Ipriflavone

Ipriflavone (INN, JAN; brand name Yambolap) is a synthetic isoflavone which may be used to inhibit bone resorption, maintain bone density and to prevent osteoporosis in postmenopausal women. 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.

Ipriflavone
Clinical data
Trade namesYambolap
Other namesFLI13; 7-Isopropoxyisoflavone
AHFS/Drugs.comInternational Drug Names
ATC code
Legal status
Legal status
  • US: Not FDA approved
  • Rx-only in Japan
Identifiers
  • 7-Isopropoxy-3-phenyl-4H-chromen-4-one
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.125.854
Chemical and physical data
FormulaC18H16O3
Molar mass280.323 g·mol−1
3D model (JSmol)
SMILES
  • CC(C)OC1=CC2=C(C=C1)C(=O)C(=CO2)C3=CC=CC=C3
  • InChI=1S/C18H16O3/c1-12(2)21-14-8-9-15-17(10-14)20-11-16(18(15)19)13-6-4-3-5-7-13/h3-12H,1-2H3 N
  • Key:SFBODOKJTYAUCM-UHFFFAOYSA-N N
 NY (what is this?)  (verify)

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

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

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

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