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Apoatropine

From Wikipedia, the free encyclopedia
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)
ChemSpider
ECHA InfoCard100.007.188Edit this at Wikidata
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 mass271.360 g·mol−1
AppearanceWhite 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 theirstandard state (at 25 °C [77 °F], 100 kPa).
Chemical compound

Apoatropine (atropatropine) is a member of class oftropane alkaloids. Chemically, it is anester formed fromtropine andatropic acid. Apoatropine can be found in plants of familySolanaceae. It is a bitter crystalline alkaloid. Examples of related tropane alkaloids includeatropine,hyoscyamine, andhyoscine. Though apoatropine is found in various plants, it can also be prepared by thedehydration of atropine usingnitric acid . Apoatropine is used as a pigment.[citation needed]

Toxicity

[edit]

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

References

[edit]
  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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