ChemicalBook--->CAS DataBase List--->93-07-2

93-07-2

93-07-2 Structure

93-07-2 Structure
IdentificationMore
[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 PropertiesBack 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
[Henry's Law Constant]

1.1×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
[Cosmetics Ingredients Functions]

HAIR CONDITIONING
[InChI]

1S/C9H10O4/c1-12-7-4-3-6(9(10)11)5-8(7)13-2/h3-5H,1-2H3,(H,10,11)
[InChIKey]

DAUAQNGYDSHRET-UHFFFAOYSA-N
[SMILES]

COc1ccc(cc1OC)C(O)=O
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H335-H315-H319
[Precautionary statements ]

P264-P280-P302+P352+P332+P313+P362+P364-P305+P351+P338+P337+P313-P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[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
[REACH Registrations]

Active
[HS Code ]

29189090
[Storage Class]

11 - Combustible Solids
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Veratraldehyde
[Preparation Products]

5,6-Dimethoxyisobenzofuran-1(3H)-one-->3,4-Dimethoxynitrobenzene-->Methyl 2-amino-4,5-dimethoxybenzoate-->2-benzoquinone-->2-Amino-4,5-dimethoxybenzoic acid-->2,4-Dimethoxyphenylacetic acid-->2-Methoxyphenoxyacetic acid-->8,9-di-O-Methyl-urolithin C
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

3,4-Dimethoxybenzoic acid(93-07-2).msds
Hazard InformationBack 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
[Synthesis]

Veratric acid is prepared via a two-step synthesis starting with the methylation of acetovanillon using dimethylsulphate in alkaline media to obtain 3,4-dimethoxy acetophenone, followed by an oxidation based on the haloform reaction with sodium hypochlorite in alkaline media[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.
Spectrum DetailBack Directory
[Spectrum Detail]

3,4-Dimethoxybenzoic acid(93-07-2)MS
3,4-Dimethoxybenzoic acid(93-07-2)1HNMR
3,4-Dimethoxybenzoic acid(93-07-2)13CNMR
3,4-Dimethoxybenzoic acid(93-07-2)IR1
3,4-Dimethoxybenzoic acid(93-07-2)IR2
3,4-Dimethoxybenzoic acid(93-07-2)Raman
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

3,4-Dimethoxybenzoic acid, 99+%(93-07-2)
[Alfa Aesar]

3,4-Dimethoxybenzoic acid, 99+%(93-07-2)
[Sigma Aldrich]

93-07-2(sigmaaldrich)
[TCI AMERICA]

3,4-Dimethoxybenzoic Acid,>98.0%(T)(93-07-2)
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