3,4-ジメトキシ安息香酸
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 · VERATRIC ACID
識別子と物理属性
| CAS No. | 93-07-2 |
|---|---|
| 分子式 | C9H10O4 |
| 平均分子量 | 182.17 g/mol |
| 単同位体質量 | 182.0579088 g/mol |
| SMILES | COc1ccc(C(=O)O)cc1OC |
| InChIKey | DAUAQNGYDSHRET-UHFFFAOYSA-N |
| PubChem CID | 7121 |
| ChEMBL | CHEMBL118903 |
| ChEBI | CHEBI:296881 |
| EC No. | 202-215-7 |
| DTXSID | DTXSID6059077 |
| 現地名 | 3,4-ジメトキシ安息香酸 |
化学・物理的性質
| XLogP | 1.6 |
|---|---|
| 極性表面積 | 55.8 |
| 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 |
| 物質分類 | Other Classes -> Benzoic Acid Derivatives |
| 医薬品 | Pharmaceuticals -> Metabolite of Mebeverine |
| SpringerMaterials Properties | Boiling point |
| LogP（分配係数） | 1.61 |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Physical Description | Monohydrate: Odorless solid[Merck Index] Light yellow powder[Sigma-Aldrich MSDS] |
| 融点 | 179-182 °C(lit.) |
| 沸点 | 275.56°C (rough estimate) |
| 密度 | 1.2481 (rough estimate) |
| 屈折率 | 1.4500 (estimate) |
| 貯蔵条件 | Inert atmosphere,Room Temperature |
| 溶解度 | 0.5g/lわずかに溶ける |
| pKa（酸解離定数） | 4.35±0.10(Predicted) |
| 外観・状態 | 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 |
| Merck | 14,9953 |
| BRN | 518285 |
| ヘンリー定数 | 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（分配係数） | 1.610 |
| CAS データベース | 93-07-2(CAS DataBase Reference) |
| NISTの化学物質情報 | Benzoic acid, 3,4-dimethoxy-(93-07-2) |
| EPAの化学物質情報 | Benzoic acid, 3,4-dimethoxy- (93-07-2) |
化学的特性
white to slightly yellow powder
安全性と法規制
| GHS 分類 | This chemical does not meet GHS hazard criteria for 5.7% (4 of 70) of reports.WarningH302 (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. |
|---|---|
| 規制情報 | Chemical: Benzoic acid, 3,4-dimethoxy-Status: Active Update: 29-05-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/23656Benzoic 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. |
| 有害性の概要 | Intraperitoneal LD50 (mouse) >800 mg/kg[RTECS] A skin and strong eye irritant[Sigma-Aldrich MSDS] See 2-Methoxybenzoic acid. |
| Hazard Classes and Categories | Acute Tox. 4 (14.3%) |
| 水環境危害等級（WGK） | 3 |
| TSCA 収載状態 | TSCA listed |
| RTECS 番号 | DG8598750 |
| 税関コード | 29189090 |
| 危険文句（R） | 36/37/38 |
| 化審法 | (3)-1645 |
| 危険表示 | Xi |
| 安全措置（S） | 26-36-37/39 |
| 貯蔵分類 | 11 - Combustible Solids |
用途
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.
製法・合成法
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.]