N-(2,2-diethoxyethyl)-N-[(2-methyl-1,3-thiazol-4-yl)methyl]amine | 854745-46-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2,2-diethoxyethyl)-N-[(2-methyl-1,3-thiazol-4-yl)methyl]amine
• 英文别名: 2,2-diethoxy-N-[(2-methyl-1,3-thiazol-4-yl)methyl]ethanamine
• CAS: 854745-46-3
• 化学式: C₁₁H₂₀N₂O₂S
• mdl: MFCD21641280
• 分子量: 244.358
• InChiKey: GXTUOXDPGQBZTN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.727
• 拓扑面积：
  71.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2,2-diethoxyethyl)-N-[(2-methyl-1,3-thiazol-4-yl)methyl]amine 在 4-二甲氨基吡啶 、 甲酸 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 66.0h， 生成 (S)-3-methyl-2-[3-(2-methylthiazol-4-ylmethyl)-2-oxo-2,3-dihydroimidazol-1-yl]butyric acid methyl ester
  参考文献：
  名称：

  Discovery of imidazolidine-2,4-dione-linked HIV protease inhibitors with activity against lopinavir-resistant mutant HIV

  摘要：

  A new series of HIV protease inhibitors has been designed and synthesized based on the combination of the (R)-(hydroxyethylamino)sulfonamide isostere and the cyclic urea component of lopinavir. The series was optimized by replacing the 6-membered cyclic urea linker with an imidazolidine-2,4-dione which readily underwent N-alkylation to incorporate various methylene-linked heterocycle groups that bind favorably in site 3 of HIV protease. Significant improvements compared to lopinavir were seen in cell culture activity versus wild-type virus (pNL4-3) and the lopinavir-resistant mutant virus A17 (generated by in vitro serial passage of HIV-1 (pNL4-3) in NIT-4 cells). Select imidazolidine-2,4-dione containing Pis were also more effective at inhibiting highly resistant patient isolates Pt1 and Pt2 than lopinavir. Pharmacokinetic data collected for compounds in this series varied considerably when coadministered orally in the rat with an equal amount of ritonavir (5 mg/kg each). The AUC values ranged from 0.144 to 12.33 mu g h/mL. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.063
• 作为产物：
  描述：

  4-(氯甲基)-2-甲基-1,3-噻唑 、 氨基乙醛缩二乙醇 在 aldehyde 、 crude mixture 、 crude residue 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以to give 0.76 g (76%) of the title compound的产率得到N-(2,2-diethoxyethyl)-N-[(2-methyl-1,3-thiazol-4-yl)methyl]amine
  参考文献：
  名称：

  HIV PROTEASE INHIBITING COMPOUNDS

  摘要：

  该化合物的公式被披露为HIV蛋白酶抑制剂。还披露了抑制HIV感染的方法和组合物。

  公开号：

  US20130023463A1

文献信息

• HIV protease inhibiting compounds
  申请人：Flentge Charles A.

  公开号：US20110003827A1

  公开（公告）日：2011-01-06

  A compound of the formula is disclosed as an HIV protease inhibitor. Methods and compositions for inhibiting an HIV infection are also disclosed.

  公开了一种具有以下公式的化合物，作为HIV蛋白酶抑制剂。还公开了抑制HIV感染的方法和组合物。
• HIV PROTEASE INHIBITING COMPOUNDS
  申请人：Flentge Charles A.

  公开号：US20130023463A1

  公开（公告）日：2013-01-24

  A compound of the formula is disclosed as an HIV protease inhibitor. Methods and compositions for inhibiting an HIV infection are also disclosed.

  该化合物的公式被披露为HIV蛋白酶抑制剂。还披露了抑制HIV感染的方法和组合物。
• Hiv protease inhibiting sulfonamides
  申请人：Abbott Laboratories

  公开号：EP2216334A1

  公开（公告）日：2010-08-11

  A compound of the formula is disclosed as an I-IIV protease inhibitor. Methods and compositions for inhibiting an HIV infection are also disclosed.

  式中的化合物 公开了一种 I-IIV 蛋白酶抑制剂。还公开了抑制艾滋病毒感染的方法和组合物。
• HIV PROTEASE INHIBITING SULFONAMIDES
  申请人：ABBOTT LABORATORIES

  公开号：EP1709037B1

  公开（公告）日：2009-12-23
• US8193227B2
  申请人：——

  公开号：US8193227B2

  公开（公告）日：2012-06-05