Tropine is a derivative of tropane containing a hydroxyl group at the third carbon. It is also called 3-tropanol.[4] It is a poisonous white hygroscopic crystalline powder.[3] It is a heterocyclic alcohol and an amine.[3]

Tropine is a central building block of many chemicals active in the nervous system, including tropane alkaloids. Some of these compounds, such as long-acting muscarinic antagonists are used as medicines because of these effects.[5]

Occurrence

Tropine is a natural product found in the plants of deadly nightshade (Atropa belladonna) and devil's trumpet (Datura stramonium).[1]

Chemistry

Synthesis

It can be prepared by hydrolysis of atropine[6] or other solanaceous alkaloids.[3]

See also

References

  1. ^ a b c "8-Methyl-8-azabicyclo[3.2.1]octan-3-ol".
  2. ^ a b c d "Safety Data Sheet - Tropine". www.sigmaaldrich.com.
  3. ^ a b c d "Medical Definition of TROPINE".
  4. ^ a b Lide, David R. (1998), Handbook of Chemistry and Physics (87 ed.), Boca Raton, Florida: CRC Press, pp. 3–564, ISBN 0-8493-0594-2
  5. ^ Ping, Yu; Li, Xiaodong; You, Wenjing; Li, Guoqiang; Yang, Mengquan; Wei, Wenping; Zhou, Zhihua; Xiao, Youli (10 June 2019). "Production of the Plant-Derived Tropine and Pseudotropine in Yeast". ACS Synthetic Biology. 8 (6): 1257–1262. doi:10.1021/acssynbio.9b00152. PMID 31181154. S2CID 184484993.
  6. ^ "[2008-09-10] Cocaine analog in two steps from native plant material". www.seanmichaelragan.com.
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