6964-62-1
6964-62-1 結(jié)構(gòu)式
基本信息
2-甲基-7-(苯基(苯氨基)甲基)喹啉-8-醇
2-甲基-7-[苯基(苯氨基)甲基]-8-喹啉醇
7-(ALPHA-苯胺基芐基)-2-甲基-8-喹啉醇
NSC 66811
NSC66811
NSC-66811
7-(alpha-Anilinobenzyl)-2-methyl-8-quinolinol
7-[anilino(phenyl)methyl]-2-methylquinolin-8-ol
2-Methyl-7-(phenyl(phenylamino)methyl)quinolin-8-ol
2-Methyl-7-[Phenyl(phenylamino)methyl]-8-quinolinol
8-Quinolinol,2-methyl-7-[phenyl(phenylamino)methyl]-
8-Hydroxy-2-methyl-7-[phenyl(phenylamino)methyl]quinoline
物理化學(xué)性質(zhì)
制備方法
826-81-3
100-52-7
62-53-3
6964-62-1
一般步驟：將苯胺（0.465 g，5.0 mmol）和苯甲醛（0.53 g，5.0 mmol）溶解于乙醇（10 mL）中，室溫?cái)嚢?分鐘。隨后，向反應(yīng)體系中加入8-羥基喹哪啶（0.795 g，5.0 mmol）及催化量的吡啶（2滴），將混合物加熱至100℃回流反應(yīng)24小時(shí)。反應(yīng)進(jìn)程通過(guò)薄層色譜（TLC，展開(kāi)劑比例為乙腈:水=3:2）及液相色譜-質(zhì)譜聯(lián)用（LC-MS）進(jìn)行監(jiān)控。反應(yīng)完成后，通過(guò)旋轉(zhuǎn)蒸發(fā)儀除去溶劑乙醇，得到粗產(chǎn)物。粗產(chǎn)物經(jīng)快速柱色譜純化，洗脫劑為含2%乙酸乙酯的己烷溶液。收集含目標(biāo)化合物的餾分，于通風(fēng)櫥中靜置過(guò)夜，得到針狀晶體產(chǎn)物2-甲基-7-(苯基(苯氨基)甲基)喹啉-8-醇（0.92 g，收率54%）。產(chǎn)物結(jié)構(gòu)經(jīng)1H NMR、13C NMR、高分辨質(zhì)譜（HRMS-ESI）及元素分析確認(rèn)。1H NMR（500 MHz, CDCl3, δ）: 7.97 (d, J = 8.4 Hz, 1H), 7.51 (d, J = 8.5 Hz, 1H), 7.48 (m, 2H), 7.31 (m, 2H), 7.24 (m, 3H), 7.10 (m, 2H), 6.67 (m, 1H), 6.63 (m, 2H), 6.12 (d, J = 3.4 Hz, 1H), 4.49 (s, 1H), 2.69 (s, 3H); 13C NMR（125 MHz, CDCl3, δ）: 157.3, 148.6, 147.7, 142.8, 137.8, 136.2, 129.3, 128.8, 127.6, 127.4, 125.8, 125.7, 124.2, 122.7, 117.86, 117.78, 113.8, 57.0, 25.1; HRMS-ESI (m/z): [M-C6H6N]+ calcd for C23H20N2O 248.10754, found 248.10762. Elemental analysis calcd (%) for C23H20N2O: C, 81.15; H, 5.92; N, 8.23; found: C, 80.88; H, 5.89; N, 8.17. HPLC (Method-B) Rt = 2.770 min (>95%).
參考文獻(xiàn)：
[1] Bioorganic and Medicinal Chemistry, 2016, vol. 24, # 2, p. 160 - 178
[2] Journal of Organic Chemistry, 1956, vol. 21, p. 692
| 報(bào)價(jià)日期 | 產(chǎn)品編號(hào) | 產(chǎn)品名稱(chēng) | CAS號(hào) | 包裝 | 價(jià)格 |
| 2025/05/22 | HY-14967 | 7-(ALPHA-苯胺基芐基)-2-甲基-8-喹啉醇 NSC 66811 | 6964-62-1 | 1 mg | 304元 |
| 2025/05/22 | HY-14967 | 7-(ALPHA-苯胺基芐基)-2-甲基-8-喹啉醇 NSC 66811 | 6964-62-1 | 5mg | 800元 |
| 2025/05/22 | HY-14967 | 7-(ALPHA-苯胺基芐基)-2-甲基-8-喹啉醇 NSC 66811 | 6964-62-1 | 10 mg | 1240元 |
常見(jiàn)問(wèn)題列表
NSC 66811 (0, 5, 10, 20 μM) dose-dependently induces the accumulation of p53, MDM2, and p21 cip1/waf due to the functional activation of p53.
Western Blot Analysis
| Cell Line: | HCT-116 (p53 +/+ and p53 -/- ) cells [1] . |
| Concentration: | 0, 5, 10, 20 μM. |
| Incubation Time: | 48 h. |
| Result: |
Dose-dependently induced the accumulation of p53, MDM2, and p21
cip1/waf
proteins in the HCT-116 human colon cancer cell line with wild-type p53.
Had no effect on the levels for p53, MDM2, and p21 cip1/waf protein in the isogenic HCT-116 p53 -/- cell line. |