Veratric Acid (HCID 7121)

概要

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.

名称と識別子

優先名称: Veratric Acid
IUPAC: 3,4-dimethoxybenzoic acid
現地名: 3,4-ジメトキシ安息香酸
英語名: Veratric Acid
分子式: C9H10O4
分子量: 182.17

名称と別名

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

名称をさらに表示

3,4-ジメトキシ安息香酸ベラトルム酸ベラトル酸プロトカテク酸ジメチルエーテル3,4‐ジメトキシ安息香酸3, 4- DIMETHOXYBENZOIC ACID (ベラトリル酸)ベラトリル酸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

データベース識別子

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

物性

構造計算による物性

XLogP: 1.6
極性表面積: 55.8 Å²
水素結合供与体数: 1
水素結合受容体数: 4
回転可能結合数: 3
重原子数: 13
形式電荷: 0
複雑度: 180

実験および物理化学的性質

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]

物理化学的性質

融点: 179 · 179-182 °C(lit.)
沸点: 275.56 °C · 275.56°C (rough estimate)
比重(密度): 1.2481 · 1.2481 (rough estimate)
屈折率: 1.45 · 1.4500 (estimate)
貯蔵温度: Inert atmosphere,Room Temperature
溶解性: 0.5 g/l · 0.5g/l
酸解離定数(Pka): 4.35 · 4.35±0.10(Predicted)
外見: 結晶性粉末
色: ほぼ白からベージュまたは赤みがかった色
水溶解度: わずかに溶ける
Merck: 14 · 14,9953
BRN: 518285 · 518285
Henry's Law Constant: 1.1 · 1.1×105 mol/(m3Pa) at 25℃, Abraham and Jr. (2019)
安定性: 安定。強力な酸化剤とは相容れない。
化粧品成分の機能: ヘアコンディショニング
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 データベース: 93 · 93-07-2(CAS DataBase Reference)
NISTの化学物質情報: 3 · Benzoic acid, 3,4-dimethoxy-(93-07-2)
EPAの化学物質情報: 3 · Benzoic acid, 3,4-dimethoxy- (93-07-2)

化学的性質

化学的特性white to slightly yellow powder

安全と法規制

GHS分類

GHS Classification · 5 件

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.

危険有害性情報

Regulatory Information · 3 件

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%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: DG8598750
hs_code: 29189090
risk_code: 36/37/38
化審法: (3)-1645
hazard_code: Xi
safety_code: 26-36-37/39
ストレージクラス: 11 - Combustible Solids

化学と産業

用途と製造

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

応用分野 · 3 件

用途有機合成原料。

説明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].

使用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.

調製方法

純化方法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.]