3-(2-hydroxyethylamino)-5,5-dimethylcyclohex-2-enone | 201989-32-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(2-hydroxyethylamino)-5,5-dimethylcyclohex-2-enone
• 英文别名: 3-(2-hydroxyethylamino)-5,5-dimethylcyclohex-2-en-1-one；3-(2-Hydroxyethylamino)-5,5-dimethyl-2-cyclohexen-1-one
• CAS: 201989-32-4
• 化学式: C₁₀H₁₇NO₂
• mdl: MFCD00075587
• 分子量: 183.25
• InChiKey: TYPCBYZRJIFWEI-UHFFFAOYSA-N

物化性质

• 熔点：
  91-93 °C(lit.)
• 沸点：
  318.9±42.0 °C(Predicted)
• 密度：
  1.06±0.1 g/cm3(Predicted)
• 稳定性/保质期：
  避免与强氧化剂接触。

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-hydroxyethylamino)-5,5-dimethylcyclohex-2-enone 在 manganese(IV) oxide 、 四丁基氟化铵 、 sodium hydride 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 15.0h， 生成 (Z)-4-[2-(5,5-Dimethyl-3-oxo-cyclohex-1-enylamino)-ethoxy]-but-2-enal
  参考文献：
  名称：

  A Formal [3 + 3] Cycloaddition Reaction. 5. An Enantioselective Intramolecular Formal Aza-[3 + 3] Cycloaddition Reaction Promoted by Chiral Amine Salts

  摘要：

  A detailed account on chiral secondary amine salt promoted enantioselective intramolecular formal aza-[3 + 3] cycloadditions is described here for the first time. The dependence of enantioselectivity on the structural feature of these chiral amines is thoroughly investigated. This study also reveals a very interesting reversal of the stereochemistry in the respective cycloadducts obtained using C-1- and C-2-symmetric amine salts. In addition, the influence of solvents, counteranions, and temperatures on the enantioselectivity is described, and a unified mechanistic model based on experimental results as well as semiempirical calculations is proposed.

  DOI：

  10.1021/jo050171s
• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 C.I.酸性橙108 生成 3-(2-hydroxyethylamino)-5,5-dimethylcyclohex-2-enone
  参考文献：
  名称：

  新型 3-(Adamantan-1-yl)-1-烷基(芳基、芳烷基、羟乙基)-7,7-dimethyl-1,2,3,4,5 的高效一锅法合成、结构解析和抗菌活性,6,7,8-octahydroquinazolin-5-ones

  摘要：

  摘要 一系列新型3-(金刚烷-1-基)-1-(烷基、芳基、芳烷基、羟乙基)-7,7-二甲基-1,2,3,4,5,6,7,8-八氢喹唑啉-通过 3-(烷基/芳烷基/芳基)氨基-5,5-二甲基环己-2-en-1-酮与金刚烷-1-胺和甲醛在回流甲醇中反应合成了 5-酮。最初的烯胺酮是通过双甲酮与伯胺在微波照射下缩合得到的。合成的化合物通过 3-(adamantan-1-yl)-1-(4-bromophenyl)-7,7-dimethyl-1 的 IR、1 H 和13 C NMR、质谱和 X 射线分析进行了表征,2,3,4,5,6,7,8-octahydroquinazolin5-one 用于最终的结构分配。测试合成的化合物的抗菌活性。

  DOI：

  10.1134/s1070428022010213

文献信息

• Prodrugs of a 3-(pyrrol-2-ylmethylidene)-2-indolinone derivatives
  申请人：Sugen. Inc.

  公开号：US20030100555A1

  公开（公告）日：2003-05-29

  The present invention relates to pyrrole substituted 2-indolinone compounds and their pharmaceutically acceptable salts which modulate the activity of protein kinases and therefore are expected to be useful in the prevention and treatment of protein kinase related cellular disorders such as cancer.

  本发明涉及吡咯替代的2-吲哚酮化合物及其药学上可接受的盐，这些化合物调节蛋白激酶的活性，因此预计在预防和治疗蛋白激酶相关的细胞疾病，如癌症方面具有用处。
• Reactions between enaminones and enones. Part 2. C versus N-Alkylation with cyclohex-2-enone. Structure confirmation by reduction of a dienaminone derivative of dehydrated dimedone dimer
  作者：Ibrahim Chaaban、John V. Greenhill、Mohamed Ramli

  DOI：10.1039/p19810003120

  日期：——

  Primary and secondary enaminones derived from cyclohexane-1,3-dione, dimedone, and acetylacetone react with cyclohexenone to give exclusively C-alkylated derivatives. In every case the products form carbinolamines which exist as 1-hydroxy-2-azacyclo[3.3.1]nonenes. This was confirmed in some examples by formation of an extra ring between nitrogen and oxygen. A series of dienaminones were prepared from

  衍生自环己烷-1，3-二酮，二甲酮和乙酰丙酮的伯和仲烯胺酮与环己烯酮反应，仅得到C-烷基化衍生物。在每种情况下，产物形成甲醇胺，它们以1-羟基-2-氮杂环[3.3.1]壬烯的形式存在。在一些实例中，这通过在氮和氧之间形成额外的环来证实。由2-（5,5-二甲基-3-氧代环己基-1-烯基）-5,5-二甲基环己烷-1,3-二酮制备了一系列的二烯酮，并将其中一个还原成与其相同的氮杂烯酮。C-烷基化。
• Ink-jet printing ink compositions having superior smear-fastness
  申请人：Hewlett-Packard Company

