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Chemical Structure| 533-31-3 Chemical Structure| 533-31-3
Chemical Structure| 533-31-3

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Sesamol, a natural product isolated and purified from the seeds of Sesamum indicum, ameliorates inflammatory and oxidative damage by upregulating AMPK activation and Nrf2 signaling and blocking the NF-κB and MAPK signaling pathways.

Synonyms: NSC 59256

4.5 *For Research Use Only !

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Product Details of Sesamol

CAS No. :533-31-3
Formula : C7H6O3
M.W : 138.12
SMILES Code : OC1=CC=C(OCO2)C2=C1
Synonyms :
NSC 59256
MDL No. :MFCD00005827
InChI Key :LUSZGTFNYDARNI-UHFFFAOYSA-N
Pubchem ID :68289

Safety of Sesamol

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

Application In Synthesis of Sesamol

* 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 [ 533-31-3 ]

[ 533-31-3 ] Synthesis Path-Downstream   1~9

  • 1
  • [ 533-31-3 ]
  • [ 42926-52-3 ]
  • [ 16386-47-3 ]
  • 2
  • [ 533-31-3 ]
  • [ 71486-53-8 ]
  • [ 86370-95-8 ]
  • 3
  • [ 533-31-3 ]
  • conc. ammonium hydroxide [ No CAS ]
  • [ 71486-53-8 ]
  • [ 86370-95-8 ]
YieldReaction ConditionsOperation in experiment
In sodium hydroxide; sulfuric acid; water; EXAMPLE 1 1,2,3,4-Tetrahydro-5H-[1,3]benzodioxolo[5',6':5,6]pyrano[3,4-c]pyridin-5-one hydrochloride A mixture of 3,4-methylenedioxyphenol (125 g, 0.91 moles) and <strong>[71486-53-8]methyl 4-oxo-3-piperidinecarboxylate hydrochloride</strong> (125 g, 0.65 moles) is cooled in ice and treated over one hour with 600 ml of 72percent sulfuric acid. The mixture is then stirred at room temperature for 64 hours. Ice/water (1.0 kg) is added, followed by conc. ammonium hydroxide, until the pH of the mixture is 9.0. The crude product is filtered, stirred briefly in 2.5percent aqueous sodium hydroxide (1.0 l), and refiltered. Several recrystallizations from dilute aqueous hydrochloric acid yielded the product (86.2 g) as the hydrochloride, mp 258°-259° C.
  • 4
  • [ 533-31-3 ]
  • [ 1818-27-5 ]
  • 5
  • [ 533-31-3 ]
  • [ 2895-21-8 ]
  • 2-(benzo[d][1,3]dioxol-5-yloxy)-N-isopropylacetamide [ No CAS ]
  • 6
  • [ 533-31-3 ]
  • [ 97-08-5 ]
  • C13H8ClNO7S [ No CAS ]
YieldReaction ConditionsOperation in experiment
35% With triethylamine; In dichloromethane; at 20℃; for 0.166667h; General procedure: To a solution of sesamol (1, 1.0 mmol) and ethanesulfonyl chloride/arylsulfonyl chloride (2, 1.2 mmol) in dry dichloromethane (DCM, 10 ml) at room temperature, a solution of triethylamine (Et3N) (1.5 mmol) in dry DCM (5 ml) was added dropwise for 10 min. When the reaction was completed by TLC analysis, the reaction mixture was diluted with water (15 ml), and extracted with DCM (30 ml 3). Subsequently, the combined organic phase was washed by saturated aq. brine (30 ml), dried over anhydrous Na2SO4, concentrated in vacuo, and purified by silica gel column chromatography to obtain the target compound in 35-100% yields [22, 25]. The data for 3a-p are shown as follows.
  • 7
  • [ 95-20-5 ]
  • [ 533-31-3 ]
  • [ 131922-15-1 ]
  • 3-(6-(benzofuran-2-yl)-[1,3]dioxolo[4,5-f]benzofuran-7-yl)-2-methyl-1H-indole [ No CAS ]
  • 8
  • [ 533-31-3 ]
  • [ 3107-19-5 ]
  • 5-(2,6-dichloro-4-nitrophenoxy)benzo[d][1,3]dioxolane [ No CAS ]
YieldReaction ConditionsOperation in experiment
71.7% With potassium carbonate; In N,N-dimethyl-formamide; at 80℃; for 15h;Inert atmosphere; Add benzo [d] [1,3] dioxolane-5-ol (10g, 72mmol),<strong>[3107-19-5]3,5-dichloro-4-fluoronitrobenzene</strong> (22.7 g, 108 mmol), potassium carbonate (15 mg, 108 mmol)And 80 mL of dry N, N-dimethylformamide into a 250 mL single-necked flask,The reaction was carried out at 80 C for 15 hours under a nitrogen atmosphere. Cool to room temperature, add ice water and stir vigorously,A solid precipitated out, filtered with suction and washed the cake with water (30mL x 3), dried,18 g of a pale yellow solid was obtained, yield: 71.7%.
  • 9
  • [ 905710-14-7 ]
  • [ 533-31-3 ]
  • tert-butyl 3-((benzo[d][1,3]dioxol-5-yloxy)methyl)-5-bromo-1H-indole-1-carboxylate [ No CAS ]
 

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