Identification | More | [Name]
3,4-Dimethoxybenzoic acid | [CAS]
93-07-2 | [Synonyms]
3,4-DIMETHOXYBENZOIC ACID AKOS 220-15 AKOS BBS-00003717 DIMETHYLPROTOCATECHUIC ACID PROTOCATECHUIC ACID DIMETHYL ETHER RARECHEM AL BO 0042 VERATRIC ACID 3,4-dimethoxy-benzoicaci 3,4-Dimethylprotocatechuic acid 3,4-dimethylprotocatechuicacid Veratrumenoic acid 3,4-DIMETHOXYBENZOIC ACID, 99+% 3,4-DIMETHOXYENZIOC ACID 3,4-DimethoxbenzoicAcid99% 3,4-Dimethoxybenzoic Benzoic acid, 3,4-dimethoxy- VERATRIC ACID(RG) reratric acid 3,4-DIMETHOXY BENZOIC ACID (VERATRIC ACID) ,99+% 3,4-DIMETHOXYBENZOIC ACID (VERATRIC ACID) | [EINECS(EC#)]
202-215-7 | [Molecular Formula]
C9H10O4 | [MDL Number]
MFCD00002500 | [Molecular Weight]
182.17 | [MOL File]
93-07-2.mol |
Chemical Properties | Back Directory | [Appearance]
white to slightly yellow powder | [Melting point ]
179-182 °C(lit.)
| [Boiling point ]
275.56°C (rough estimate) | [density ]
1.2481 (rough estimate) | [refractive index ]
1.4500 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [solubility ]
0.5g/l | [form ]
Crystalline Powder | [pka]
4.35±0.10(Predicted) | [color ]
Almost white to beige or reddish | [Stability:]
Stable. Incompatible with strong oxidizing agents. | [Water Solubility ]
slightly soluble | [Merck ]
14,9953 | [BRN ]
518285 | [InChIKey]
DAUAQNGYDSHRET-UHFFFAOYSA-N | [LogP]
1.610 | [CAS DataBase Reference]
93-07-2(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzoic acid, 3,4-dimethoxy-(93-07-2) | [EPA Substance Registry System]
93-07-2(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . S37/39:Wear suitable gloves and eye/face protection . | [WGK Germany ]
3
| [RTECS ]
DG8598750
| [TSCA ]
Yes | [HS Code ]
29189090 |
Hazard Information | Back Directory | [Description]
Veratric acid (3,4-Dimethoxybenzoic acid) is an orally active phenolic compound derived from vegetables and fruits and has antioxidant and anti-inflammatory activities. It also acts as a protective agent against hypertension-associated cardiovascular remodeling. Veratric acid reduces upregulated COX-2 expression and levels of PGE2 and IL-6 after UVB irradiation. This compound could be reduced to veratrine aldehyde, and alcohol was performed with enzyme extracts from a wood-degrading basidiomycete, Polystictus (Trametes) versicolor[1].
| [Chemical Properties]
white to slightly yellow powder | [Uses]
3,4-Dimethoxybenzoic acid is a derivative of Protocatechuic Acid.3,4-Dimethoxybenzoic acid is a reagent used in the production of antimicrobial agents, antifeedants, and a variety of other biologically active compounds.
| [Uses]
Derivative of Protocatechuic Acid, and is a reagent used in the production of antimicrobial agents, antifeedants, and a variety of other biologically active compounds. | [Definition]
ChEBI: A member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3. | [Synthesis Reference(s)]
Chemical and Pharmaceutical Bulletin, 26, p. 299, 1978 DOI: 10.1248/cpb.26.299 Tetrahedron Letters, 43, p. 4985, 2002 DOI: 10.1016/S0040-4039(02)00929-2 | [in vitro]
Veratric acid (100, 200 μM) suppresses iNOS expression in LPS-stimulated RAW264.7 cells. Veratric acid (200 μM) inhibits LPS-induced activation of the PI3K/Akt pathway, HAT activation, and HDAC3 expression in RAW264.7 cells. Veratric Acid (10-100 μg/mL) has anti-inflammatory activity, protects HaCaT cells against UVB-mediated phototoxicity, increases S-phase cells, and prevents UVB-mediated apoptosis. Veratric acid reduces upregulated COX-2 expression and levels of PGE2, and IL-6 after UVB irradiation.
| [storage]
Store at -20°C | [Purification Methods]
Crystallise the acid from Et2O, H2O or aqueous acetic acid. It has m 180-181o after sublimation at 80o/1mm. [Beilstein 10 H 393, 10 I 188, 10 II 261, 10 III 1404, 10 IV 1406.] | [References]
[1] Gross, Georg G. “From lignins to tannins: Forty years of enzyme studies on the biosynthesis of phenolic compounds.” Phytochemistry 69 18 (2008): Pages 3018-3031.
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