6,7-dimethoxy-1-pentadecyl-3,4-dihydro-isoquinoline | 859963-24-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢异喹啉
• 英文名称: 6,7-dimethoxy-1-pentadecyl-3,4-dihydro-isoquinoline
• 英文别名: 6,7-Dimethoxy-1-pentadecyl-3,4-dihydro-isochinolin；1-pentadecyl-3,4-dihydro-6,7-dimethoxy isoquinoline；6,7-dimethoxy-1-pentadecyl-3,4-dihydroisoquinoline
• CAS: 859963-24-9
• 化学式: C₂₆H₄₃NO₂
• 分子量: 401.633
• InChiKey: ZCPHCYBUWGUVGL-UHFFFAOYSA-N

物化性质

• 沸点：
  504.5±50.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  29
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  30.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6,7-dimethoxy-1-pentadecyl-3,4-dihydro-isoquinoline 在 甲醇 、 铂 作用下， 生成 6,7-dimethoxy-1-pentadecyl-1,2,3,4-tetrahydro-isoquinoline
  参考文献：
  名称：

  Hahn; Gudjons, Chemische Berichte, 1938, vol. 71, p. 2175,2181

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(3,4-dimethoxy-β-phenylethyl)hexadecanamide 在 三氯氧磷 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 6,7-dimethoxy-1-pentadecyl-3,4-dihydro-isoquinoline
  参考文献：
  名称：

  Synthesis of 1-Alkyltetrahydroisoquinolines

  摘要：

  1-烷基四氢异喹啉通过以同藜芦胺和一元羧酸为起始原料的Bischler-Napieralski反应制备。它们的结构通过红外和核磁共振光谱数据得以确认。

  DOI：

  10.1007/s10600-013-0772-0

文献信息

• 3,4-Dihydroisoquinolinium Salt Derivatives
  申请人：Kim Jungho

  公开号：US20090221829A1

  公开（公告）日：2009-09-03

  The present invention relates to 3,4-dihydroisoquinolinium salt derivatives. More specifically, the present invention relates to 3,4-dihydroisoquinolinium salt derivatives of the following chemical formula (I).

  本发明涉及3,4-二氢异喹啉盐衍生物。更具体地，本发明涉及以下化学式(I)的3,4-二氢异喹啉盐衍生物。
• WO2006/129978
  申请人：——

  公开号：——

  公开（公告）日：——
• A New Isoquinolinium Derivative, Cadein1, Preferentially Induces Apoptosis in p53-defective Cancer Cells with Functional Mismatch Repair via a p38-dependent Pathway
  作者：Eun Ryoung Jang、Minsook Ryu、Jeong Eun Park、Jung-Ho Kim、Jong-Soo Lee、Kiwon Song

  DOI：10.1074/jbc.m109.070466

  日期：2010.1

  We screened a protoberberine backbone derivative library for compounds with anti-proliferative effects on p53-defective cancer cells. A compound identified from this small molecule library, cadein1 (cancer-selective death inducer 1), an isoquinolinium derivative, effectively leads to a G(2)/M delay and caspase-dependent apoptosis in various carcinoma cells with nonfunctional p53. The ability of cadein1 to induce apoptosis in p53-defective colon cancer cells was tightly linked to the presence of a functional DNA mismatch repair(MMR) system, which is an important determinant in chemosensitivity. Cadein1 was very effective in MMR+/p53(-) cells, whereas it was not effective in p53(+) cells regardless of the MMR status. Consistently, when the function of MMR was blocked with short hairpin RNA in SW620 (MMR+/p53(-)) cells, cadein1 was no longer effective in inducing apoptosis. Besides, the inhibition of p53 increased the pro-apoptotic effect of cadein1 in HEK293(MMR+/p53(+)) cells, whereas it did not affect the response to cadein1 in RKO (MMR-/p53(+)) cells. The apoptotic effects of cadein1 depended on the activation of p38 but not on the activation of Chk2 or other stress-activated kinases in p53-defective cells. Taken together, our results show that cadein1 may have a potential to be an anticancer chemotherapeutic agent that is preferentially effective on p53-mutant colon cancer cells with functional MMR.
• 3,4-DIHYDROISOQUINOLINIUM SALT DERIVATIVES
  申请人：HANWHA CHEMICAL CORPORATION

  公开号：EP1896419A1

  公开（公告）日：2008-03-12
• [EN] 3,4-DIHYDROISOQUINOLINIUM SALT DERIVATIVES<br/>[FR] DERIVES DU SEL DE 3,4-DIHYDROISOQUINOLINIUM
  申请人：HANWHA CHEMICAL CORP

  公开号：WO2006129978A1

  公开（公告）日：2006-12-07

  [EN] The present invention relates to 3,4-dihydroisoquinolinium salt derivatives. More specifically, the present invention relates to 3,4-dihydroisoquinolinium salt derivatives of the following chemical formula (I).
  [FR] La présente invention concerne des dérivés du sel de 3,4-dihydroisoquinolinium. Elle concerne plus spécifiquement des dérivés du sel de 3,4-dihydroisoquinolinium de formule chimique (I).