Chemistry:Ipriflavone

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Short description: Chemical compound
Ipriflavone
Ipriflavone.png
Clinical data
Trade namesYambolap
Other namesFLI13; 7-Isopropoxyisoflavone[1]
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
  • US: Not FDA approved
  • Rx-only in Japan
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
Chemical and physical data
FormulaC18H16O3
Molar mass280.323 g·mol−1
3D model (JSmol)
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Ipriflavone (INN, JAN; brand name Yambolap) is a synthetic isoflavone which may be used to inhibit bone resorption,[2] maintain bone density and to prevent osteoporosis in postmenopausal women.[1] It is not used to treat osteoporosis. It slows down the action of the osteoclasts (bone-eroding cells), possibly allowing the osteoblasts (bone-building cells) to build up bone mass.

A clinical trial reported in 2001 that it was not effective in prevention or treatment of osteoporosis.[3]

A double-blind study reveals that ipriflavone might be effective on reducing tinnitus on otosclerosis sufferers.[4]

Ipriflavone has been described as a phytoestrogen.[5] However, this is incorrect, as the drug does not bind to or activate the estrogen receptor and shows no estrogenic effects in postmenopausal women.[6][7] The drug prevents bone loss via mechanisms that are distinct from those of estrogens.[5]

References

  1. 1.0 1.1 The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. 14 November 2014. pp. 651–. ISBN 978-1-4757-2085-3. https://books.google.com/books?id=0vXTBwAAQBAJ&pg=PA651. 
  2. "In vitro and in vivo effects of ipriflavone on bone formation and bone biomechanics". Calcified Tissue International 61 Suppl 1: S12-4. 1997. doi:10.1007/s002239900378. PMID 9263610. 
  3. "Ipriflavone in the treatment of postmenopausal osteoporosis: a randomized controlled trial". JAMA 285 (11): 1482–8. March 2001. doi:10.1001/jama.285.11.1482. PMID 11255425. 
  4. "Double-blind study on the effectiveness of a bioflavonoid in the control of tinnitus in otosclerosis". Acta Chirurgica Hungarica 33 (1–2): 101–7. 1992. PMID 1343452. 
  5. 5.0 5.1 "The synthetic phytoestrogen, ipriflavone, and estrogen prevent bone loss by different mechanisms". Calcified Tissue International 66 (1): 61–5. January 2000. doi:10.1007/s002230050012. PMID 10602847. 
  6. "Interactions between ipriflavone and the estrogen receptor". Calcified Tissue International 56 (2): 160–5. February 1995. doi:10.1007/BF00296349. PMID 7736326. 
  7. "Lack of any estrogenic effect of ipriflavone in postmenopausal women". Journal of Endocrinological Investigation 15 (10): 755–61. November 1992. doi:10.1007/BF03347647. PMID 1491124. 

External links