Carpacin

From Wikipedia, the free encyclopedia
Jump to: navigation, search
Carpacin
Skeletal formula
Ball-and-stick model
Names
IUPAC name
(E)-2-Methoxy-4,5-methylenedioxypropenylbenzene
Identifiers
194605-01-1 YesY
ChemSpider 4445077 YesY
Jmol-3D images Image
Image
PubChem 5281763
Properties
C11H12O3
Molar mass 192.21 g·mol−1
Except where noted otherwise, data is given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
 YesY verify (what isYesY/N?)
Infobox references

Carpacin is a naturally occurring organic compound first isolated from the Carpano tree (Cinnamomum sp.), from which it derives its name. It is a biosynthetic precursor of the more complex lignan-dimer, carpanone.[1] Carpacin is classified as a phenylpropanoid.

Carpacin has been prepared synthetically from sesamol[2] and has been studied for potential use as an insecticide,[3] an antidepressant, and an inhibitor of carcinogenesis.[2]

References[edit]

  1. ^ J. Mohandas, M. Slaytor, T.R. Watson (1969). "Trans-2-methoxy-4,5-methylenedioxypropenylbenzene (carpacin) from a Cinnamomum sp. from Bougainville". Aust. J. Chem. 22 (8): 1803–1804. doi:10.1071/CH9691803. 
  2. ^ a b Tsui-Hwa Tseng, Yen-Min Tsheng, Yean-Jang Lee, Hsing-Ling Hsu (2000). "Total Synthesis of Carpacin and Its Geometric Isomer as a Cancer Chemopreventer". Journal of the Chinese Chemical Society 47: 1165–1169. 
  3. ^ BH Alexander, SI Gertler, RT Brown, TA Oda, M Beroza (1959). "Synthesis of Methylenedioxyphenyl Compounds from Isosafrole and Sesamol". J. Org. Chem. 24 (10): 1504. doi:10.1021/jo01092a029.