Apoatropine

Apoatropine (atropatropine) is a member of class of tropane alkaloids. Chemically, it is an ester formed from tropine and atropic acid. Apoatropine can be found in plants of family Solanaceae. It is a bitter crystalline alkaloid. Examples of related tropane alkaloids include atropine, hyoscyamine, and hyoscine. Though apoatropine is found in various plants, it can also be prepared by the dehydration of atropine using nitric acid . Apoatropine is used as a pigment.

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Column 1Column 2
IUPAC name
(8-Methyl-8-azabicyclo[3.2.1]octan-3-yl) 2-phenylprop-2-enoate
Other names
Apoatropine Hydrochloride, Atropamin Hydrochloride, Atropyltropeine Hydrochloride, Apoascyamine, and Atropane.
CAS Number.mw-parser-output .plainlist ol,.mw-parser-output .plainlist ul{line-height:inherit;list-style:none;margin:0;padding:0}.mw-parser-output .plainlist ol li,.mw-parser-output .plainlist ul li{margin-bottom:0}500-55-0 Y
3D model (JSmol)Interactive image
ChemSpider58243
ECHA InfoCard100.007.188
EC Number207-906-7
PubChem CID64695
UNII3B4C10J0BP Y
CompTox Dashboard (EPA)DTXSID70871704
InChI
InChI=1S/C17H21NO2/c1-12(13-6-4-3-5-7-13)17(19)20-16-10-14-8-9-15(11-16)18(14)2/h3-7,14-16H,1,8-11H2,2H3 Key: WPUIZWXOSDVQJU-UHFFFAOYSA-N
SMILES
CN1C2CCC1CC(C2)OC(=O)C(=C)C3=CC=CC=C3
Chemical formulaC17H21NO2
Molar mass271.360 g·mol−1
AppearanceWhite or off whiteish and crystalline
Melting point>236 °C (HCl salt, decomposes)
Solubility in waterSoluble in water, alcohol, and ether
Occupational safety and health (OHS/OSH):
Main hazardsConsidered poisonous
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Infobox references | |

Apoatropine (atropatropine) is a member of class of tropane alkaloids. Chemically, it is an ester formed from tropine and atropic acid. Apoatropine can be found in plants of family Solanaceae. It is a bitter crystalline alkaloid. Examples of related tropane alkaloids include atropine, hyoscyamine, and hyoscine. Though apoatropine is found in various plants, it can also be prepared by the dehydration of atropine using nitric acid . Apoatropine is used as a pigment.

It is said to be 20 times more toxic than atropine.

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