4-羟基哌啶-1-羧酸烯丙酯 | 187265-40-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 中文名称: 4-羟基哌啶-1-羧酸烯丙酯
• 英文名称: 4-hydroxypiperidine-1-carboxylic acid allyl ester
• 英文别名: allyl 4-hydroxypiperidine-1-carboxylate；prop-2-en-1-yl 4-hydroxy-piperidine-1-carboxylate；2-Propen-1-yl 4-hydroxy-1-piperidinecarboxylate；2-propen-1-yl-4-hydroxy-1-piperidinecarboxylate；1-[(allyloxy)carbonyl]-4-piperidinol；1-allyloxycarbonylpiperidin-4-ol；Prop-2-en-1-yl 4-hydroxypiperidine-1-carboxylate；prop-2-enyl 4-hydroxypiperidine-1-carboxylate
• CAS: 187265-40-3
• 化学式: C₉H₁₅NO₃
• mdl: MFCD08694514
• 分子量: 185.223
• InChiKey: BMQTVUJKOVJABL-UHFFFAOYSA-N

物化性质

• 沸点：
  288.8±40.0 °C(Predicted)
• 密度：
  1.156±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-羟基哌啶-1-羧酸烯丙酯 在 盐酸 、 N,N-二异丙基乙胺 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 101.0h， 生成 4-<4-<(2-carbamimidoyl-1,2,3,4-tetrahydro-isoquinolin-7-yloxy)(ethoxycarbonyl)methyl>phenoxy>piperidine-1-carboxylic acid allyl ester hydrochloride
  参考文献：
  名称：

  Tetrahydro-isoquinoline-Based Factor Xa Inhibitors

  摘要：

  Derivatives of (2-amidino-1,2,3,4-tetrahydro-isoquinolin-7-yloxy)phenylacetic acid (TIPAC) were developed as inhibitors of factor Xa (fXa). The compounds are prepared using 15 synthetic steps on average. The most potent compounds (14, 17, 22-26) display inhibition constants of K-i = 21-55 nM but do not inhibit thrombin (K-i = 5->100 mu M) and only weakly inhibit trypsin (K-i = 0.08-5 mu M). They bear a second basic moiety, e.g., substituted 1-(iminomethyl)piperidines, which is linked to C-4 of the phenyl group of TIPAC via an oxygen atom. The inhibition constants of these compounds are almost independent of the size of the (iminomethyl)piperidine substituent. Due to the fact that fXa displays two cation binding sites, namely, the S1 and S4 sites, in principle two binding modes are conceivable for the novel dibasic fXa inhibitors. Molecular modeling experiments based on the X-ray structures of uninhibited fXa and the DX-9065a/fXa complex were carried out. The results taken together with the inhibition constants clearly favor one binding mode: the tetrahydro-isoquinoline fills the S1 pocket even better than the naphthalene moiety of DX-9065a, and the (iminomethyl)piperidine residues occupy the S4 site.

  DOI：

  10.1021/jm9800402
• 作为产物：
  描述：

  4-羟基哌啶 、 氯甲酸烯丙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以74%的产率得到4-羟基哌啶-1-羧酸烯丙酯
  参考文献：
  名称：

  哌啶衍生物作为非前列腺素IP受体激动剂

  摘要：

  据报道发现了一种新型的非前列腺素前列腺素I 2受体（IP受体）激动剂。其中，独特的哌啶衍生物31b（2-（（1-（2-（N-（4-甲苯基）苯甲酰胺基）乙基）哌啶-4-基）氧基）乙酸是一种良好的IP受体激动剂，为50 -对人IP受体的选择性是对其他人前列腺素受体的-倍。该化合物在狗中显示出良好的药代动力学性质。

  DOI：

  10.1016/j.bmcl.2016.03.009

文献信息

• [EN] 3-PHOSPHOGLYCERATE DEHYDROGENASE INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DE LA 3-PHOSPHOGLYCÉRATE DÉSHYDROGÉNASE ET LEURS UTILISATIONS
  申请人：RAZE THERAPEUTICS INC

  公开号：WO2017156165A1

  公开（公告）日：2017-09-14

  The present invention provides compounds, compositions thereof, and methods of using the same.

