Sesamol

Sesamol Basic information
Description Reference
Product Name:Sesamol
Synonyms:Methylene ether of oxyhydroquinone;methyleneetherofoxyhydroquinone;Phenol, 3,4-(methylenedioxy)-;SESAMOL 99+%;Sesamol (Paroxetine intermediate);Sesamol,98%;SESAMOL(RG);3,4-(Methylenedioxy)phenol, 5-Benzodioxolol
CAS:533-31-3
MF:C7H6O3
MW:138.12
EINECS:208-561-5
Product Categories:API intermediates;Aromatic Phenols;Phenoles and thiophenoles;Phenols;Building Blocks;C6 to C8;Chemical Synthesis;Organic Building Blocks;Oxygen Compounds;bc0001
Mol File:533-31-3.mol
Sesamol Structure
Sesamol Chemical Properties
Melting point 62-65 °C (lit.)
Boiling point 113-116°C 2mm
density 1.2112 (rough estimate)
refractive index 1.4850 (estimate)
Fp 113-116°C/2mm
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility Chloroform, Methanol
form crystalline
pka10.08±0.20(Predicted)
color off-white to tan
Water Solubility slightly soluble
Sensitive Light Sensitive
BRN 127405
InChIKeyLUSZGTFNYDARNI-UHFFFAOYSA-N
LogP1.253 (est)
CAS DataBase Reference533-31-3(CAS DataBase Reference)
NIST Chemistry Reference1,3-Benzodioxol-5-ol(533-31-3)
EPA Substance Registry SystemSesamol (533-31-3)
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS SM0890000
Hazard Note Irritant
TSCA Yes
HS Code 29329970
Hazardous Substances Data533-31-3(Hazardous Substances Data)
MSDS Information
ProviderLanguage
5-Benzodioxolol English
SigmaAldrich English
ACROS English
ALFA English
Sesamol Usage And Synthesis
DescriptionSesamol is found in sesame seeds and sesame oil. It is a well-known antioxidant. It has antioxidant, chemoprevention, antimutagenic, and antihepatotoxic activities and can induce the apoptosis of cancer and cardiovascular cells. It can be used in the synthesis of paroxetine.
Reference
  • M. A. Ansari, Z. Fatima, S. Hameed, Sesamol: A Natural Phenolic Compound with Promising Anticandidal Potential, Journal of Pathogens, vol. 2014, Article ID 895193
  • T. Geetha, B. Rohit, K. Pal, Sesamol: an efficient antioxidant with potential therapeutic benefits, Medicinal Chemistry, 2009, vol. 5, pp. 367-371
Chemical Propertiesoff-white to beige crystalline powder
UsesSesamol (Paroxetine Anhydrous EP Impurity B) is a natural component of sesame oil with antioxidant activity. Sesamol has potential protective effects against free radicals as well as some antifungal activity. Sesamol can also be used as an intermediate in the preparation of antidepressants such as Paroxetine (P205750).
UsesSesamol is a natural component of sesame oil with antioxidant activity. Sesamol has potential protective effects against free radicals as well as some antifungal activity. Sesamol can also be used as an intermediate in the preparation of antidepressants such as Paroxetine (P205750).
DefinitionChEBI: Sesamol is a member of benzodioxoles.
Synthesis Reference(s)Tetrahedron Letters, 19, p. 3085, 1978 DOI: 10.1016/S0040-4039(01)94947-0
General DescriptionSesamol, a principal phytophenol of sesame oil lignans, is typically used as a dietary compound.(10)
LIPOPOLYSACCHARIDE FROM ESCHERICHIA COLI DIHYDRO CUMINYL ALCOHOL Anemarsaponin E SESAMOLIN Sesamin Timosaponin A-III Timosaponin BII 14,15β-Epoxy-3β-hydroxy-19-oxo-5β,14β-bufa-20,22-dienolide 2-Methoxybenzoic acid NAPHTHOCHROME GREEN Ethyl 2-hydroxybenzoate SESAMOL ACETATE PAROXETINE HYDROCHLORIDE ANHYDROUSIMP. B (EP): 1,3-BENZODIOXOL-5-OL (SESAMOL) Mordant Blue 29 3,4-METHYLENDIOXY PHENOL(SESAMOL) SESAMOL(REAGENT / STANDARD GRADE) SESAMOL, (3,4-METHYLENEDIOXYPHENOL) PHENOL ON POLYSTYRENE

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