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.

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
3D model (JSmol)
ECHA InfoCard 100.007.188
EC Number
  • 207-906-7
UNII
  • 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
  • CN1C2CCC1CC(C2)OC(=O)C(=C)C3=CC=CC=C3
Properties
C17H21NO2
Molar mass 271.360 g·mol−1
Appearance White or off whiteish and crystalline
Melting point >236 °C (HCl salt, decomposes)[2]
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

Toxicity

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

References
  1. Pubchem. "Apoatropine". nih.gov.
  2. "Apoatropine Hydrochloride". Santa Cruz Biotechnology.
  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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