(+/-)-N-{3-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo [2,1-f][1,2,4]triazin-2-yl)-propylamino]-propyl}-carbamic acid tert-butyl ester | 628734-08-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯并三嗪类
• 英文名称: (+/-)-N-{3-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo [2,1-f][1,2,4]triazin-2-yl)-propylamino]-propyl}-carbamic acid tert-butyl ester
• 英文别名: (+/-)-N-{3-[1-(3-Benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo[2,1-f][1,2,4]triazin-2-yl)-propylamino]-propyl}-carbamic acid tert-butyl ester；tert-butyl N-[3-[1-(3-benzyl-7-chloro-4-oxopyrrolo[2,1-f][1,2,4]triazin-2-yl)propylamino]propyl]carbamate
• CAS: 628734-08-7
• 化学式: C₂₄H₃₂ClN₅O₃
• 分子量: 474.003
• InChiKey: GQJYHTQDLPCJRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  33
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  88
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (+/-)-N-{3-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo [2,1-f][1,2,4]triazin-2-yl)-propylamino]-propyl}-carbamic acid tert-butyl ester 在 盐酸 、 三乙胺 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 N-(3-aminopropyl)-N-[1-(3-benzyl-7-chloro-4-oxopyrrolo[2,1-f][1,2,4]triazin-2-yl)propyl]-4-methylbenzamide
  参考文献：
  名称：

  Synthesis and SAR of pyrrolotriazine-4-one based Eg5 inhibitors

  摘要：

  Synthesis and SAR of substituted pyrrolotriazine-4-one analogues as Eg5 inhibitors are described. Many of these analogues displayed potent inhibitory activities in the Eg5 ATPase and A2780 cell proliferation assays. In addition, pyrrolotriazine-4-one analogue 26 demonstrated in vivo efficacy in an iv P388 murine leukemia model. Both NMR and X-ray crystallographic studies revealed that these analogues bind to an allosteric site on the Eg5 protein.

  DOI：

  10.1016/j.bmcl.2006.05.037
• 作为产物：
  描述：

  5-氯-1H-吡咯-2-甲酸甲酯 在 吡啶 、 盐酸 、 sodium periodate 、 氯化亚砜 、 sodium hydride 、 caesium carbonate 、 三乙胺 、 2,4-二硝基苯基羟胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 生成 (+/-)-N-{3-[1-(3-benzyl-7-chloro-4-oxo-3,4-dihydro-pyrrolo [2,1-f][1,2,4]triazin-2-yl)-propylamino]-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and SAR of pyrrolotriazine-4-one based Eg5 inhibitors

  摘要：

  Synthesis and SAR of substituted pyrrolotriazine-4-one analogues as Eg5 inhibitors are described. Many of these analogues displayed potent inhibitory activities in the Eg5 ATPase and A2780 cell proliferation assays. In addition, pyrrolotriazine-4-one analogue 26 demonstrated in vivo efficacy in an iv P388 murine leukemia model. Both NMR and X-ray crystallographic studies revealed that these analogues bind to an allosteric site on the Eg5 protein.

  DOI：

  10.1016/j.bmcl.2006.05.037

文献信息

• Pyrrolotriazinone compounds and their use to teat diseases
  申请人：——

  公开号：US20030232832A1

  公开（公告）日：2003-12-18

  The present invention provides compounds of formula I 1 and pharmaceutically acceptable salts thereof useful for inducing mitotic arrest thereby making them useful as anti-cancer agents and other diseases which can be treated by inducing mitotic arrest.

  本发明提供了式I的化合物及其药用盐，用于诱导有丝分裂停滞，从而使它们可用作抗癌药物和其他可以通过诱导有丝分裂停滞来治疗的疾病。
• [EN] PYRROLOTRIAZINONE COMPOUNDS AND THEIR USE TO TREAT DISEASES<br/>[FR] COMPOSES DE PYRROLOTRIAZINONE ET LEUR UTILISATION DANS LE TRAITEMENT DE MALADIES
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003099286A1

  公开（公告）日：2003-12-04

  The present invention provides compounds of Formula (I), and pharmaceutically acceptable salts thereof useful for inducing mitotic arrest thereby making them useful as anti-cancer agents and other diseases which can be treated by inducing mitotic arrest.

  本发明提供了式（I）的化合物及其药学上可接受的盐，用于诱导有丝分裂阻滞，从而使其作为抗癌药物和其他可以通过诱导有丝分裂阻滞来治疗的疾病有用。
• Pyrrolotriazinone compounds and their use to treat diseases
  申请人：Bristol-Myers Squibb Company

  公开号：US07030118B2

  公开（公告）日：2006-04-18

  The present invention provides compounds of formula I and pharmaceutically acceptable salts thereof useful for inducing mitotic arrest thereby making them useful as anti-cancer agents and other diseases which can be treated by inducing mitotic arrest.

  本发明提供了I式化合物及其药学上可接受的盐，可用于诱导有丝分裂停滞，从而使它们用作抗癌剂和其他可以通过诱导有丝分裂停滞来治疗的疾病的药物。
• US7030118B2
  申请人：——

  公开号：US7030118B2

  公开（公告）日：2006-04-18
• Synthesis and SAR of pyrrolotriazine-4-one based Eg5 inhibitors
  作者：Kyoung Soon Kim、Songfeng Lu、Lyndon A. Cornelius、Louis J. Lombardo、Robert M. Borzilleri、Gretchen M. Schroeder、Christopher Sheng、George Rovnyak、Donald Crews、Robert J. Schmidt、David K. Williams、Rajeev S. Bhide、Sarah C. Traeger、Patricia A. McDonnell、Luciano Mueller、Steven Sheriff、John A. Newitt、Andrew T. Pudzianowski、Zheng Yang、Robert Wild、Frances Y. Lee、Roberta Batorsky、James S. Ryder、Marie Ortega-Nanos、Henry Shen、Marco Gottardis、Deborah L. Roussell

  DOI：10.1016/j.bmcl.2006.05.037

  日期：2006.8

  Synthesis and SAR of substituted pyrrolotriazine-4-one analogues as Eg5 inhibitors are described. Many of these analogues displayed potent inhibitory activities in the Eg5 ATPase and A2780 cell proliferation assays. In addition, pyrrolotriazine-4-one analogue 26 demonstrated in vivo efficacy in an iv P388 murine leukemia model. Both NMR and X-ray crystallographic studies revealed that these analogues bind to an allosteric site on the Eg5 protein.