N,N-二甲基-9H-咔唑-9-乙胺 | 7384-02-3

• 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: N,N-二甲基-9H-咔唑-9-乙胺
• 英文名称: 2-(9H-carbazol-9-yl)-N,N-dimethylethan-1-amine
• 英文别名: Carbazole, 9-(2-(dimethylamino)ethyl)-；2-carbazol-9-yl-N,N-dimethylethanamine
• CAS: 7384-02-3
• 化学式: C₁₆H₁₈N₂
• 分子量: 238.332
• InChiKey: PMWWYUOBIQPGJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  8.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N,N-二甲基-9H-咔唑-9-乙胺 在 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 4.5h， 生成 2-carbazol-9-yl-N-methylethanamine
  参考文献：
  名称：

  NB 06: From a simple lysosomotropic aSMase inhibitor to tools for elucidating the role of lysosomes in signaling apoptosis and LPS-induced inflammation

  摘要：

  Ceramide generation is involved in signal transduction of cellular stress response, in particular during stress-induced apoptosis in response to stimuli such as minimally modified Low-density lipoproteins, TNFalpha and exogenous C-6-ceramide. In this paper we describe 48 diverse synthetic products and evaluate their lysosomotropic and acid sphingomyelinase inhibiting activities in macrophages. A stimuli induced increase of C-16-ceramide in macrophages can be almost completely suppressed by representative compound NB 06 providing an effective protection of macrophages against apoptosis. Compounds like NB 06 thus offer highly interesting fields of application besides prevention of apoptosis of macrophages in atherosclerotic plaques in vessel walls. Most importantly, they can be used for blocking pH dependent lysosomal processes and enzymes in general as well as for analyzing lysosomal dependent cellular signaling. Modulation of gene expression of several prominent inflammatory messengers IL1B, IL6, IL23A, CCL4 and CCL20 further indicate potentially beneficial effects in the field of (systemic) infections involving bacterial endotoxins like LPS or infections with influenza A virus. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.09.021
• 作为产物：
  描述：

  9-<1-(Benzotriazol-1-yl)-3-(dimethylamino)propyl>carbazole 以59%的产率得到
  参考文献：
  名称：

  Katritzky Alan R., Rachwal Stanislaw, Rachwal Bogumila, J. Org. Chem, 59 (1994) N 18, S 5206-5214

  摘要：

  DOI：

文献信息

• 9-Substituted 3-aminocarbazole compounds
  申请人：Boehringer Mannheim G.m.b.H.

  公开号：US03975398A1

  公开（公告）日：1976-08-17

  Novel 3-aminocarbazole compounds of the formula: ##SPC1## Wherein X is hydrogen or halogen, Y is oxygen or represents two hydrogen atoms; and R.sub.1 and R.sub.2, which can be the same or different, are hydrogen, lower alkyl or hydroxyalkyl or amino; and n is 1 or 2, with the proviso that when n is 2, X, Y, R.sub.1 and R.sub.2 cannot all be hydrogen atoms, As well as the salts thereof with inorganic and organic acids; are outstandingly effective indicators for the determination of glucose and provide stable compositions for such glucose determination.

  化合物的化学式为：##SPC1## 其中X为氢或卤素，Y为氧或代表两个氢原子；R.sub.1和R.sub.2可以相同也可以不同，是氢、低级烷基、羟基烷基或氨基；n为1或2，但当n为2时，X、Y、R.sub.1和R.sub.2不能同时为氢原子。此外，该化合物与无机和有机酸形成的盐，是用于测定葡萄糖的杰出指示剂，并提供用于葡萄糖测定的稳定组合物。
• 9-Substituted 3-aminocarbazole compounds and test strip indicator
  申请人：Boehringer Mannheim G.m.b.H.

