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%
Quality Level
assay
97%
mp
116-120 °C (lit.)
functional group
ketone, phenyl
SMILES string
CC(C)Oc1ccc2c(OC=C(C2=O)c3ccccc3)c1
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
InChI key
SFBODOKJTYAUCM-UHFFFAOYSA-N
Gene Information
rat ... Alpl(25586)
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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J Yao et al.
Poultry science, 86(3), 503-507 (2007-02-14)
The effects of ipriflavone on caged layer bone metabolism were examined in vitro and in vivo. Ipriflavone at 10(-8) M stimulated the activity of osteoblasts cultured from embryonic chick calvariae, and 10(-9) to 10(-7) M inhibited osteoclasts from chick tibias
Y Moon et al.
Xenobiotica; the fate of foreign compounds in biological systems, 37(3), 246-259 (2007-07-13)
Ipriflavone, a synthetic flavonoid for the prevention and treatment of osteoporosis, has been reported to be extensively metabolized in man to seven metabolites (M1-M7). This study was performed to characterize the human liver cytochrome P450s (CYP) responsible for the metabolism
Dae Y Lee et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 38(5), 465-471 (2009-09-19)
Ipriflavone was reported to be primarily metabolized via hepatic cytochrome P450 (CYP) 1A1/2 and 2C11 in male Sprague-Dawley rats. The protein expression and/or mRNA levels of hepatic CYP1A subfamily and 2C11 was reported to be increased and decreased, respectively, in
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 381551-5G | 04061833372364 |