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381551

Sigma-Aldrich

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

97%

Synonyme(s) :

Ipriflavone

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About This Item

Formule empirique (notation de Hill):
C18H16O3
Numéro CAS:
35212-22-7
Poids moléculaire :
280.32
Numéro MDL:
MFCD00221719
Code UNSPSC :
12352100
ID de substance PubChem :
24863826
Nomenclature NACRES :
NA.22

Pureté

97%

Pf

116-120 °C (lit.)

Chaîne SMILES 

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

Clé InChI

SFBODOKJTYAUCM-UHFFFAOYSA-N

Informations sur le gène

rat ... Alpl(25586)

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Description générale

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.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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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
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
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
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
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
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