A5017577722- Asymmetric Synthesis and Catalysis
- Synthetic Organic Chemistry Methods
- Chemical Synthesis and Reactions
- Chemical Synthesis and Analysis
- Oxidative Organic Chemistry Reactions
- Inorganic and Organometallic Chemistry
- Coordination Chemistry and Organometallics
- Catalytic Cross-Coupling Reactions
- Eicosanoids and Hypertension Pharmacology
- Carbohydrate Chemistry and Synthesis
- Cancer Treatment and Pharmacology
- Synthesis and Catalytic Reactions
- Cyclopropane Reaction Mechanisms
- Synthesis and Reactions of Organic Compounds
- Synthesis and Reactivity of Heterocycles
- Asthma and respiratory diseases
- Synthesis of heterocyclic compounds
- Asymmetric Hydrogenation and Catalysis
- Receptor Mechanisms and Signaling
- Synthesis and Biological Evaluation
- Organic Chemistry Cycloaddition Reactions
- Respiratory and Cough-Related Research
- Axial and Atropisomeric Chirality Synthesis
- Analytical Chemistry and Chromatography
- Molecular spectroscopy and chirality
AbbVie (United States)
2019
Abbott (United States)
1997-2007
Abbott Fund
1990-2002
Novo Nordisk (Denmark)
1999
Merck Canada Inc. (Canada)
1983-1992
Merck & Co., Inc., Rahway, NJ, USA (United States)
1988-1992
Bio-K+ International (Canada)
1989
University of British Columbia
1981-1989
Medical University of South Carolina
1988
University of Pennsylvania
1947
L-663,536 (3-[1-(4-chlorobenzyl)-3-t-butyl-thio-5-isopropylindol-2-yl]-2,2-dimethylpropanoic acid) is a potent inhibitor of leukotriene (LT) biosynthesis in intact human polymorphonuclear leukocytes (PMN) (IC 50 , 2.5 nM). Similarly, inhibited A23187-induced LTB 4 formation by rat peripheral blood and elicited PMN. At concentrations where inhibition occurred whole (1.1 μM), no effect was seen on cyclooxygenase or 12-lipoxygenase, an also observed washed platelets. The compound had porcine...
Recently, we have shown that ionophore activation of human leukocytes results in leukotriene synthesis and a translocation 5-lipoxygenase from the cytosol to cellular membrane. This membrane was postulated be an important early step for enzyme. 3-[1-(p-Chlorobenzyl)-5-(isopropyl)-3-tert-butylthioindol-2-yl]-2, 2- dimethylpropanoic acid (MK886) is potent specific inhibitor biosynthesis vivo intact cells, but has no direct effect on activity cell-free systems. In this report, show MK886 can...
The enantioselective synthesis of endothelin-A antagonist ABT-546 has been accomplished via the discovery and development a highly selective catalytic asymmetric conjugate addition ketoesters to nitroolefins. Employing just 4 mol % bis(oxazoline)-Mg(OTf)(2) complex with an amine cocatalyst, we obtained product nitroketone 88% selectivity at aryl-bearing stereocenter in good yield on scales ranging 13 mol. effects ligand structure, metal salt, solvent reaction are described. Particularly...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDimethylboron bromide and diphenylboron bromide: cleavage of acetals ketalsYvan Guindon, Christiane Yoakim, Howard E. MortonCite this: J. Org. Chem. 1984, 49, 21, 3912–3920Publication Date (Print):October 1, 1984Publication History Published online1 May 2002Published inissue 1 October 1984https://pubs.acs.org/doi/10.1021/jo00195a007https://doi.org/10.1021/jo00195a007research-articleACS PublicationsRequest reuse permissionsArticle...
An oral macrolide drug targeting the bacterial endosymbiont, Wolbachia , shows efficacy against filarial nematodes in preclinical animal models.
