6-methoxy-1,9-dimethyl-9H-β-carboline | 22574-29-4

• 分子结构分类: 有机化合物 - 生物碱及其衍生物 - 哈马拉生物碱
• 英文名称: 6-methoxy-1,9-dimethyl-9H-β-carboline
• 英文别名: 6-Methoxy-1,9-dimethyl-9H-β-carbolin；6-Methoxy-9-methyl-harman；6-methoxy-1,9-dimethyl-9H-pyrido[3,4-b]indole；6-methoxy-1,9-dimethylpyrido[3,4-b]indole
• CAS: 22574-29-4
• 化学式: C₁₄H₁₄N₂O
• 分子量: 226.278
• InChiKey: AJSYZGYPCGTQSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methoxy-1,9-dimethyl-9H-β-carboline 在 氢溴酸 、 溶剂黄146 作用下， 生成 1,9-dimethyl-9H-pyrido[3,4-b]indol-6-ol
  参考文献：
  名称：

  6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors

  摘要：

  In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated P-carboline and P-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.067
• 作为产物：
  描述：

  5-甲氧基色胺盐酸盐 在 palladium on activated charcoal 盐酸 、 甲醇 、 异丙苯 、 水 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 6-methoxy-1,9-dimethyl-9H-β-carboline
  参考文献：
  名称：

  6-Hydroxy- and 6-methoxy-β-carbolines as acetyl- and butyrylcholinesterase inhibitors

  摘要：

  In the course of studies directed toward the discovery of novel acetyl- and butyrylcholinesterase (AChE and BChE) inhibitors for the treatment of Alzheimer's disease, we focused on beta-carbolines (BCs). 6-Oxygenated P-carboline and P-carbolinium derivatives based on the serotonin template were synthesized and tested in vitro for their ability to inhibit AChE and BChE, respectively. Particularly the carbolinium salts, which can be formed by intracerebral methylation out of the tertiary-BC prodrugs, show inhibitory activity levels reaching those of galantamine, physostigmine, and rivastigmine. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.08.067

文献信息

• [EN] SELECTIVE INHIBITORS OF GENOTOXIC STRESS-INDUCED IKK/NF-kB PATHWAYS<br/>[FR] INHIBITEURS SÉLECTIFS DE VOIES IKK/NF-KB INDUITES PAR LE STRESS GÉNOTOXIQUE
  申请人：MAX DELBRUECK CENTRUM FUER MOLEKULARE MEDIZIN HELMHOLTZ GEMEINSCHAFT

  公开号：WO2018087389A1

  公开（公告）日：2018-05-17

  The invention relates to chemical compounds and their use as a medicament in the treatment of a disease associated with genotoxic stress-induced I KK/NF-κΒ (NF-kappaB) activation, preferably in the treatment of a subject suffering from cancer exhibiting genotoxic stress-induced I KK/NF-κΒ activation. The invention further relates to a pharmaceutical composition comprising a compound of the invention for the treatment of a subject afflicted by a disease associated with genotoxic stress-induced I KK/NF-κΒ activation.

  这项发明涉及化合物及其作为药物在治疗与基因毒性应激诱导的I KK/NF-κΒ（NF-kappaB）激活相关疾病中的用途，优选用于治疗患有展现基因毒性应激诱导的I KK/NF-κΒ激活的癌症患者。该发明还涉及一种包含该发明化合物的药物组合物，用于治疗患有与基因毒性应激诱导的I KK/NF-κΒ激活相关疾病的患者。
• Cook et al., Journal of the Chemical Society, 1951, p. 1203,1206
  作者：Cook et al.

  DOI：——

  日期：——