page_title: List of phenyltropanes
section_title: 3-Substituted-1,2,4-oxadiazole
hierarchical_section_title: List of phenyltropanes / 2-Carbmethoxy modified (replaced/substituted) / Heterocycles / 3-Substituted-1,2,4-oxadiazole
caption_attribution_description: English: Schematic for making aromatic heterocycles
context_page_description: Phenyltropanes are a family of chemical compounds originally derived from structural modification of cocaine. The main feature differentiating phenyltropanes from cocaine is that they lack the ester functionality at the 3-position terminating in the benzene; and thusly the phenyl is attached direct to the tropane skeleton with no further spacer that the cocaine benzoyloxy provided. The original purpose of which was to extirpate the cardiotoxicity inherent in the local anesthetic "numbing" capability of cocaine while retaining stimulant function. These compounds present many different avenues of research into therapeutic applications, particularly in addiction treatment. Uses vary depending on their construction and structure-activity relationship ranging from the treating of cocaine dependency to understanding the dopamine reward system in the human brain to treating Alzheimer's & Parkinson's diseases. Certain phenyltropanes can even be used as a smoking cessation aid.
context_section_description: N.B There are some alternative ways of making the tetrazole ring however; C.f. the sartan drugs synthesis schemes. Bu₃SnN₃ is a milder choice of reagent than hydrogen azide (c.f. Irbesartan).
caption: Above is taken from: RTI, Kuhar, et al. U.S. Patent 5,935,953 (1999).
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