4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine | 194669-46-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine
• 英文别名: 4-(3-Methoxyphenyl)-1,2,3,6-tetrahydropyridine
• CAS: 194669-46-0
• 化学式: C₁₂H₁₅NO
• mdl: MFCD08689315
• 分子量: 189.257
• InChiKey: ALCDWWMOJJWJGW-UHFFFAOYSA-N

物化性质

• 沸点：
  317.8±42.0 °C(Predicted)
• 密度：
  1.040±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine 在 氯磺酸 作用下， 生成
  参考文献：
  名称：

  Design and synthesis of orally active inhibitors of TNF synthesis as anti-rheumatoid arthritis drugs

  摘要：

  A novel series of TNF inhibitors was identified based on the screening of existing MMP inhibitor libraries. Further SAR optimization led to the discovery of a novel lead compound. Its synthesis, efficacy in experimental animal models, and pharmacokinetic data are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.076
• 作为产物：
  描述：

  tert-butyl 4-hydroxy-4-(3-methoxyphenyl)piperidine-1-carboxylate 在 盐酸 、 sodium hydroxide 、 溶剂黄146 作用下， 生成 4-(3-methoxyphenyl)-1,2,5,6-tetrahydropyridine
  参考文献：
  名称：

  Design and synthesis of orally active inhibitors of TNF synthesis as anti-rheumatoid arthritis drugs

  摘要：

  A novel series of TNF inhibitors was identified based on the screening of existing MMP inhibitor libraries. Further SAR optimization led to the discovery of a novel lead compound. Its synthesis, efficacy in experimental animal models, and pharmacokinetic data are discussed. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.08.076

文献信息

• Rational Approaches to Discovery of Orally Active and Brain-Penetrable Quinazolinone Inhibitors of Poly(ADP-ribose)polymerase
  作者：Kouji Hattori、Yoshiyuki Kido、Hirofumi Yamamoto、Junya Ishida、Kazunori Kamijo、Kenji Murano、Mitsuru Ohkubo、Takayoshi Kinoshita、Akinori Iwashita、Kayoko Mihara、Syunji Yamazaki、Nobuya Matsuoka、Yoshinori Teramura、Hiroshi Miyake

  DOI：10.1021/jm0499256

  日期：2004.8.1

  A novel class of quinazolinone derivatives as potent poly(ADP-ribose)polymerase-1 (PARP-1) inhibitors has been discovered. Key to success was application of a rational discovery strategy involving structure-based design, combinatorial chemistry, and classical SAR for improvement of potency and bioavailability. The new inhibitors were shown to bind to the nicotinamide-ribose binding site (NI site) and

  已发现一类新型的喹唑啉酮衍生物作为有效的聚（ADP-核糖）聚合酶-1（PARP-1）抑制剂。成功的关键是应用合理的发现策略，包括基于结构的设计，组合化学和经典SAR，以提高药效和生物利用度。新抑制剂被显示与NAD +的烟酰胺-核糖结合位点（NI位点）和腺苷-核糖结合位点（AD位点）结合。
• Antihypertensive 7-trifluoromethyl-4-aminoquinolones
  申请人：The Upjohn Company

  公开号：US04166853A1

  公开（公告）日：1979-09-04

  Antihypertensive compounds of the formula II ##STR1## wherein D is a piperidino or 1,2,5,6-tetrahydropyridino ring; wherein X is chloro or trifluoromethyl; wherein R.sub.1 is hydrogen or hydroxy when the D ring is piperidino, or nothing when the D ring is 1,2,5,6-tetrahydropyridino; and, wherein the moiety Ar is 2-oxo-1-benzimidazolinyl, phenyl, or phenyl substituted by one or two halo, trifluoromethyl, or alkyl, alkoxy, in which the carbon moieties are of 1 to 3 carbon atoms, inclusive, and halo is chloro, bromo, or fluoro, are produced by reacting 4-[[7-(chloro) or (trifluoromethyl)-4-quinolinyl]-amino]benzoic acid with thionyl chloride or a carbonyl diimidazole and subsequent reaction with the selected substituted piperidine or 1,2,5,6-tetrahydropyridine. The pharmacologically acceptable acid addition salts of II can also be used as antihypertensives.

