CAS 35212-22-7|Ipriflavone

Introduction:Basic information about CAS 35212-22-7|Ipriflavone, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameIpriflavone
CAS Number35212-22-7Molecular Weight280.318
Density1.2±0.1 g/cm3Boiling Point435.9±45.0 °C at 760 mmHg
Molecular FormulaC18H16O3Melting Point116-120 °C(lit.)
MSDSChineseFlash Point209.3±15.1 °C

Names

Nameipriflavone
SynonymMore Synonyms

Ipriflavone BiologicalActivity

DescriptionIpriflavone is a synthetic isoflavone derivative used to suppress bone resorption.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic DiseaseNatural Products >>Flavonoids
In VitroIpriflavone inhibits the proliferation and DNA synthesis of MDA-231 cells and blocks the ligand-induced phosphorylation of Tyr(845) of the EGFR. Ipriflavone does not promote apoptosis of MDA-231 cells[1]. Ipriflavone also promotes the deposition of calcium and the formation of mineralized nodules by newborn rat calvarial osteoblast-like cells as well as the activity of alkaline phosphatase[2].
In VivoDaily oral administration of ipriflavone at 12 mg/mouse significantly inhibits the development of new osteolytic bone metastases and the progression of established osteolytic lesions, prolonging the life of tumor-bearing mice. Ipriflavone reduces the number of osteoclasts at the bone-cancer interface with no severe adverse effects on the host[1]. 1-month treatment with ipriflavone increases bone density and improves the biomechanical properties of adult rat male bones without altering mineral composition[3]
Cell AssayIpriflavone is dissolved in absolute ethanol and added to the medium at 1-50 μM. The final ethanol concentrations are <0.5% (v/v). MDA-231 cells are seeded in 35 mm culture dishes in DMEM supplemented with 10% FBS in the presence of ipriflavone (1, 10 or 50 μM) or ethanol. After 48 hr incubation, the medium is changed with fresh medium containing the same concentrations of ipriflavone or ethanol. After incubation for 24, 48, 72 and 96 hr from the initial seeding, cells are treated with trypan blue to estimate the number of viable cells[1].
Animal AdminRats: To assess the potential impact of ipriflavone on the biomechanical properties and mineral composition of bone, adult male rats are orally administered two doses (200 or 400 mg/kg bw) of ipriflavone for 1 month. Bone biomechanics are evaluated by vibration damping, an index of strain energy loss, and impact strength[3]. Mice: Ipriflavone is suspended in water containing 0.5% (w/v) methylcellulose and given to mice orally at 6 or 12 mg/0.2 mL daily, which is equivalent to 200 or 400 mg/kg body weight. MDA-231 cells are injected s.c. into the interscapular space of nude mice (on day 0), which are then given ipriflavone (6 or 12 mg/mouse) or the methylcellulose solution orally from day 1 to day 27. Tumor growth is analyzed twice a week by measuring the tumor volume[1].
References

[1]. Iisaki T, et al. Ipriflavone inhibits osteolytic bone metastasis of human breast cancer cells in a nude mouse model. Int J Cancer. 2002 Aug 1;100(4):381-7.

[2]. Hagiwara H, et al. Ipriflavone down-regulates endothelin receptor levels during differentiation of rat calvarial osteoblast-like cells. J Biochem. 1999 Jul;126(1):168-73.

[3]. Civitelli R, et al. Ipriflavone improves bone density and biomechanical properties of adult male rat bones. Calcif Tissue Int. 1995 Mar;56(3):215-9.

Chemical & Physical Properties

Density1.2±0.1 g/cm3
Boiling Point435.9±45.0 °C at 760 mmHg
Melting Point116-120 °C(lit.)
Molecular FormulaC18H16O3
Molecular Weight280.318
Flash Point209.3±15.1 °C
Exact Mass280.109955
PSA39.44000
LogP4.37
Vapour Pressure0.0±1.0 mmHg at 25°C
Index of Refraction1.592
InChIKeySFBODOKJTYAUCM-UHFFFAOYSA-N
SMILESCC(C)Oc1ccc2c(=O)c(-c3ccccc3)coc2c1

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DJ3100500
CHEMICAL NAME :
4H-1-Benzopyran-4-one, 7-(1-methylethoxy)-3-phenyl-
CAS REGISTRY NUMBER :
35212-22-7
LAST UPDATED :
199612
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C18-H16-O3
MOLECULAR WEIGHT :
280.34

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 20,228,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 20,228,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 20,228,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
3185 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
KHFZAN Khimiko-Farmatsevticheskii Zhurnal. Chemical Pharmaceutical Journal. For English translation, see PCJOAU. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1967- Volume(issue)/page/year: 24(9),38,1990
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 20,228,1989
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
IYKEDH Iyakuhin Kenkyu. Study of Medical Supplies. (Nippon Koteisho Kyokai, 12-15, 2-chome, Shibuya, Shibuya-ku, Tokyo 150, Japan) V.1- 1970- Volume(issue)/page/year: 20,228,1989

Safety Information

Hazard CodesXi
Risk PhrasesR36/37/38
Safety PhrasesS24/25
RIDADRNONH for all modes of transport
WGK Germany2
RTECSDJ3100500
HS Code2932999099

Customs

HS Code2914509090
SummaryHS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

Synonyms

MFCD00221719
Iprosten
3-phenyl-7-(propan-2-yloxy)-4H-chromen-4-one
Osteofix
7-Isopropoxyisoflavone
3-phenyl-7-propan-2-yloxychromen-4-one
4-isopropoxyisoflavone
7-Isopropoxy-3-phenyl-4H-1-benzopyran-4-one
Ipriflavone (JAN)
7-Isopropoxy-3-phenyl-4H-chromen-4-one
Ipriflavone
7-isopropoxy-isoflavone
7-isopropyloxy-isoflavone
Osten
Yambolap
Ipriflavone (Osteofix)
FL-113
Osteoquine
EINECS 201-641-0
7-Isopropoxy-3-phenylchromone
4H-1-Benzopyran-4-one, 7-(1-methylethoxy)-3-phenyl-
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