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
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Quality Level
Assay
97%
mp
116-120 °C (lit.)
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)
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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.
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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
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
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
Xin Zhang et al.
Gynecological endocrinology : the official journal of the International Society of Gynecological Endocrinology, 26(2), 76-80 (2009-08-13)
To investigate the therapeutic effects of ipriflavone on postmenopausal syndrome and osteoporosis in women. A randomized and double-blind study was conducted. Sixty postmenopausal women with osteoporosis were chosen and they were randomly divided into three groups: Treatment group I was
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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