Dibenzoylmethane is a minor component found in licorice that activates Nrf2, potentially preventing various cancers and oxidative damage. It is an analog of curcumin and induces the dissociation of Keap1, leading to the nuclear translocation of Nrf2." />

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Chemical Structure| 120-46-7 Chemical Structure| 120-46-7
Chemical Structure| 120-46-7

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CAS No.: 120-46-7

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Dibenzoylmethane is a minor component found in licorice that activates Nrf2, potentially preventing various cancers and oxidative damage. It is an analog of curcumin and induces the dissociation of Keap1, leading to the nuclear translocation of Nrf2.

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Product Details of Dibenzoylmethane

CAS No. :120-46-7
Formula : C15H12O2
M.W : 224.25
SMILES Code : O=C(C1=CC=CC=C1)CC(C2=CC=CC=C2)=O
MDL No. :MFCD00003085
InChI Key :NZZIMKJIVMHWJC-UHFFFAOYSA-N
Pubchem ID :8433

Safety of Dibenzoylmethane

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Dibenzoylmethane

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 120-46-7 ]

[ 120-46-7 ] Synthesis Path-Downstream   1~20

  • 1
  • [ 1004-38-2 ]
  • [ 120-46-7 ]
  • [ 20732-44-9 ]
  • 2
  • [ 593-85-1 ]
  • [ 120-46-7 ]
  • [ 40230-24-8 ]
  • 3
  • [ 120-46-7 ]
  • [ 1979-98-2 ]
  • 2-methylsulfanyl-5,7-diphenyl-pyrano[2,3-<i>d</i>]pyrimidin-4-one; perchlorate [ No CAS ]
  • 4
  • [ 120-46-7 ]
  • [ 262373-15-9 ]
  • 2-(2-benzoyl-4-methylphenyl)-1-phenylethanone [ No CAS ]
  • 2-(benzoylmethyl)-4-methylbenzophenone [ No CAS ]
  • 5
  • [ 113-00-8 ]
  • [ 120-46-7 ]
  • [ 40230-24-8 ]
  • 6
  • [ 84851-56-9 ]
  • [ 120-46-7 ]
  • methyl 4-(3-benzoyl-4-oxo-4-phenyl-2-butyl)benzoate [ No CAS ]
  • 7
  • [ 50-01-1 ]
  • [ 120-46-7 ]
  • [ 40230-24-8 ]
  • 8
  • [ 86-86-2 ]
  • [ 120-46-7 ]
  • [ 1235999-34-4 ]
  • 9
  • [ 1794-45-2 ]
  • [ 120-46-7 ]
  • [ 1313870-32-4 ]
  • 10
  • [ 120-46-7 ]
  • [ 82-86-0 ]
  • [ 76606-39-8 ]
  • [ 1398122-76-3 ]
  • 11
  • [ 4079-54-3 ]
  • [ 120-46-7 ]
  • 2-benzoyl-1-phenyl-4-(p-tolyl)but-2-ene-1,4-dione [ No CAS ]
YieldReaction ConditionsOperation in experiment
65% With copper(l) iodide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; at 20 - 90℃;Sealed tube; General procedure: A sealed tube was charged with 2-hydroxy aromatic ketone 6a (136 mg, 1.0 mmol), dibenzoylmethane 2a (224 mg, 1.0 mmol), IBX (224 mg) and CuI (95 mg, 0.5 mmol) at room temperature, and then solvent DMSO (3 mL) was added. The resulting mixture was stirred at 90 , after disappearance of the reactant (monitored by TLC), then added 50mL water to the mixture, extracted with EtOAc 3 times (3 × 50 mL). The extract was washed with 10% NaCl solution, dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was puried by column chromatography on silica gel to yield the desired product 3a in 72% yield.
  • 12
  • zirconium(IV) tetraisopropoxide [ No CAS ]
  • [ 1761-56-4 ]
  • [ 120-46-7 ]
  • C43H31NO6Zr [ No CAS ]
YieldReaction ConditionsOperation in experiment
98.1% In ethanol; benzene; for 2h;Reflux; General procedure: Zirconium(IV) isopropoxide (3.87 g, 10 mmol), the ethanolicSchiff’s base H2L1 (2.13 g, 10 mmol) and acetylacetone (2.00 g,20 mmol) were taken as reactants in a stoichiometry of 1:1:2 using benzene as a solvent. The resulting reaction mixture was refluxedfor 2 h and the liberated isopropanol was fractionated out, alongwith benzene and ethanol. A yellow colored product, obtained afterthe removal of excess solvent under vacuum, was washed twicewith n-hexane.
  • 13
  • [ 13421-00-6 ]
  • [ 120-46-7 ]
