Lecture1 F08 - OH Cl H N H N N N N M N N H N H N O O O O O...

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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl Organic Chemistry I 310/318M Pre-Health Professionals, TIPS, ChemE’s Unique numbers: 54110, 54655, 54435, 54440, and 54445 Prof. Jonathan L. Sessler
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl Today is get to know your professor a bit day Briefly, I have been here at UT since 1984, teaching organic and doing research.
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl Periodic Table for Organic Chemists
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl History of Organic Chemistry • 1828: Whöler synthesizes urea, C O H 2 N NH 2 • 1780: Urea initally isolated by Roulle from urine. •Whöler, “Without kidney, bladder or dog.” •Challenged ‘life force’ theory of the origin of organic compounds Friedrich Whöler Pb (OCN) 2 + NH 4 OH C O H 2 N NH 2 + PbO 2
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl Contemporary View of Organic Chemistry • Modern view: Organic materials can be made in the laboratory • Some compounds are completely synthetic (i.e. Nylon) • Other compounds are derived from natural products (i.e. Taxol, a chemotherapeutic agent) General Definition: Substances which contain hydrogen and carbon.
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl Why do we care? Current Research in the Sessler Group • MRI-imaging and X-ray radiation therapy • Anion binding and sensing • Actinide complexation • Colorimetric sensors for explosives and other nano-sized molecules
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N N N N N O O OH M O O O O O O N N H HN N H N NH N N N N N N N N H H H H Cl “If we knew what we were doing it wouldn’t be research, would it?” -- Albert Einstein
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I was interested in blood pigments, known as porphyrins. But… My Interest in My Interest in Oligopyrrole Macrocycles Dates Back Dates Back to When I Started Here at Texas Way Back in 1984 to When I Started Here at Texas Way Back in 1984 Porphyrin NH N HN N
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Texaphyrins Large, Texas-sized Porphyrin-like Macrocycles They didn’t really match the Longhorn Spirit. So, we invented t So, we invented t he… he…
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The Texaphyrins Quickly Emerged as The Technological Basis for Pharmacyclics, Inc. Lu-Tex: Ln = Lu(III); ANTRIN ® ; motexafin lutetium Photosensitizer for Photoangioplasty Peripheral Vascular Disease (Phase II) Vulnerable Plaque (Phase I, complete) Gd-Tex: Ln = Gd(III); XCYTRIN ® ; motexafin gadolinium Adjuvant for Radiation Therapy Metastatic Brain Cancer (Phase III + ) Primary Brain Cancer (Phase II) Pediatric Brainstem Glioma (Phase I) Chronic Lymphocytic Leukemia (Phase II) Combination Chemotherapy Pancreatic Cancer (Phase I) Breast Cancer (Phase I) Selected Clinical Trials Selected Clinical Trials Photoangioplasty : Angiographic : Angiographic Results Results Pre-Xcytrin ® Pre-Xcytrin ® Post- Xcytrin ® 3 months Post- Xcytrin ® 3 months Post- Xcytrin ® 6 months Post- Xcytrin ® 6 months Pediatric Pediatric Brianstem Glioma Brianstem Glioma : MRIs Taken After XRT Pre-Xcytrin ®
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This note was uploaded on 03/23/2010 for the course CH 54410 taught by Professor Sessler during the Spring '10 term at University of Texas at Austin.

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Lecture1 F08 - OH Cl H N H N N N N M N N H N H N O O O O O...

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