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Sesamol

Basic information Description Reference Safety Supplier Related

Sesamol Basic information

Product Name:
Sesamol
Synonyms:
  • 4-Hydroxy-1,2-Methylenedioxybenzene
  • NSC 59256
  • 5-Hydroxy-1,3-benzodioxole 3,4-Methylenedioxyphenol
  • 3,4-METHYLENEDIOXYPHENOL FOR SYNTHESIS
  • 1,2,4-Benzenetriol Methylene ether
  • 1,3-Benzodioxol-5-ol, 9CI
  • 3,4-(methylenedioxy)-pheno
  • Methylene ether of oxyhydroquinone
CAS:
533-31-3
MF:
C7H6O3
MW:
138.12
EINECS:
208-561-5
Product Categories:
  • API intermediates
  • Aromatic Phenols
  • Phenoles and thiophenoles
  • Building Blocks
  • C6 to C8
  • Phenols
  • Chemical Synthesis
  • Organic Building Blocks
  • Oxygen Compounds
  • bc0001
Mol File:
533-31-3.mol
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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)
Flash point:
113-116°C/2mm
storage temp. 
Keep in dark place,Inert atmosphere,Room temperature
solubility 
Chloroform, Methanol
pka
10.08±0.20(Predicted)
form 
crystalline
color 
off-white to tan
Water Solubility 
slightly soluble
Sensitive 
Light Sensitive
BRN 
127405
InChIKey
LUSZGTFNYDARNI-UHFFFAOYSA-N
LogP
1.253 (est)
CAS DataBase Reference
533-31-3(CAS DataBase Reference)
NIST Chemistry Reference
1,3-Benzodioxol-5-ol(533-31-3)
EPA Substance Registry System
Sesamol (533-31-3)
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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 Data
533-31-3(Hazardous Substances Data)

MSDS

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Sesamol Usage And Synthesis

Description

Sesamol 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 Properties

off-white to beige crystalline powder

Uses

Sesamol (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).

Uses

Sesamol 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).

Definition

ChEBI: Sesamol is a member of benzodioxoles.

Synthesis Reference(s)

Tetrahedron Letters, 19, p. 3085, 1978 DOI: 10.1016/S0040-4039(01)94947-0

General Description

Sesamol, a principal phytophenol of sesame oil lignans, is typically used as a dietary compound.(10)

Sesamol Preparation Products And Raw materials

Raw materials

Preparation Products

SesamolSupplier

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