Journal of Medicinal Chemistry: Volume 48, Issue 6 (ACS Publications)

March 24, 2005

Volume 48, Issue 6

Pages 1685-2250

About the Cover: Interaction of the β-L-enantiomer of a 4'-C-ethynyl-2',3'-dideoxynucleoside analogue (ent-14-TP) at the active site of HIV reverse transcriptase (Siddiqui, M. A.; et al. J. Med. Chem. 2004, 47, 5041-5048).

Memorial Issue in Honor of Dr. Paul A. J. Janssen

Memorial Issue in Honor of Dr. Paul A. J. Janssen Preface

Robert A. Galemmo, Jr., Frans E. Janssens, Paul J. Lewi, and Bruce E. Maryanoff

p 1685

Publication Date (Web): March 17, 2005 (Special Topics)

DOI: 10.1021/jm040193r

Abstract

Hi-Res PDF[47K]

In Memoriam: Dr. Paul A. J. Janssen (1926−2003)

Robert A. Galemmo, Jr., Frans E. Janssens, Paul J. Lewi, and Bruce E. Maryanoff

p 1686

Publication Date (Web): March 17, 2005 (Special Topics)

DOI: 10.1021/jm040194j

Abstract

Hi-Res PDF[169K]

A Personal Perspective on Dr. Paul Janssen

Sir James Black

pp 1687–1688

Publication Date (Web): March 17, 2005 (Special Topics)

DOI: 10.1021/jm040195b

Abstract

Hi-Res PDF[29K]

Perspective

From 4,5,6,7-Tetrahydro-5-methylimidazo[4,5,1-jk](1,4)benzodiazepin-2(1H)-one (TIBO) to Etravirine (TMC125): Fifteen Years of Research on Non-Nucleoside Inhibitors of HIV-1 Reverse Transcriptase

Bart L. De Corte

pp 1689–1696

Publication Date (Web): February 08, 2005 (Perspective)

DOI: 10.1021/jm040127p

Abstract

Hi-Res PDF[358K]

Letters

Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives: Potent Antagonists for the Follicle-Stimulating Hormone Receptor

Nicole C. R. van Straten, Twan H. J. van Berkel, Dennis R. Demont, Willem-Jan F. Karstens, Remco Merkx, Julia Oosterom, Jürgen Schulz, Richard G. van Someren, Cornelis M. Timmers, and Peter M. van Zandvoort

pp 1697–1700

Publication Date (Web): July 16, 2004 (Letter)

DOI: 10.1021/jm049676l

Table of Contents

Memorial Issue in Honor of Dr. Paul A. J. Janssen

Memorial Issue in Honor of Dr. Paul A. J. Janssen Preface

In Memoriam: Dr. Paul A. J. Janssen (1926−2003)

A Personal Perspective on Dr. Paul Janssen

Perspective

From 4,5,6,7-Tetrahydro-5-methylimidazo[4,5,1-jk](1,4)benzodiazepin-2(1H)-one (TIBO) to Etravirine (TMC125): Fifteen Years of Research on Non-Nucleoside Inhibitors of HIV-1 Reverse Transcriptase

Letters

Identification of Substituted 6-Amino-4-phenyltetrahydroquinoline Derivatives: Potent Antagonists for the Follicle-Stimulating Hormone Receptor

Synthesis and Pharmacological Evaluation of Huprine−Tacrine Heterodimers: Subnanomolar Dual Binding Site Acetylcholinesterase Inhibitors

Novel Atypical Antipsychotic Agents: Rational Design, an Efficient Palladium-Catalyzed Route, and Pharmacological Studies

Discovery of New Tetracyclic Tetrahydrofuran Derivatives as Potential Broad-Spectrum Psychotropic Agents

A Bivalent Ligand (KDAN-18) Containing δ-Antagonist and κ-Agonist Pharmacophores Bridges δ2 and κ1 Opioid Receptor Phenotypes

2-Hydroxy-4,6-diamino-[1,3,5]triazines: A Novel Class of VEGF-R2 (KDR) Tyrosine Kinase Inhibitors

Novel Pyridyl Ring C5 Substituted Analogues of Epibatidine and 3-(1-Methyl-2(S)- pyrrolidinylmethoxy)pyridine (A-84543) as Highly Selective Agents for Neuronal Nicotinic Acetylcholine Receptors Containing β2 Subunits

Novel Indolylindazolylmaleimides as Inhibitors of Protein Kinase C-β: Synthesis, Biological Activity, and Cardiovascular Safety

Articles

Discovery of 1-(3‘-Aminobenzisoxazol-5‘-yl)-3-trifluoromethyl-N-[2-fluoro-4- [(2‘-dimethylaminomethyl)imidazol-1-yl]phenyl]-1H-pyrazole-5-carboxyamide Hydrochloride (Razaxaban), a Highly Potent, Selective, and Orally Bioavailable Factor Xa Inhibitor

