6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2,8-diylacetic acid pentafluorophenyl ester | 442685-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2,8-diylacetic acid pentafluorophenyl ester
• 英文别名: (2,3,4,5,6-Pentafluorophenyl) 2-[13-[2-oxo-2-(2,3,4,5,6-pentafluorophenoxy)ethyl]-1,9-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaen-5-yl]acetate；(2,3,4,5,6-pentafluorophenyl) 2-[13-[2-oxo-2-(2,3,4,5,6-pentafluorophenoxy)ethyl]-1,9-diazatetracyclo[7.7.1.02,7.010,15]heptadeca-2(7),3,5,10(15),11,13-hexaen-5-yl]acetate
• CAS: 442685-97-4
• 化学式: C₃₁H₁₆F₁₀N₂O₄
• 分子量: 670.463
• InChiKey: PSAUCWOGRJYLEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59.1
• 氢给体数：
  0
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2,8-diylacetic acid pentafluorophenyl ester 在 ammonium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以93%的产率得到2,8-bis(carbamoylmethyl)-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine
  参考文献：
  名称：

  Design and Synthesis of a Novel Cyclophane as Host for Aryl Phosphate

  摘要：

  A novel Troger base derived cyclophane bearing mercaptoimidazole groups on the alkyl chains as blanches of 6H,12H-5,11-methanodibenzo-[b,t][1,5]diazocine skeleton was synthesized in order to investigate the ability as macrocyclic enzyme models to incorporate phosphotyrosine in future.

  DOI：

  10.3987/com-01-9409
• 作为产物：
  描述：

  对氨基乙酸苯甲酯 在 lithium hydroxide 、 N,N'-二环己基碳二亚胺 作用下， 以 甲醇 、 二氯甲烷 、 水 、 三氟乙酸 为溶剂， 反应 84.0h， 生成 6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine-2,8-diylacetic acid pentafluorophenyl ester
  参考文献：
  名称：

  Design and Synthesis of a Novel Cyclophane as Host for Aryl Phosphate

  摘要：

  A novel Troger base derived cyclophane bearing mercaptoimidazole groups on the alkyl chains as blanches of 6H,12H-5,11-methanodibenzo-[b,t][1,5]diazocine skeleton was synthesized in order to investigate the ability as macrocyclic enzyme models to incorporate phosphotyrosine in future.

  DOI：

  10.3987/com-01-9409

文献信息

• Design and Synthesis of a Novel Water-Soluble NMDA Receptor Antagonist with a 1,4,7,10-Tetraazacyclododecane Group
  作者：Takashi Masuko、Koichi Metori、Yasuo Kizawa、Tadashi Kusama、Muneharu Miyake

  DOI：10.1248/cpb.53.444

  日期：——

  Polyamines, especially spermine, inhibit N-methyl-D-aspartate (NMDA) receptors as open channel blockers. Two types of water-soluble NMDA receptor antagonist, ACCn (1) and TGCn (2), with a 1,4,7,10-tetraazacyclododecane cyclic polyamine group, were synthesized and the effects of both compounds on NMDA receptors were studied using voltage-clamp recordings of recombinant NMDA receptors expressed in Xenopus oocytes. These compounds inhibited macroscopic currents in both NR1/NR2A and NR1/NR2B receptor subtypes in oocytes voltage-clamped at −70 mV. Inhibition by the compounds of NR1/NR2A receptors were more prominent than that of NR1/NR2B receptors. The inhibitory effects of ACCn (1) on both NMDA receptors were more potent than those of TGCn (2).

  多胺，尤其是精胺，作为开放通道阻滞剂抑制 N-甲基-<小>D-天冬氨酸 (NMDA) 受体。合成了两种具有1,4,7,10-四氮杂环十二烷环状多胺基团的水溶性NMDA受体拮抗剂ACCn (1)和TGCn (2)，并利用电压研究了两种化合物对NMDA受体的影响-非洲爪蟾卵母细胞中表达的重组 NMDA 受体的钳记录。这些化合物抑制电压钳位在-70 mV的卵母细胞中NR1/NR2A和NR1/NR2B受体亚型的宏观电流。 NR1/NR2A受体化合物的抑制作用比NR1/NR2B受体化合物更显着。 ACCn (1) 对两种 NMDA 受体的抑制作用比 TGCn (2) 更有效。
• Synthesis of a novel water‐soluble NMDA receptor antagonist
  作者：Takashi Masuko、Tadashi Kusama、Hiroki Nagaoka、Koichi Metori、Yasuo Kizawa、Muneharu Miyake

  DOI：10.1002/jhet.5570450214

  日期：2008.3

  A novel water-soluble N-methyl-D-aspartate (NMDA) receptor antagonist ATGDMAP 1 as synthesized and the effect of 1 on NMDA receptors was studied using voltage-clamp recordings of recombinant NMDA receptors expressed in Xenopus oocytes. The compound 1 inhibited macroscopic currents in NR1/NR2A, NR1/NR2B, NR1/NR2C and NR1/NR2D receptor subtypes in oocytes voltage-clamped at -70 mV. Mutant NR1/NR2B receptors

  使用爪蟾卵母细胞中表达的重组NMDA受体的电压钳记录，研究了合成的新型水溶性N-甲基-D-天冬氨酸（NMDA）受体拮抗剂ATGDMAP 1和1对NMDA受体的作用。化合物1抑制了电压钳制在-70 mV的卵母细胞中NR1 / NR2A，NR1 / NR2B，NR1 / NR2C和NR1 / NR2D受体亚型中的宏观电流。当电压钳位在-70 mV时，与野生型NMDA受体相比，包含NR1（T648A）或NR1（T648S）的突变NR1 / NR2B受体具有非常大的保持电流，因为这些突变体会产生组成性开放通道。ATGDMAP 1和Mg 2+NMDA受体的通道阻滞剂减少了突变NMDA受体所需的大保持电流。这些数据表明ATGDMAP 1直接作用于NMDA受体的通道孔。
• Design and Synthesis of a Novel Cyclophane as Host for Aryl Phosphate
  作者：Muneharu Miyake、Craig S. Wilcox

  DOI：10.3987/com-01-9409

  日期：——

  A novel Troger base derived cyclophane bearing mercaptoimidazole groups on the alkyl chains as blanches of 6H,12H-5,11-methanodibenzo-[b,t][1,5]diazocine skeleton was synthesized in order to investigate the ability as macrocyclic enzyme models to incorporate phosphotyrosine in future.