A pioneer in designing and synthesizing antimetabolites

Organic Chemistry | 6th Edition | ISBN: 9780840054982 | Authors: William H. Brown and Lawrence S. Brown

Problem 28.7 Chapter 28

Organic Chemistry | 6th Edition

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Organic Chemistry | 6th Edition | ISBN: 9780840054982 | Authors: William H. Brown and Lawrence S. Brown

Organic Chemistry | 6th Edition

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Problem 28.7

A pioneer in designing and synthesizing antimetabolites that could destroy cancer cells was George Hitchings at the Burroughs Wellcome Company. In 1942, he initiated a program to discover DNA antimetabolites, and in 1948, he and Gertrude Elion synthesized 6-mercaptopurine, a successful drug for treating acute leukemia. Another DNA antimetabolite synthesized by Hutchings and Elion was 6- thioguanine. Hitchings and Elion along with Sir James W. Black won the 1988 Nobel Prize for physiology or medicine for their discoveries of important principles of drug treatment. In each drug, the oxygen at carbon 6 of the parent molecule is replaced by divalent sulfur. Draw structural formulas for the enethiol (the sulfur equivalent of an enol) forms of 6-mercaptopurine and 6-thioguanine. HN S N N 6 N H 6-Mercaptopurine 6-Thioguanine HN S N N 6 N H2N H

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Chapter 28, Problem 28.7 is Solved
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Textbook: Organic Chemistry
Edition: 6
Author: William H. Brown and Lawrence S. Brown
ISBN: 9780840054982

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A pioneer in designing and synthesizing antimetabolites

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