3-(Dimethylamino-methyleneamino)-7-methoxy-6-(2-morpholin-4-yl-ethoxy)-naphthalene-2-carboxylic acid tert-butyl ester | 441068-42-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(Dimethylamino-methyleneamino)-7-methoxy-6-(2-morpholin-4-yl-ethoxy)-naphthalene-2-carboxylic acid tert-butyl ester
• 英文别名: 3-(Dimethylamino-methyleneamino)-7-methoxy-6-(2-morpholin-4-yl-ethoxy)naphthalene-2-carboxylic acid tert-butyl ester；tert-butyl 3-(dimethylaminomethylideneamino)-7-methoxy-6-(2-morpholin-4-ylethoxy)naphthalene-2-carboxylate
• CAS: 441068-42-4
• 化学式: C₂₅H₃₅N₃O₅
• 分子量: 457.57
• InChiKey: IYGOOJVLRIGSJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  72.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-(Dimethylamino-methyleneamino)-7-methoxy-6-(2-morpholin-4-yl-ethoxy)-naphthalene-2-carboxylic acid tert-butyl ester 在 tris(dibenzylideneacetone)dipalladium (0) potassium phosphate 、 正丁基锂 、 2-二环己膦基-2'-(N,N-二甲胺)-联苯 、 三氯氧磷 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 正己烷 、 乙腈 为溶剂， 反应 7.0h， 生成 4-(2,4-dichloro-5-methoxyanilino)-7-methoxy-8-[2-(4-morpholinyl)ethoxy]benzo[g]quinoline-3-carbonitrile
  参考文献：
  名称：

  强效 Src 激酶抑制剂的区域选择性合成：4-(2,4-Dichloro-5-methoxyphenylamino)-7-methoxy-8-(2-morpholin-4-ylethoxy)benzo[g]quinoline-3-carbonitrile

  摘要：

  描述了化合物 3（一种有效的 Src 激酶抑制剂）的区域选择性合成。该合成的关键步骤是取代苯并环丁烯的区域选择性热重排以提供 2,3,6,7-四取代萘。报道了一种获得唯一取代的苯并环丁烯的有效途径。

  DOI：

  10.1055/s-2003-40872
• 作为产物：
  描述：

  2-吗啉乙醇 在 二苯基-2-吡啶膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 3.0h， 生成 3-(Dimethylamino-methyleneamino)-7-methoxy-6-(2-morpholin-4-yl-ethoxy)-naphthalene-2-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  强效 Src 激酶抑制剂的区域选择性合成：4-(2,4-Dichloro-5-methoxyphenylamino)-7-methoxy-8-(2-morpholin-4-ylethoxy)benzo[g]quinoline-3-carbonitrile

  摘要：

  描述了化合物 3（一种有效的 Src 激酶抑制剂）的区域选择性合成。该合成的关键步骤是取代苯并环丁烯的区域选择性热重排以提供 2,3,6,7-四取代萘。报道了一种获得唯一取代的苯并环丁烯的有效途径。

  DOI：

  10.1055/s-2003-40872

文献信息

• Tricyclic protein kinase inhibitors
  申请人：American Home Products Corporation

  公开号：US20010051620A1

  公开（公告）日：2001-12-13

  This invention provides compounds of formula 1, having the structure 1 which are useful as inhibitors of protein tyro sine kinase and are antiproliferative agents.

  这项发明提供了公式1的化合物，其结构如下图所示，这些化合物可用作蛋白酪氨酸激酶的抑制剂，并且是抗增殖剂。
• Method for the regioselective preparation of substituted benzo[g]quinoline-3-carbonitriles and benzo[g]quinazolines
  申请人：Berger Maarten Dan

  公开号：US20060041127A1

  公开（公告）日：2006-02-23

  This invention relates to a method for the regioselective synthesis of 4,6,7,8-substituted benzo[g]quinoline-3-carbonitriles and 4,6,7,8-substituted benzo[g]quinazolines as well as intermediates thereof. The compounds derived from this invention are useful for the treatment of a variety of diseases that are a result of deregulation of these PTK's, and more specifically, are anti-cancer agents and are useful for the treatment of cancer in mammals. In addition, the compounds derived from this invention are useful for the treatment of polycystic kidney disease in mammals.

