5-Ethyl-1-methoxynaphthalin | 61982-89-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-Ethyl-1-methoxynaphthalin
• 英文别名: 1-methoxy-5-ethyl-naphthalene；1-Ethyl-5-methoxynaphthalene
• CAS: 61982-89-6
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: QCRBTWAYYFGTPE-UHFFFAOYSA-N

物化性质

• 熔点：
  58-60 °C(Solv: ethanol (64-17-5))
• 沸点：
  301.9±11.0 °C(Predicted)
• 密度：
  1.032±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-Ethyl-1-methoxynaphthalin 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以75%的产率得到5-ethyl-1-naphthol
  参考文献：
  名称：

  [EN] NEO-TANSHINLACTONE AND ANALOGS AS POTENT AND SELECTIVE ANTI-BREAST CANCER AGENTS
  [FR] PUISSANTS ANTICANCEREUX SELECTIFS (CANCER DU SEIN) A BASE DE NEO-TANSHINLACTONE ET ANALOGUES

  摘要：

  化合物的公式（I-II）被描述：以及使用这些化合物治疗癌症的方法和药物配方。

  公开号：

  WO2005087225A1
• 作为产物：
  描述：

  C₁₃H₁₈O₂ 在 palladium 10% on activated carbon 作用下， 以 三甘醇二甲醚 为溶剂， 反应 72.0h， 以60%的产率得到5-Ethyl-1-methoxynaphthalin
  参考文献：
  名称：

  Antitumor Agents. 272. Structure−Activity Relationships and In Vivo Selective Anti-Breast Cancer Activity of Novel Neo-tanshinlactone Analogues

  摘要：

  Neo-tanshinlactone (1) and its previously reported analogues, such as 2, are potent and selective in vitro antibreast cancer agents. The synthetic pathway to 2 was optimized from seven to five steps, with a better overall yield. Structure-activity relationships studies on these compounds revealed some key molecular determinants for this family of antibreast agents. Several derivatives (19-21 and 24) exerted potent and selective antibreast cancer activity with IC50 values of 0.3, 0.2, 0.1, and 0.1 mu g/mL, respectively, against the ZR-75-1 cell lines. Compound 24 was 2- to 3-fold more potent than I against SK-BR-3 and ZR-75-1. Importantly, 21 exhibited high selectivity; it was 23 times more active against ZR-75-1 than MCF-7. Compound 20 had an approximately 12-fold ratio of SK-BR-3/MCF-7 selectivity. In addition, analogue 2 showed potent activity against it ZR-75-1 xenograft model, but not PC-3 and MDA-MB-231 xenografts, as well as high selectivity against breast cancer cell line compared with normal breast tissue-derived cell lines. Further development of lead compounds 19-21 and 24 as clinical trial candidates is warranted.

  DOI：

  10.1021/jm1000858

文献信息

• [EN] NEO-TANSHINLACTONE AND ANALOGS AS POTENT AND SELECTIVE ANTI-BREAST CANCER AGENTS<br/>[FR] PUISSANTS ANTICANCEREUX SELECTIFS (CANCER DU SEIN) A BASE DE NEO-TANSHINLACTONE ET ANALOGUES
  申请人：UNIV NORTH CAROLINA

  公开号：WO2005087225A1

  公开（公告）日：2005-09-22

  Compounds of Formulae (I-II) are described : along with methods of using such compounds for the treatment of cancer and pharmeutical formulations thereof.

  化合物的公式（I-II）被描述：以及使用这些化合物治疗癌症的方法和药物配方。
• NEO-TANSHINLACTONE AND ANALOGS AS POTENT AND SELECTIVE ANTI-BREAST CANCER AGENTS
  申请人：Lee Kuo-Hsiung

  公开号：US20090118356A1

  公开（公告）日：2009-05-07

  Compounds of Formulas I-II are described, along with methods of using such compounds for the treatment of cancer and pharmaceutical formulations thereof.

  描述了I-II式化合物，以及使用这些化合物治疗癌症和制备制药配方的方法。
• Neo-tanshinlactone and analogs as potent and selective anti-breast cancer agents
  申请人：Lee Kuo-Hsiung

  公开号：US20050250751A1

  公开（公告）日：2005-11-10

  Compounds of Formulas I-II are described, along with methods of using such compounds for the treatment of cancer and pharmeutical formulations thereof.

  本文描述了I-II式化合物，以及使用这些化合物治疗癌症的方法和制药配方。
• ISHII HISASHI; HANAOKA TADASHI; IKEDA NISABURO, YAKUGAKU DZASSI, YAKUGAKU ZASSNI U. PHARM. SOS. JAR., 1976, 96, NO 10, 11+
  作者：ISHII HISASHI、 HANAOKA TADASHI、 IKEDA NISABURO

  DOI：——

  日期：——
• EP1722779A4
  申请人：——

  公开号：EP1722779A4

  公开（公告）日：2009-05-06