7-溴-1,1,2-三甲基-1H-苯并[e]吲哚 | 879713-65-2

• 物质功能分类: 医药中间体 - 吲哚类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 7-溴-1,1,2-三甲基-1H-苯并[e]吲哚
• 英文名称: 7-bromo-1,1,2-trimethyl-1H-benzo[e]indole
• 英文别名: 7-bromo-1,1,2-trimethylbenzo[e]indole
• CAS: 879713-65-2
• 化学式: C₁₅H₁₄BrN
• 分子量: 288.187
• InChiKey: OJKFWXNRBKESAI-UHFFFAOYSA-N

物化性质

• 沸点：
  382.5±42.0 °C(Predicted)
• 密度：
  1.38

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  7-溴-1,1,2-三甲基-1H-苯并[e]吲哚 在 sodium acetate 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 14.0h， 生成 7-bromo-2-((E)-2-((E)-3-((E)-2-(7-bromo-3-ethyl-1,1-dimethyl-1H-benzo[e]indol-2(3H)-ylidene)ethylidene)-2-chloro-5-(1-methoxy-2-methyl-1-oxopropan-2-yl)cyclohex-1-enyl)vinyl)-3-ethyl-1,1-dimethyl-1H-benzo[e]indolium iodide
  参考文献：
  名称：

  NOVEL ORGANIC COMPOUND, NEAR-INFRARED FLUORESCENT CONSTANT MEDIUM CONTAINING SAME, AND METHOD FOR NANO-GRANULATING CONSTANT MEDIUM

  摘要：

  本发明涉及一种新型的有机化合物，含有该化合物的近红外荧光恒定介质，以及用于纳米粒化该恒定介质的方法。

  公开号：

  US20180327357A1
• 作为产物：
  描述：

  3-甲基-2-丁酮 、 (6-bromonaphthalen-2-yl)hydrazine hydrochloride 在 溶剂黄146 作用下， 反应 5.0h， 以70%的产率得到7-溴-1,1,2-三甲基-1H-苯并[e]吲哚
  参考文献：
  名称：

  一种4,5-苯并吲哚化合物及其发光应用

  摘要：

  本发明提供了一种4,5‑苯并吲哚化合物，具有如下结构式：该4,5‑苯并吲哚化合物具有较好的热稳定性、高发光效率、高发光纯度，可以应用于有机电致发光器件、有机太阳能电池、钙钛矿电池、有机薄膜晶体管或有机光感受器领域。本发明还提供了一种有机电致发光器件，该器件包含阳极、阴极和有机层，有机层包含发光层、空穴注入层、空穴传输层、激子阻挡层、电子传输层中的至少一层，有机层中至少有一层含有如结构式I的4,5‑苯并吲哚化合物，采用4,5‑苯并吲哚化合物制作的有机电致发光器件具有电致发光效率良好和色纯度优异以及寿命长的优点。

  公开号：

  CN108358830A

文献信息

• [EN] NEW ARYL IMIDAZOLES AND RELATED COMPOUNDS AS C5A RECEPTOR MODULATORS<br/>[FR] ARYL IMIDAZOLES ET COMPOSES ASSOCIES, MODULATEURS DE RECEPTEUR C5A
  申请人：NEUROGEN CORP

  公开号：WO2003082829A1

  公开（公告）日：2003-10-09

  The invention provides Aryl substituted imidazoles, pyrazoles, pyridizines and related compounds of the Formula (I) where the ring system represented by Formula (A) is a 5 membered heteroaryl ring system, in which x is 0, A is chosen from carbon and heteroatoms nitrogen, oxygen, and sulfur, and E and G are independently carbon or nitrogen, provided that the 5 membered heteroaryl ring system does not contain more than 3 heteroatoms or more than 1 oxygen or sulfur atom, or a 6 membered heteroaryl ring system, in which x is 1, A, B, E, and G are independently chosen from carbon and nitrogen, provided that the 6 membered heteroaryl ring system does not contain more than 3 nitrogen atoms. The remaining variables, Ar1, Ar2, R, R1, R2, R3, R4, R5, R6, y and z are defined herein. Such compounds are ligands of C5a receptors. Preferred compounds of the invention act bind to C5a receptors with high affinity and exhibit neutral antagonist or inverse agonist activity at C5a receptors. This invention also relates to pharmaceutical compositions comprising such compounds. It further relates to the use of such compounds in treating a variety of inflammatory and immune system disorders.

