6-(哌啶-1-基)己酸乙酯 | 100539-46-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 6-(哌啶-1-基)己酸乙酯
• 英文名称: 6-(piperidin-1-yl)hexanoic acid ethyl ester
• 英文别名: 6-piperidino-hexanoic acid ethyl ester；6-Piperidino-hexansaeure-aethylester；ethyl 6-piperidin-1-ylhexanoate
• CAS: 100539-46-6
• 化学式: C₁₃H₂₅NO₂
• 分子量: 227.347
• InChiKey: KBADGNLPXLSPQO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(哌啶-1-基)己酸乙酯 在 乙醚 作用下， 生成 5-ethyl-10-piperidino-decan-5-ol
  参考文献：
  名称：

  GB682160

  摘要：

  公开号：
• 作为产物：
  描述：

  6-oxo-6-piperidin-1-yl-hexanoic acid ethyl ester 在 苯硅烷 作用下， 生成 6-(哌啶-1-基)己酸乙酯
  参考文献：
  名称：

  钴催化从烯烃和光促进的胺合成酰胺

  摘要：

  偶联烯烃和胺原料的催化方法在合成化学中很有价值。烯烃和胺的直接羰基偶联有望成为一种完美的原子经济酰胺合成方法，但一般方法仍未开发。在此，我们报道了一种烯烃氢氨基羰基化反应，该反应由未改性、廉价的羰基钴在温和条件下和光促进的低压下催化。反应后添加硅烷可实现钴催化的连续酰胺还原，构成正式的烯烃氢氨基甲基化。这些方法在烯烃和胺组分中都表现出特殊的应用范围，具有高化学选择性和区域选择性，即使在没有溶剂的情况下也能高效进行。通过羰基配体的光解离形成氢钴酸盐被认为是在温和条件下实现催化活性的，这解决了催化中长期存在的挑战。

  DOI：

  10.1126/science.adk2312

文献信息

• Beta lactam compounds and their use as inhibitors of tryptase
  申请人：Bristol-Myers Squibb Co.

  公开号：US06335324B1

  公开（公告）日：2002-01-01

  Compounds of the formulas: are disclosed. These compounds inhibit tryptase as well as other enzyme systems or are selective tryptase inhibitors and are useful as antiinflammatory agents particularly in the treatment of chronic asthma.

  这些化合物的结构式已被披露。这些化合物抑制色胺酸蛋白酶以及其他酶系统，或者是选择性色胺酸蛋白酶抑制剂，并且在特别是治疗慢性哮喘方面作为抗炎药物是有用的。
• [EN] LUMINALLY-ACTING N-(PIPERIDIN-4-YL)BENZAMIDE DERIVATIVES<br/>[FR] DÉRIVÉS DE N-(PIPÉRIDIN-4-YL)BENZAMIDE À ACTION LUMINALE
  申请人：TAKEDA PHARMACEUTICALS CO

  公开号：WO2021225968A1

  公开（公告）日：2021-11-11

  Disclosed are compounds of Formula 1, and pharmaceutically acceptable salts thereof, wherein m, R1, R2, R3, R4, R5, R6, X1, X2, X3 and X4 are defined in the specification. This disclosure also relates to materials and methods for preparing compounds of Formula 1, to pharmaceutical compositions which contain them, and to their use for treating diseases, disorders, and conditions associated with the 5-HT4 receptor.

  本公开涉及公式1的化合物及其在药学上可接受的盐，其中m、R1、R2、R3、R4、R5、R6、X1、X2、X3和X4在规范中有定义。本公开还涉及制备公式1化合物的材料和方法，包含它们的药物组合物，以及它们用于治疗与5-HT4受体相关的疾病、疾病和症状的用途。
• Esters and amides of hexanoic acid substituted with tertiary amino group in terminal position and their activity as transdermal permeation enhancers
  作者：Oldřich Farsa、Pavel Dolezal、Alexandr Hrabálek

  DOI：10.2298/jsc090527034f

  日期：——

  Series of alkyl esters of 6-diethylamino-, 6-(pyrrolidin-1-yl)-, 6- (piperidin-1-yl) and 6-(morpholin-1-yl)hexanoic acids and alkylamides of 6-dimethylamino-, 6-(piperidin-1-yl) and 6-(morpholin-1-yl)hexanoic acids, containing 8-12 carbon atoms in the alkyl chain, were prepared by methods of classical organic synthesis. The appropriate secondary amine was alkylated with ethyl-6-bromohexanoate to give ester of ?-substituted hexanoic acid, except of ethyl-6-dimethylaminohexanoate (1), which was prepared by Eschweiler-Clarke methylation of 6-aminohexanoic acid followed by direct esterification with ethanol. The resulted esters of ?-substituted hexanoic acids underwent direct transesterification with long chain alkanols to yield the desired amino esters, or they were treated with long-chain alkylamines to prepare secondary amides of the appropriate heterocyclic hexanoic acids. These products were in vitro tested on their activity as transdermal permeation enhancers on the strips of the excised human skin with theophylline as the model permeant. The activity was evaluated using parameter enhancement ratio (ER), defined as the ratio between the overall amount of the permeant passing through the skin with the tested enhancer and that without tested substance. Decyl 6-(pyrrolidin- 1-yl)hexanoate (16) with ER = 30 showed the highest activity. The enhancing effects of the esters were generally better than those of the amides.

  采用经典有机合成方法制备了烷基链中含有 8-12 个碳原子的 6-二乙氨基-、6-（吡咯烷-1-基）-、6-（哌啶-1-基）和 6-（吗啉-1-基）己酸的烷基酯和 6-二甲氨基-、6-（哌啶-1-基）和 6-（吗啉-1-基）己酸的烷基酰胺系列。适当的仲胺与 6-溴己酸乙酯发生烷基化反应，得到被取代的己酸酯，但 6-二甲氨基己酸乙酯（1）除外，它是通过 6-氨基己酸的埃施韦勒-克拉克甲基化反应，然后用乙醇直接酯化制备的。生成的?-取代己酸酯直接与长链烷醇进行酯交换反应，生成所需的氨基酯，或者用长链烷胺处理，制备适当杂环己酸的仲酰胺。以茶碱为模型渗透剂，对这些产品作为透皮渗透促进剂在切除的人体皮肤条上的活性进行了体外测试。其活性是通过参数增强比（ER）来评估的，参数增强比的定义是渗透剂通过皮肤的总量与未加入受测物质的渗透剂通过皮肤的总量之比。ER=30的6-（吡咯烷-1-基）己酸癸酯（16）显示出最高的活性。酯类的增强效果普遍优于酰胺类。
• Barczynski; Dega-Szafran; Dulewicz, Polish Journal of Chemistry, 2000, vol. 74, # 8, p. 1149 - 1161
  作者：Barczynski、Dega-Szafran、Dulewicz、Petryna、Szafran

  DOI：——

  日期：——
• Process for the preparation of amino ketones
  申请人：BURROUGHS WELLCOME CO

  公开号：US02649444A1

  公开（公告）日：1953-08-18