2-dimethylaminomethyl-cyclopentanone hydrochloride | 42746-87-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-dimethylaminomethyl-cyclopentanone hydrochloride
• 英文别名: 2-dimethylaminomethyl-cyclopentanone; hydrochloride；2-Dimethylaminomethyl-cyclopentanon; Hydrochlorid；Dimethyl-[(2-oxocyclopentyl)methyl]azanium;chloride
• CAS: 42746-87-2
• 化学式: C₈H₁₅NO*ClH
• mdl: MFCD00225117
• 分子量: 177.674
• InChiKey: UYEYOIARTNJQBB-UHFFFAOYSA-N

物化性质

• 熔点：
  147-148 °C(Solv: ethanol (64-17-5); ethyl ether (60-29-7))

计算性质

• 辛醇/水分配系数(LogP)：
  1.01
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.875
• 拓扑面积：
  20.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2922399090

反应信息

• 作为反应物：
  描述：

  2-dimethylaminomethyl-cyclopentanone hydrochloride 在 cerium (IV) sulfate 、 硫酸 作用下， 以 乙醇 为溶剂， 反应 18.0h， 生成 2-methylspiro[1,3-dihydroisoquinoline-4,2'-cyclopentane]-1'-one
  参考文献：
  名称：

  β-氨基酮的铈 (IV) 氧化。第三次交流：4-螺取代的 1,2,3,4-四氢异喹啉的合成路线

  摘要：

  2-(N-苄基-N-甲氨基)-甲基环烷烃-1-或相应取代的色满酮可以用硫酸铈(IV)氧化处理得到取代的2'-甲基-2'、3'-二氢-1'H ‐spiro [cycloalkan-1,4'-isoquinolin] -2-ones 和 - [chroman-3,4'-isoquinolin] -4-ones 环化。

  DOI：

  10.1002/ardp.19883210316
• 作为产物：
  描述：

  N,N-二甲基氯烯亚胺 、 环戊酮 以89%的产率得到2-dimethylaminomethyl-cyclopentanone hydrochloride
  参考文献：
  名称：

  Keuper, Ralf; Risch, Nikolaus, Liebigs Annalen, 1996, # 5, p. 717 - 723

  摘要：

  DOI：

文献信息

• Synthese von substituierten 2-Aminonicotinonitrilen
  作者：Reinhard Troschütz、Thomas Dennstedt

  DOI：10.1002/ardp.19943270107

  日期：——

  Mono‐, di‐ und trisubstituierte 2‐Aminonicotinonitrile vom Typ 8, 13, 14 und 19 lassen sich aus Keton‐Mannich‐Basen Hydrochloriden 4 · HCl, Enonen 12, β‐Aminovinylketonen 17, 3‐Aminoacrolein‐Derivaten 18 sowie Vinamidinium Perchloraten 21 und in situ erzeugtem 3,3‐Diamino‐acrylnitril (3) herstellen.

  可以从酮曼尼希碱、盐酸盐 4 HCl、烯酮 12、β-氨基乙烯基酮 17、3-氨基丙烯醛衍生物 18 和 vinamidinium 和高氯酸盐中获得 8、13、14 和 19 型的单、二和三取代的 2-氨基烟腈3,3-二氨基-丙烯腈 (3) 原位生成。
• Reaction of Lawesson's reagent with Mannich base hydrochlorides: synthesis of novel 4H-1,3,2-oxathiaphosphorine-2-sulfide derivatives
  作者：Iyadh Aouani、Soufiane Touil

  DOI：10.1080/17415993.2013.824970

  日期：2014.3.4

  In a simple and general protocol, the treatment of Mannich base hydrochlorides, derived from acyclic and cyclic ketones, with Lawesson's reagent, leads to novel 4H-1,3,2-oxathiaphosphorine derivatives in good yields. A possible reaction mechanism, involving a [4+2] cycloaddition, is proposed. GRAPHICAL ABSTRACT

  在一个简单而通用的方案中，用 Lawesson 试剂处理衍生自无环和环状酮的曼尼希碱盐酸盐，以良好的收率获得新型 4H-1,3,2-氧硫磷衍生物。提出了一种可能的反应机理，包括 [4+2] 环加成。图形概要
• Evaluation of some Mannich bases of cycloalkanones and related compounds for cytotoxic activity
  作者：JR Dimmock、KK Sidhu、M Chen、RS Reid、TM Allen、GY Kao、GA Truitt

  DOI：10.1016/0223-5234(93)90148-8

  日期：1993.1

  A number of Mannich bases of cycloalkanones and related quaternary ammonium compounds were prepared for cytotoxic evaluation in order to examine the theory that sequential release of alkylating agents produces increased bioactivity compared to related compounds containing only 1 potential alkylating site. Many of the compounds had significant activity against murine L1210 cells and various human tumours. Some correlations between structure and activity were noted but the biological data did not support the view that potential sequential liberation of cytotoxic species produced compounds with increased potency. The formation of various oximes and oxime benzoates as candidate prodrugs was achieved but in general these compounds were not cytotoxic at the concentrations utilized. This observation may be due to the fact that the oximes were much more stable in deuterated phosphate buffered saline over a period of 48 h at 37-degrees-C than the Mannich bases, as revealed by H-1-NMR spectroscopy.
• Keuper, Ralf; Risch, Nikolaus, Liebigs Annalen, 1996, # 5, p. 717 - 723
  作者：Keuper, Ralf、Risch, Nikolaus

  DOI：——

  日期：——
• KOZLOV, N. S.;ZHIXAREVA, O. D., DOKL. AN BSSR, 33,(1989) N0, S. 903-906
  作者：KOZLOV, N. S.、ZHIXAREVA, O. D.

  DOI：——

  日期：——