Chemistry:Nitromifene

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Short description: Chemical compound
Nitromifene
Nitromifene.svg
Clinical data
Other namesCI-628; CN-5518; CN-55945
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
FormulaC27H28N2O4
Molar mass444.531 g·mol−1
3D model (JSmol)

Nitromifene (INN; also as the citrate salt nitromifene citrate (USAN), developmental code names CI-628, CN-5518, CN-55945) is a nonsteroidal selective estrogen receptor modulator (SERM) related to triphenylethylenes like tamoxifen that was never marketed.[1] It is a mixture of (E)- and (Z)-isomers that possess similar antiestrogenic activity.[2] The drug was described in 1966.[1] Along with tamoxifen, nafoxidine, and clomifene, it was one of the earliest SERMs.[3]

Nitromifene has been found to dissociate from the estrogen receptor 250-fold faster than estradiol.[4] This may be involved in its antagonistic activity at the estrogen receptor.[4]

References

  1. 1.0 1.1 The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 880–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA880. 
  2. Encyclopedia of chemical technology. Wiley. 1980. p. 676. ISBN 978-0-471-02065-3. https://books.google.com/books?id=yb9TAAAAMAAJ. 
  3. "Tamoxifen, raloxifene, and the prevention of breast cancer". Endocrine Reviews 20 (3): 253–278. June 1999. doi:10.1210/edrv.20.3.0368. PMID 10368771. 
  4. 4.0 4.1 "The capacity of the antiestrogen CI-628 to activate the estrogen receptor in vitro". Endocrinology 108 (1): 206–212. January 1981. doi:10.1210/endo-108-1-206. PMID 7007019.