Coumestan

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Coumestan
IUPAC name [1]Benzoxolo[3,2-c]chromen-6-one
Identifiers
CAS number [479-12-9]
PubChem 638309
SMILES C1=CC=C2C(=C1)C3=C(O2)C4=CC=CC=C4OC3=O
Properties
Molecular formula C15H8O3
Molar mass 236.22 g mol-1
Melting point

187-188 °C[1]

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)

Infobox disclaimer and references

Coumestan is an organic compound that is a derivative of coumarin. Coumestan forms the central core of a variety of natural compounds known collectively as coumestans. Coumestans, including coumestrol, a phytoestrogen, are found in a variety of plants.

Because of the estegenic activity of some coumestans, a variety of syntheses have been developed that allow the preparation of coumestans so that their pharmacological effects can be explored.[2][3]

[edit] Coumestans

[edit] References

  1. ^ Singh, Rishi Pal; Singh, Daljeet (1985). "An elegant synthesis of 6H-benzofuro[3,2-c][1]benzopyran-6-ones". Heterocycles 23 (4): 903. 
  2. ^ Yao, Tuanli; Yue, Dawei; Larock, Richard C (2005). "An Efficient Synthesis of Coumestrol and Coumestans by Iodocyclization and Pd-Catalyzed Intramolecular Lactonization". Journal of Organic Chemistry 70 (24): 9985–9989. doi:10.1021/jo0517038. 
  3. ^ Takeda, Norihiko; Miyata, Okiko; Naito, Takeaki (2007). "Efficient synthesis of benzofurans utilizing [3,3]-sigmatropic rearrangement triggered by N-trifluoroacetylation of oxime ethers: short synthesis of natural 2-arylbenzofurans". European Journal of Organic Chemistry 2007 (9): 1491–1509. doi:10.1002/ejoc.200601001. 
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