138483-63-3

• 常用中文名：L-689502
• 常用英文名：L-689502
• CAS号：138483-63-3
• 分子式：C₃₉H₅₁N₃O₇
• 分子量：673.83800
• 相关类别： 信号通路 代谢酶/蛋白酶 HIV蛋白酶
• 发布时间：2017-04-09 06:11:23
• 更新时间：2024-01-27 02:11:43
• L-689502 是一个有效的 HIV-1 蛋白酶 (HIV-l protease) 抑制剂，其 IC₅₀ 值为 1 nM。

名称

• 中文名: L-689502
• 英文名: tert-butyl N-[(2S,3S,5R)-3-hydroxy-6-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-[[4-(2-morpholin-4-ylethoxy)phenyl]methyl]-6-oxo-1-phenylhexan-2-yl]carbamate
• 英文别名: Des-3-pyridylmethyl Indinavir; (2S)-1-[(2S,4S)-4-benzyl-2-hydroxy-5-[[(1S,2R)-2-hydroxy-2,3-dihydro-1H-inden-1-yl]amino]-5-oxopentyl]-N-tert-butylpiperazine-2-carboxamide; [14C]-N-Dealkyl Indinavir; N-(2(R)-hydroxy-1(S)-indanyl)-2(R)-phenylmethyl-4(S)-hydroxy-5-(1-(2(S)-N-(tert-butylcarboxamido)piperazinyl))pentanamide; N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-[(tert-butyloxycarbonyl)amino]-4(S)-hydroxy-6-phenyl-2(R)-({4-[2-(4-morpholinyl)ethoxy]phenyl}methyl)hexanamide; (1S,2R,2'R,4'S,2"S)-1-((2-benzyl-5-(((2-(t-butyl)amino)carbonyl)piperazin-1-yl)-4-hydroxypentanoyl)amino)indan-2-ol; indinavir penultimate; 2,3,5-Trideoxy-N-[(1S,2R)-2,3-dihydro-2-hydroxy-1H-inden-1-yl]-5-[(2S)-2-[[(1,1-dimethylethyl)amino]carbonyl]-1-piperazinyl]-2-(phenylmethyl)-D-erythro-pentonamide; N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-(1,1-dimethylethoxycarbonyl)amino-4(S)-hydroxy-6-phenyl-2(R)-(4-(2-(4-morpholinyl)ethoxy)phenyl)methyl hexanamide; L-689502

物化性质

• 密度: 1.24g/cm3
• 沸点: 886.9ºC at 760 mmHg
• 分子式: C₃₉H₅₁N₃O₇
• 分子量: 673.83800
• 闪点: 490.2ºC
• 精确质量: 673.37300
• PSA: 136.57000
• LogP: 5.20040
• 蒸汽压: 9.83E-34mmHg at 25°C
• 折射率: 1.615
• 储存条件: 2-8℃

生物活性

• 描述: L-689502 是一个有效的 HIV-1 蛋白酶 (HIV-l protease) 抑制剂,其 IC50 值为 1 nM。
• 相关类别:
  信号通路 >> 代谢酶/蛋白酶 >> HIV蛋白酶
  研究领域 >> 炎症/免疫
• 靶点:

  IC50: 1 nM (HIV-l protease)[1]

• 体外研究: L694746和L-689502均以浓度依赖性方式抑制HIV-1蛋白酶活性。胃蛋白酶抑制剂的效力远低于显示IC50为2μM的任一化合物。 L694746在抑制HIV-1蛋白酶方面与L-689502一样有效,尽管其结构与L-689502不同[1]。
• 细胞实验: 将G689502（在1mL的100％DMSO中的3.3pmole）加入已经生长48小时的培养物中。发酵期间的最终底物和DMSO浓度分别为65pM和2％。含有L-689502的发酵在收获前再进行72-96小时。用甲醇（0.5体积）和丙酮（0.5体积）将全发酵液进行间歇萃取。含有L-689502衍生物的上清液通过过滤从菌丝体中分离[1]。
• 参考文献:

  [1]. Lingham RB, et al. HIV-1 protease inhibitory activity of L-694,746, a novel metabolite of L-689,502. Biochem Biophys Res Commun. 1991 Dec 31;181(3):1456-61.

合成路线

3240-94-6 138498-62-1 ~99% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

7480-35-5 ~% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

140468-55-9 ~% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

140468-58-2 ~% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

138499-15-7 ~% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

140468-56-0 ~% 138483-63-3

文献：Thompson; Fitzgerald; Holloway; Emini; Darke; McKeever; Schleif; Quintero; Zugay; Tucker; Schwering; Homnick; Nunberg; Springer; Huff Journal of Medicinal Chemistry, 1992 , vol. 35, # 10 p. 1685 - 1701

141018-43-1 ~% 138483-63-3

文献：Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

98760-08-8 ~% 138483-63-3

文献：Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

141018-38-4 ~% 138483-63-3

文献：Askin, D.; Wallace, M. A.; Vacca, J. P.; Reamer, R. A.; Volante, R. P.; Shinkai, I. Journal of Organic Chemistry, 1992 , vol. 57, # 10 p. 2771 - 2773

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