Apoatropine

Apoatropine

Names
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.
Identifiers
CAS Number	500-55-0 Y
3D model (JSmol)	Interactive image
ECHA InfoCard	100.007.188
EC Number	207-906-7
PubChem CID	64695
UNII	3B4C10J0BP 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 [1] Key: WPUIZWXOSDVQJU-UHFFFAOYSA-N
SMILES CN1C2CCC1CC(C2)OC(=O)C(=C)C3=CC=CC=C3
Properties
Chemical formula	C17H21NO2
Molar mass	271.360 g·mol−1
Appearance	White or off whiteish and crystalline
Melting point	>236 °C (HCl salt, decomposes)[2]
Solubility in water	Soluble in water, alcohol, and ether
Hazards
Occupational safety and health (OHS/OSH):
Main hazards	Considered 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.^{[citation needed]}

Toxicity

It is said to be 20 times more toxic than atropine.^[3]

References