methyl 1-cyclohexyl-9H-β-carboline-3-carboxylate | 123771-42-6

• 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: methyl 1-cyclohexyl-9H-β-carboline-3-carboxylate
• 英文别名: methyl 1-cyclohexyl-9H-pyrido[3,4-b]indole-3-carboxylate
• CAS: 123771-42-6
• 化学式: C₁₉H₂₀N₂O₂
• 分子量: 308.38
• InChiKey: VOQGJHXKOKRKKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  55
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 1-cyclohexyl-9H-β-carboline-3-carboxylate 在 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  A β-Carboline Derivate PAD4 Inhibitor Reshapes Neutrophil Phenotype and Improves the Tumor Immune Microenvironment against Triple-Negative Breast Cancer

  摘要：

  DOI：

  10.1021/acs.jmedchem.4c00030
• 作为产物：
  描述：

  (S)-1-Cyclohexyl-2,3,4,9-tetrahydro-1H-β-carboline-3-carboxylic acid methyl ester 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 二氯甲烷 为溶剂， 生成 methyl 1-cyclohexyl-9H-β-carboline-3-carboxylate
  参考文献：
  名称：

  A β-Carboline Derivate PAD4 Inhibitor Reshapes Neutrophil Phenotype and Improves the Tumor Immune Microenvironment against Triple-Negative Breast Cancer

  摘要：

  DOI：

  10.1021/acs.jmedchem.4c00030

文献信息

• Sodium periodate oxidation of tetrahydro-β-carboline derivatives
  作者：Franco Gatta、Domenico Misiti

  DOI：10.1002/jhet.5570260302

  日期：1989.5

  The oxidation of some 3-(methoxy- and ethoxycarbonyl)tetrahydro-β-carboline derivatives with sodium periodate led to the formation of 1, 4-benzodiazonine derivatives or fully aromatic β-carbolines depending on both nature and number of substituents at 1-position.

  某些3-（甲氧基-和乙氧基羰基）四氢-β-咔啉衍生物与高碘酸钠的氧化作用会导致生成1,4-苯二重氮衍生物或完全芳族的β-咔啉，具体取决于1位上取代基的性质和数量。
• A practical synthesis of β-carbolines by tetra-n-butylammonium bromide (TBAB)-mediated cycloaromatization reaction of aldehydes with tryptophan derivatives
  作者：Zhen Wang、Zhenzhen Yu、Yao Yao、Yakai Zhang、Xuefeng Xiao、Bin Wang

  DOI：10.1016/j.cclet.2019.07.001

  日期：2019.8

  Abstract A mild and efficient nBu4NBr-mediated oxidative cycloaromatization to prepare β-carbolines from readily available tryptophans and aldehydes is described. The reaction is practical and allows the synthesis of β-carbolines on gram-scale. Some of products crystallized from the reaction mixture and were easily removed by filtration, obviating the need for chromatographic separation.

  摘要描述了一种温和而有效的nBu4NBr介导的氧化环芳构化反应，可从易于获得的色氨酸和醛制备β-咔啉。该反应是实用的，并且允许以克规模合成β-咔啉。一些产物从反应混合物中结晶出来，很容易通过过滤除去，从而无需进行色谱分离。
• TETRAHYDROIMIDAZOPYRIDOINDOLEDIONES AS INHIBITORS OF cGMP SPECIFIC PDE
  申请人：ICOS CORPORATION

  公开号：EP0859778B1

  公开（公告）日：2001-12-19
• US6143757A
  申请人：——

  公开号：US6143757A

  公开（公告）日：2000-11-07
• [EN] ANTI-MALARIAL COMPOUNDS AND USES THEREOF<br/>[FR] COMPOSÉS ANTIPALUDIQUES ET LEURS UTILISATIONS
  申请人：VIRGINIA POLYTECHNIC INSTITUTE AND STATE UNIV

  公开号：WO2021195603A1

  公开（公告）日：2021-09-30

  Described herein are compounds and formulations thereof that can be capable of treating and/or preventing malaria in a subject to which they are administered. Also described herein are methods of treating and/or preventing malaria in a subject in need thereof by administering a compound or formulation thereof described herein to the subject in need thereof.