9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine N-oxide | 136528-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine N-oxide
• 英文别名: 9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine-N-oxide；9-Butyl-10-oxido-1,2,3,4,5,6,7,8-octahydroacridin-10-ium
• CAS: 136528-61-5
• 化学式: C₁₇H₂₅NO
• 分子量: 259.392
• InChiKey: YCUNAVCEFWRALJ-UHFFFAOYSA-N

物化性质

• 熔点：
  98-99 °C
• 沸点：
  445.9±14.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine N-oxide 在 aq. NaOH 、 aq. HBr 、 乙酸酐 、 苯甲醛 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 以34.8 g (50.1%)的产率得到5-Benzylidene-9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine-4-ol HBr Salt
  参考文献：
  名称：

  Cyclic compounds for forming complexes with urea, guanidine and amidine

  摘要：

  一种具有色团分子的能够与脲、胍或酰胺化合物及其酸加成盐形成稳定络合物的分子，其包括杂环环的核心。

  公开号：

  US05283333A1
• 作为产物：
  描述：

  正戊醛 在 Oxone 、 ammonium acetate 、 copper(II) acetate monohydrate 、 碳酸氢钠 、 potassium hydroxide 作用下， 以 甲醇 、 乙醇 、 溶剂黄146 为溶剂， 反应 23.0h， 生成 9-n-butyl-1,2,3,4,5,6,7,8-octahydroacridine N-oxide
  参考文献：
  名称：

  9-n-BUTYL-1,2,3,4,5,6,7,8-OCTAHYDROACRIDIN-4-OL

  摘要：

  DOI：

  10.15227/orgsyn.069.0226

文献信息

• Cytidine deaminase expression level in cancer as a new therapeutic target
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US11209421B2

  公开（公告）日：2021-12-28

  The present invention provides an in vitro method for selecting a patient affected with a tumor for a treatment with an antitumor compound, wherein the method comprises a step of measuring the expression level of CDA (Cytidine Deaminase) in a cancer sample from said patient. When the CDA expression level of a cancer sample is lower than the reference expression level, it is indicative that the patient is suitable for a treatment with an antitumor compound selected from the group consisting of the compounds of table 4, in particular aminoflavone. Alternatively, when the CDA expression level of a cancer sample is higher than the reference expression level, it is indicative that the patient is suitable for a treatment with an antitumor compound selected from the group consisting of the compounds of table 3, in particular dasatinib.

  本发明提供了一种选择肿瘤患者接受抗肿瘤化合物治疗的体外方法，其中该方法包括测量所述患者的癌症样本中CDA（胞苷脱氨酶）的表达水平的步骤。当癌症样本的CDA表达水平低于参考表达水平时，表明患者适合使用选自表4化合物组成的组的抗肿瘤化合物，特别是氨基黄酮进行治疗。或者，当癌症样本的CDA表达水平高于参考表达水平时，表明患者适合使用选自表3化合物组成的组的抗肿瘤化合物，特别是达沙替尼进行治疗。
• Molecular Architecture. 2.¹ Synthesis and Metal Complexation of Heptacyclic Terpyridyl Molecular Clefts
  作者：Thomas W. Bell、Peter J. Cragg、Albert Firestone、Albert D.-I. Kwok、Jia Liu、Richard Ludwig、Andrej Sodoma

  DOI：10.1021/jo9720041

  日期：1998.4.1

  Methods are described for the synthesis of a series of functionalized derivatives of 9-butyl-1,2,3,4,5,6,7,8-octahydroacridine (9), a building block for several types of highly preorganized host compounds. A key intermediate is 5-benzylidene-9-butyl-2,3,5,6,7,8-hexahydroacridin-4(1H)-one (23), which can also be used in the syntheses of torands and hydrogen-bonding hexagonal lattice receptors. A tridentate cleft (20), consisting of 2,2';6',2 "-terpyridine imbedded in a heptacyclic framework, and a corresponding pentadentate diketone (6) were synthesized from 9 in five and seven steps, respectively. The picrate extraction method was used to estimate the solution stabilities of alkali metal complexes of heptacyclic terpyridyls 6 and 20, which was also compared with a flexible terpyridyl (37). Alkali metal complexes of both heptacyclic terpyridyls showed relatively high K-s values, but low size selectivity. Pentadentate host 6 binds Na+ and K+ more strongly than do most hexadentate crown ethers; flexible tridentate analogue 37 failed to extract alkali metal picrates into chloroform. The complexation abilities of 6 and 20 are attributed to enforced orientation of functional group dipoles toward the center of the molecular cleft. Sodium and potassium picrate complexes of pentadentate cleft 6 were synthesized (1:1 stoichiometry), and a 2:1 complex of calcium triflate (6(2) . Ca(CF3SO3)(2)) was also prepared.
• Construction of a soluble heptacyclic terpyridine
  作者：Thomas W. Bell、Albert Firestone

  DOI：10.1021/jo00355a041

  日期：1986.3
• CYTIDINE DEAMINASE EXPRESSION LEVEL IN CANCER AS A NEW THERAPEUTIC TARGET
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20190293629A1

  公开（公告）日：2019-09-26

  The present invention provides an in vitro method for selecting a patient affected with a tumor for a treatment with an antitumor compound, wherein the method comprises a step of measuring the expression level of CDA (Cytidine Deaminase) in a cancer sample from said patient. When the CDA expression level of a cancer sample is lower than the reference expression level, it is indicative that the patient is suitable for a treatment with an antitumor compound selected from the group consisting of the compounds of table 4, in particular aminoflavone. Alternatively, when the CDA expression level of a cancer sample is higher than the reference expression level, it is indicative that the patient is suitable for a treatment with an antitumor compound selected from the group consisting of the compounds of table 3, in particular dasatinib.
• US5030728A
  申请人：——

  公开号：US5030728A

  公开（公告）日：1991-07-09