(N)-Methanocarba 2,N6-Disubstituted Adenine Nucleosides as Highly Potent and Selective A3 Adenosine Receptor Agonists

Solvent Constraints on the Property Space of Acetylcholine. I. Isotropic Solvents

Fluoro-Olefins as Peptidomimetic Inhibitors of Dipeptidyl Peptidases

Medicinal Chemistry Driven Approaches Toward Novel and Selective Serotonin 5-HT6 Receptor Ligands

Synthesis and Evaluation of Imidazolylmethylenetetrahydronaphthalenes and Imidazolylmethyleneindanes: Potent Inhibitors of Aldosterone Synthase

Nanomolar Inhibitors of CNS Epinephrine Biosynthesis: (R)-(+)-3-Fluoromethyl-7-(N-substituted aminosulfonyl)-1,2,3,4-tetrahydroisoquinolines as Potent and Highly Selective Inhibitors of Phenylethanolamine N-Methyltransferase1

Discovery and Selection of TMC114, a Next Generation HIV-1 Protease Inhibitor

Bioisosteric Replacements of the Pyrazole Moiety of Rimonabant: Synthesis, Biological Properties, and Molecular Modeling Investigations of Thiazoles, Triazoles, and Imidazoles as Potent and Selective CB1 Cannabinoid Receptor Antagonists

Novel 3D Pharmacophore of α-MSH/γ-MSH Hybrids Leads to Selective Human MC1R and MC3R Analogues

Discovery of a Potent, Selective, and Efficacious Class of Reversible α-Ketoheterocycle Inhibitors of Fatty Acid Amide Hydrolase Effective as Analgesics

Identification and Biological Evaluation of 4-(3-Trifluoromethylpyridin-2-yl)piperazine-1-carboxylic Acid (5-Trifluoromethylpyridin-2-yl)amide, a High Affinity TRPV1 (VR1) Vanilloid Receptor Antagonist

Checkpoint Kinase Inhibitors: SAR and Radioprotective Properties of a Series of 2-Arylbenzimidazoles

Synthesis and Discovery of Pyrazine−Pyridine Biheteroaryl as a Novel Series of Potent Vascular Endothelial Growth Factor Receptor-2 Inhibitors

In Search of a Novel Anti-HIV Drug: Multidisciplinary Coordination in the Discovery of 4-[[4-[[4-[(1E)-2-Cyanoethenyl]-2,6-dimethylphenyl]amino]-2- pyrimidinyl]amino]benzonitrile (R278474, Rilpivirine)

Design, Synthesis, and SAR of a Novel Pyrazinone Series with Non-Nucleoside HIV-1 Reverse Transcriptase Inhibitory Activity

Development of Molecular Probes for the Identification of Extra Interaction Sites in the Mid-Gorge and Peripheral Sites of Butyrylcholinesterase (BuChE). Rational Design of Novel, Selective, and Highly Potent BuChE Inhibitors

Design and Optimization of Tricyclic Phtalimide Analogues as Novel Inhibitors of HIV-1 Integrase

Comparison of Sulfamate and Sulfamide Groups for the Inhibition of Carbonic Anhydrase-II by Using Topiramate as a Structural Platform

4-Benzyl and 4-Benzoyl-3-dimethylaminopyridin-2(1H)-ones: In Vitro Evaluation of New C-3-Amino-Substituted and C-5,6-Alkyl-Substituted Analogues against Clinically Important HIV Mutant Strains

Design of HIV-1 Protease Inhibitors Active on Multidrug-Resistant Virus

Concentration and pH Dependent Aggregation of Hydrophobic Drug Molecules and Relevance to Oral Bioavailability

In-Depth Study of Tripeptide-Based α-Ketoheterocycles as Inhibitors of Thrombin. Effective Utilization of the S1‘ Subsite and Its Implications to Structure-Based Drug Design1

Novel Diamino Derivatives of [1,2,4]Triazolo[1,5-a][1,3,5]triazine as Potent and Selective Adenosine A2a Receptor Antagonists

Synthesis of New Quinoxaline-2-carboxylate 1,4-Dioxide Derivatives as Anti-Mycobacterium tuberculosis Agents

Binding Thermodynamics as a Tool To Investigate the Mechanisms of Drug−Receptor Interactions: Thermodynamics of Cytoplasmic Steroid/Nuclear Receptors in Comparison with Membrane Receptors

Biological Properties of d- and l-1-Deoxyazasugars

A Series of Ligands Displaying a Remarkable Agonistic−Antagonistic Profile at the Adenosine A1 Receptor

Discovery of a New Series of Centrally Active Tricyclic Isoxazoles Combining Serotonin (5-HT) Reuptake Inhibition with α2-Adrenoceptor Blocking Activity

Synthesis of Novel Diarylpyrimidine Analogues and Their Antiviral Activity against Human Immunodeficiency Virus Type 1

