6-methacrylamidohexanohydrazide | 929020-77-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 6-methacrylamidohexanohydrazide
• 英文别名: 6-methacrylamidohexanoylhydrazine；6-(Methacrylamido)hexanohydrazide；N-(6-hydrazinyl-6-oxohexyl)-2-methylprop-2-enamide
• CAS: 929020-77-9
• 化学式: C₁₀H₁₉N₃O₂
• 分子量: 213.28
• InChiKey: LYUQWAGPWZUFNV-UHFFFAOYSA-N

物化性质

• 熔点：
  79-81 °C(Solv: dichloromethane (75-09-2); ethyl acetate (141-78-6))
• 沸点：
  493.0±37.0 °C(Predicted)
• 密度：
  1.045±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-methacrylamidohexanohydrazide 、 盐酸多柔比星 以 甲醇 为溶剂， 反应 24.0h， 以79%的产率得到6-(methacryloylamino)hexanoylhydrazide-doxorubicin
  参考文献：
  名称：

  WO2008/17277

  摘要：

  公开号：
• 作为产物：
  描述：

  N-methacryloyl-6-aminohexanoic acid methyl ester 在 甲醇 、 sodium hydroxide 、 水 、 肼 作用下， 反应 3.0h， 生成 6-methacrylamidohexanohydrazide
  参考文献：
  名称：

  WO2007/28347

  摘要：

  公开号：

文献信息

• GRAFTED MACROMOLECULAR CONJUGATES OF DOXORUBICIN WITH ANTICANCER ACTIVITY AND METHOD OF THEIR PREPARATION
  申请人：Etrych Tomas

  公开号：US20090306004A1

  公开（公告）日：2009-12-10

  A polymeric drug, in which a cancerostatic connected via spacers containing hydrolytically cleavable hydrazone bonds is bound to a water-soluble polymeric carrier prepared on the basis of a N-(2-hydroxypropyl)methacrylamide copolymer, wherein the structure of the polymeric drug consists of the main chain of N-(2-hydroxypropyl)methacrylamide carrying the cancerostatic and another chain of N-(2-hydroxypropyl)methacrylamide—a graft, which may also carry a cancerostatic, said grafts being bound to the main chain by a bond that is stable in the body and/or by a bond cleavable in the body, especially by an oligopeptide spacer selected from the series of GlyLeuGly, GlyPheGly, GlyPheLeuGly and GlyLeuPheGly, and a method of its preparation.

  一种聚合物药物，其中包含通过含有水解可断裂的酰肼键的间隔连接的抗癌药物，与基于N-（2-羟基丙基）甲基丙烯酰胺共聚物制备的水溶性聚合物载体结合，其中聚合物药物的结构由携带抗癌药物的N-（2-羟基丙基）甲基丙烯酰胺主链和另一条N-（2-羟基丙基）甲基丙烯酰胺链组成，该支链也可以携带抗癌药物，所述支链通过身体内稳定的键和/或身体内可断裂的键与主链结合，特别是通过选自GlyLeuGly、GlyPheGly、GlyPheLeuGly和GlyLeuPheGly系列的寡肽间隔连接，以及其制备方法。
• Grafted macromolecular conjugates of doxorubicin with anticancer activity and method of their preparation
  申请人：Etrych Tomas

  公开号：US08603990B2

  公开（公告）日：2013-12-10

  A polymeric drug, in which a cancerostatic connected via spacers containing hydrolytically cleavable hydrazone bonds is bound to a water-soluble polymeric carrier prepared on the basis of a N-(2-hydroxypropyl)methacrylamide copolymer, wherein the structure of the polymeric drug consists of the main chain of N-(2-hydroxypropyl)methacrylamide carrying the cancerostatic and another chain of N-(2-hydroxypropyl)methacrylamide—a graft, which may also carry a cancerostatic, said grafts being bound to the main chain by a bond that is stable in the body and/or by a bond cleavable in the body, especially by an oligopeptide spacer selected from the series of GlyLeuGly (SEQ ID. NO. 1), GlyPheGly (SEQ ID. NO. 2), GlyPheLeuGly (SEQ ID. NO. 3) and GlyLeuPheGly (SEQ ID. NO. 4), and a method of its preparation.

  一种聚合物药物，其中通过含有水解可断裂的酰肼键的间隔连接的抗癌药物与基于N-（2-羟基丙基）甲基丙烯酰胺共聚物制备的水溶性聚合物载体结合，其中聚合物药物的结构由携带抗癌药物的N-（2-羟基丙基）甲基丙烯酰胺的主链和另一条N-（2-羟基丙基）甲基丙烯酰胺链组成 - 一个嫁接物，该嫁接物也可能携带抗癌药物，所述嫁接物通过在体内稳定的键和/或在体内可断裂的键，特别是选择自GlyLeuGly（SEQ ID.NO.1），GlyPheGly（SEQ ID.NO.2），GlyPheLeuGly（SEQ ID.NO.3）和GlyLeuPheGly（SEQ ID.NO.4）的寡肽间隔连接到主链上，以及其制备方法。
• Polymer conjugates of acridine-type anticancer drugs with pH-controlled activation
  作者：Ondřej Sedláček、Martin Hrubý、Martin Studenovský、David Větvička、Jan Svoboda、Dana Kaňková、Jan Kovář、Karel Ulbrich

  DOI：10.1016/j.bmc.2012.05.007

  日期：2012.7

  Acridines are potent DNA-intercalating anticancer agents with high in vivo anticancer effectiveness, but also severe side effects. We synthesized five 9-anilinoacridine-type drugs and their conjugates with biocompatible water-soluble hydrazide polymer carrier. All of the synthesized acridine drugs retained their in vitro antiproliferative properties. Their polymer conjugates were sufficiently stable at pH 7.4 (model of pH in blood plasma) while releasing free drugs at pH 5.0 (model of pH in endosomes). After internalization of the conjugates, the free drugs were released and are visible in cell nuclei by fluorescence microscopy. Their intercalation ability was proven using a competitive ethidium bromide displacement assay. (C) 2012 Elsevier Ltd. All rights reserved.
• METHOD FOR THE PREPARATION OF POLYMERIC CONJUGATES OF DOXORUBICIN WITH PH-CONTROLLED RELEASE OF THE DRUG
  申请人：Zentiva, k.s.

  公开号：EP1922087B1

  公开（公告）日：2011-08-17
• POLYMERIC CONJUGATES OF DOXORUBICIN WITH PH-REGULATED RELEASE OF THE DRUG AND A METHOD OF PREPARING
  申请人：Zentiva, k.s.

  公开号：EP2049157B1

  公开（公告）日：2011-01-19