DBM
Dibenzoylmethane
CAS: 120-46-7
Molecular Formula: C15H12O2
DBM - Names and Identifiers
| Name | Dibenzoylmethane |
| Synonyms | DBM Dppd-H rhodiastab83 Dibenzoylmethane phenylphenacylketone 1,3-Diphenylpropanedione Phenyl-hydroxystyrylketone 1,3-diphenyl-3-propanedione 1,3-Diphenyl-1,3-propanedione ,3-Diphenyl-propane-1,3-dione 1,3-Diphenylpropane-1,3-dione 1,3-Diphenyl-1,3-propanediamine (2Z)-3-hydroxy-1,3-diphenylprop-2-en-1-one |
| CAS | 120-46-7 |
| EINECS | 204-398-9 |
| InChI | InChI=1/C15H12O2/c16-14(12-7-3-1-4-8-12)11-15(17)13-9-5-2-6-10-13/h1-11,16H/b14-11- |
| InChIKey | NZZIMKJIVMHWJC-UHFFFAOYSA-N |
DBM - Physico-chemical Properties
| Molecular Formula | C15H12O2 |
| Molar Mass | 224.25 |
| Density | 0.800 g/cm3 |
| Melting Point | 77-79°C(lit.) |
| Boling Point | 219-221°C18mm Hg(lit.) |
| Flash Point | 219-221°C/18mm |
| Water Solubility | It is Soluble in ether, chloroform, and aqueous sodium hydroxide. Insoluble in water. |
| Solubility | Chloroform (Slightly), Methanol (Slightly, Sonicated) |
| Vapor Presure | 0.01Pa at 20℃ |
| Appearance | White to yellow powder or crystal |
| Color | Light yellow to yellow |
| Merck | 14,3009 |
| BRN | 514910 |
| pKa | 8.95±0.10(Predicted) |
| Storage Condition | Store below +30°C. |
| Stability | Stable. Incompatible with strong oxidizing agents. |
| Refractive Index | 1.6600 (estimate) |
| MDL | MFCD00003085 |
| Physical and Chemical Properties | Melting Point: 76-80 ℃ Appearance: white, light yellow crystalline powder |
| Use | As a co-stabilizer for the calcium/zinc hydroxy acid salt stabilization system, used in the manufacture of PVC mineral water bottles |
| In vitro study | Dibenzoylmethane (10, 20, 30, 40, 50 μM; 6 hours) treatment concentration-dependently increases the mRNA level of HO-1 but has no effect on the mRNA level of Nrf2 in HepG2 cells. Dibenzoylmethane induces HO-1 and Nrf2 protein expression, and the induction diminishes after 12 h. Dibenzoylmethane (10, 20, 30, 40, 50 μM; 2 hours) concentration-dependently increases the phosphorylated protein levels of Erk1/2, p38MAPK, JNK, AMPK, and Akt in HepG2 cells. Dibenzoylmethane does not show significant cytotoxicity. |
| In vivo study | Dibenzoylmethane (200, 500 mg/kg/day; ip; for three consecutive days) pretreatment significantly reduces both the area and the severity of necrosis, as well as the leukocyte infiltration, at a dose of 200 mg/kg in wild-type and Nrf2 knockout mice. Dibenzoylmethane protectes against CCl4-induced (1:49,v/v, 10 ml/kg) liver damage in wild-type mice. |
DBM - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| RTECS | TZ1930000 |
| TSCA | Yes |
| HS Code | 29143900 |
| Hazard Note | Irritant |
DBM - Introduction
Soluble in chlorohydrin, chloroform, soluble in sodium hydroxide solution, insoluble in sodium carbonate solution, very slightly soluble in water.
Last Update：2022-10-16 17:12:33
DBM - Reference Information
| LogP | 4.59 at 25℃ |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| biological activity | Dibenzoylmethane is a minor component in licorice, which can activate Nrf2 and prevent various cancers and oxidative damage. Dibenzoylmethane is an analog of curcumin that causes the dissociation of Keap1 and the nuclear translocation of Nrf2. |
| use | analytical reagent, verification of carbon disulfide and thallium, weight determination of uranium, photometric determination of U 4, extraction of silver, aluminum, barium, beryllium, calcium, cadmium, cobalt, copper, iron, gallium, mercury, lanthanum, magnesium, manganese, nickel, lead, palladium, scandium, thorium, titanium, zinc, zirconium, etc. As a co-stabilizer of calcium/zinc hydroxy salt stabilization system, used to make PVC mineral water bottles |
| Production method | It is obtained by bromination and hydrolysis from benzylidene acetyl benzene as raw material. |
Last Update：2024-04-10 22:29:15
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