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381551

Sigma-Aldrich

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.)

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

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Pedro Martins Bellei et al.
Revista brasileira de ginecologia e obstetricia : revista da Federacao Brasileira das Sociedades de Ginecologia e Obstetricia, 34(1), 22-27 (2012-02-24)
Evaluate the effects of ipriflavone during fetogenesis, since no studies have been conducted to assess its effect during this period. 60 pregnant rats were divided randomly into four groups (n=15). G-control (1 mL of distilled water) and three groups treated
Adolfo López-Noriega et al.
Chemistry (Weinheim an der Bergstrasse, Germany), 16(35), 10879-10886 (2010-07-28)
Mesoporous bioactive glasses (MBGs) associated with an anti-osteoporotic drug (ipriflavone) have been prepared. With this aim, MBGs were functionalised with different organic groups by following a post-grafting method, thus retaining the mesoporous network of the bioactive substrates. Drug-delivery tests were
Potential ipriflavone and warfarin interaction.
Douglas C Anderson et al.
The American journal of medicine, 120(12), e3-e3 (2007-12-07)
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
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

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