23146-22-7
23146-22-7 結(jié)構(gòu)式
基本信息
11H-茚并[1,2-B]喹喔啉-11-酮肟
CS-2230
IQ-1 sodium
IQ-1S (free acid)
IQ-1S
IQ 1S
IQ1S
11H-Indeno[1,2-b]quinoxalin-11-one oxime Sodium
制備方法
![11H-茚并[1,2-B]喹喔啉-11-酮](/CAS/GIF/6954-91-2.gif)
6954-91-2
23146-22-7
以11H-茚并[1,2-b]喹喔啉-11-酮（4a，0.23g，1.0mmol）為原料，與鹽酸羥胺（0.35g，5.0mmol）在乙醇（EtOH，5.0mL）中混合，回流反應(yīng)6小時（反應(yīng)進(jìn)程通過薄層色譜法（TLC）監(jiān)測）。反應(yīng)完成后，將混合物冷卻至室溫，并倒入水中。通過過濾收集生成的沉淀物，并用乙醇重結(jié)晶，得到目標(biāo)產(chǎn)物11H-茚并[1,2-b]喹喔啉-11-酮肟（5a，0.23g，收率94%），為白色固體。熔點(diǎn)：274-276℃（在乙醇中重結(jié)晶，分解）。核磁共振氫譜（1H NMR，400MHz，DMSO-d6）：δ 7.67-7.72（m，2H，ArH），7.78-7.85（m，2H，ArH），8.10-8.13（m，2H，ArH），8.14-8.17（m，1H，ArH），8.50-8.53（m，1H，ArH），13.48（s，1H，NOH）。核磁共振碳譜（13C NMR，100MHz，DMSO-d6）：δ 122.26, 128.76, 129.30, 129.87, 129.99, 130.58, 132.09, 132.56, 133.07, 135.99, 141.56, 141.85, 147.18, 150.81, 152.89。電噴霧質(zhì)譜（ESIMS）：[M+H]+ m/z 248.01。元素分析計算值（C15H9N3O·0.2H2O）：C 71.81%，H 3.78%，N 16.75%；實測值：C 71.47%，H 3.65%，N 16.80%。
參考文獻(xiàn)：
[1] European Journal of Medicinal Chemistry, 2016, vol. 108, p. 258 - 273
| 報價日期 | 產(chǎn)品編號 | 產(chǎn)品名稱 | CAS號 | 包裝 | 價格 |
| 2025/05/22 | HY-100233 | 11H-茚并[1,2-b]喹喔啉-11-酮肟 IQ-1S free acid | 23146-22-7 | 5mg | 496元 |
| 2025/05/22 | HY-100233 | 11H-茚并[1,2-b]喹喔啉-11-酮肟 IQ-1S free acid | 23146-22-7 | 10 mM * 1 mLin DMSO | 545元 |
| 2025/05/22 | HY-100233 | 11H-茚并[1,2-b]喹喔啉-11-酮肟 IQ-1S free acid | 23146-22-7 | 10mg | 630元 |
常見問題列表
| Target | Value |
|
JNK3
(Cell-free assay) | 87 nM |
|
JNK2
(Cell-free assay) | 360 nM |
|
JNK1
(Cell-free assay) | 390 nM |
Compound IQ-1S is a potent, noncytotoxic inhibitor of pro-inflammatory cytokine [interleukin (IL)-1α, IL-1β, IL-6, IL-10, tumor necrosis factor (TNF)-α, interferon-γ, and granulocyte-macrophage colony-stimulating factor] and nitric oxide production by human and murine monocyte/macrophages. The effect of IQ-1S is evaluated on LPS-induced cytokine production in human PBMCs. Among the 12 cytokines analyzed, LPS (200 ng/mL) consistently induces five (IL-1α, IL-1β, IL-6, IL-10, and TNF-α) in PBMCs compared with DMSO-treated control cells. Production of all of these cytokines is significantly inhibited by 20 μM IQ-1S. Among them, TNF-α production is inhibited completely by IQ-1 (>99%), the levels of IL-1α, IL-1β, and IL-10 are decreased by 85%, and IL-6 production is decreased by 33%.
When mice are dosed with 12.5 and 30 mg/kg IQ-1S (The sodium salt of IQ-1S) i.p., the serum exposure of the compound is also good, with AUC 0-12h values of 2.9 and 7.4 μM/h, respectively.