1-[2-(1H-pyrazol-1-yl)ethyl]-4-(4-methyl-thiazol-2-yl)-4-(N-phenylpropionamido)piperidine | 120070-51-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-[2-(1H-pyrazol-1-yl)ethyl]-4-(4-methyl-thiazol-2-yl)-4-(N-phenylpropionamido)piperidine
• 英文别名: N-[4-(4-methyl-1,3-thiazol-2-yl)-1-(2-pyrazol-1-ylethyl)piperidin-4-yl]-N-phenylpropanamide
• CAS: 120070-51-1
• 化学式: C₂₃H₂₉N₅OS
• 分子量: 423.582
• InChiKey: INBDMSIHZXMADB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  82.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  丙酰氯 生成 1-[2-(1H-pyrazol-1-yl)ethyl]-4-(4-methyl-thiazol-2-yl)-4-(N-phenylpropionamido)piperidine
  参考文献：
  名称：

  LIN, BOR-SHENG;KUDZMA, L. V.

  摘要：

  DOI：

文献信息

• 4-heteropentacyclic-4-[N-(phenyl)amino] piperidine derivatives and
  申请人：The BOC Group, Inc.

  公开号：US04791120A1

  公开（公告）日：1988-12-13

  Compounds are disclosed of the formula ##STR1## where R.sup.1 is an unsubstituted or substituted heterocyclic ring system; R.sup.2 is an unsubstituted or substituted phenyl; R.sup.3 is a lower alkyl or lower alkoxy, and L is selected from a wide variety of groups.

  化合物的结构式为##STR1##，其中R.sup.1是未取代或取代的杂环环系统；R.sup.2是未取代或取代的苯基；R.sup.3是低碳基或低烷氧基，L可从各种不同的基团中选择。
• 4-Phenyl- and 4-heteroaryl-4-anilidopiperidines. A novel class of analgesic and anesthetic agents
  作者：Linas V. Kudzma、Sherry A. Severnak、Mark J. Benvenga、Edward F. Ezell、Michael H. Ossipov、Valerie V. Knight、Frieda G. Rudo、H. Kenneth Spencer、Theodore C. Spaulding

  DOI：10.1021/jm00132a007

  日期：1989.12

  4-anilidopiperidines related to fentanyl (1) led to a novel class of potent opioid analgesic and anesthetic agents with a favorable pharmacological profile. The synthesis, analgesic activity, and anesthetic properties of a series of 4-phenyl-4-anilidopiperidines (13-29) are discussed. Isosteric replacement of the phenyl by various heteroaryl substituents extended the series to include 4-heteroaryl-4-anilidopiperidines

  在吗啡中发现的4-苯基哌啶药效基团并入与芬太尼相关的4-anilidopiperidines中（1）导致了一类新型的有效阿片类镇痛药和麻醉剂，具有良好的药理作用。讨论了一系列4-苯基-4-苯胺基哌啶（13-29）的合成，镇痛活性和麻醉性能。用各种杂芳基取代基对苯进行等位取代，将系列扩大到包括4-杂芳基-4-苯并哌啶（30-53）。在这一组中，1- [2-（1H-吡唑-1-基）乙基] -4-（4-甲基噻唑-2-基）-4-（N-苯基丙酰胺基）哌啶（48）具有较高的镇痛作用，作用时间短，麻醉剂量后运动协调迅速恢复，与目前临床使用的阿片类药物芬太尼（1）和阿芬太尼（2）相比，麻醉期间的心血管和呼吸安全性更高。这样的镇痛药对于临床医生在不断扩大的门诊外科手术领域中以及对患者控制的镇痛和计算机辅助的连续输注疼痛控制技术具有极大的实用性。
• 4-Heteropentacyclic-4- N-(phenyl)amido piperidine compounds
  申请人：Ohmeda Pharmaceutical Products Division Inc.

  公开号：EP0328830A1

  公开（公告）日：1989-08-23

  A compound of the formula and/or a pharmaceutically acceptable acid addition salt thereof, in which formula: R1 is an unsaturated heterocyclic ring of 5 cyclic member atoms, including 1 to 4 nitrogen atoms, and 0 to 1 sulphur or oxygen atoms, said heterocyclic ring being unsubstituted or substituted wherein the or each substituent is selected from lower alkyl, lower alkoxy and lower alkoxy lower alkyl groups; R2 is a substituted or unsustituted phenyl group in which the or each substituent is a halogen atom; R3 is a lower alkyl or a lower alkoxy lower alkyl group; and L is a lower alkyl group; a lower alkoxy group; a thienyl lower alkyl group; a lower alkoxy lower alkyl group; a thiazolyl lower alkyl group, unsubstituted, or substituted in the 4-position (of the thiazolylmoiety) with a lower alkyl group; a (4,5-di-hydro-5-oxo-1 H-tetrazol-1-yl) lower alkyl group, unsubstituted, or substituted in the 4-position (of the tetrazolyl moiety) with a lower alkyl group; a pyrazolyl lower alkyl group; a pyridinyl lower alkyl group; an oxophenyl lower alkyl group; a 2,4-(1 H,3H)-pyridinedionyl group, disusbstituted in the 3-position with lower alkyl groups; or a phenyl lower alkyl group, unsubstituted or substituted (in the phenyl moiety) with at least one substituent selected from lower alkyl groups; lower alkoxy groups, halgenated lower alkyl groups, and halogen atoms, has analgesic and anaesthetic properties and may be used in analagesic and anaesthetic compositions.

  式化合物 和/或其药学上可接受的酸加成盐，其中式 R1 是由 5 个环状成员原子组成的不饱和杂环，包括 1 至 4 个氮原子和 0 至 1 个硫或氧原子，所述杂环是未取代或取代的，其中或每个取代基选自低级烷基、低级烷氧基和低级烷氧基低级烷基； R2 是取代或未取代的苯基，其中或每个取代基是卤素原子； R3 是低级烷基或低级烷氧基低级烷基；以及 L 是低级烷基；低级烷氧基；噻吩基低级烷基；低级烷氧基低级烷基；未取代的噻唑基低级烷基，或在(噻唑基)4 位被低级烷基取代的噻唑基低级烷基；未被取代的(4,5-二氢-5-氧代-1 H-四唑-1-基)低级烷基，或在(四唑基)的 4 位被低级烷基取代的(4,5-二氢-5-氧代-1 H-四唑-1-基) 或苯基低级烷基，未被取代或（在苯基中）被至少一个选自低级烷基、低级烷氧基、卤代低级烷基和卤素原子的取代基取代，具有镇痛和麻醉特性，可用于镇痛和麻醉组合物中。
• KUDZMA, LINAS V.;SEVERNAK, SHERRY A.;BENVENGA, MARK J.;EZELL, EDWARD F.;O+, J. MED. CHEM., 32,(1989) N2, C. 2534-2542
  作者：KUDZMA, LINAS V.、SEVERNAK, SHERRY A.、BENVENGA, MARK J.、EZELL, EDWARD F.、O+

  DOI：——

  日期：——
• LIN, BOR-SHENG;KUDZMA, L. V.
  作者：LIN, BOR-SHENG、KUDZMA, L. V.

  DOI：——

  日期：——