CAS Number35212-22-7
SynonymsMFCD00221719; 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
Molecular FormulaC18H16O3
Molecular Weight280.32
Purity97%
Density1.2±0.1 g/cm3
Boiling Point435.9±45.0 °C at 760 mmHg
Melting Point116-120 °C (lit.)
AppearanceWhite crystalline powder
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 35212-22-7 |
| Catalog No. | 2A-9011012 |
| Chinese Name | 依普黄酮 |
| 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 |
| Molecular Formula | C18H16O3 |
| Molecular Weight | 280.32 |
| Purity | 97 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 435.9±45.0 °C at 760 mmHg |
| Melting Point | 116-120 °C (lit.) |
| Appearance | White crystalline powder |
| Storage Condition | Sealed, stored dry at -18 ºC |
| Application | Ipriflavone is a synthetic isoflavone derivative used to inhibit bone resorption. |
| HTC | 2932999099 |
| PubChem ID | 24863826 |
| MDL Number | MFCD00221719 |
| 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 |
| InChI Key | SFBODOKJTYAUCM-UHFFFAOYSA-N |
| NACRES Code | NA.22 |
| UNSPSC | 12352100 |
| MSDS | msds/11012_1_35212_22_7.pdf |
| Bioactivity | Ipriflavone is a synthetic isoflavone derivative used to suppress bone resorption. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease Natural Products >> Flavonoids In Vitro Ipriflavone 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 Vivo Daily 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 Assay Ipriflavone 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 Admin Rats: 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 Density 1.2±0.1 g/cm3 Boiling Point 435.9±45.0 °C at 760 mmHg Melting Point 116-120 °C(lit.) Molecular Formula C18H16O3 Molecular Weight 280.318 Flash Point 209.3±15.1 °C Exact Mass 280.109955 PSA 39.44000 LogP 4.37 Vapour Pressure 0.0±1.0 mmHg at 25°C Index of Refraction 1.592 InChIKey SFBODOKJTYAUCM-UHFFFAOYSA-N SMILES CC(C)Oc1ccc2c(=O)c(-c3ccccc3)coc2c1 |
| Use of | Ipriflavone is a synthetic isoflavone derivative used to suppress bone resorption. Properties Name ipriflavone Synonym More Synonyms Ipriflavone Biological Activity Description Ipriflavone is a synthetic isoflavone derivative used to suppress bone resorption. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease Natural Products >> Flavonoids 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 Molecular Formula C18H16O3 Exact Mass 280.109955 PSA 39.44000 Index of Refraction 1.592 InChIKey SFBODOKJTYAUCM-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 5.5% Ordinary tariff: 30.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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