  公开号：EP1035179A1

  公开（公告）日：2000-09-13

  Specific core-shell, or latex, binders and additives for use in ink-jet printing ink compositions are provided. One class of specific core/shell binders has the general formula [AmBnC'p,Fs]x, where A and B are hydrophobic components in which A exhibits a glass transition temperature Tg between about -150° and +25°C and B exhibits a glass transition temperature greater than 25°C, C' is a component that forms a hydrophilic or water-soluble component in the polymer chain, and has an ionic or non-ionic structure, F contains oxygen-hydrogen functional groups such as aldehydes, carboxylic acids, allyl alcohols, acetals, and hemiacetals, m < 30 wt%, n >40 wt%, p < 30 wt%, and s < 30 wt%, with the total of m + n + p + s = 100 wt%, and x = 1 to 100,000. The molecular weight (weight average) of the polymer is between about 1,000 and 2,000,000. The polymers useful in the practice of the invention are prepared by emulsifying the monomers and then conducting a free-radical polymerization in water. The foregoing binder polymer is used in conjunction with amine-containing additives comprising either (a) amine alcohols having the general formula where R1 and R2 are independently selected from the group consisting of hydrogen, alkyl, alkoxy, aryl, and phenoxy, R is alkyl, X is selected from the group consisting of hydrogen, alkyl, aryl, -OH, -COOH, -CHO, and substituted groups; (b) amines, or (c) polyamines. In the ink compositions of the present invention, the ratio of binder (I) to colorant (pigment) is greater than 1 to 10. The concentration of the amine-containing additive in the ink is within the range of 0.01 to 10 wt%.

  提供了用于喷墨打印墨水组合物的特定芯壳或乳胶粘合剂和添加剂。一类特殊的芯/壳粘合剂具有通式 [AmBnC'p,Fs]x，其中 A 和 B 是疏水性成分，A 的玻璃化转变温度 Tg 在约 -150° 和 +25°C 之间，B 的玻璃化转变温度高于 25°C、C'是在聚合物链中形成亲水性或水溶性的组分，具有离子或非离子结构，F含有氧氢官能团，如醛、羧酸、烯丙基醇、乙醛和半乙醛，m 40 wt%，p < 30 wt%，s < 30 wt%，总计m + n + p + s = 100 wt%，x = 1至100,000。聚合物的分子量（平均重量）约在 1,000 至 2,000,000 之间。本发明实践中有用的聚合物是通过乳化单体，然后在水中进行自由基聚合制备的。上述粘合剂聚合物与含胺添加剂一起使用，含胺添加剂包括 (a) 通式为 其中 R1 和 R2 独立地选自氢、烷基、烷氧基、芳基和苯氧基组成的组，R 为烷基，X 选自氢、烷基、芳基、-OH、-COOH、-CHO 和取代基组成的组；(b)胺，或 (c) 多胺。在本发明的油墨组合物中，粘合剂 (I) 与着色剂（颜料）的比例大于 1 比 10。含胺添加剂在油墨中的浓度在 0.01 至 10 wt%之间。
• Synthesis and transformations of new 1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-dione derivatives
  作者：A. N. Pyrko

  DOI：10.1134/s1070428008080198

  日期：2008.8

  Reactions of cyclohexane-1,3-diones with amines and aldehydes led to the formation of 1,21,3,4,5,16,7,8,9, 10-decahydroacridine-1,8-diones containing alkylaryl, aryl, and hydroxy substituents in position 10. Transformations of 10-hydroxy-1,2,3,4,5,6,7,8,9,10-decahydroacridine-1,8-diones under oxidation with nitrous acid, reduction with zinc powder, as well as on heating in aprotic solvents and acetic, phosphoric, and polyphosphoric acids, were studied. NMR spectra of 1,2,3,4,5,6,7,8,9,10-decaliydroacridine-1,8-diones having different substituents in positions 9 and 10 were analyzed.
• 1,7-dithioxo systems. Reaction of 3-[(5,5-dimethyl-3-thioxocyclohex-1-en-1yl)sulfanyl]-5,5-dimethylcyclohex-2-ene-1-thione with 2-aminoethanol and ethane-1,2-diamine
  作者：L. V. Timokhina、L. V. Kanitskaya

  DOI：10.1134/s1070428009120082

  日期：2009.12

  The reaction of 3-[(5,5-dimethyl-3-thioxocyclohex-1-en-1-yl)sulfanyl]-5,5-dimethylcyclohex-2-ene-1-thione with 2-aminoethanol involves cleavage of the sulfide bond with formation of 3-[(2-hydroxyethyl)-amino]-5,5-dimethylcyclohex-2-ene-1-thione as the major product. The reaction of the same sulfide with ethane-1,2-diamine gave previously unknown 3-(2-[(5,5-dimethyl-3-thioxocyclohex-1-en-1-yl)amino]ethyl}-amino)-5,5-dimethylcyclohex-2-ene-1-thione.