  • 6-chloro-3-phenyl-1H-isochromen-1-one [ No CAS ]
  • 14
  • [ 7697-25-8 ]
  • [ 120-46-7 ]
  • 6-methoxy-3-phenyl-1H-isochromen-1-one [ No CAS ]
YieldReaction ConditionsOperation in experiment
95% With potassium carbonate; In dimethyl sulfoxide; at 100℃; for 2h;Inert atmosphere; Sealed tube; General procedure: 2-chlorobenzoic acids (1a, 0.2 mmol), pentane-2,4-dione (2a, 2 eq), Cu NPs (1.3 mg, 10 molpercent), K2CO3 (2.0 equiv) and 1.5 mL of DMSO were added into a 5-mL sealed tube under N2. The mixture was stirred at 100 °C for 2 h. The reaction mixture was then purified by flash column chromatography on silica gel (hexanes/EtOAc 15:1). Compound 3a was obtained in >92percent of yield.
  • 15
  • [ 354-64-3 ]
  • [ 456-14-4 ]
  • [ 120-46-7 ]
  • 2-(4-fluorophenyl)-4-phenyl-5-benzoyl 6-trifluoromethylpyrimidine [ No CAS ]
YieldReaction ConditionsOperation in experiment
78% With sodium hydroxide; In N,N-dimethyl-formamide; at 20℃; for 4h; Put <strong>[456-14-4]4-fluorobenzamidine hydrochloride</strong> and sodium hydroxide into a 25 mL round bottom flask and inject 3 mL of N, N dimethyl Amide solvent, pretreatment and in addition to acid to give free amidine. then, Dibenzoylmethane is added at room temperature Pentafluoride iodine Ethane. Indoor lighting and room temperature reaction 4h, TLC to monitor the reaction end, stop the reaction, the mixture. [0159] molar ratio, dibenzoylmethane: pentafluoroiodoethane: 4-Fluorobenzamidine Hydrochloride: Sodium Hydroxide = 1.0: 1.1: 1.1: 4.1; [0160] 2. The mixture was extracted three times with water, the organic phases were combined, The organic solvent was removed by distillation under reduced pressure to give crude product; [0161] 3. The crude product was chromatographed on silica gel eluting with eluent (petroleum ether: ethyl acetate = 250: 1) to give A white solid was the product of 2- (4-fluorophenyl) -4-phenyl-5-benzoyl 6-trifluoromethylpyrimidine in a yield of 78percent
  • 16
  • [ 67-66-3 ]
  • [ 6638-05-7 ]
  • gadolinium(III) chloride hexahydrate [ No CAS ]
  • [ 120-46-7 ]
  • 2C78H62Gd2O14*CHCl3 [ No CAS ]
  • 17
  • [ 67-66-3 ]
  • [ 6638-05-7 ]
  • dysprosium(III) chloride hexahydrate [ No CAS ]
  • [ 120-46-7 ]
  • 2C78H62Dy2O14*CHCl3 [ No CAS ]
  • 18
  • [ 4596-92-3 ]
  • [ 120-46-7 ]
  • [ 1621417-12-6 ]
YieldReaction ConditionsOperation in experiment
85% With oxygen; caesium carbonate; copper(I) bromide; at 130℃; for 24.0h;Schlenk technique; 5-chloro 2,1-benzisoxazole (0.3 mmol, 46.0 mg),Dibenzoylmethane (0.6 mmol, 134.5 mg), copper bromide (0.045 mmol, 10.0 mg) and cesium carbonate (0.6 mmol, 195.5 mg) were added to a 25 ml Schlenk tube, and the reaction tube was replaced under reduced pressure. Oxygen conditions were three times.Hexafluoroisopropanol (2 ml) was added and stirred at 130 C for 24 hours.After the completion of the reaction, a 200-mesh column chromatography silica gel was added, and the solvent was evaporated under reduced pressure. The crude product was subjected to silica gel column chromatography and washed with petroleum ether and ethyl acetate ( petroleum ether: ethyl acetate = 20:1). Take off,By using TLC elution tracking detection, the eluate containing the target product is collected, the target product eluate is combined, and concentrated by evaporation to obtain a quinoline compound represented by the above structural formula o.The yield was 85%.This material is a white solid.
  • 19
  • [ 40492-52-2 ]
  • [ 120-46-7 ]
  • phenyl(2-phenyl-6,7-dihydrobenzo[1,2-b:4,5-b']difuran-3-yl)methanone [ No CAS ]
  • 20
  • [ 30309-80-9 ]
  • [ 120-46-7 ]
  • 2-(di-o-tolylphosphoryl)-1-phenylethanone [ No CAS ]
 

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