2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzaldehyde | 914301-49-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzaldehyde
• 英文别名: 2-Fluoro-3-[(4-methoxyphenyl)methyl]-5-nitrobenzaldehyde
• CAS: 914301-49-8
• 化学式: C₁₅H₁₂FNO₄
• 分子量: 289.263
• InChiKey: MXRYVARVFOYPJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzaldehyde 在 sodium cyanoborohydride 、 溶剂黄146 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲醇 、 乙腈 为溶剂， 反应 7.0h， 生成 [2-(tert-butyldimethylsilanyloxy)ethyl]-[2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzyl]amine
  参考文献：
  名称：

  Design, Synthesis, and Incorporation of a β-Turn Mimetic in Angiotensin II Forming Novel Pseudopeptides with Affinity for AT₁ and AT₂ Receptors

  摘要：

  A benzodiazepine-based beta-turn mimetic has been designed, synthesized, and incorporated into angiotensin II. Comparison of the mimetic with beta-turns in crystallized proteins showed that it most closely resembles a type II beta-turn. The compounds exhibited high to moderate binding affinity for the AT(2) receptor, and one also displayed high affinity for the AT(1) receptor. Molecular modeling showed that the high-affinity compounds could be incorporated into a previously derived model of AT(2) receptor ligands.

  DOI：

  10.1021/jm051222g
• 作为产物：
  描述：

  2,6-二甲基氟苯 在 三乙基硅烷 、 氢氧化钾 、 lithium hydroxide 、 sodium tetrahydroborate 、 potassium permanganate 、 三氯化铝 、 氯化亚砜 、 草酰氯 、 三氟甲磺酸 、 硫酸 、 硝酸 、 二甲基亚砜 、 三乙胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 83.5h， 生成 2-fluoro-3-(4-methoxybenzyl)-5-nitrobenzaldehyde
  参考文献：
  名称：

  Design, Synthesis, and Incorporation of a β-Turn Mimetic in Angiotensin II Forming Novel Pseudopeptides with Affinity for AT₁ and AT₂ Receptors

  摘要：

  A benzodiazepine-based beta-turn mimetic has been designed, synthesized, and incorporated into angiotensin II. Comparison of the mimetic with beta-turns in crystallized proteins showed that it most closely resembles a type II beta-turn. The compounds exhibited high to moderate binding affinity for the AT(2) receptor, and one also displayed high affinity for the AT(1) receptor. Molecular modeling showed that the high-affinity compounds could be incorporated into a previously derived model of AT(2) receptor ligands.

  DOI：

  10.1021/jm051222g

文献信息

• Design, Synthesis, and Incorporation of a β-Turn Mimetic in Angiotensin II Forming Novel Pseudopeptides with Affinity for AT₁ and AT₂ Receptors
  作者：Ulrika Rosenström、Christian Sköld、Gunnar Lindeberg、Milad Botros、Fred Nyberg、Anders Karlén、Anders Hallberg

  DOI：10.1021/jm051222g

  日期：2006.10.1

  A benzodiazepine-based beta-turn mimetic has been designed, synthesized, and incorporated into angiotensin II. Comparison of the mimetic with beta-turns in crystallized proteins showed that it most closely resembles a type II beta-turn. The compounds exhibited high to moderate binding affinity for the AT(2) receptor, and one also displayed high affinity for the AT(1) receptor. Molecular modeling showed that the high-affinity compounds could be incorporated into a previously derived model of AT(2) receptor ligands.