  公式II的抗高血压化合物##STR1##其中D是哌啶或1,2,5,6-四氢吡啶环；其中X是氯或三氟甲基；其中R.sub.1是氢或羟基（当D环为哌啶时），或者为空（当D环为1,2,5,6-四氢吡啶时）；其中基团Ar是2-氧代-1-苯并咪唑啉基、苯基或被一个或两个卤、三氟甲基或烷基、烷氧基取代的苯基，其中碳基团为1至3个碳原子，卤素为氯、溴或氟。通过将4-[[7-(氯)或(三氟甲基)-4-喹啉基]-氨基]苯甲酸与氯化硫酰或羰基双咪唑反应，并随后与所选的取代哌啶或1,2,5,6-四氢吡啶反应，可以制备出公式II的药理学可接受的酸盐加合物，也可用作抗高血压药物。
• Synthesis of 2-phenylthiazolidine derivatives as cardiotonic agents. IV. Modification of the phenylpiperazino moiety of 2-(phenylpiperazinoalkoxyphenyl)thiazolidine-3-carbothioamides and the corresponding carboxamides.
  作者：HIROYUKI NATE、AKISHIGE WATANABE、KENJI MATSUKI、ISAO INOUE、HISAO OHTSUKA、YASUO SEKINE、KUNIYUKI ODA、YASUSHI HONMA、AKIHIKO ISHIDA、TAKESHI KANNO、MIKIHIKO KONDA、HIDEO NAKAI、HIROSHI WADA、MIKIO TAKEDA、HIDEO YABANA、TAKU NAGAO

  DOI：10.1248/cpb.35.2825

  日期：——

  Examination of the structure-activity relationships of 2- (phenylpiperazinoalkoxyphenyl) -thiazolidine-3-carbothioamides and the corresponding carboxamides (1) as new cardiotonic agents was extended by the chemical modification of the phenylpiperazino moiety. The 4-phenylpiperidine (13), 4-phenyltetrahydropyridines (17), and related derivatives were prepared from the chlorides (10) through several intermediates (12, 14, and 16) and tested for cardiotonic activity. Generally, both the 4-phenylpiperidine (13) and 4-phenyltetrahydropyridine (17) derivatives exhibited potent positive inotropic activity comparable to that of 1. The N-phenylpiperidines (9) and amide derivatives (22, 25, and 28) exhibited no significant positive inotropy. This is also the case for the phenylpropylamines (29) and the ethylenediamines (30), which are pseudo-ring analogues of 1 with respect to the piperazine moiety. The activity of the homopiperazine derivative (23) was approximately one-thirtieth of that of the corresponding piperazine derivative (1). Thus, the presence of the six-membered, basic azacycloalkane ring (piperidine or piperazine) with a 4-phenyl group at the end of the alkoxy side chain appears to be essential for the appearance of potent positive inotropic activity in this series of compounds.

  通过对苯基哌嗪分子进行化学修饰，扩展了作为新型强心剂的 2-（苯基哌嗪烷氧基苯基）-噻唑烷-3-硫代酰胺和相应羧酰胺（1）的结构-活性关系研究。从氯化物（10）通过几个中间体（12、14 和 16）制备出了 4-苯基哌啶（13）、4-苯基四氢吡啶（17）和相关衍生物，并进行了强心活性测试。一般来说，4-苯基哌啶（13）和 4-苯基四氢吡啶（17）衍生物都表现出与 1 相似的强效正性肌力活性，而 N-苯基哌啶（9）和酰胺衍生物（22、25 和 28）则没有表现出明显的正性肌力活性。苯基丙胺（29）和乙二胺（30）的情况也是如此，它们是 1 的哌嗪分子的假环类似物。均哌嗪衍生物（23）的活性约为相应哌嗪衍生物（1）的三十分之一。因此，在这一系列化合物中，烷氧基侧链末端含有 4-苯基基团的六元碱性氮杂环烷环（哌啶或哌嗪）似乎是产生强效正性肌力活性的关键。
• Antibacterial piperidinyl substituted 3,4-dihydro-1H-[1,8]naphthyridinones
  申请人：Guillemont Jerôme Emile Georges

  公开号：US20140163038A1

  公开（公告）日：2014-06-12

  The present invention is related to novel compounds of formula (I) that inhibit the activity of the Fab1 enzyme which are therefore useful in the treatment of bacterial infections. It further relates to pharmaceutical compositions comprising these compounds, and chemical processes for preparing these compounds.

  本发明涉及一种公式(I)的新化合物，其抑制Fab1酶的活性，因此在治疗细菌感染方面非常有用。此外，本发明还涉及包含这些化合物的药物组合物以及制备这些化合物的化学过程。
• 4-cyano-benzyl carbamimidoylcarbamate derivatives and their use as AOC3 inhibitors
  申请人：Boehringer Ingelheim International GmbH

  公开号：US10336729B2

  公开（公告）日：2019-07-02

  The invention relates to new benzonitrile derivatives of the formula (I) wherein R1 to R3 and A are as defined in the description and Claims, to their medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.

  本发明涉及式（I）（其中 R1 至 R3 和 A 如说明书和权利要求书中所定义）的新苯甲腈衍生物，涉及它们的药物、它们的治疗使用方法和含有它们的药物组合物。