  该发明提供了式（I）中的芳基取代咪唑、吡唑、吡啶和相关化合物，其中由式（A）表示的环系统是一个5成员杂芳基环系统，在该环系统中x为0，A从碳和杂原子氮、氧和硫中选择，E和G分别为碳或氮，前提是5成员杂芳基环系统不含超过3个杂原子或超过1个氧或硫原子，或者是一个6成员杂芳基环系统，在该环系统中x为1，A、B、E和G分别从碳和氮中选择，前提是6成员杂芳基环系统不含超过3个氮原子。其余变量Ar1、Ar2、R、R1、R2、R3、R4、R5、R6、y和z在此处定义。这些化合物是C5a受体的配体。该发明的优选化合物具有高亲和力结合到C5a受体，并且在C5a受体上表现为中性拮抗剂或逆激动剂活性。该发明还涉及包含这些化合物的药物组合物。它进一步涉及使用这些化合物治疗各种炎症和免疫系统疾病。
• Polymethine dyes-loaded solid lipid nanoparticles (SLN) as promising photosensitizers for biomedical applications
  作者：Giorgia Chinigò、Ana Gonzalez-Paredes、Alessandra Gilardino、Nadia Barbero、Claudia Barolo、Paolo Gasco、Alessandra Fiorio Pla、Sonja Visentin

  DOI：10.1016/j.saa.2022.120909

  日期：2022.4

  Polymethine dyes (PMD) have proved to be excellent candidates in the biomedical field for potential applications in both diagnostic and therapeutic. However, PMD application in biomedicine is hindered by their poor solubility and stability in physiological conditions. Therefore, the incorporation of these dyes in nanosystems could be important to prevent the formation of dye aggregates in aqueous environment

  聚甲炔染料 (PMD) 已被证明是生物医学领域的优秀候选者，在诊断和治疗方面都有潜在的应用。然而，PMD在生物医学中的应用受到其在生理条件下溶解度和稳定性差的阻碍。因此，将这些染料掺入纳米系统对于防止在水环境中形成染料聚集体和保护它们的光物理特性可能很重要。在目前的工作中，将两种基于苯并二氢吲哚环的 PMD（溴苯并花青-C4 和溴苯并方方酸-C4）掺入固体脂质纳米颗粒（SLN）中，以在水溶液中溶解和稳定它们。获得的 SLN 显示出对 PMD 的高掺入效率（≈90%），并且即使在生理条件下也不仅保留了它们在 NIR 区域的光谱特性，而且还改善了它们。活力测定显示空载和负载纳米载体的良好生物相容性，而细胞摄取和细胞内定位显示 MCF-7 细胞有效内化，CY-SLN 部分线粒体定位。而且，体外光毒性试验表明，花青负载-SLN（CY-SLN）比游离染料更具光活性。
• Aryl imidazoles and related compounds as C5a receptor modulators
  申请人：Neurogen Corporation

  公开号：US20040116424A1

  公开（公告）日：2004-06-17

  The invention provides Aryl substituted imidazoles, pyrazoles, pyridizines and related compounds of the Formula 1 where the ring system represented by 2 is a 5 membered heteroaryl ring system, in which x is 0, A is chosen from carbon and heteroatoms nitrogen, oxygen, and sulfur, and E and G are independently carbon or nitrogen, provided that the 5 membered heteroaryl ring system does not contain more than 3 heteroatoms or more than 1 oxygen or sulfur atom, or a 6 membered heteroaryl ring system, in which x is 1, A, B, E, and G are independently chosen from carbon and nitrogen, provided that the 6 membered heteroaryl ring system does not contain more than 3 nitrogen atoms. The remaining variables, Ar 1 , Ar 2 , R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , y and z are defined herein Such compounds are ligands of C5a receptors. Preferred compounds of the invention act bind to C5a receptors with high affinity and exhibit neutral antagonist or inverse agonist activity at C5a receptos. This invention also relates to pharmaceutical compositions comprising such compounds. It further relates to the use of such compounds in treating a variety of inflammatory and immune system disorders.

