Chemistry 3393A/B Lecture Notes - Lecture 9: Ampicillin, Chloramphenicol, Methylphenidate

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Topic i: optimizing access to the target (pharmacokinetics) This topic covers the following sections of the textbook: And these multiple-choice questio(cid:374)s o(cid:374) the te(cid:454)t(cid:271)ook"s (cid:449)e(cid:271)site (http://global. oup. com/uk/orc/chemistry/patrick5e/): chapter 14: 1 8, 10. And these multiple-choice questio(cid:374)s o(cid:374) the te(cid:454)t(cid:271)ook"s (cid:449)e(cid:271)site (http://global. oup. com/uk/orc/chemistry/patrick5e/): chapter 14: all. Log p is a more appropriate measurement to scale the ratio. Once it is converted to di-ethylether, it becomes less polar because the hydroxyl group is lost. If you do the same with a carboxylic acid (replace the h of the -oh with an r), you make an ester: acetic acid becomes ethyl-acetate. Ethyl-acetate is a lot less polar than acetic acid. At ph 7, acetic acid becomes acetate by deprotonation. Other examples: primary amine => add r-group => r-hn-r which is a secondary, less polar amine. (this does not change the acid/base properties). Conversion to a tertiary amine makes it even less polar.

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