  本发明涉及一种4,6,7,8-取代苯并[g]喹啉-3-羧腈和4,6,7,8-取代苯并[g]喹唑啉的区域选择性合成方法及其中间体。本发明所得化合物可用于治疗多种疾病，这些疾病是由这些PTK的失调所致，更具体地说，它们是抗癌剂，可用于治疗哺乳动物的癌症。此外，本发明所得化合物还可用于治疗哺乳动物的多囊肾病。
• Method for the regioselective preparation of substituted benzo[g]quinoline3-carbonitriles and benzo[g]quinazolines
  申请人：American Home Products Corporation

  公开号：US20020091273A1

  公开（公告）日：2002-07-11

  This invention relates to a method for the regioselective synthesis of 4,6,7,8-substituted benzo[g]quinoline-3-carbonitriles and 4,6,7,8-substituted benzo[g]quinazolines as well as intermediates thereof. The compounds derived from this invention are useful for the treatment of a variety of diseases that are a result of deregulation of these PTK's, and more specifically, are anti-cancer agents and are useful for the treatment of cancer in mammals. In addition, the compounds derived from this invention are useful for the treatment of polycystic kidney disease in mammals.

  本发明涉及一种4,6,7,8-取代苯并[g]喹啉-3-碳腈和4,6,7,8-取代苯并[g]喹唑啉的区域选择性合成方法及其中间体。从本发明中得到的化合物对于治疗由这些PTK的失调引起的各种疾病有用，更具体地说，是抗癌剂，对于哺乳动物的癌症治疗有用。此外，从本发明中得到的化合物对于哺乳动物的多囊肾病的治疗也有用。
• METHOD FOR THE REGIOSELECTIVE PREPARATION OF SUBSTITUTED BENZO[G]QUINOLINE-3-CARBONITRILES AND BENZO[G]QUINAZOLINES
  申请人：Berger Dan Maarten

  公开号：US20080171874A1

  公开（公告）日：2008-07-17

  This invention relates to a method for the regioselective synthesis of 4,6,7,8-substituted benzo[g]quinoline-3-carbonitriles and 4,6,7,8-substituted benzo[g]quinazolines as well as intermediates thereof. The compounds derived from this invention are useful for the treatment of a variety of diseases that are a result of deregulation of these PTK's, and more specifically, are anti-cancer agents and are useful for the treatment of cancer in mammals. In addition, the compounds derived from this invention are useful for the treatment of polycystic kidney disease in mammals.

  本发明涉及一种4,6,7,8-取代苯并[g]喹啉-3-碳腈和4,6,7,8-取代苯并[g]喹唑啉的区域选择性合成方法，以及它们的中间体。本发明得到的化合物可用于治疗多种由这些PTK的失调引起的疾病，更具体地说，是抗癌剂，可用于治疗哺乳动物的癌症。此外，本发明得到的化合物还可用于治疗哺乳动物的多囊肾病。
• Regioselective Synthesis ofa Potent Src Kinase Inhibitor: 4-(2,4-Dichloro-5-methoxyphenylamino)-7-methoxy-8-(2-morpholin-4-ylethoxy)benzo[<i>g</i>]quinoline-3-carbonitrile
  作者：Dan Berger、Gary Birnberg、Frenel DeMorin、Minu Dutia、Dennis Powell、Yanong Wang

  DOI：10.1055/s-2003-40872

  日期：2003.8

  The regioselective synthesis of compound 3, a potent Src kinase inhibitor is described. A key step in this synthesis is the regioselective thermal rearrangement of a substituted benzocyclobutene to provide a 2,3,6,7-tetrasubstituted naphthalene. An efficient route to the uniquely substituted benzocyclobutene is reported.

  描述了化合物 3（一种有效的 Src 激酶抑制剂）的区域选择性合成。该合成的关键步骤是取代苯并环丁烯的区域选择性热重排以提供 2,3,6,7-四取代萘。报道了一种获得唯一取代的苯并环丁烯的有效途径。