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Syringic acid

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Syringic acid Basic information

Product Name:
Syringic acid
Synonyms:
  • RARECHEM AL BE 0102
  • SYRINGIC ACID
  • 4-Hydroxy-3,5-dimethoxybenzoic acid for synthesis
  • Benzoic acid, 4-hydroxy-3,5-dimethoxy-
  • Cedar acid
  • cedaracid
  • GALLIC ACID 3,5-DIMETHYL ETHER
  • LABOTEST-BB LT00454715
CAS:
530-57-4
MF:
C9H10O5
MW:
198.17
EINECS:
208-486-8
Product Categories:
  • FINE Chemical & INTERMEDIATES
  • Inhibitors
  • chemical reagent
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Aromatic Carboxylic Acids, Amides, Anilides, Anhydrides & Salts
  • Benzoic acid
  • Organic acids
  • Acids & Esters
  • Anisoles, Alkyloxy Compounds & Phenylacetates
  • Phenols
  • Pharmaceutical Intermediate
Mol File:
530-57-4.mol
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Syringic acid Chemical Properties

Melting point:
205-209 °C (lit.)
Boiling point:
192-193°C 14mm
Density 
1.2539 (rough estimate)
refractive index 
1.4570 (estimate)
Flash point:
192-193°C/14mm
storage temp. 
Store below +30°C.
solubility 
DMSO (Slightly), Methanol (Slightly)
pka
4.33±0.10(Predicted)
form 
Powder
color 
Grayish-beige to light brown
Water Solubility 
5780 mg/L (25 ºC)
BRN 
2115262
Stability:
Stable. Incompatible with strong bases, strong oxidizing agents.
InChIKey
JMSVCTWVEWCHDZ-UHFFFAOYSA-N
LogP
1.040
CAS DataBase Reference
530-57-4(CAS DataBase Reference)
NIST Chemistry Reference
Benzoic acid, 4-hydroxy-3,5-dimethoxy-(530-57-4)
EPA Substance Registry System
Syringic acid (530-57-4)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36-37/39
WGK Germany 
3
RTECS 
DH2090000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29189090

MSDS

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Syringic acid Usage And Synthesis

Description

Syringic acid is a naturally occurring O-methylated phenolic acid that can be enzymatically degraded by some bacteria as a source of methane or methanol. It is also a component of phenolic extracts from various plants that have antioxidant and prooxidant activities. Syringic acid has been shown to inhibit aldose reductase (IC50 = 213 μg/ml), proteasome activity, and cancer cell proliferation. Phenolic extracts containing syringic acid have been shown to inhibit α-amylase and α-glucosidase activities and reduce lipid peroxidation in vitro.

Chemical Properties

light brown powder

Uses

antiproliferative; antifungal

Uses

Syringic Acid is used in biological studies for electron transfer from plant phenolates to carotenoid radical cations with antioxidant interaction entering the Marcus theory inverted region.

Definition

ChEBI: A dimethoxybenzene that is 3,5-dimethyl ether derivative of gallic acid.

Purification Methods

Recrystallise syringic acid from H2O using charcoal [Bogert & Coyne J Am Chem Soc 51 571 1929, Anderson & Nabenhauer J Am Chem Soc 48 3001 1926.] The methyl ester has m 107o (from MeOH), the 4-acetyl derivative has m 190o and the 4-benzoyl derivative has m 229-232o. [Hahn & Wassmuth Chem Ber 67 2050 1934, UV: Lemon J Am Chem Soc 69 2998 1947 and Pearl & Beyer J Am Chem Soc 72 1743 1950, Beilstein 10 IV 1995.]

Syringic acidSupplier

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