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381551

Sigma-Aldrich

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

97%

Synonym(s):

Ipriflavone

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5 G
€163.80

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

€163.80

List Price€234.00Save 30%

Estimated to ship onApril 26, 2025


Request a Bulk Order

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.[1] Ipriflavone, an isoflavone derivative, is a new drug used to decrease bone loss in osteoporosis.[2]

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.[3]

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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Potential ipriflavone and warfarin interaction.
Douglas C Anderson et al.
The American journal of medicine, 120(12), e3-e3 (2007-12-07)
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
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
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

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