2-bromo-3-(dimethylamino)acrolein

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-bromo-3-(dimethylamino)acrolein
• 英文别名: (E)-2-Bromo-3-(dimethylamino)acrylaldehyde；(E)-2-bromo-3-(dimethylamino)prop-2-enal
• 化学式: C₅H₈BrNO
• 分子量: 178.029
• InChiKey: ACBSCWFIKSDJLP-HWKANZROSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  纳曲酮 、 2-bromo-3-(dimethylamino)acrolein 在 乙酸铵 、 溶剂黄146 作用下， 生成 (4bS,8R,8aS,13bR)-11-bromo-7-(cyclopropylmethyl)-5,6,7,8,9,13b-hexahydro-8aH-4,8-methanobenzofuro[3,2-h]pyrido[3,4-g]quinoline-1,8a-diol
  参考文献：
  名称：

  Synthesis, opioid receptor binding, and functional activity of 5′-substituted 17-cyclopropylmethylpyrido[2′,3′:6,7]morphinans

  摘要：

  A series of naltrexone-derived pyridomorphinans possessing various substituents at the 5'-position on the pyridine ring were synthesized and evaluated for opioid receptor binding in rodent brain membranes and functional activity in smooth muscle preparations. While the introduction of aromatic I-pyrrolyl group (6h) improved the 8 affinity and 6 antagonist potency of the parent compound (3), the introduction of guanidine group (6i) transformed it to a K selective ligand in opioid receptor binding and [S-35]GTP-gamma-S functional assays. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(02)00934-4

文献信息

• OSTROUMOV, I. G.;XAKUNOVA, E. YU.;TSILKO, A. E.;MARETINA, I. A.;PETROV, A+, ZH. ORGAN. XIMII, 26,(1990) N2, S. 2508-2510
  作者：OSTROUMOV, I. G.、XAKUNOVA, E. YU.、TSILKO, A. E.、MARETINA, I. A.、PETROV, A+

  DOI：——

  日期：——
• Synthesis, opioid receptor binding, and functional activity of 5′-substituted 17-cyclopropylmethylpyrido[2′,3′:6,7]morphinans
  作者：Subramaniam Ananthan、Hollis S Kezar, III、Surendra K Saini、Naveen K Khare、Peg Davis、Christina M Dersch、Frank Porreca、Richard B Rothman

  DOI：10.1016/s0960-894x(02)00934-4

  日期：2003.2

  A series of naltrexone-derived pyridomorphinans possessing various substituents at the 5'-position on the pyridine ring were synthesized and evaluated for opioid receptor binding in rodent brain membranes and functional activity in smooth muscle preparations. While the introduction of aromatic I-pyrrolyl group (6h) improved the 8 affinity and 6 antagonist potency of the parent compound (3), the introduction of guanidine group (6i) transformed it to a K selective ligand in opioid receptor binding and [S-35]GTP-gamma-S functional assays. (C) 2002 Elsevier Science Ltd. All rights reserved.