N¹-methylspermidine | 51460-23-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N¹-methylspermidine
• 英文别名: N⁴-methylspermidine；N²-Methylspermidin；1,4-Butanediamine, N-(3-aminopropyl)-N-methyl-；N'-(3-aminopropyl)-N'-methylbutane-1,4-diamine
• CAS: 51460-23-2
• 化学式: C₈H₂₁N₃
• 分子量: 159.275
• InChiKey: AJVLOCDDVDBRHR-UHFFFAOYSA-N

物化性质

• 沸点：
  90-92 °C(Press: 2 Torr)
• 密度：
  0.909±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N¹-methylspermidine 生成 2-(2,4-dichlorophenoxy)-N-[4-[3-[[2-(2,4-dichlorophenoxy)acetyl]amino]propyl-methylamino]butyl]acetamide
  参考文献：
  名称：

  BRAYER, JEAN-LOUIS;TALIANI, LAURENT;TESSIER, JEAN

  摘要：

  DOI：
• 作为产物：
  描述：

  N-(2-Cyanoethyl)-N-(3-cyanopropyl)-methylamine 在 镍 氨 、 氢气 作用下， 以 乙醇 为溶剂， 生成 N¹-methylspermidine
  参考文献：
  名称：

  Über die Synthesen von Maytenin, N-Methylspermidin und N-Methylsaytenin

  摘要：

  AbstractMaytenine and N‐methylmaytenine were synthesized and the structure of maytenine definitively proved.

  DOI：

  10.1002/hlca.19730560330

文献信息

• Exploiting Protein Fluctuations at the Active-Site Gorge of Human Cholinesterases: Further Optimization of the Design Strategy to Develop Extremely Potent Inhibitors
  作者：Stefania Butini、Giuseppe Campiani、Marianna Borriello、Sandra Gemma、Alessandro Panico、Marco Persico、Bruno Catalanotti、Sindu Ros、Margherita Brindisi、Marianna Agnusdei、Isabella Fiorini、Vito Nacci、Ettore Novellino、Tatyana Belinskaya、Ashima Saxena、Caterina Fattorusso

  DOI：10.1021/jm701253t

  日期：2008.6.1

  network among the key substructures. This drew the optimization of our design strategy to discover potent and reversible inhibitors of human acetylcholinesterase and butyrylcholinesterase (hAChE and hBuChE) that selectively interact with specific protein substructures. Accordingly, two tricyclic moieties differently spaced by functionalized linkers were investigated as molecular yardsticks to probe the

  蛋白质构象波动对于生物学功能至关重要，尽管蛋白质运动与功能之间的关系尚待充分研究。通过对胆碱酯酶（ChEs）的全面生物信息学分析，我们确定了引起蛋白质波动和功能的特定热点，以及在关键子结构之间调节合作网络的活性位点残基。这吸引了我们设计策略的优化，以发现有效和可逆的人类乙酰胆碱酯酶和丁酰胆碱酯酶抑制剂（hAChE和hBuChE），这些抑制剂可选择性地与特定蛋白质亚结构相互作用。因此，研究了两个功能不同的连接基间隔不同的三环部分作为分子尺度，以探讨与hChE峡谷中特定热点的最佳相互作用。确定了许多SAR趋势，发现多位点抑制剂3a和3d是迄今为止已知的最有效的hBuChE和hAChE抑制剂。
• Enzymatic Aminopropylation of Certain Secondary Amines.
  作者：Akira SHIRAHATA、Harumi HOSODA、Norio TAKAHASHI、Takanobu BEPPU、Masaru NIITSU、Keijiro SAMEJIMA

  DOI：10.1248/bpb.18.355

  日期：——

  Two unusual aminopropyl acceptors found in a survey of putrescine binding sites of mammalian spermidine synthase, N-methylputrescine (I) and 4-aminomethylpiperidine (II), were examined for their aminopropyl derivatives. Studies under in vitro incubation conditions suggested that the aminopropyl derivatives of the secondary amine of I and II, N4-methylspermidine (Is) and 1-N-(3-aminopropyl)-4-aminomethylpiperidine (IIs), and of the primary amine of I and II, N8-methylspermidine (Ip) and 4-[N-(3-aminopropyl) aminomethyl] piperidine (IIp), respectively, were biosynthesized by rat spermidine synthase. Studies on the cell culture system of cultured rat hepatoma (HTC) cells treated with α-difluoromethylornithine, an ornithine decarboxylase inhibitor, clearly showed the presence of Is and Ip when I was administered, and IIs and IIp when II was administered, with no detection of putrescine or spermidine. These results suggested that mammalian spermidine synthase can transfer the aminopropyl moiety of decarboxylated S-adenosylmethionine to certain secondary amines in living cells.

