9H-carbazol-3-yl acetate | 107622-38-8

• 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
• 英文名称: 9H-carbazol-3-yl acetate
• 英文别名: 3-Acetoxycarbazol；3-acetoxy-carbazole；acetic acid carbazol-3-yl ester；Essigsaeure-carbazol-3-ylester
• CAS: 107622-38-8
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: VBFJLLBJUWVPGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9H-carbazol-3-yl acetate 在 N-溴代丁二酰亚胺(NBS) 、 溶剂黄146 作用下， 生成 Acetic acid 6-bromo-9H-carbazol-3-yl ester
  参考文献：
  名称：

  Structure-activity relationship of bromoeudistomin D, a powerful Ca2+ releaser in skeletal muscle sarcoplasmic reticulum

  摘要：

  Bromoeudistomin D and 9-methyl-7-bromoeudistomin D which have a beta-carboline skeleton are powerful Ca2+ releasers from skeletal muscle sarcoplasmic reticulum exhibiting caffeine-like properties. We examined the effects of bromoeudistomin D analogues on Ca(2+)-induced Ca2+ release from skeletal muscle sarcoplasmic reticulum. Among bromoeudistomin D analogues, the Ca(2+)-releasing activities of carboline derivatives were higher than those of carbazole derivatives, suggesting that a carboline skeleton is significantly important for the manifestation of Ca(2+)-releasing activity and Ca2+ sensitivity of Ca(2+)-induced Ca2+ release. On the contrary, the analogues which have a carbazole skeleton and bromine at C-6 inhibit both Ca(2+)- and caffeine-induced Ca2+ release. 9-Methyl-substitution of the analogue elevated its Ca(2+)-releasing activity. Moreover, there is a close correlation between the enhancement of [3H]ryanodine binding to sarcoplasmic reticulum by the analogues and the activation of Ca2+ release by them. Bromoudistomin D analogues may provide valuable information about the structure-function relationship of the ryanodine receptor/Ca2+ release channels in skeletal muscle sarcoplasmic reticulum.

  DOI：

  10.1016/0922-4106(95)90040-3
• 作为产物：
  描述：

  3-甲氧基-9H-咔唑 在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 生成 9H-carbazol-3-yl acetate
  参考文献：
  名称：

  Structure-activity relationship of bromoeudistomin D, a powerful Ca2+ releaser in skeletal muscle sarcoplasmic reticulum

  摘要：

  Bromoeudistomin D and 9-methyl-7-bromoeudistomin D which have a beta-carboline skeleton are powerful Ca2+ releasers from skeletal muscle sarcoplasmic reticulum exhibiting caffeine-like properties. We examined the effects of bromoeudistomin D analogues on Ca(2+)-induced Ca2+ release from skeletal muscle sarcoplasmic reticulum. Among bromoeudistomin D analogues, the Ca(2+)-releasing activities of carboline derivatives were higher than those of carbazole derivatives, suggesting that a carboline skeleton is significantly important for the manifestation of Ca(2+)-releasing activity and Ca2+ sensitivity of Ca(2+)-induced Ca2+ release. On the contrary, the analogues which have a carbazole skeleton and bromine at C-6 inhibit both Ca(2+)- and caffeine-induced Ca2+ release. 9-Methyl-substitution of the analogue elevated its Ca(2+)-releasing activity. Moreover, there is a close correlation between the enhancement of [3H]ryanodine binding to sarcoplasmic reticulum by the analogues and the activation of Ca2+ release by them. Bromoudistomin D analogues may provide valuable information about the structure-function relationship of the ryanodine receptor/Ca2+ release channels in skeletal muscle sarcoplasmic reticulum.

  DOI：

  10.1016/0922-4106(95)90040-3

文献信息

• 신규한 9에이치-카바졸 에스테르 유도체, 이의 제조방법 및 이를 함유하는 혈관 질환의 예방 또는 치료용 조성물
  申请人：The Industry & Academic Cooperation in Chungnam National University (IAC) 충남대학교산학협력단(220040084104) BRN ▼314-82-09264

  公开号：KR101497435B1

  公开（公告）日：2015-03-03

  본 발명은 신규한 9 H -카바졸 에스테르 유도체, 이의 제조방법 및 이를 함유하는 혈관 질환의 예방 또는 치료용 조성물에 관한 것으로서, 상기 신규한 9 H -카바졸 에스테르 유도체는 혈소판 응집 억제 효과와 생체 내 안정성이 매우 우수하여 혈관 질환의 예방 또는 치료용 의약 조성물로 용이하게 이용가능하다.

  This is the translation of the text into Chinese: 本发明涉及一种新的9H-卡巴唑酯衍生物，其制备方法以及用于预防或治疗血管疾病的组合物，所述新的9H-卡巴唑酯衍生物具有出色的血小板凝聚抑制作用和生物内稳定性，可方便地用作预防或治疗血管疾病的药物组合物。
• Stetter; Schwarz, Justus Liebigs Annalen der Chemie, 1958, vol. 617, p. 54,58
  作者：Stetter、Schwarz

  DOI：——

  日期：——