Cuscohygrine
2235341
179883655
2007-12-24T02:08:50Z
90.195.67.235
{{Chembox new
| Name = Cuscohygrine
| IUPACName = 1,3-bis-(1-methylpyrrolidin-2-yl)-propan-2-one
| ImageFile = Cuscohygrine.png
<!-- | ImageSize = 150px -->
| ImageName = Chemical structure of cuscohygrine
| Section1 = {{Chembox Identifiers
| CASNo = 454-14-8
| SMILES = CN1CCCC1CC(CC2CCCN2C)=O
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>13</sub>H<sub>24</sub>N<sub>2</sub>O
| MolarMass = 224.34 g/mol
| MeltingPt =
| BoilingPt =
| Density = }}
}}
'''Cuscohygrine''' is a [[pyrrolidine]] [[alkaloid]] found in [[coca]]. It can be extracted from plants of the family [[Solanaceae]] as well, including [[Deadly Nightshade]], [[Datura innoxia]] and [[Datura stramonium]]. 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 C<sub>13</sub>H<sub>24</sub>N<sub>2</sub>O·3H<sub>2</sub>O, which melts at 40-41 °C.
==References==
* {{cite web | title=PubChem Substance Summary | url=http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=8752 | accessdate=July 14 | accessyear=2005}}
* {{cite web | title=USDA, ARS, National Genetic Resources Program. Phytochemical and Ethnobotanical Databases.<nowiki>[Online Database]</nowiki> National Germplasm Resources Laboratory, Beltsville, Maryland. | url=http://sun.ars-grin.gov:8080/npgspub/xsql/duke/chemdisp.xsql?chemical=CUSCOHYGRINE | accessdate=July 14 | accessyear=2005}}
* {{cite book | author=Dr. Ame Pictet | title=The Vegetable Alkaloids. With particular reference to their chemical constitution | location=London | publisher=Chapman & Hall | year=1904 | id=
}}
[[Category:Alkaloids]]
[[Category:Amines]]
[[Category:Ketones]]