Carpacin

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Carpacin
IUPAC name (E)-2-Methoxy-4,5-methylenedioxypropenylbenzene
Identifiers
CAS number [194605-01-1]
SMILES C/C=C/C1=CC(OCO2)=C2C=C1OC
Properties
Molecular formula C11H12O3
Molar mass 192.21 g mol-1
Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Carpacin is a naturally occurring organic compound first isolated from the Carpano tree (Cinnamomum sp.), from which it derives its name.[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]

[edit] References

  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: 1803–1804. 
  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). "". J. Org. Chem. 24: 1504. doi:10.1021/jo01092a029.