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	207-906-7;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.007.188
PubChem CID	64695;
	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
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 is a member of class of tropane alkaloids. 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.

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.

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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.