381551
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one
97%
Synonym(s):
Ipriflavone
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About This Item
Empirical Formula (Hill Notation):
C18H16O3
CAS Number:
Molecular Weight:
280.32
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
Assay:
97%
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
SMILES string
CC(C)Oc1ccc2c(OC=C(C2=O)c3ccccc3)c1
InChI key
SFBODOKJTYAUCM-UHFFFAOYSA-N
assay
97%
mp
116-120 °C (lit.)
functional group
ketone, phenyl
Quality Level
Gene Information
rat ... Alpl(25586)
Related Categories
General description
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one (Ipriflavone), a synthetic flavonoid, is reported to stimulate the activity of osteoblasts. It is reported to promote the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like (ROB) cells as well as the activity of alkaline phosphatase. Ipriflavone, an isoflavone derivative, is a new drug used to decrease bone loss in osteoporosis.
Application
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one (Ipriflavone) has been used as a model drug in a study to functionalize the mesoporous bioactive glasses (MBG). Study suggested that since ipriflavone is a hydrophobic anti-osteoporotic drug, it easily attaches to the surface of MBG and results in long-term drug delivery.
Storage Class
11 - Combustible Solids
wgk
WGK 2
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Hanaa S El-Desoky et al.
Journal of AOAC International, 92(3), 806-812 (2009-07-21)
Ipriflavone is a nonhormonal isoflavone derivative currently used as a bone-building agent for prevention and treatment of postmenopausal osteoporosis. Ipriflavone was reduced at the hanging mercury drop electrode in buffers of pH 2-11 via the consumption of 2 electrons corresponding
Shirin Hooshmand et al.
Clinical nutrition (Edinburgh, Scotland), 27(4), 643-648 (2008-06-24)
Recent reports have indicated that soy isoflavones may be protective against breast cancer. However, the effects of the synthetic isoflavone, ipriflavone, on mammary tumorigenisis, alone or in combination with genistin, a soy isoflavone, have not been investigated. Eighty-eight 36-day-old female
H Hagiwara et al.
Journal of biochemistry, 126(1), 168-173 (1999-07-07)
Ipriflavone (7-isopropoxy-3-phenyl-4H-1-benzopyran-4-one) is a synthetic flavonoid that has been shown to stimulate the activity of osteoblasts. We show here that ipriflavone also promotes the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like (ROB) cells
Jie Wu et al.
Climacteric : the journal of the International Menopause Society, 11(3), 212-220 (2008-06-24)
To evaluate the effects of estrogen and estrogenic compounds on cognition in ovariectomized rats. Female Sprague-Dawley rats (3-5 months old) weighing 250-300 g were randomly divided into seven groups: Sham, ovariectomized (OVX), OVX plus estradiol valerate, OVX plus ipriflavone, OVX
Hye J Chung et al.
Biopharmaceutics & drug disposition, 30(6), 294-304 (2009-07-11)
Ipriflavone, a derivative of naturally occurring isoflavones, was primarily metabolized in rats via hepatic CYP1A1/2 and 2C11. Protein and mRNA expression of CYP1A2 in the liver, reported to be increased in mutant Nagase analbuminemic rats (NARs), should influence the pharmacokinetic
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