基本情報
- CAS
31842-01-0- 標準SMILES
CC(C(=O)O)c1ccc(N2Cc3ccccc3C2=O)cc1- InChIKey
RJMIEHBSYVWVIN-UHFFFAOYSA-N- 分子式
- C17H15NO3
- 平均分子量
- 281.3 g/mol
- 単同位体質量
- 281.10519334
概要
Indoprofen is a monocarboxylic acid that is propionic acid in which one of the hydrogens at position 2 is substituted by a 4-(1-oxo-1,3-dihydroisoindol-2-yl)phenyl group. Initially used as an anti-inflammatory and analgesic, it was withdrawn from the market due to causing severe gastrointestinal bleeding. It has been subsequently found to increase production of the survival motor neuron protein. It has a role as a non-steroidal anti-inflammatory drug, a non-narcotic analgesic and an EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor. It is a member of isoindoles, a monocarboxylic acid and a gamma-lactam. It is functionally related to a propionic acid.
名称と識別子
- 優先名称
- Indoprofen
- IUPAC
- 2-[4-(3-oxo-1H-isoindol-2-yl)phenyl]propanoic acid
- 現地名
- インドプロフェン
- 英語名
- alpha-Methyl-p-[1-oxo-2-isoindolinyl]-benzeneacetic acid
- 分子式
- C17H15NO3
- 分子量
- 281.31
名称と別名
indoprofen31842-01-0IsindoneReumofeneFlosinFlosintIndoprofeneIndoprofenoPraxisBor-indIndoprofenumK 4277
名称をさらに表示
4-(1,3-ジヒドロ-1-オキソ-2H-イソインドール-2-イル)-α-メチルベンゼン酢酸2-[p-(1-オキソ-2-イソインドリニル)フェニル]プロピオン酸ロイモフェン(±)-インドプロフェンインドプロフェンrac-(2R*)-2-[4-(1-オキソ-2-イソインドリニル)フェニル]プロピオン酸プラキシスイシンドン4-[(1,3-ジヒドロ-1-オキソ-2H-イソインドール)-2-イル]-α-メチルベンゼン酢酸2-[4-(1-オキソ-2,3-ジヒドロ-1H-イソインドール-2-イル)フェニル]プロパン酸k4277ReumofeAids025462
2-(4-(1-Carboxyethyl)phenyl)-1-isoindolinoneDTXSID5045831p-(1-Oxo-2-isoindolinyl)hydratropic acidCPE46ZU14NK-4277NSC-7570651-Oxo-2-(p-((alpha-methyl)carboxymethyl)phenyl)isoindoline4-(1,3-Dihydro-1-oxo-2H-isoindol-2-yl)-alpha-methylbenzeneacetic acid
データベース識別子
- CAS
31842-01-0- PubChem CID
- 3718
物性
構造計算による物性
- XLogP
- 2.8
- 極性表面積
- 57.6 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
- 3
- 重原子数
- 21
- 形式電荷
- 0
- 複雑度
- 414
実験および物理化学的性質
Solubility>42.2 [ug/mL] (The mean of the results at pH 7.4)
Human DrugsPharmaceuticals
Melting Point208-210
Collision Cross Section
166.6 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
166.4 Ų [M+H]+ [CCS Type: TW]
155.36 Ų [M+H-H2O]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
物理化学的性質
- 融点
- 213 · 213-214°
- 沸点
- 423.97 °C · 423.97°C (rough estimate)
- 比重(密度)
- 1.1302 · 1.1302 (rough estimate)
- 屈折率
- 1.45 · 1.4500 (estimate)
- 貯蔵温度
- 2 · 2-8°C
- 溶解性
- Methanol (Slightly, Sonicated)
- 外見
- Solid
- 酸解離定数(Pka)
- 5.8 · pKa 5.8 (Uncertain)
- 色
- White to off-white
化学的性質
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
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P203, P264, P270, P280, P301+P316, P318, P321, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 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
Other Safety InformationIMAP assessments - Benzeneacetic acid, 4-(1,3-dihydro-1-oxo-2H-isoindol-2-yl)-.alpha.-methyl-: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 3 (100%)
安全データ
- wgk
- 3
- rtecs
- MU6645000
- ridadr
- UN 2811 6.1 / PGIII
- 毒性
- LD50 in rats (mg/kg): 58.66 i.v.; 60.83 orally (Buttinoni)
- risk_code
- 25-40
- hazard_code
- T
- safety_code
- 22-36/37/39-45
化学と産業
薬理情報
ATC Code
M - Musculo-skeletal system
QM - Musculo-skeletal system
Biological Half-Life2.3 hours.
Metabolism/MetabolitesGlucuronidation.
MeSH Pharmacological ClassificationCompounds or agents that combine with cyclooxygenase (PROSTAGLANDIN-ENDOPEROXIDE SYNTHASES) and thereby prevent its substrate-enzyme combination with arachidonic acid and the formation of eicosanoids, prostaglandins, and thromboxanes.
Absorption, Distribution and ExcretionRenal.
用途と製造
Use ClassificationPharmaceuticals
応用分野
使用ALPHA-METHYL-P-[1-OXO-2-ISOINDOLINYL]-BENZENEACETIC ACID is a non-steroidal anti-inflammatory agent used for treatment of pain and inflammation
上流・下流製品情報
上流原料
関連反応
10 件
化合物ノート
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