ADVERTISEMENT RETURN TO ISSUEPREVCommunicationNEXTCatalytic Enantioselective Conjugate Addition of 1,3-Dicarbonyl Compounds to NitroalkenesJianguo Ji, David M. Barnes, Ji Zhang, Steven A. King, J. Wittenberger, and Howard E. MortonView Author Information Process Chemistry Research, Pharmaceutical Products Division Abbott Laboratories, Bldg. R8/1, 1401 Sheridan Road North Chicago, Illinois 60064 Cite this: Am. Chem. Soc. 1999, 121, 43, 10215–10216Publication Date (Web):October 13,...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTStereoselective conjugate addition of lithium (phenylthio)(trimethylstannyl) cuprate to .alpha.,.beta.-acetylenic esters. Preparation (E)- and (Z)-4-lithio-1,3-pentadienes their reaction with electrophilesEdward Piers Howard E. MortonCite this: J. Org. Chem. 1980, 45, 21, 4263–4264Publication Date (Print):October 1, 1980Publication History Published online1 May 2002Published inissue 1 October...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTHomoallylic chiral induction in the synthesis of 2,4-disubstituted tetrahydrofurans by iodoetherification. Synthetic scope and mechanismMarc. Labelle, H. E. Morton, Y. Guindon, J. P. SpringerCite this: Am. Chem. Soc. 1988, 110, 14, 4533–4540Publication Date (Print):July 1, 1988Publication History Published online1 May 2002Published inissue 1 July 1988https://pubs.acs.org/doi/10.1021/ja00222a008https://doi.org/10.1021/ja00222a008research-articleACS...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTSymmetrical alkoxysilyl ethers. A new class of alcohol-protecting groups. Preparation tert-butoxydiphenylsilyl ethersJohn W. Gillard, Rejean Fortin, Howard E. Morton, Christiane Yoakim, Claude A. Quesnelle, Sylvain Daignault, and Yvan GuindonCite this: J. Org. Chem. 1988, 53, 11, 2602–2608Publication Date (Print):May 1, 1988Publication History Published online1 May 2002Published inissue 1...
Reaction of Me 3 SnLi with 1 equivalent CuBr•Me 2 S, PhSCu, (MeO)C—C≡C—Cu, or CuCN in tetrahydrofuran (THF) affords the (trimethylstannyl)copper(I) reagents SnCu•Me S (1) and [Me SnCuY]Li (Y = PhS (2), (MeO)C—C≡C (4), CN (5)), respectively. Similarly, treatment a THF solution 0.5 provides (Me Sn) CuLi (3), while reaction n-Bu PhSCu (1 equivalent) gives [n-Bu SnCuSPh]Li (6). Reagents 6 readily transfer (in conjugate sense) R Sn group to conjugated enones (e.g. 7–9) structurally simple enoates...
There is a significant need for improved treatments onchocerciasis and lymphatic filariasis, diseases caused by filarial worm infection. In particular, an agent able to selectively kill adult worms (macrofilaricide) would be expected substantially augment the benefits of mass drug administration (MDA) with current microfilaricides, provide solution treatment / loiasis co-infection, where MDA restricted. We have identified novel macrofilaricidal agent, Tylosin A (TylA), which acts targeting...
(3R)-1-[4,4-bis(3-methyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic acid 1 (tiagabine, Gabitril) is a potent and selective gamma-aminobutyric (GABA) uptake inhibitor with proven anticonvulsant efficacy in humans. This drug, which has unique mechanism of action among marketed agents, been launched for add-on treatment partial seizures or without secondary generalization patients >12 years age. Using this new agent as benchmark, we have designed two series novel GABA inhibitors remarkable...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDimethylboron bromide--interconversion of protecting groups: preparation MTM [(methylthio)methyl] ethers, O,S-acetals, and cyanomethyl ethersHoward E. Morton Yvan GuindonCite this: J. Org. Chem. 1985, 50, 25, 5379–5382Publication Date (Print):December 1, 1985Publication History Published online1 May 2002Published inissue 1 December 1985https://pubs.acs.org/doi/10.1021/jo00225a077https://doi.org/10.1021/jo00225a077research-articleACS...
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTDeoxygenation of sulfoxides with boron bromide reagentsYvan Guindon, Joseph G. Atkinson, and Howard E. MortonCite this: J. Org. Chem. 1984, 49, 23, 4538–4540Publication Date (Print):November 1, 1984Publication History Published online1 May 2002Published inissue 1 November 1984https://pubs.acs.org/doi/10.1021/jo00197a043https://doi.org/10.1021/jo00197a043research-articleACS PublicationsRequest reuse permissionsArticle...
Treatment of a solution Me3SnLi in tetrahydrofuran with 1 equiv. PhSCu affords PhS(Me3Sn)CuLi, new reagent which efficiently transforms β-iodoenones into β-trimethylstannyl-αβ-unsaturated ketones, class organotin derivatives.
ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTThe enantioselective synthesis of the potent dopamine D1 agonist (1R,3S)-3-(1'-adamantyl)-1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran (A77636)Michael P. DeNinno, Richard J. Perner, Howard E. Morton, and Stanley DiDomenico Jr.Cite this: Org. Chem. 1992, 57, 26, 7115–7118Publication Date (Print):December 1, 1992Publication History Published online1 May 2002Published inissue 1 December...
A new approach for atropselective preparation of axially chiral biaryl was developed. This process proceeded through a chirality transfer from stereogenic center secondary alcohol to the axis via regioselective intramolecular silyl group migration. methodology allowed single atropisomer 2 in good yield (85%) with high diastereoselectivity (99:1), which subsequently led successful development an efficient asymmetric synthesis A-240610.0, 1.