diethyl piperidine-4,4-dicarboxylate | 189323-11-3

• 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: diethyl piperidine-4,4-dicarboxylate
• 英文别名: piperidine-4,4-dicarboxylic acid diethyl ester；4,4-dicarbethoxypiperidine；diethyl piperidine 4,4-dicarboxylate
• CAS: 189323-11-3
• 化学式: C₁₁H₁₉NO₄
• 分子量: 229.276
• InChiKey: CQMZUNWMFJLKNY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl piperidine-4,4-dicarboxylate 在 palladium on activated charcoal sodium hydroxide 、 四丁基溴化铵 、 氢气 、 copper(ll) bromide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.75h， 生成 1-[(1R,2R)-2-[(2S,3S,4R,5S,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxycyclohexyl]oxycarbonylpiperidine-4,4-dicarboxylic acid
  参考文献：
  名称：

  PIPERIDINE CARBOXYLIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Four piperidine carboxylic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays, in viva and in a reperfusion model. Compound 7 showed strong inhibition of leukocyte adhesion in rats and a poweful decrease of the incidence of arrhythmias in a reperfusion model in isolated rabbit hearts. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00213-8
• 作为产物：
  描述：

  双(2-溴乙基)胺氢溴酸盐 在 palladium on activated charcoal sodium hydroxide 、 氢气 、 sodium hydride 作用下， 反应 12.0h， 生成 diethyl piperidine-4,4-dicarboxylate
  参考文献：
  名称：

  PIPERIDINE CARBOXYLIC ACID DERIVATIVES AS SIALYL LEWIS X MIMETICS

  摘要：

  Four piperidine carboxylic acid derivatives designed as mimetics of the sialyl Lewis X determinant were synthesized. Their inhibitory potency for selectin mediated cell adhesion was evaluated in cell culture assays, in viva and in a reperfusion model. Compound 7 showed strong inhibition of leukocyte adhesion in rats and a poweful decrease of the incidence of arrhythmias in a reperfusion model in isolated rabbit hearts. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00213-8

文献信息

• THERAPEUTIC COMPOUNDS AND COMPOSITIONS
  申请人：Cianchetta Giovanni

  公开号：US20140288081A1

  公开（公告）日：2014-09-25

  Compounds of general formula I: and compositions comprising compounds of general formula I that modulate pyruvate kinase are described herein. Also described herein are methods of using the compounds that modulate pyruvate kinase in the treatment of diseases.

  通式I的化合物： 以及包含调节丙酮酸激酶的通式I化合物的组合物在此处被描述。此外，在此处还描述了利用调节丙酮酸激酶的化合物治疗疾病的方法。
• [EN] TRITERPENOIDS WITH HIV MATURATION INHIBITORY ACTIVITY, SUBSTITUTED IN POSITION 3 BY A NON-AROMATIC RING CARRYING A HALOALKYL SUBSTITUENT<br/>[FR] TRITERPÉNOÏDES PRÉSENTANT UNE ACTIVITÉ D'INHIBITION DE LA MATURATION DU VIH, SUBSTITUÉS EN 3ÈME POSITION PAR UN CYCLE NON AROMATIQUE PORTANT UN SUBSTITUANT HALOGÉNOALKYLE
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2015157483A1

  公开（公告）日：2015-10-15

  Compounds having drug and bio-affecting properties, their pharmaceutical compositions and methods of use are set forth. In particular, triterpenoids that possess unique antiviral activity are provided as HIV maturation inhibitors, as represented by compounds of Formula I: with X selected from C4-8 cycloalkyl, C4-8 cycloalkenyl, C4-9 spirocycloalkyl, C4-9 spirocycloalkenyl, C4-8 oxacycloalkyl, C4-8 dioxacycloalkyl, C6-8 oxacycloalkenyl, C6-8 dioxacycloalkenyl, C6 cyclodialkenyl, C6 oxacyclodialkenyl, C6-9 oxaspirocycloalkyl and C6-9 oxaspirocycloalkenyl ring, such that X is substituted with A, wherein A is -C1-6 alkyl- halo. These compounds are useful for the treatment of HIV and AIDS.

  具有药物和生物活性的化合物、其药物组合物及其用途被详细阐述。特别是，提供了一种具有独特抗病毒活性的三萜类化合物，作为HIV成熟抑制剂，由公式I的化合物表示：其中X选自C4-8环烷基、C4-8环烯基、C4-9螺环烷基、C4-9螺环烯基、C4-8氧环烷基、C4-8二氧环烷基、C6-8氧环烯基、C6-8二氧环烯基、C6二烯基、C6氧二烯基、C6-9氧螺环烷基和C6-9氧螺环烯基环，使得X被A取代，其中A是- C1-6烷基-卤素。这些化合物用于治疗HIV和艾滋病。
• NOVEL DICARBOXYLIC ACID DERIVATIVES
  申请人：Capet Marc

  公开号：US20090264469A1

  公开（公告）日：2009-10-22

  The present patent application concerns new compounds of formula (I): displaying agonistic activity at sphingosine-1-phosphate (S1P) receptors, their process of preparation and their use as immunosuppressive agents.

  本专利申请涉及公式（I）的新化合物：在鞘氨醇-1-磷酸（S1P）受体上表现出激动活性，它们的制备过程以及它们作为免疫抑制剂的用途。
• NOVEL DICARBOXYLIC ACID DERIVATIVES AS S1P1 RECEPTOR AGONISTS
  申请人：Capet Marc

  公开号：US20100249187A1

  公开（公告）日：2010-09-30

  The present invention relates to new compounds of formula (I) possessing agonistic activity at sphingosine-1-phosphate (S1P) receptors, their process of preparation and their use as immunosuppressive agents. The invention is also directed to pharmaceutical compositions containing these compounds and use of these compounds for treatment/prevention of immune mediated diseases and conditions or inflammatory diseases and conditions.

  本发明涉及具有拟激活神经酰胺-1-磷酸（S1P）受体活性的新化合物（I）的配方，其制备过程以及作为免疫抑制剂的用途。本发明还涉及含有这些化合物的制药组合物以及使用这些化合物治疗/预防免疫介导的疾病和情况或炎症性疾病和情况的用途。
• Dicarboxylic acid derivatives as S1P1 receptor agonists
  申请人：Capet Marc

  公开号：US08809539B2

  公开（公告）日：2014-08-19

  The present invention relates to new compounds of formula (I) possessing agonistic activity at sphingosine-1-phosphate (S1P) receptors, their process of preparation and their use as immunosuppressive agents. The invention is also directed to pharmaceutical compositions containing these compounds and use of these compounds for treatment/prevention of immune mediated diseases and conditions or inflammatory diseases and conditions.

  本发明涉及一种具有拟激素活性的新型化合物，其化学式为(I)，可以激活鞘氨醇-1-磷酸（S1P）受体，其制备方法以及用作免疫抑制剂的用途。本发明还涉及含有这些化合物的制药组合物，以及这些化合物用于治疗/预防免疫介导性疾病和炎症性疾病的用途。