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
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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)
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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.
Storage Class Code
11 - Combustible Solids
WGK
WGK 2
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
[Effect of ipriflavone on growth and blood testosterone level in male rats].
Hui-jun Guo et al.
Zhongguo ying yong sheng li xue za zhi = Zhongguo yingyong shenglixue zazhi = Chinese journal of applied physiology, 25(2), 170-171 (2009-05-01)
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
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
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