4-carboethoxycyanomethylene-2,2,6,6-tetramethylpiperidine | 23901-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 4-carboethoxycyanomethylene-2,2,6,6-tetramethylpiperidine
• 英文别名: ethyl 2,2,6,6-tetramethyl-4-piperidinylidene-cyanoacetate；Ethyl 2-cyano-2-(2,2,6,6-tetramethylpiperidin-4-ylidene)acetate
• CAS: 23901-39-5
• 化学式: C₁₄H₂₂N₂O₂
• mdl: MFCD01219939
• 分子量: 250.341
• InChiKey: FXHSUAUPOANIDE-UHFFFAOYSA-N

物化性质

• 熔点：
  57-58 °C
• 沸点：
  128-130 °C(Press: 1.5 Torr)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-carboethoxycyanomethylene-2,2,6,6-tetramethylpiperidine 在 盐酸 、 sodium tungstate 、 双氧水 、 ethylene diamine tetraacetic acid tetrasodium salt 、 三乙胺 作用下， 以 乙醚 为溶剂， 反应 54.0h， 生成
  参考文献：
  名称：

  Derivatives of N-oxyl- and N-oxopiperidylacetic acids

  摘要：

  DOI：

  10.1007/bf00954287
• 作为产物：
  描述：

  四甲基哌啶酮 、 氰乙酸乙酯 在 ammonium acetate 作用下， 以 甲苯 为溶剂， 生成 4-carboethoxycyanomethylene-2,2,6,6-tetramethylpiperidine
  参考文献：
  名称：

  Discovery and SAR of Methylated Tetrahydropyranyl Derivatives as Inhibitors of Isoprenylcysteine Carboxyl Methyltransferase (ICMT)

  摘要：

  A series of tetrahydropyranyl (THP) derivatives has been developed as potent inhibitors of isoprenylcysteine carboxyl methyltransferase (ICMT) for use as anticancer agents. Structural modification of the submicromolar hit compound 3 led to the potent 3-methoxy substituted analogue 27. Further SAR development around the THP ring resulted in an additional 10-fold increase in potency, exemplified by analogue 75 with an IC50 of 1.3 nM. Active and potent compounds demonstrated a dose-dependent increase in Ras cytosolic protein. Potent ICMT inhibitors also reduced cell viability in several cancer cell lines with growth inhibition (GI(50)) values ranging from 0.3 to >100 mu M. However, none of the cellular effects observed using ICMT inhibitors were as pronounced as those resulting from a farnesyltransferase inhibitor.

  DOI：

  10.1021/jm200249a

文献信息

• Phenol stabilizers
  申请人：Ciba-Geigy Corporation

  公开号：US04148784A1

  公开（公告）日：1979-04-10

  A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.

  化合物的公式为I ##STR1## 其中R.sub.2是通过氧或亚胺键结合的可选择取代的4-哌啶基或可选择取代的2-(哌啶基)乙氧基，n为1或2，R.sub.7和R.sub.8是碳氢基，R.sub.9是氢或甲基，R.sub.14是氰基，--CH.sub.2 OH，一种通过氧或亚胺键结合的可选择取代的4-哌啶基或可选择取代的2-(哌啶基)乙氧基的羟甲基，或者R.sub.14也可以是酰基或硝基，当n=1时，R.sub.15是氢，取代的羟基苯甲基，可选择取代的碳氢基，可选择取代的4-哌啶基或可选择连接到R.sub.14并且可选择取代的烷基，或当n=2时，R.sub.15是直接键或可选择中断的碳氢基，并且其盐可用作有机材料的稳定剂。
• Piperidyl esters of phenolalkylene carboxylic acids
  申请人：Ciba-Geigy Corporation

  公开号：US04226999A1

  公开（公告）日：1980-10-07

  A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.

  化合物的式子为I ##STR1## 其中 R.sub.2 是通过氧或亚胺键结合的可选取代的4-哌啶基或可选取代的2-(哌啶基)乙氧基，n为1或2，R.sub.7和R.sub.8是碳氢基，R.sub.9是氢或甲基，R.sub.14是氰基，--CH.sub.2 OH，被可选取代的4-哌啶基通过氧或亚胺键结合的羟甲基，或被可选取代的2-(哌啶基)乙氧基取代的羟甲基，或R.sub.14也可以是酰基或硝基。当n=1时，R.sub.15是氢，取代的羟基苯甲基，可选取代的碳氢基，可选取代的4-哌啶基，或与R.sub.14可选连接和可选取代的烷基，当n=2时，R.sub.15是直接键或可选中断的碳氢基，以及其作为有机物材料稳定剂的盐。
• SEN, V. D.;KAPUSTINA, E. V.;GOLUBEV, V. A., IZV. AN CCCP. CEP. XIM., 1983, N 8, 1833-1839
  作者：SEN, V. D.、KAPUSTINA, E. V.、GOLUBEV, V. A.

  DOI：——

  日期：——
• US4148784A
  申请人：——

  公开号：US4148784A

  公开（公告）日：1979-04-10
• US4226999A
  申请人：——

  公开号：US4226999A

  公开（公告）日：1980-10-07