carboxymethylmethacrylamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: carboxymethylmethacrylamide
• 英文别名: (E)-4-amino-2,3-dimethyl-4-oxobut-2-enoic acid
• 化学式: C₆H₉NO₃
• 分子量: 143.142
• InChiKey: UUYBLTKKYAOJKP-ONEGZZNKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  80.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  carboxymethylmethacrylamide 、 7-甲氧基-1-萘乙胺 以 二氯甲烷 为溶剂， 反应 6.0h， 以72%的产率得到(E)-4-((2-(7-methoxynaphthalen-1-yl)ethyl)amino)-2,3-dimethyl-4-oxobut-2-enoic acid
  参考文献：
  名称：

  Synthesis and evaluation of amide side-chain modified Agomelatine analogues as potential antidepressant-like agents

  摘要：

  In this work, nineteen analogues of Agomelatine were readily synthesized through structural modification of the acetamide side-chain starting from the key common intermediate 2-(7-methoxynaphthalen-1-yl) ethanamine (3), which was prepared from commercially available compound 2-(7-methoxynaphthalen-1-yl) acetonitrile (2) in two steps. Corticosterone-induced PC12 pheochromocytoma cells phenotypic in vitro model was utilized to evaluate their potential antidepression activities. Imide compound 4a and acylamino carboxylic acid analogue 5b showed good protective effects on traumatic PC12 cells with protection rates of 34.2% and 23.2%, respectively. Further in vivo assessments in C57 mice FST (forced swim test) model demonstrated that compound 4a significantly reduced the immobility time of the tested subjects, indicating antidepressant- like activity. Preliminary toxicity assays conducted on human normal liver L02 cells and embryonic kidney 293 cells suggested a relatively low safety risk for compound 4a compared with the marketed drugs Agomelatine and Fluoxetine. The promising antidepressant-like efficacy of compound 4a, together with the relatively low toxicity to the normal tested cells and high liability of diffusion through the blood-brain barrier (BBB), presents us insights of exploration of me-better drug candidates of Agomelatine. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.02.065
• 作为产物：
  描述：

  甲基丙烯酰氯 、 β-丙氨酸 在 sodium hydroxide 作用下， 以56%的产率得到carboxymethylmethacrylamide
  参考文献：
  名称：

  Tumor metastasis inhibiting compounds and methods

  摘要：

  一种包含由以下一般式[I]表示的1至20个肽单元或其药学上可接受的盐的肽衍生物；[Z]--Arg--X--Asp--[Y] [I]其中Arg代表L-或D-精氨酸残基，Asp代表L-天冬氨酸残基，X代表L-或D-亮氨酸，D-异亮氨酸，L-或D-正亮氨酸，L-或D-苯丙氨酸，D-苯甘氨酸或D-丙氨酸残基，[Z]和[Y]各自代表氨基酸或肽残基，可以存在或不存在，从甘氨酸，L-丝氨酸，L-苏氨酸，L-和D-天冬氨酸，L-丙氨酸，L-和D-谷氨酸，L-脯氨酸残基和由上述氨基酸残基构成的肽残基中选择，以及包含该肽衍生物的药物组合物。本发明的组合物可用作抑制肿瘤转移的药剂。

  公开号：

  US05436221A1

文献信息

• Peptide derivatives and application thereof
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP0503301A2

  公开（公告）日：1992-09-16

  A peptide derivative containing 1 to 20 units of peptide unit represented by the following general formula [I] or a pharmaceutically acceptable salt thereof;         [Z]-Arg-X-Asp-[Y]   [I] wherein Arg represents L- or D-arginine residue, Asp represents L-aspartic acid residue, X represents L- or D-leucine, D-isoleucine, L- or D-norleucine, L- or D-phenylalanine, D-phenylglycine or D-alanine residue, and [Z] and [Y] each represents an amino acid or a peptide residue, which may be present or absent, selected from glycine, L-serine, L-threonine, L- and D-aspartic acid, L-alanine, L- and D-glutamic acid, L-proline residues and a peptide residue constituted by the foregoing amino acid residues, and a pharmaceutical composition comprising the peptide derivative. The composition of the present invention is useful as an agent for inhibiting tumor metastasis.

  一种肽衍生物，含有 1 至 20 个单位的肽单元，由下式通式[I]表示，或其药学上可接受的盐； [Z]-Arg-X-Asp-[Y] [I］ 其中 Arg 代表 L-或 D-精氨酸残基，Asp 代表 L-天冬氨酸残基，X 代表 L-或 D-亮氨酸、D-异亮氨酸、L-或 D-正亮氨酸、L-或 D-苯丙氨酸、D-苯甘氨酸或 D-丙氨酸残基，[Z]和[Y]各自代表一种氨基酸或肽残基、可存在或不存在，选自甘氨酸、L-丝氨酸、L-苏氨酸、L-和 D-天冬氨酸、L-丙氨酸、L-和 D-谷氨酸、L-脯氨酸残基和由上述氨基酸残基构成的肽残基，以及包含该肽衍生物的药物组合物。本发明的组合物可用作抑制肿瘤转移的制剂。
• Use of peptide derivatives
  申请人：FUJI PHOTO FILM CO., LTD.

  公开号：EP0619118B1

  公开（公告）日：1997-06-11
• MISCHPFROPFPOLYMERE FÜR DIE KATIONENAUSTAUSCHCHROMATOGRAPHIE
  申请人：Merck Patent GmbH

  公开号：EP2152405B1

  公开（公告）日：2012-10-17
• GRAFT COPOLYMER FOR CATION- EXCHANGE CHROMATOGRAPHY
  申请人：Graalfs Heiner

  公开号：US20100181254A1

  公开（公告）日：2010-07-22

  The invention relates to chromatographic separating materials having improved binding capacity for biological constituents in cell culture supernatants, or animal or human body fluids, in particular for monoclonal antibodies. The present invention likewise relates to the preparation of separating materials of this type, and to the use thereof, in particular for the removal of charged biopolymers from corresponding liquids.
• GRAFT COPOLYMER FOR CATION-EXCHANGE CHROMATOGRAPHY
  申请人：MERCK PATENT GESELLSCHAFT MIT BESCHRANKTER HAFTUNG

  公开号：US20140183136A1

  公开（公告）日：2014-07-03

  The invention relates to chromatographic separating materials having improved binding capacity for biological constituents in cell culture supernatants, or animal or human body fluids, in particular for monoclonal antibodies. The present invention likewise relates to the preparation of separating materials of this type, and to the use thereof, in particular for the removal of charged biopolymers from corresponding liquids.