  公开号：US03988208A1

  公开（公告）日：1976-10-26

  Novel 3-aminocarbazole compounds of the formula: ##SPC1## Wherein X is hydrogen or halogen, Y is oxygen or represents two hydrogen atoms; and R.sub.1 and R.sub.2, which can be the same or different, are hydrogen, lower alkyl or hydroxyalkyl or amino; and N is 1 or 2, with the proviso that when n is 2, X, Y, R.sub.1 and R.sub.2 cannot all be hydrogen atoms, as well as the salts thereof with inorganic and organic acids; are outstandingly effective indicators for the determination of glucose and provide stable compositions for such glucose determination.

  以下为中文翻译结果： 本发明涉及一种新型的3-氨基咔唑化合物，其化学式为：##SPC1##其中，X为氢或卤素，Y为氧或代表两个氢原子；R.sub.1和R.sub.2可以相同也可以不同，分别为氢、低碳基或羟基烷基或氨基；N为1或2，但当n为2时，X、Y、R.sub.1和R.sub.2不能全部为氢原子。此外，本发明还涉及该化合物与无机和有机酸的盐。这些化合物在葡萄糖测定中具有杰出的效果，并提供稳定的葡萄糖测定组成物。
• Carbazole Compounds and Therapeutic Uses of the Compounds
  申请人：Tucker John

  公开号：US20110305661A1

  公开（公告）日：2011-12-15

  Compounds of the general structural formula (I) and (II) and use of the compounds and salts and hydrates thereof, as therapeutic agents are disclosed. Treatable diseases and conditions include cancers, inflammatory diseases and conditions, and immunodeficiency diseases.

  本发明揭示了具有一般结构式（I）和（II）的化合物及其盐和水合物的使用作为治疗剂。可治疗的疾病和病况包括癌症、炎症性疾病和病况以及免疫缺陷病。
• CARBAZOLE COMPOUNDS AND THERAPEUTIC USES OF THE COMPOUNDS
  申请人：Incuron, LLC

  公开号：US20140303224A1

  公开（公告）日：2014-10-09

  Compounds of the general structural formula (I) and (II) and use of the compounds and salts and hydrates thereof, as therapeutic agents are disclosed. Treatable diseases and conditions include cancers, inflammatory diseases and conditions, and immunodeficiency diseases. (I), (II).

  本发明揭示了通式（I）和（II）的化合物以及这些化合物和其盐和水合物的用途作为治疗剂。可治疗的疾病和状况包括癌症、炎症性疾病和状况以及免疫缺陷病。 (I)，(II)。
• A Layered Aluminophosphate [C₁₇H₂₁N₂]₃[Al₃(PO₄)₄]·5H₂O with Fluorescent Property Derived from Carbazolyl-Modified Template
  作者：Jiang-Zhen Qiu、Cheng-Jie Guo、Qinwu Wu、Pei-Yu Liao、Jinyu Deng、Zhuo-Fan Chen、Suyang Yao、Wei-Quan Lin、Jiuxing Jiang

  DOI：10.1021/acs.inorgchem.3c02837

  日期：2023.10.23

  synthesizing novel molecular sieve structures. Herein, we design a novel carbazolyl-modified template and further synthesize a two-dimensional layered aluminophosphate with [C17H21N2]3[Al3(PO4)4]·5H2O (denoted as ZHKU-2). ZHKU-2 is composed of AA-stacked [Al3P4O16]3– layers constructed from alternating AlO4 and PO3(=O) tetrahedrons to form a 4.6.8 network featured by capped six-ring secondary building units

  设计和创新有机结构导向剂是合成新型分子筛结构的关键。在此，我们设计了一种新型咔唑基修饰模板，并进一步合成了具有[C 17 H 21 N 2 ] 3 [Al 3 (PO 4 ) 4 ]·5H 2 O的二维层状磷酸铝（记为ZHKU-2）。ZHKU-2由AA堆叠的[Al 3 P 4 O16] 3层组成，该层由交替的AlO 4和PO 3 (=O)四面体构成，形成以封顶六环二级结构单元为特征的4.6.8网络。咔唑基模板化的ZHKU-2表现出强烈的紫色荧光，量子产率高达25.98%。这项工作扩展了[Al 3 P 4 O 16 ] 3–族的磷酸铝材料，并为通过探索有机发光结构导向剂合成新型分子筛提供了思路。