Tienilic Acid (HCID 38409)

概要

Tienilic acid is an aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links with hepatitis. It has a role as an antihypertensive agent, a hepatotoxic agent and a loop diuretic. It is a dichlorobenzene, a monocarboxylic acid, a member of thiophenes, an aromatic ether and an aromatic ketone.

名称と識別子

優先名称: Tienilic Acid
IUPAC: 2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid
現地名: チクリナフェン
英語名: TICRYNAFEN
分子式: C13H8Cl2O4S
分子量: 331.17

名称と別名

TicrynafenTienilic acid40180-04-9Thienylic acid2-(2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy)acetic acidAcido tienilicoAcide tieniliqueAcidum tienilicum2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acidDTXSID4023670ANP 3624(2,3-Dichloro-4-(2-thenoyl)phenoxy)acetic acid

名称をさらに表示

2,3-ジクロロ-4-(2-チエニルカルボニル)フェノキシ酢酸チエニル酸[2,3-ジクロロ-4-(2-チエニルカルボニル)フェノキシ]酢酸ジフルレックスチクレックスチクリナフェンセラクリン2-[2,3-ジクロロ-4-(チオフェン-2-カルボニル)フェノキシ]酢酸TienilicTienilic Acid - Ticrynafanticrexfr3068ce3624ANP 362anp3624diflurexskf62698selacryn

4-(2-Thienylketo)-2,3-dichlorophenoxyacetic acidSKF 62698[2,3-dichloro-4-(2-thienylcarbonyl)phenoxy]acetic acid(2,3-Dichloro-4-(2-thiophenecarbonyl)phenoxy)acetic acidSK&F 62698HC95205SY4(2,3-Dichloro-4-(2-thienylcarbonyl)phenoxy)acetic acid4-(2-Theonyl)-2,3-dichlorphenoxyessigsaeure

データベース識別子

CAS: 40180-04-9
PubChem CID: 38409
DTXSID: DTXSID4023670
ChEMBL: CHEMBL267744
ChEBI: CHEBI:9590
UNII: HC95205SY4
EC Number: 254-826-3
Nikkaji: J16.869F

物性

構造計算による物性

XLogP: 4.1
極性表面積: 91.8 Å²
水素結合供与体数: 1
水素結合受容体数: 5
回転可能結合数: 5
重原子数: 20
形式電荷: 0
複雑度: 379

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

Endocrine DisruptorsPotential endocrine disrupting compound

物理化学的性質

融点: 148 · 148-149oC
沸点: 534.6 · 534.6±50.0 °C(Predicted)
比重(密度): 1.532 · 1.532
貯蔵温度: -20 °C · -20°C
溶解性: 5 mg/mL · DMSO：ソリュブル5mg/mL（透明溶液）
酸解離定数(Pka): 2.79 · 2.79±0.10(Predicted)
外見: 粉
色: 白からベージュ
InChI: InChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17)
InChIKey: AGHANLSBXUWXTB-UHFFFAOYSA-N
SMILES: C(O)(=O)COC1=CC=C(C(C2SC=CC=2)=O)C(Cl)=C1Cl

化学的性質

化学的特性Pale Beige Solid

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H302 (50%): 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 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazard Classes and CategoriesSTOT SE 3 (100%)

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Ticrynafen

vMost-DILI-concern

8

Withdrawn

DOI:10.1016/j.drudis.2016.02.015

安全データ

wgk: 3
rtecs: AG9300000
毒性: LD50 in mice (mg/kg): 225 i.v., 1275 orally (US 3758506)
risk_code: 22
hazard_code: Xn
ストレージクラス: 11 - Combustible Solids

化学と産業

薬理情報

ATC Code · 2 件

C - Cardiovascular system

QC - Cardiovascular system

Metabolism/MetabolitesTicrynafen has known human metabolites that include Thiophene-4,5-epoxide and Tienilic acid-s-oxide.

MeSH Pharmacological Classification · 3 件

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

Agents that promote the excretion of urine through their effects on kidney function.

Gout suppressants that act directly on the renal tubule to increase the excretion of uric acid, thus reducing its concentrations in plasma.

応用分野

使用A heterocycloc derivative of phenoxyacetic Acid. Uses as a diuretic, uricosuric, anhtihypertensive

サプライヤー50 社

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艾吉析科技（上海）有限公司17717235263 · [email protected]

補足説明 · 1 件

定義ChEBI: An aromatic ketone that is 2,3-dichlorophenoxyacetic acid in which the hydrogen at position 4 on the benzene ring is replaced by a thiophenecarbonyl group. A loop diuretic used to treat hypertension, it was withdrawn from the market in 1982 due to links wi h hepatitis.

チクリナフェン

基本情報

概要