  本发明提供了Formula1的芳基取代咪唑，吡唑，吡啶并咪唑和相关化合物，其中由2表示的环系统是一个五元杂环芳基环系统，在其中x为0，A选择自碳和杂原子氮，氧和硫，并且E和G独立地为碳或氮，前提是五元杂环芳基环系统不含有超过3个杂原子或超过1个氧或硫原子，或者是一个六元杂环芳基环系统，在其中x为1，A，B，E和G独立地选择自碳和氮，前提是六元杂环芳基环系统不含有超过3个氮原子。其余变量，Ar1，Ar2，R，R1，R2，R3，R4，R5，R6，y和z在此定义。这些化合物是C5a受体的配体。本发明的优选化合物具有高亲和力结合C5a受体，并在C5a受体上表现出中和拮抗剂或反向激动剂活性。本发明还涉及包含这些化合物的制药组合物。它还涉及使用这些化合物治疗各种炎症和免疫系统紊乱。
• New Aryl Imidazoles and Related Compounds as C5a Receptor Modulators
  申请人：Luke P. George

  公开号：US20070208048A1

  公开（公告）日：2007-09-06

  The invention provides Aryl substituted imidazoles, pyrazoles, pyridizines and related compounds of the Formula where the ring system represented by is a 5 membered heteroaryl ring system, in which x is 0, A is chosen from carbon and heteroatoms nitrogen, oxygen, and sulfur, and E and G are independently carbon or nitrogen provided that the 5 membered heteroaryl ring system does not contain more than 3 heteroatoms or more than 1 oxygen or sulfur atom, or a 6 membered heteroaryl ring system, in which x is 1, A, B, E, and G are independently chosen from carbon and nitrogen, provided that the 6 membered heteroaryl ring system does not contain more than 3 nitrogen atoms. The remaining variables, Ar 1 , Ar 2 , R, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , y and z are defined herein Such compounds are ligands of C5a receptors. Preferred compounds of the invention act bind to C5a receptors with high affinity and exhibit neutral antagonist or inverse agonist activity at C5a receptors. This invention also relates to pharmaceutical compositions comprising such compounds. It further relates to the use of such compounds in treating a variety of inflammatory and immune system disorders.

  本发明提供了Aryl取代的咪唑、吡唑、吡啶并相关化合物的公式，其中由环系表示的是一个5元杂环芳基环系，其中x为0，A选择自碳和杂原子氮、氧和硫，而E和G独立地为碳或氮，但5元杂环芳基环系不含有超过3个杂原子或超过1个氧或硫原子，或者是一个6元杂环芳基环系，其中x为1，A、B、E和G独立地选择自碳和氮，但6元杂环芳基环系不含有超过3个氮原子。其余变量Ar1、Ar2、R、R1、R2、R3、R4、R5、R6、y和z在此定义。这些化合物是C5a受体的配体。本发明的优选化合物具有高亲和力结合到C5a受体，并在C5a受体上表现出中性拮抗剂或反向激动剂活性。本发明还涉及包含这种化合物的制药组合物。它还涉及使用这些化合物治疗各种炎症和免疫系统疾病。
• Rational design of β-carboline as an efficient type I/II photosensitizer to enable hypoxia-tolerant chemo-photodynamic therapy
  作者：Zhongyuan Xu、Huimin Zhao、Jian Zhu、Jianqiang Qian、Weizhi Tao、Xudong Xie、Dongliang Ji、Shuyue Chen、Ge Gao、Peng Li、Yumin Yang、Yong Ling

  DOI：10.1016/j.bioorg.2023.106875

  日期：2023.12