381551

Sigma-Aldrich

7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one

97%

Synonym(s):
Ipriflavone
Empirical Formula (Hill Notation):
C18H16O3
CAS Number:
Molecular Weight:
280.32
MDL number:
PubChem Substance ID:
NACRES:
NA.22
Pricing and availability is not currently available.

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.

Packaging

5 g in glass bottle

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
Luciano Belcavello et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 50(3-4), 996-1000 (2011-12-28)
Ipriflavone (7-isopropoxy-isoflavone) is a semisynthetic isoflavone derivative from daidzein and prescribed to prevent and treat osteoporosis in postmenopausal women. In the present study, ipriflavone was investigated with regard to their cytotoxic and mutagenic effects using the micronucleus assay (MN) in...
Xiao-Wu Xu et al.
Cellular and molecular neurobiology, 28(6), 875-886 (2008-03-04)
The present study was undertaken to evaluate whether estrogen deprivation might lead to mitochondrial alteration of hippocampal neurons of ovariectomized (OVX) rats, and to evaluate the protective effect of estrogen and phytoestrogen on the mitochondrial alteration. First, OVX rats were...
C V Albanese et al.
Biochemical and biophysical research communications, 199(2), 930-936 (1994-03-15)
Ipriflavone, an isoflavone derivative, is a new drug used in an attempt to decrease bone loss in osteoporosis. Experimental studies have shown that this compound acts by inhibiting osteoclastic bone resorption both in vivo and in vitro, but the mechanism...
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...
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...

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