Cuscohygrine

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Cuscohygrine
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IUPAC name 1,3-bis-(1-methylpyrrolidin-2-yl)-propan-2-one
Identifiers
CAS number 454-14-8
SMILES CN1CCCC1CC(CC2CCCN2C)=O
Properties
Molecular formula C13H24N2O
Molar mass 224.34 g/mol
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Cuscohygrine is a pyrrolidine alkaloid found in coca. It can be extracted from plants of the family Solanaceae as well, including deadly nightshade, angel's trumpet and jimsonweed. Cuscohygrine usually comes with other, more potent alkaloids like atropine or cocaine.

Cuscohygrine (along with the related metabolite hygrine) was first isolated by Carl Liebermann in 1889 as an alkaloid accompanying cocaine in coca leaves (also known as Cusco-leaves).

Cuscohygrine is an oil, which can be distilled without decomposition only in vacuum. It is easily soluble in water and forms an optically inactive crystalline hydrate C13H24N2O·3H2O, which melts at 40-41 °C.

References


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