  本发明提供了化合物、其组合物以及使用这些化合物的方法。
• Benzimidazole Thiophene Compounds
  申请人：Kuntz Kevin

  公开号：US20080300247A1

  公开（公告）日：2008-12-04

  The present invention provides benzimidazole thiophene compounds pharmaceutical compositions containing the same, processes for preparing the same and their use as pharmaceutical agents.

  本发明提供苯并咪唑噻吩化合物及含有该化合物的药物组合物，以及制备该化合物的方法和它们作为药物代理的用途。
• Penem derivatives and antimicrobial agents containing the same
  申请人：SUNTORY LIMITED

  公开号：EP0774465A1

  公开（公告）日：1997-05-21

  Penem derivatives represented by the following Formula (I): wherein Z represents a hydroxyl group or a fluorine atom, R1 represents a substituted or unsubstituted alkyl, alkenyl, aralkyl group, aryl group, heterocyclic, or acyl group, or a hydrogen atom, and R2 represents a hydrogen atom or a carboxyl-protecting group; and pharmacologically acceptable salts thereof are antibacterial agents effective against, inter alia, methicillin-resistant Staphylococcus aureus. The derivatives and salts are novel except when R1 is ethyl and Z is hydroxyl. The analogous compounds in which R2 is a carboxyl-protecting group and any hydroxyl group represented by Z is protected are novel process intermediates.

  Penem衍生物由以下公式（I）表示：其中Z代表一个羟基团或氟原子，R1代表一个取代或未取代的烷基，烯基，芳基甲基，芳基，杂环基或酰基，或氢原子，R2代表一个氢原子或羧基保护基；及其药理学上可接受的盐是有效的抗菌剂，可用于治疗耐甲氧西林金黄色葡萄球菌等感染。这些衍生物和盐是新颖的，除非R1是乙基且Z是羟基。其中R2是羧基保护基且Z代表的任何羟基被保护的类似化合物是新颖的工艺中间体。
• Piperidine derivatives as nonprostanoid IP receptor agonists 2
  作者：Ryoji Hayashi、Hiroaki Ito、Takeshi Ishigaki、Yasuhiro Morita、Mitsuko Miyamoto、Masafumi Isogaya

  DOI：10.1016/j.bmcl.2016.04.043

  日期：2016.6

  We searched for a strong and selective nonprostanoid IP agonist bearing piperidine and benzanilide moieties. Through optimization of substituents on the benzanilide moiety, the crucial part of the agonist, 43 (2-((1-(2-(N-(4-tolyl)benzo[d][1,3]dioxole-5-carboxamido)ethyl)piperidin-4-yl)oxy)acetic acid monohydrate monohydrochloride) was discovered and exhibited strong platelet aggregation inhibition

  我们搜索了带有哌啶和苯甲酰苯胺部分的强选择性非前列腺素IP激动剂。通过优化苯甲酰苯胺部分上的取代基，激动剂的关键部分43（2-（（1-（2-（N-（4-甲苯基）苯并[ d ] [1,3]二恶唑-5-甲酰胺基）已发现乙基）哌啶丁-4-基）氧基）乙酸一水合物（盐酸盐），并表现出较强的血小板凝集抑制作用（IC 50  = 21 nM）和对IP受体的选择性是其他PG受体的100倍。口服后43只狗的全身暴露水平和生物利用度也很好。
• COMPOSITIONS AND METHODS FOR MODULATING GATED ION CHANNELS
  申请人：VOHRA Rahul

  公开号：US20090023773A1

  公开（公告）日：2009-01-22

  Disclosed are compounds that modulate the activity of the gated ion channels. Compounds that modulate these gated ion channels are useful in the treatment of diseases and disorders related to pain, inflammation, the neurological system, the gastrointestinal system and genitourinary system. Preferred compounds include compounds of the Formulae 1, 2, 3, 4, and 5.

  本文披露了调节门控离子通道活性的化合物。调节这些门控离子通道的化合物在治疗与疼痛、炎症、神经系统、胃肠系统和泌尿系统相关的疾病和障碍方面具有用处。优选化合物包括式1、2、3、4和5的化合物。