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 ;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.007.188
EC Number	207-906-7;
PubChem CID	64695;
UNII	3B4C10J0BP ;
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;
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)
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

^ Pubchem. "Apoatropine". nih.gov.
^ "Apoatropine Hydrochloride". Santa Cruz Biotechnology.
^ Krantz, J. C.; Forrest, J. W.; Heisse, C. K. (1954). "Contribution to the Pharmacology of Apoatropine and Its Methyl Bromide". Experimental Biology and Medicine. 86 (3): 511–512. doi:10.3181/00379727-86-21150. ISSN 1535-3702. PMID 13194706. S2CID 40304336.

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[1] Pubchem. "Apoatropine". nih.gov.

[2] "Apoatropine Hydrochloride". Santa Cruz Biotechnology.

[KrantzForrest1954-3] Krantz, J. C.; Forrest, J. W.; Heisse, C. K. (1954). "Contribution to the Pharmacology of Apoatropine and Its Methyl Bromide". Experimental Biology and Medicine. 86 (3): 511–512. doi:10.3181/00379727-86-21150. ISSN 1535-3702. PMID 13194706. S2CID 40304336.

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