6 [PMID] 1151622.
View on: PubMed

Patents

Issued January 2017
Vitamin C Prodrugs and Uses Thereof
#9,550,744
Published March 2014
Polymerized Sunscreen Absorbers Enhance Chromophore Stability and Eliminate Skin Penetration
#US-2014-0227212
Issued September 2013
Poly (Non-Conjugated Diene) Based Sunscreens
#8,540,976
Issued March 1991
Prodrugs of Biologically Active Hydroxyaromatic Compounds
#5,001,115
Issued December 1990
Aminomethyl Derivatives of Biologically Active Substances and Enhanced Delivery Thereof Across Topical Membranes Drug Delivery for Treating Skin Disorders
#4,975,433
Issued July 1989
Aminomethyl Derivatives of Biologically Active Substances, and Enhanced Delivery Thereof Across Topical Membranes Prodrugs, Uracils
#4,845,081

Education

Ph.D.
1969 · University of Missouri
B.A.
1965 · Rockhurst College

Teaching Profile

Courses Taught
2010,2012-2015,2015-2016
PHA6471 Synthetic Medicinal Chemistry
2006-2016
PHA6905C Research Procedures in Medicinal Chemistry
2009-2016
PHA7980 Research for Doctoral Dissertation
2009-2016
PHA7979 Advanced Research
2011-2016
PHA6910 Supervised Research
2006-2008,2010-2016
PHA5438 Medicinal Chemistry 2
2006-2015
PHA5437 Medicinal Chemistry 1
2006,2010-2012,2012-2015,2014-2015
PHA6447 Drug Design
2014-2015
PHA5933 Select Top Pharmacy
2010-2012,2015
PHA6971 Research for Master’s Thesis
2006-2008,2010-2015
PHA5436 Struc/Func Nucleotide
2011,2015
PHA6935 Selected Topics in Pharmacy
2015
PHA5101 Dosage Forms 2
2011-2014
PHA5100 Dosage Forms 1
2006,2008-2014
PHA5433 Funda Medicinal Chem
2009,2011-2013,2013
PHA5906 Research in Med Chem
2006
PHA5475 Synthesis of Prodrugs

Contact Details

Phones:
Business:
(352) 256-5287
Emails:
Business:
sloan@cop.ufl.edu