3,4-ジヒドロキノリン-2(1H)-オン
1,2,3,4-テトラヒドロキノリン-2-オン · ヒドロカルボスチリル · 3,4-ジヒドロ-2(1H)-キノリノン · 3,4-ジヒドロキノリン-2(1H)-オン · 3,4-ジヒドロ-2(1H)-キノロン · 3,4-ジヒドロ-2-キノロン · HYDROCARBOSTYRIL · 3,4-DIHYDRO-1H-QUINOLIN-2-ONE
識別子と物理属性
| CAS No. | 553-03-7 |
|---|---|
| 分子式 | C9H9NO |
| 平均分子量 | 147.17 g/mol |
| 単同位体質量 | 147.06841391 g/mol |
| SMILES | O=C1CCc2ccccc2N1 |
| InChIKey | TZOYXRMEFDYWDQ-UHFFFAOYSA-N |
| PubChem CID | 64796 |
| ChEMBL | CHEMBL388582 |
| ChEBI | CHEBI:194726 |
| EC No. | 621-863-5 |
| DTXSID | DTXSID40203816 |
| 現地名 | 3,4-ジヒドロキノリン-2(1H)-オン |
化学・物理的性質
| XLogP | 1.1 |
|---|---|
| 極性表面積 | 29.1 |
| 水素結合供与体数 | 1 |
| 水素結合受容体数 | 1 |
| 回転可能結合数 | 0 |
| 重原子数 | 11 |
| 形式電荷 | 0 |
| 複雑度 | 167 |
| 溶解度 | 15.9 [ug/mL] (The mean of the results at pH 7.4)DMF: 30 mg/ml,DMSO: 30 mg/ml,DMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml水にわずかに溶ける。 |
| 融点 | 165-167 °C (lit.) |
| 沸点 | 267.28°C (rough estimate) |
| 密度 | 1.1135 (rough estimate) |
| 屈折率 | 1.5200 (estimate) |
| 貯蔵条件 | Keep in dark place,Sealed in dry,Room Temperature |
| 外観・状態 | 結晶性粉末 |
| pKa（酸解離定数） | 14.76±0.20(Predicted) |
| 色 | オフホワイト |
| Merck | 13,4800 |
| InChI | InChI=1S/C9H9NO/c11-9-6-5-7-3-1-2-4-8(7)10-9/h1-4H,5-6H2,(H,10,11) |
| InChIKey | TZOYXRMEFDYWDQ-UHFFFAOYSA-N |
| SMILES | N1C2=C(C=CC=C2)CCC1=O |
| CAS データベース | 553-03-7(CAS DataBase Reference) |
化学的特性
Off-white crystalline powder
安全性と法規制
| GHS 分類 | WarningH302 (98.6%): Harmful if swallowed [Warning Acute toxicity, oral]H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (97.2%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]P261, P264, P264+P265, P270, P271, P272, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 71 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.Not ClassifiedReported as not meeting GHS hazard criteria by 1 of 1 companies. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Acute Tox. 4 (98.6%)Skin Irrit. 2 (100%)Skin Sens. 1 (97.2%)Eye Irrit. 2 (100%)STOT SE 3 (100%)Not Classified |
| 水環境危害等級（WGK） | 2 |
| 輸送番号（UN） | 2811 |
| 税関コード | 29337900 |
| 危険文句（R） | 22-36/37/38-43 |
| 危険表示 | Xn,Xi |
| hazard_note | Irritant |
| 安全措置（S） | 26-36/37 |
| 危険等級 | 6.1(b)Acute Tox. 4 OralEye Irrit. 2Skin Irrit. 2Skin Sens. 1STOT SE 3 |
| 包装等級 | III |
| 貯蔵分類 | 11 - Combustible Solids |
用途
用途
有機合成原料。
使用
3,4-Dihydro-2-(1H)-quinolinone may be employed as medium supplement in the culture medium of Pseudomonas ayucida during enrichment culture experiments. It is used to prepare potent bicyclic peptide deformylase inhibitors with antibacterial effects. It is also used to synthesize substituted iminopiperidines as inhibitors of human nitric oxide synthase isoforms.
一般的な説明
Series of 3,4-dihydro-2(1H)-quinolinone derivatives having sigma-1 receptor (σ1R) antagonist activity have been synthesized. 3,4-dihydro-2((1)H)-quinolinones have been synthesized using N-(1′-alkoxy)cyclopropyl-2-haloanilines as starting reagent. Cyclopropane ring expansion in the presence of palladium catalyst is the major step involved in the synthesis. Library of 3,4-dihydro-2(1H)-quinolinones have been synthesized through the rearrangement of β-lactam intermediates on the solid-phase