6-hydroxymethylpiperidine-2-carboxylic acid | 287925-06-8

• 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: 6-hydroxymethylpiperidine-2-carboxylic acid
• 英文别名: 2-carboxy-6-hydroxymethyl-piperidine；6-(Hydroxymethyl)-2-piperidinecarboxylic acid；6-(hydroxymethyl)piperidine-2-carboxylic acid
• CAS: 287925-06-8
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: OIHIUNWHKBRWJW-UHFFFAOYSA-N

物化性质

• 沸点：
  343.8±32.0 °C(Predicted)
• 密度：
  1.194±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.6
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  乙醇 、 6-hydroxymethylpiperidine-2-carboxylic acid 在 盐酸 作用下， 生成 ethyl 6-hydroxymethylpiperidine-2-carboxylate hydrochloride
  参考文献：
  名称：

  6-（羟甲基）吡啶-2-羧酸酯的加氢反应及其在6-（羟甲基）哌啶-2-羧酸衍生物合成中的应用

  摘要：

  报道了新型氨基酸6-（羟甲基）-2-哌啶羧酸（1a）及其乙酯1b的合成。在6-（羟甲基）吡啶-2-羧酸酯的氢化中，醇基的氢解似乎是不常见的副反应。反应条件的优化使我们能够最大程度地减少氢解反应，并得到纯净1。

  DOI：

  10.1002/jhet.5570310635
• 作为产物：
  描述：

  6-羧基吡啶-2-甲醇 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 、 水 为溶剂， 反应 48.0h， 以82%的产率得到6-hydroxymethylpiperidine-2-carboxylic acid
  参考文献：
  名称：

  6-（羟甲基）吡啶-2-羧酸酯的加氢反应及其在6-（羟甲基）哌啶-2-羧酸衍生物合成中的应用

  摘要：

  报道了新型氨基酸6-（羟甲基）-2-哌啶羧酸（1a）及其乙酯1b的合成。在6-（羟甲基）吡啶-2-羧酸酯的氢化中，醇基的氢解似乎是不常见的副反应。反应条件的优化使我们能够最大程度地减少氢解反应，并得到纯净1。

  DOI：

  10.1002/jhet.5570310635

文献信息

• Aza-bridged bicyclic amine derivatives for use as novel cholinergic receptor ligands
  申请人：——

  公开号：US20040029911A1

  公开（公告）日：2004-02-12

  The present invention discloses novel cholinergic receptor ligands. The present invention also relates to the synthesis of substituted derivatives of aza-bridged bicyclic amines for use as muscarinic receptor ligands as well as methods of regulating function of certain cholinergic receptors, and hence acting as antagonists, agonists and partial agonists at certain specific cholinergic receptor subtypes. The present invention also relates to methods for treating disorders associated with cholinergic receptors.

  本发明公开了新型胆碱能受体配体。本发明还涉及合成替代的氮杂桥联双环胺衍生物，用作肌碱能受体配体，以及调节某些胆碱能受体功能的方法，因此在某些特定胆碱能受体亚型上作为拮抗剂、激动剂和部分激动剂。本发明还涉及用于治疗与胆碱能受体相关疾病的方法。
• N-substituted amino acids, antioxidant pharmaceutical compositions containing n-substituted amino acids and methods for preventing cardiovascular diseases and/or preventing and/or treating antioxidant responsive diseases therewith
  申请人：Checkpoint, Genetics, Inc.

  公开号：US06346547B1

  公开（公告）日：2002-02-12

  Low-toxicity, highly-bioavailable, pharmaceutical antioxidant compositions for preferred oral administration to mammals are provided which have at least one amino acid-based compound of the general formula (I): A—N(Z)—CH(R1)C(O)—Q  (I) wherein A is represented by the formula: XO—[C(R2)2]n— wherein n is an integer of from 1 to about 3, X is selected from the group consisting of a hydrogen atom, an acyl group and a halogenated acyl group and each R2 is independently selected from the group consisting of a hydrogen atom, an alkyl group having from 1 to about 3 carbon atoms, a hydroxyalkyl group having from 1 to about 3 carbon atoms, and CH2OX; Z is selected from the group consisting of a hydrogen atom, an alkyl group of from 1 to about 3 carbon atoms, and A; R1 is an amino acid side chain group or an amino acid side chain group which forms with R2 a single heterocyclic structure having a total of from 5 to 7 atoms in the ring; and wherein Q is a substituent selected from the group consisting of a hydroxyl, —N(R2)2, —NR2(NR2)2, —SR2, an alkoxy, a halogenated alkoxy, an O-acyl and an O-halogenated acyl are disclosed. Methods of treating, delaying the onset of and/or preventing antioxidant responsive diseases comprising administering such pharmaceutical antioxidant compositions and amino acid-based compounds of the general formula (I) are also disclosed.

  提供了适用于哺乳动物口服的低毒性、高生物利用度的制药抗氧化剂组合物，其至少包含一个符合通式（I）的氨基酸衍生物：A—N(Z)—CH(R1)C(O)—Q（I）其中A由公式表示：XO—[C(R2)2]n—其中n为1至约3的整数，X选自氢原子、酰基和卤代酰基组成的群，每个R2独立地选自氢原子、含有1至约3个碳原子的烷基、含有1至约3个碳原子的羟基烷基和CH2OX组成的群；Z选自氢原子、含有1至约3个碳原子的烷基和A组成的群；R1是氨基酸侧链基团或与R2形成具有5至7个原子的环的单杂环结构的氨基酸侧链基团；Q是选自羟基、—N(R2)2、—NR2(NR2)2、—SR2、烷氧基、卤代烷氧基、O-酰基和O-卤代酰基的取代基。还公开了治疗、延缓抗氧化剂响应性疾病的方法，包括给予此类制药抗氧化剂组合物和通式（I）的氨基酸衍生物。
• $i(N)-SUBSTITUTED AMINO ACIDS, ANTIOXIDANT PHARMACEUTICAL COMPOSITIONS CONTAINING SAME AND METHODS USING SAME
  申请人：Checkpoint Genetics, Inc.

  公开号：EP1153010A1

  公开（公告）日：2001-11-14
• US6346547B1
  申请人：——

  公开号：US6346547B1

  公开（公告）日：2002-02-12
• US6875774B2
  申请人：——

  公开号：US6875774B2

  公开（公告）日：2005-04-05