1-(3-pyridinylcarbonyl)-2-piperidinecarboxylic acid | 67691-59-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(3-pyridinylcarbonyl)-2-piperidinecarboxylic acid
• 英文别名: N-nicotinoyl piperidine-2-carboxylic acid；1-(Pyridine-3-carbonyl)piperidine-2-carboxylic acid
• CAS: 67691-59-2
• 化学式: C₁₂H₁₄N₂O₃
• mdl: MFCD08444828
• 分子量: 234.255
• InChiKey: JRQWUONIXFUCPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  70.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-(3-pyridinylcarbonyl)-2-piperidinecarboxylic acid 、 丁炔二酸二甲酯 在 乙酸酐 作用下， 反应 0.08h， 以78%的产率得到3-(3-pyridinyl)-5,6,7,8-tetrahydroindolizine-1,2-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Microwave-assisted synthesis of pyridylpyrroles from N-acylated amino acids

  摘要：

  A small library of 3- and 4-pyridyl-substituted pyrroles was prepared from N-acylated amino acids. Nicotinoyl or isonicotinoyl chloride was used for the N-acylation of benzyl esters of amino acids. Debenzylation by palladium-catalyzed hydrogenation gave N-acylated amino acids. Dehydration of the acylated amino acids gave cyclic intermediates, manchnones or aziactones, which were treated in situ with alkynes in 1,3-dipolar cycloadditions. The starting materials were prepared in a parallel fashion, and microwave irradiation was used to facilitate the cycloaddition reactions. The regiochemistry of the cycloaddition was studied. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.094
• 作为产物：
  描述：

  1-(3-pyridinylcarbonyl)-2-piperidinecarboxylic acid phenylmethyl ester 在 palladium 10% on activated carbon 、 氢气 作用下， 以 甲醇 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 5.0h， 以99%的产率得到1-(3-pyridinylcarbonyl)-2-piperidinecarboxylic acid
  参考文献：
  名称：

  Microwave-assisted synthesis of pyridylpyrroles from N-acylated amino acids

  摘要：

  A small library of 3- and 4-pyridyl-substituted pyrroles was prepared from N-acylated amino acids. Nicotinoyl or isonicotinoyl chloride was used for the N-acylation of benzyl esters of amino acids. Debenzylation by palladium-catalyzed hydrogenation gave N-acylated amino acids. Dehydration of the acylated amino acids gave cyclic intermediates, manchnones or aziactones, which were treated in situ with alkynes in 1,3-dipolar cycloadditions. The starting materials were prepared in a parallel fashion, and microwave irradiation was used to facilitate the cycloaddition reactions. The regiochemistry of the cycloaddition was studied. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.09.094

文献信息

• 5,6,7,8 tetrahydroindolizines derivatives
  申请人：Rhona-Poulenc Rorer S.A.

  公开号：US06194426B1

  公开（公告）日：2001-02-27

  A novel therapeutic use of pyrrole derivatives of the folloeing formula: in which the variables are as defined in the specification and their salts thereof for treating conditions in which TNF is involved.

  以下是该句子的中文翻译：一种新颖的治疗方法是使用以下化学式的吡咯衍生物：其中变量如规范中定义，以及它们的盐，用于治疗涉及TNF的病症。
• Pyrrole derivatives, their preparation and pharmaceutical compositions containing them
  申请人：——

  公开号：US20020006380A1

  公开（公告）日：2002-01-17

  1 The invention concerns pyrrole derivatives of general formula (I) wherein: R 1 is CONH 2 , CN, carboxy, alkyloxycarbonyl, or acyl; R 2 is a H atom, a halogen atom, a CN, alkyl, alkyoxy, alkenyl or trihalogenomethyl radical; R 3 is a H atom or a halogen atom, or an alkyl or OH radical; Het is pyridyl, pyridyl N-oxide or thiazolyl; R 4 is a H atom or a halogen atom, an alkylthio or alkyloxy radical; and R 5 is a H atom, or a hydroxy or alkyloxy radical; provided that when R 3 , R 4 and R 5 are H atoms and Het is a pyridin-2-yl radical, then R 1 cannot be acetyl or methyloxycarbonyl and R 2 is a H atom, or R 1 cannot be propionyl and R 2 methyl, the C 1 -C 4 alkyl and C 2 -C 4 alkenyl radicals being linear or branched, as the case may be in the form of stereoisomers or their mixtures and/or their salts when they exist. Said derivatives are particularly useful for treating and preventing diseases wherein are involved herpes family viruses and/or wherein are involved cytokines including TNF&agr;.

  该发明涉及一般式（I）的吡咯衍生物，其中：R1为CONH2，CN，羧基，烷氧羰基或酰基; R2为氢原子，卤素原子，CN，烷基，烷氧基，烯基或三卤甲基基团; R3为氢原子或卤素原子，或烷基或OH基团; Het为吡啶基，吡啶N-氧化物或噻唑基; R4为氢原子或卤素原子，烷基硫基或烷氧基基团; R5为氢原子或羟基或烷氧基基团; 前提是当R3，R4和R5为氢原子且Het为吡啶-2-基团时，R1不能为乙酰或甲氧羰基，R2为氢原子，或R1不能为丙酰基，R2为甲基。其中的C1-C4烷基和C2-C4烯基基团可以是线性的或分支的，可以形成立体异构体或它们的混合物以及存在时的盐。这些衍生物特别适用于治疗和预防涉及疱疹病毒家族和/或涉及细胞因子包括TNF&agr;的疾病。
• DERIVES DU PYRROLE, LEUR PREPARATION ET LES COMPOSITIONS PHARMACEUTIQUES QUI LES CONTIENNENT
  申请人：Aventis Pharma S.A.

  公开号：EP1086100A1

  公开（公告）日：2001-03-28
• US4539400A
  申请人：——

  公开号：US4539400A

  公开（公告）日：1985-09-03
• US4546100A
  申请人：——

  公开号：US4546100A

  公开（公告）日：1985-10-08