1,3-Benzodioxole-5-carboxylic acid (HCID 7196)

概要

Piperonylic acid is a member of the class of benzodioxoles that is 1,3-benzodioxole substituted by a carboxy group at position 5. It is a natural product isolated from several plant species. It is a selective mechanism-based inactivator of the trans-cinnamate 4-hydroxylase enzyme and exhibits antifungal and skin wound healing properties. It has a role as an EC 1.14.14.91 ( trans-cinnamate 4-monooxygenase) inhibitor, an antifungal agent, a vulnerary and a plant metabolite. It is a monocarboxylic acid, an aromatic carboxylic acid and a member of benzodioxoles. It is a conjugate acid of a piperonylate.

名称と識別子

優先名称: 1,3-Benzodioxole-5-carboxylic acid
IUPAC: 1,3-benzodioxole-5-carboxylic acid
現地名: ピペロニル酸
英語名: Piperonylic acid
分子式: C8H6O4
分子量: 166.13

名称と別名

PIPERONYLIC ACID94-53-11,3-Benzodioxole-5-carboxylic acidHeliotropic acid2H-1,3-Benzodioxole-5-Carboxylic Acid3,4-(Methylenedioxy)benzoic acidProtocatechuic acid methylene ether5-Benzodioxolecarboxylic acid3,4-Dioxymethylenebenzoic acidQX3V1NO0KHDTXSID6059104NSC-10072

名称をさらに表示

ピペロニル酸3,4-メチレンジオキシ安息香酸3,4-メチレンビスオキシ安息香酸1,3-ベンゾジオキソール-5-カルボン酸ヘリオトロプ酸3,4-(メチレンビスオキシ)安息香酸1，3‐ベンゾジオキソ-ル‐5‐カルボン酸2H-1,3-ベンゾジオキソール-5-カルボン酸PIPEROYLICACIDAKOS 213-90Pepper acidheliotropicacidPiperonylicAcid>

CHEBI:107644RefChem:863626DTXCID7048902202-342-8Benzo[d][1,3]dioxole-5-carboxylic acid3,4-Methylenedioxybenzoic acidMFCD00005830benzo[1,3]dioxole-5-carboxylic acid

データベース識別子

CAS: 94-53-1
PubChem CID: 7196
DTXSID: DTXSID6059104
ChEMBL: CHEMBL573781
ChEBI: CHEBI:107644
UNII: QX3V1NO0KH
EC Number: 202-342-8
Nikkaji: J4.700G

物性

構造計算による物性

XLogP: 0.4
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: 1
重原子数: 12
形式電荷: 0
複雑度: 191

実験および物理化学的性質

Chemical ClassesOther Classes -> Organic Acids

Endocrine DisruptorsPotential endocrine disrupting compound

Melting Point229 °C

Physical Description · 2 件

Solid; [Merck Index] White powder; [Alfa Aesar MSDS]

Solid

Collision Cross Section124.5 Å² [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]

物理化学的性質

融点: 229 · 229-231 °C (lit.)
沸点: 254.32 °C · 254.32°C (rough estimate)
比重(密度): 1.3579 · 1.3579 (rough estimate)
屈折率: 1.509 · 1.5090 (estimate)
貯蔵温度: Sealed in dry,Room Temperature
溶解性: DMSO（微量）、メタノール（微量）
酸解離定数(Pka): 4.35 · 4.35±0.20(Predicted)
外見: 粉
色: オフホワイトからベージュ
水溶解度: わずかに溶ける
Merck: 14 · 14,7477
BRN: 150206 · 150206
化粧品成分の機能: 肌を保護するスキンコンディショニング
InChI: 1S/C8H6O4/c9-8(10)5-1-2-6-7(3-5)12-4-11-6/h1-3H,4H2,(H,9,10)
InChIKey: VDVJGIYXDVPQLP-UHFFFAOYSA-N
SMILES: OC(=O)c1ccc2OCOc2c1
LogP: 0.81 · 0.810 (est)
CAS データベース: 94 · 94-53-1(CAS DataBase Reference)
NISTの化学物質情報: 1 · 1,3-Benzodioxole-5-carboxylic acid(94-53-1)
EPAの化学物質情報: 1 · 1,3-Benzodioxole-5-carboxylic acid (94-53-1)

化学的性質

化学的特性It is a white to light yellow crystalline powder, slightly soluble in water, chloroform, cold ethanol, and ether.

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H302 (89.1%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P305+P354+P338, P317, 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 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Status: Active Update: 11-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/19383

1,3-Benzodioxole-5-carboxylic acid: Does not have an individual approval but may be used under an appropriate group standard

Hazards SummaryIntraperitoneal LD50 (mouse) > 800 mg/kg; [RTECS] A skin and strong eye irritant; [Alfa Aesar MSDS]

Hazard Classes and CategoriesAcute Tox. 4 (89.1%)

安全データ

wgk: 3
tsca: TSCA listed
rtecs: DF4912765
hs_code: 29329970
risk_code: 22-37/38-41-36/37/38
hazard_code: Xn,Xi
hazard_note: Irritant
safety_code: 26-36/37/39-37/39
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

Cellular LocationsCytoplasm

用途と製造

UsesFound in Paracoto bark; [Merck Index]

General Manufacturing Information1,3-Benzodioxole-5-carboxylic acid: ACTIVE

応用分野

使用Piperonylic Acid is a compound closely mimicking the structure of transcinnamic acid involved in the phenylpropanoid pathway in plant physiology.

調製方法

純化方法Crystallise the acid from EtOH or water. [Beilstein 19/7 V 300.]

上流・下流製品情報

上流原料

カリウムヒドロキシドピペロナール過マンガン酸カリウム 3,4-メチレンジオキシ安息香酸メチル 3,4-(methylenedioxy)benzenediazonium tetrafluoroborate ピペロニロニトリル

下流製品

1,3-ベンゾジオキソール-5-カルボチオアミド 6-Bromo-3,4-methylenedioxybenzoic acid ピリベジル (1,3-Benzodioxol-5-ylcarbonyl)amino]acetic acid 5-(2H-1,3-benzodioxol-5-yl)-1,3,4-thiadiazol-2-amine

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

河北创海生物科技有限公司+86-86-13131129325 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Dayang Chem (Hangzhou) Co.,Ltd.+86-0571-88938639 17705817739 · [email protected]

ピペロニル酸

基本情報

概要