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アルクロフェナク

Alclofenac

HCID 30951
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
22131-79-9
標準SMILES
C=CCOc1ccc(CC(=O)O)cc1Cl
InChIKey
ARHWPKZXBHOEEE-UHFFFAOYSA-N
分子式
C11H11ClO3
平均分子量
226.65 g/mol
単同位体質量
226.0396719

概要

Alclofenac is an aromatic ether in which the ether oxygen links an allyl group to the 4-position of (3-chlorophenyl)acetic acid.A non-steroidal anti-inflammatory drug, it was withdrawn from the UK market in 1979 due to concerns with its association with vasculitis and rash. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and a drug allergen. It is a monocarboxylic acid, an aromatic ether and a member of monochlorobenzenes.

名称と識別子

優先名称
Alclofenac
IUPAC
2-(3-chloro-4-prop-2-enoxyphenyl)acetic acid
現地名
アルクロフェナク
英語名
ALCLOFENAC
分子式
C11H11ClO3
分子量
226.66

名称と別名

alclofenac22131-79-9MedifenacPrinalginMervanAlclophenacAllopydinReufenacNeostenNeostonZumarilAlclofenaco
名称をさらに表示
ネオストン3-クロロ-4-(2-プロペニルオキシ)ベンゼン酢酸3-クロロ-4-(アリルオキシ)ベンゼン酢酸メジフェナックプリナールギンロイフェナックネオステンアルクロフェナクアロピジンアルグンズマリル(4-アリルオキシ-3-クロロフェニル)酢酸エピナール4-(アリルオキシ)-3-クロロベンゼン酢酸メルバンアルクロフェナックアルクロフェナク (JAN)Argunw7320MY 101
EpinalAlclofenacum[4-(Allyloxy)-3-chlorophenyl]acetic acidW 73203-Chloro-4-(2-propenyloxy)benzeneacetic acidBenzeneacetic acid, 3-chloro-4-(2-propenyloxy)-(4-Allyloxy-3-chlorphenyl)essigsaeureDTXSID4020038

データベース識別子

CAS
22131-79-9
PubChem CID
30951

物性

構造計算による物性

XLogP
2.5
極性表面積
46.5 Ų
水素結合供与体数
1
水素結合受容体数
3
回転可能結合数
5
重原子数
15
形式電荷
0
複雑度
230

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LogP2.97
Human DrugsPharmaceuticals

物理化学的性質

融点
90 · 90-91°C
沸点
324.6 °C · 324.6°C (rough estimate)
比重(密度)
1.2401 · 1.2401 (rough estimate)
屈折率
1.453 · 1.4530 (estimate)
貯蔵温度
Refrigerator
溶解性
クロロホルム(微量)、メタノール(微量)
酸解離定数(Pka)
10.3 · pKa 10.3 (Uncertain)
外見
個体
色
オフホワイトからペールイエロー
水溶解度
13.1 mg/L · 13.1mg/L(25℃)

化学的性質

化学的特性Off-White to Pale Yellow Solid

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

GHS分類

GHS Classification · 4 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

毒性情報

Drug Induced Liver Injury · 6 件

Drug Induced Liver Injury Rank (DILIrank 2.0)

Alclofenac

vMost-DILI-concern

8

Withdrawn

DOI:10.1016/j.drudis.2016.02.015

安全データ

毒性
LD50 in mice, rats (mg/kg): 1100, 1050 orally; 600, 630 s.c.; 555, 530 i.p. (Lambelin)

化学と産業

薬理情報

ATC Code · 2 件

M - Musculo-skeletal system

QM - Musculo-skeletal system

Protein BindingThe binding to plasma proteins is 90-99%.
Mechanism of Action · 1 件

Alclofenac is an inhibitor of prostaglandin H2 synthase. The inhibition of the enzyme occurs through the reversible block of cyclooxygenase enzyme. Therefore, it prevents the production of inflammatory mediators (and pain) as prostacyclins and prostaglandins. Aclofenac has the ability to inhibit the biosynthesis of prostaglandins which may be an important factor in the action of these drugs, but in addition, the effect of these agents in displacing endogenous anti-inflammatory substances from plasma protein binding sites is thought to be an equally important effect in their mechanism of action

Biological Half-LifeThe plasma half-life varies between 1.5 and 5.5 hours.
Metabolism/Metabolitesthe main metabolic product is alclofenac itself and alclofenac glucuronide
MeSH Pharmacological Classification · 2 件

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Drugs that mimic the effects of stimulating postganglionic adrenergic sympathetic nerves. Included here are drugs that directly stimulate adrenergic receptors and drugs that act indirectly by provoking the release of adrenergic transmitters.

Absorption, Distribution and Excretion · 4 件

The absorption of alclofenac from the gastrointestinal tract is irregular. After oral or rectal administration maximum plasma concentrations are reached within 1-4 hours.

関連反応

9 件
反応記録を作成
HRID 116933 の反応式
HRID 116933反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (2/10)
HRID 1262531 の反応式
HRID 1262531反応物としてuspto-grants-1984_06
HRID 1262534 の反応式
HRID 1262534反応物としてuspto-grants-1984_06
HRID 1262536 の反応式
HRID 1262536反応物としてuspto-grants-1984_06
HRID 1449153 の反応式
HRID 1449153反応物としてuspto-grants-1980_02
HRID 1560917 の反応式
HRID 1560917反応物としてTraining data from https://doi.org/10.1039/C8SC04228D (1/10)
HRID 2164564 の反応式
HRID 2164564反応物としてuspto-grants-1985_03
HRID 2164567 の反応式
HRID 2164567反応物としてuspto-grants-1985_03
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化合物ノート

読み込み中…

このページの内容基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
DTXSID
DTXSID4020038
ChEMBL
CHEMBL94081
ChEBI
CHEBI:31183
UNII
M9CP5H21N8
EC Number
244-795-4
Nikkaji
J3.154B

Alclofenac is excreted in the urine mainly as glucuronide and as unchanged active substance.

The volume of distribution is 0.1 L / kg

For oral dose of 500mg: Renal clearance constant (av) 35ml/min Overall clearance constant (av) 37-69ml/min

用途と製造

Use ClassificationPharmaceuticals

応用分野

使用Analgesic; antipyretic; anti-inflammatory.

上流・下流製品情報

上流原料

フェニルアセトニトリルアリルフェニルエーテルカリウムヒドロキシド

サプライヤー24 社

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上海陶术生物科技股份有限公司+1-781-999-5354 · [email protected]
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補足説明 · 1 件

定義ChEBI: An aromatic ether in which the ether oxygen links an allyl group to the 4-position of (3-chlorophenyl)acetic acid.A non-steroidal anti-inflammatory drug, it was withdrawn from the UK market in 1979 due to concerns with its association with vasculitis and r sh.