Synthesis of New Benzoxazinone Derivatives as Neuropeptide Y5 Antagonists for the Treatment of Obesity

Organometallic Anticancer Agents: Cellular Uptake and Cytotoxicity Studies on Thiol Derivatives of the Antitumor Agent Molybdocene Dichloride

N-Substituted Piperidinyl Alkyl Imidazoles: Discovery of Methimepip as a Potent and Selective Histamine H3 Receptor Agonist

Development of Spin-Labeled Probes for Adenosine Receptors

Genotype Dependent QSAR for HIV-1 Protease Inhibition

Carbonic Anhydrase Inhibitors: Synthesis and Inhibition of Cytosolic/Membrane-Associated Carbonic Anhydrase Isozymes I, II, and IX with Sulfonamides Incorporating Hydrazino Moieties

Pyrroloquinolone PDE5 Inhibitors with Improved Pharmaceutical Profiles for Clinical Studies on Erectile Dysfunction

Synthesis, Structure−Activity Relationship, and Receptor Pharmacology of a New Series of Quinoline Derivatives Acting as Selective, Noncompetitive mGlu1 Antagonists

Norpiperidine Imidazoazepines as a New Class of Potent, Selective, and Nonsedative H1 Antihistamines

Synthesis and Biological Evaluation of 1,2,4-Triazinylphenylalkylthiazolecarboxylic Acid Esters as Cytokine-Inhibiting Antedrugs with Strong Bronchodilating Effects in an Animal Model of Asthma

Structure Based Activity Prediction of HIV-1 Reverse Transcriptase Inhibitors

Synthesis and in Vitro and in Vivo Structure−Activity Relationships of Novel Antifungal Triazoles for Dermatology

Discovery of CC Chemokine Receptor-3 (CCR3) Antagonists with Picomolar Potency

Muscarinic Allosteric Enhancers of Ligand Binding: Pivotal Pharmacophoric Elements in Hexamethonio-Type Agents

Design, Synthesis and Structure−Activity Relationships of Novel Taxane-Based Multidrug Resistance Reversal Agents

4-Phenoxypiperidines: Potent, Conformationally Restricted, Non-Imidazole Histamine H3 Antagonists

Brief Articles

Development of Low Molecular Weight HIV-1 Protease Dimerization Inhibitors

Discovery of Novel Quinoline-Based Estrogen Receptor Ligands Using Peptide Interaction Profiling

Design and Synthesis of N-[(4-Methoxyphenoxy)carbonyl]-N-[[4-[2-(5- methyl-2-phenyl-4-oxazolyl)ethoxy]phenyl]methyl]glycine [Muraglitazar/BMS-298585], a Novel Peroxisome Proliferator-Activated Receptor α/γ Dual Agonist with Efficacious Glucose and Lipid-Lowering Activities

A Bivalent Ligand (KDAN-18) Containing δ-Antagonist and κ-Agonist Pharmacophores Bridges δ₂ and κ₁ Opioid Receptor Phenotypes

(N)-Methanocarba 2,N⁶-Disubstituted Adenine Nucleosides as Highly Potent and Selective A₃ Adenosine Receptor Agonists

Medicinal Chemistry Driven Approaches Toward Novel and Selective Serotonin 5-HT₆ Receptor Ligands

Nanomolar Inhibitors of CNS Epinephrine Biosynthesis: (R)-(+)-3-Fluoromethyl-7-(N-substituted aminosulfonyl)-1,2,3,4-tetrahydroisoquinolines as Potent and Highly Selective Inhibitors of Phenylethanolamine N-Methyltransferase¹

Bioisosteric Replacements of the Pyrazole Moiety of Rimonabant: Synthesis, Biological Properties, and Molecular Modeling Investigations of Thiazoles, Triazoles, and Imidazoles as Potent and Selective CB₁ Cannabinoid Receptor Antagonists

In-Depth Study of Tripeptide-Based α-Ketoheterocycles as Inhibitors of Thrombin. Effective Utilization of the S₁‘ Subsite and Its Implications to Structure-Based Drug Design¹

Novel Diamino Derivatives of [1,2,4]Triazolo[1,5-a][1,3,5]triazine as Potent and Selective Adenosine A_2a Receptor Antagonists

A Series of Ligands Displaying a Remarkable Agonistic−Antagonistic Profile at the Adenosine A₁ Receptor

Discovery of a New Series of Centrally Active Tricyclic Isoxazoles Combining Serotonin (5-HT) Reuptake Inhibition with α₂-Adrenoceptor Blocking Activity

N-Substituted Piperidinyl Alkyl Imidazoles: Discovery of Methimepip as a Potent and Selective Histamine H₃ Receptor Agonist

Norpiperidine Imidazoazepines as a New Class of Potent, Selective, and Nonsedative H₁ Antihistamines

4-Phenoxypiperidines: Potent, Conformationally Restricted, Non-Imidazole Histamine H₃ Antagonists