Apiol

from Wikipedia, the free encyclopedia
Structural formula
Structural formula from Apiol
General
Surname Apiol
other names
  • 1-Allyl-2,5-dimethoxy-3,4- (methylenedioxy) benzene
  • 5-allyl-4,7-dimethoxa-1,3-benzodioxole
  • 4,7-dimethoxy-5-prop-2-enyl-1,3-benzodioxole
  • Parsley camphor
Molecular formula C 12 H 14 O 4
Brief description

colorless, needle-shaped crystals with a characteristic smell of parsley

External identifiers / databases
CAS number 523-80-8
EC number 208-349-2
ECHA InfoCard 100.007.592
PubChem 10659
ChemSpider 21106259
Wikidata Q21071561
properties
Molar mass 222.23 g mol −1
Physical state

firmly

density

1.02 g cm −3

Melting point

29.5 ° C

boiling point

294 ° C

solubility
safety instructions
GHS hazard labeling
no classification available
Toxicological data

1000 mg kg −1 ( LD 50 ,  mouse ,  sc )

As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Apiol is a phenylpropanoid and an integral part of the essential oils of various types of parsley and celery . Apiol is an isomer of Dillapiol .

Flat leaf parsley contains apiol.

Already in the Middle Ages, preparations containing apiol were used as herbal remedies for termination of pregnancy .

In 1715, the Leipzig pharmacist Heinrich Christoph Link discovered Apiol while steam distilling parsley oil. In 1855, Joret and Homolle found that treatment with Apiol was very effective in treating amenorrhea (menstrual cramps).

Apiol can cause allergic reactions. High doses lead to liver and kidney damage.

Individual evidence

  1. ↑ a b c d Entry on Apiol. In: Römpp Online . Georg Thieme Verlag, accessed on May 29, 2014.
  2. ↑ a b c Entry on Apiol in the ChemIDplus database of the United States National Library of Medicine (NLM), accessed on November 28, 2018.
  3. ↑ This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.
  4. ↑ André Patoir et al. a .: Étude expérimentale compartive de quelques abortifs (Apiol, Rue, Sabine, Armoise). In: Gynéc. et Obstétr. Volume 39, 1939, pp. 201-209.
  5. ^ Museum of Contraception and Abortion: Parsley

literature

  • Shulgin, Alexander (1967): Psychotropic Phenylisopropylamines derived from Apiole and Dillapiole. In: Nature . Vol. 215, pp. 1494-1495. PMID 4861200 , HTML

Web links