9H-吡啶并[3,4-B]吲哚盐酸盐 | 7259-44-1

• 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: 9H-吡啶并[3,4-B]吲哚盐酸盐
• 中文别名: 去甲哈尔满盐酸盐
• 英文名称: norharmane
• 英文别名: beta-Carboline hydrochloride；hydron;9H-pyrido[3,4-b]indole;chloride
• CAS: 7259-44-1
• 化学式: C₁₁H₈N₂*ClH
• 分子量: 204.659
• InChiKey: NEECSQBLLQEFLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  28.7
• 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：

  9H-吡啶并[3,4-B]吲哚盐酸盐 在 盐酸 、 N-氯代丁二酰亚胺 作用下， 以 水 为溶剂， 以76%的产率得到6-chloronorharmane
  参考文献：
  名称：

  SUBSTITUTED PYRIDO[3,4-B]INDOLES FOR THE TREATMENT OF CARTILAGE DISORDERS

  摘要：

  本发明涉及配方I中的8-芳基取代和8-杂环芳基取代的9H-吡啶并[3,4-b]吲哚，其中A、E、G、R1至R6和R10如索引中所定义，可刺激软骨发生和软骨基质合成，并可用于治疗软骨疾病和需要再生受损软骨的情况，例如骨关节炎等关节疾病。此外，该发明还涉及配方I化合物的合成过程，它们作为药物的用途，以及包含它们的药物组合物。

  公开号：

  EP3318563A1

文献信息

• Therapeutic compositions containing curcumin, harmine, and isovanillin components, and methods of use thereof
  申请人：Ions Pharmaceutical S.à r.l.

  公开号：US10092550B2

  公开（公告）日：2018-10-09

  Human therapeutic treatment compositions comprise at least two of a curcumin component, a harmine component, and an isovanillin component, and preferably all three in combination. The agents are effective for the treatment of human conditions, especially human cancers.

  人类治疗组合物包含姜黄素成分、禾本科成分和异香兰素成分中的至少两种，最好是三种成分的组合。 这些制剂可有效治疗人类疾病，尤其是人类癌症。
• Spectroscopic study of molecular associations between FMN and β-carbolines
  作者：Armando Codoñer、Piedad Medina、Enrique Jover、Jesus A. Sanchez

  DOI：10.1016/0584-8539(93)80248-9

  日期：1993.11

  The spectrophotometric and thermodynamic properties of molecular complexes of flavin mononucleotide (FMN) (riboflavin 5'-phosphate) with some beta-carboline derivatives have been investigated in aqueous solution. The molecular associations have been examined by means of electronic absorption spectra, since in each a new charge-transfer band has been located, and also the variation of the fluorescence emission of FMN on the solutions has been observed. The formation constants for the molecular complexes were determined from absorption data using the Foster-Hammick-Wardley method. The quenching phenomenon observed in FMN fluorescence is related to the concentration of the beta-carboline derivatives, allowing the calculation of the quenching constants for FMN-beta-carboline complexes. Thermodynamic parameters have been determined from the values of association constants for the molecular complexes at various temperatures. The influence of substituents in the beta-carboline molecule on the stability of the complexes formed was also investigated.
• Structures of mutagens produced by the co-mutagen norharman with o- and m-toluidine isomers
  作者：Noriyasu Hada、Yukari Totsuka、Takeji Enya、Kumiko Tsurumaki、Mariko Nakazawa、Nobuo Kawahara、Yasuoki Murakami、Yuusaku Yokoyama、Takashi Sugimura、Keiji Wakabayashi

  DOI：10.1016/s1383-5718(01)00168-1

  日期：2001.6

  Norharman, abundantly present in cigarette smoke and cooked foods, is not mutagenic to Salmonella typhimurium strains. However, norharman shows mutagenicity to S. typhirnurium TA98 and YG1024 in the presence of S9 mix when coexisting with aromatic amines, including aniline, o- and m-toluidines. We previously reported that the mutagenicity from norharman and aniline in the presence of S9 mix was due to the formation of a mutagenic compound, 9-(4 ' -aminophenyl)-9H-pyrido[3,4-b]indole (aminophenylnorharman). In the present study, we analyzed the mutagens produced by norharman with o- or m-toluidine in the presence of S9 mix. When norharman and o-toluidine were reacted at 37 degreesC for 20 min, two mutagenic compounds, which were mutagenic with and without S9 mix, respectively, were produced, and these were isolated by HPLC. The former mutagen was deduced to be 9-(4 ' -amino-3 ' -methylphenyl)-9H-pyrido[3,4-b]indole (amino-3 ' -methylphenylnorharman) on the basis of various spectral data, and this new heterocyclic amine was confirmed by its chemical synthesis. The latter mutagen was identified to be the hydroxyamino derivative. Amino-3 ' -methylphenylnorharman induced 41,000 revertants of TA98, and 698,000 revertants of YG1024 per mug with S9 mix. Formation of the same DNA adducts was observed in YG1024 when amino-3 ' -methylphenylnorharman or a mixture of norharman plus o-toluidine was incubated with S9 mix. These observations suggest that norharman reacts with o-toluidine in the presence of S9 mix to produce amino-3 ' -methylphenylnorharman, and this compound is metabolically activated to yield its hydroxyamino derivative. After activation by O-acetyltransferase, it might bind to DNA and exert mutagenicity in S. typhirnurium TA98 and YG1024. When norharman and rn-toluidine were reacted in the presence of S9 mix, 9-(4 ' -amino-2 ' -methylphenyl)-9H-pyrido[3,4-b]indole (amino-2 ' -methylphenylnorharman) was identified as a mutagen. Thus, the mutagenicity of norharman with m-toluidine may follow a mechanism similar to that with o-toluidine. (C) 2001 Elsevier Science B.V. All rights reserved.
• THERAPEUTIC COMPOSITIONS CONTAINING CURCUMIN, HARMINE, AND ISOVANILLIN COMPONENTS, AND METHODS OF USE THEREOF
  申请人：Ions Pharmaceutical S.à r.l.

  公开号：US20170042865A1

  公开（公告）日：2017-02-16

  Human therapeutic treatment compositions comprise at least two of a curcumin component, a harmine component, and an isovanillin component, and preferably all three in combination. The agents are effective for the treatment of human conditions, especially human cancers.
• US5688807A
  申请人：——

  公开号：US5688807A

  公开（公告）日：1997-11-18