Veratric Acid (HCID 7121)

Überblick

3,4-dimethoxybenzoic acid is a member of the class of benzoic acids that is benzoic acid substituted by methoxy groups at positions 2 and 3. It has a role as an allergen and a plant metabolite. It derives from a hydride of a benzoic acid.

Namen und Bezeichner

Bevorzugter Name: Veratric Acid
IUPAC: 3,4-dimethoxybenzoic acid
Lokaler Name: Veratrumsure
Englischer Name: Veratric Acid
Summenformel: C9H10O4
Molmasse: 182.17

Namen und Synonyme

3,4-Dimethoxybenzoic acidVERATRIC ACID93-07-2Benzoic acid, 3,4-dimethoxy-Dimethylprotocatechuic acid3,4-Dimethylprotocatechuic acidNSC-77211YY04E7RR4DTXSID6059077CHEBI:296881RefChem:901791DTXCID7048827

Weitere Namen anzeigen

3,4-DimethoxybenzoicAKOS 220-15reratric acidVERATRIC ACID(RG)AKOS BBS-00003717Veratric acid (8CI)

202-215-7Veratrylic acidMFCD000025003,4-Dimethoxy-benzoic acidVeratrumenoic acidNSC 77213,4dimethoxy benzoic acid3,4-Dimethoxy benzoic acid

Datenbank-Bezeichner

CAS: 93-07-2
PubChem CID: 7121
DTXSID: DTXSID6059077
ChEMBL: CHEMBL118903
ChEBI: CHEBI:296881
UNII: 1YY04E7RR4
EC Number: 202-215-7
Nikkaji: J10.598H

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,6
Polarare Oberfläche (TPSA): 55,8 Å²
H-Brücken-Donoren: 1
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 3
Schwere Atome: 13
Formalladung: 0
Komplexität: 180

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Classes -> Benzoic Acid Derivatives

DrugsPharmaceuticals -> Metabolite of Mebeverine

SpringerMaterials PropertiesBoiling point

LogP1.61

Endocrine DisruptorsPotential endocrine disrupting compound

Physical DescriptionMonohydrate: Odorless solid; [Merck Index] Light yellow powder; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 179 · 179-182 °C(lit.)
Siedepunkt: 275.56 °C · 275.56°C (rough estimate)
Dichte: 1.2481 · 1.2481 (rough estimate)
Brechungsindex: 1.45 · 1.4500 (estimate)
storage temp.: Inert atmosphere,Room Temperature
Löslichkeit: 0.5 g/l · 0.5g/l
pka: 4.35 · 4.35±0.10(Predicted)
Aggregatzustand: Crystalline Powder
Farbe: Almost white to beige or reddish
Wasserlöslichkeit: slightly soluble
Merck: 14 · 14,9953
BRN: 518285 · 518285
Henry's Law Constant: 1.1 · 1.1×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
Stabilität: Stable. Incompatible with strong oxidizing agents.
Kosmetik-Inhaltsstoffe Funktionen: 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: 1.61 · 1.610
CAS Datenbank: 93 · 93-07-2(CAS DataBase Reference)
NIST chemische Informationen: 3 · Benzoic acid, 3,4-dimethoxy-(93-07-2)
EPA chemische Informationen: 3 · Benzoic acid, 3,4-dimethoxy- (93-07-2)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 5.7% (4 of 70) of reports.

Warning

H302 (14.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 70 reports by companies from 13 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory Information · 3 Einträge

Chemical: Benzoic acid, 3,4-dimethoxy-

Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23656

Benzoic acid, 3,4-dimethoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazards SummaryIntraperitoneal LD50 (mouse) >800 mg/kg; [RTECS] A skin and strong eye irritant; [Sigma-Aldrich MSDS] See 2-Methoxybenzoic acid.

Hazard Classes and CategoriesAcute Tox. 4 (14.3%)

Sicherheitsdaten

wgk: 3
tsca: TSCA listed
hs_code: 29189090
RTECS-Nr.: DG8598750
risk_code: 36/37/38
hazard_code: Xi
safety_code: 26-36-37/39
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

General Manufacturing InformationBenzoic acid, 3,4-dimethoxy-: ACTIVE

Anwendungen · 2 Einträge

BeschreibungVeratric 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].

Verwenden3,4-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.