5-羟基-2,3,4,9-四氢咔唑 | 35618-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 5-羟基-2,3,4,9-四氢咔唑
• 英文名称: 5-Hydroxy-1,2,3,4-tetrahydro-carbazol
• 英文别名: 5,6,7,8-tetrahydro-carbazol-4-ol；2,3,4,9-Tetrahydro-1H-carbazol-5-ol；6,7,8,9-tetrahydro-5H-carbazol-4-ol
• CAS: 35618-96-3
• 化学式: C₁₂H₁₃NO
• 分子量: 187.241
• InChiKey: FKJXROGBISFLJE-UHFFFAOYSA-N

物化性质

• 沸点：
  393.8±37.0 °C(Predicted)
• 密度：
  1.272±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  36
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  5-羟基-2,3,4,9-四氢咔唑 在 sodium hydroxide 作用下， 以 二甲基亚砜 、 异丙醇 为溶剂， 生成 1-{[2-(2-methoxyphenoxy)ethyl]amino}-3-(2,3,4,9-tetrahydro-1H-carbazol-6-yloxy)-2-propanol
  参考文献：
  名称：

  Novel Carvedilol Analogues That Suppress Store-Overload-Induced Ca²⁺ Release

  摘要：

  Carvedilol is a uniquely effective drug for the treatment of cardiac arrhythmias in patients with heart failure. This activity is in part because of its ability to inhibit store-overload-induced calcium release (SOICR) through the RyR2 channel. We describe the synthesis, characterization, and bioassay of ca. 100 compounds based on the carvedilol motif to identify features that correlate with and optimize SOICR inhibition. A single-cell bioassay was employed on the basis of the RyR2-R4496C mutant HEK-293 cell line in which calcium release from the endoplasmic reticulum through the defective channel was measured. IC50 values for SOICR inhibition were thus obtained. The compounds investigated contained modifications to the three principal subunits of carvedilol, including the carbazole and catechol moieties, as well as the linker chain containing the beta-amino alcohol functionality. The SAR results indicate that significant alterations are tolerated in each of the three subunits.

  DOI：

  10.1021/jm401090a
• 作为产物：
  描述：

  1,2,3,4-四氢咔唑 、 双氧水 以9%的产率得到
  参考文献：
  名称：

  BERRIER CH.; JACQUESY J. -C.; JOUANNETAUD M. -P.; RENOUX A., TETRAHEDRON LETT., 27,(1986) N 38, 4565-4568

  摘要：

  DOI：

文献信息

• Hydroxylation of indolines and indoles by hydrogen peroxide in superacids
  作者：Christian Berrier、Jean-Claude Jacquesy、Marie-Paule Jouannetaud、Alain Renoux

  DOI：10.1016/s0040-4039(00)85004-2

  日期：——
• BERRIER, C.;JACQUESY, J. C.;JOUANNETAUD, M. P.;RENOUX, A., NEW. J. CHEM., 11,(1987) N 8-9, 611-615
  作者：BERRIER, C.、JACQUESY, J. C.、JOUANNETAUD, M. P.、RENOUX, A.

  DOI：——

  日期：——
• US3976779A
  申请人：——

  公开号：US3976779A

  公开（公告）日：1976-08-24