  在一项关于哺乳动物精胺合成酶中腐胺结合位点的调查中，发现了两个不寻常的氨基丙基受体，N-甲基腐胺（I）和4-氨基甲基哌啶（II），研究了它们的氨基丙基衍生物。在体外孵育条件下进行的研究表明，I和II的二级胺的氨基丙基衍生物，即N4-甲基精胺（Is）和1-N-(3-氨基丙基)-4-氨基甲基哌啶（IIs），以及I和II的一级胺的氨基丙基衍生物，即N8-甲基精胺（Ip）和4-[N-(3-氨基丙基)氨基甲基]哌啶（IIp），分别是通过大鼠精胺合成酶生物合成的。在用α-二氟甲基鸟氨酸（一种鸟氨酸脱羧酶抑制剂）处理的培养大鼠肝癌细胞（HTC细胞）的细胞培养系统中进行的研究清楚地显示，当给药I时存在Is和Ip，当给药II时存在IIs和IIp，未检测到腐胺或精胺。这些结果表明，哺乳动物精胺合成酶能在活细胞中将脱羧化的S-腺苷甲硫氨酸的氨基丙基部分转移到某些二级胺上。
• [EN] PHARMACEUTICAL OR COSMETIC COMPOSITION FOR TREATING ALOPECIA<br/>[FR] COMPOSITION PHARMACEUTIQUE OU COSMÉTIQUE DESTINÉE AU TRAITEMENT DE L'ALOPÉCIE
  申请人：GIULIANI SPA

  公开号：WO2014016407A1

  公开（公告）日：2014-01-30

  The present invention relates to a cosmetic or pharmaceutical composition for treating alopecia, and in general for counteracting excessive hair loss, comprising as an active ingredient a compound of formula (I) R-N1-spermidine, or 1,4-butanediamine,N-(3-aminopropyl)-N1-R. The compounds of general formula (I) are active in accordance with the objects of the present invention, and also sufficiently stable to allow effective application for topical use on the scalp without potentially being transformed into a different substance, which is no longer active, as a result of oxidation.

  本发明涉及一种用于治疗脱发，通常用于对抗过度脱发的化妆品或药用组合物，其活性成分为化合物R-N1-精胺，或1,4-丁二胺，N-(3-氨丙基)-N1-R的化合物。根据本发明的目的，通用式(I)的化合物是活性的，同时也足够稳定，可以有效地应用于头皮表面，而不会因为氧化而转化为不再活性的不同物质。
• PHARMACEUTICAL OR COSMETIC COMPOSITION FOR TREATING ALOPECIA
  申请人：GIULIANI S.P.A.

  公开号：US20150202132A1

  公开（公告）日：2015-07-23

  The present invention relates to a cosmetic or pharmaceutical composition for treating alopecia, and in general for counteracting excessive hair loss, comprising as an active ingredient a compound of formula (I) R—N 1 -spermidine, or 1,4-butane-diamine,N-(3-aminopropyl)-N 1 —R. The compounds of general formula (I) are active in accordance with the objects of the present invention, and also sufficiently stable to allow effective application for topical use on the scalp without potentially being transformed into a different substance, which is no longer active, as a result of oxidation.

  本发明涉及一种用于治疗脱发的化妆品或药用组合物，一般用于对抗过度脱发，包括作为活性成分的化合物，其化学式为(I) R—N1-精胺，或1,4-丁二胺，N-(3-氨基丙基)-N1-R。根据本发明的目的，一般式(I)的化合物是活性的，同时也足够稳定，可以在头皮上有效应用于局部使用，而不会由于氧化而可能转化为不再活性的不同物质。
• INHIBITORS OF CDC PHOSPHATASES
  申请人：Galcera-Contour Marie-Odile

  公开号：US20090275624A1

  公开（公告）日：2009-11-05

  A subject of the present invention is novel compounds comprising 2 or 3 benzothiazole-4,7-dione- or benzooxazole-4,7-dione-type units, which inhibit the cdc25 phosphatases, in particular cdc25-C phosphatase. These compounds can in particular be used in the treatment of cancer.

  本发明的一个主题是包含2或3个苯并噻唑-4,7-二酮或苯并噁唑-4,7-二酮类型单元的新化合物，这些化合物抑制cdc25磷酸酶，特别是cdc25-C磷酸酶。这些化合物特别可用于癌症治疗。