3'-fluoro-3,6-dihydro-2H-[1,2']bipyridinyl-4-carboxylic acid | 1073534-81-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3'-fluoro-3,6-dihydro-2H-[1,2']bipyridinyl-4-carboxylic acid
• 英文别名: 1-(3-fluoropyridin-2-yl)-3,6-dihydro-2H-pyridine-4-carboxylic acid
• CAS: 1073534-81-2
• 化学式: C₁₁H₁₁FN₂O₂
• 分子量: 222.219
• InChiKey: AUPMTFHLBYNQQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3'-fluoro-3,6-dihydro-2H-[1,2']bipyridinyl-4-carboxylic acid 在 氯化亚砜 、 溴 作用下， 以 二氯甲烷 为溶剂， 反应 21.0h， 生成 1-(5-bromo-3-fluoropyridin-2-yl)-N-[4-(trifluoromethyl)phenyl]-3,6-dihydro-2H-pyridine-4-carboxamide
  参考文献：
  名称：

  WO2008/133973

  摘要：

  公开号：
• 作为产物：
  描述：

  methyl 1-(3-fluoropyridin-2-yl)-3,6-dihydro-2H-pyridine-4-carboxylate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 4.0h， 生成 3'-fluoro-3,6-dihydro-2H-[1,2']bipyridinyl-4-carboxylic acid
  参考文献：
  名称：

  Tetrahydropyridine-4-carboxamides as novel, potent transient receptor potential vanilloid 1 (TRPV1) antagonists

  摘要：

  A series of 1,2,3,6-tetrahydropyridyl-4-carboxamides, exemplified by 6, have been synthesized and evaluated for in vitro TRPV1 antagonist activity, and in vivo analgesic activity in animal pain models. The tetrahydropyridine 6 is a novel TRPV1 receptor antagonist that potently inhibits receptor-mediated Ca2+ influx in vitro induced by several agonists, including capsaicin, N-arachidonoyldopamine (NADA), and low pH. This compound penetrates the CNS and shows potent anti-nociceptive effects in a broad range of animal pain models upon oral dosing due in part to its ability to antagonize both central and peripheral TRPV1 receptors. The SAR leading to the discovery of 6 is presented in this report. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.08.005

文献信息

• Therapeutic Agents Useful for Treating Pain
  申请人：Tafesse Laykea

  公开号：US20100130552A1

  公开（公告）日：2010-05-27

  A compound of Formula: (I) or a pharmaceutically acceptable derivative thereof, where Ar 1 , Ar 2 , X, R 3 , and m are as disclosed herein. Compounds of Formulae (I)-(V) and pharmaceutically acceptable derivatives thereof; compositions comprising an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof; and methods for treating or preventing pain, UI, an ulcer, IBD, or IBS in an animal comprising administering to an animal in need thereof an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof are disclosed herein.

  该文披露了化合物公式为（I）或其药学上可接受的衍生物，其中Ar1，Ar2，X，R3和m的值如本文所述。本文还披露了化合物公式（I）-（V）及其药学上可接受的衍生物；包含有效量化合物公式（I）-（V）或其药学上可接受的衍生物的组合物；以及用于治疗或预防动物的疼痛，尿失禁，溃疡，炎症性肠病或肠易激综合征的方法，包括向需要治疗的动物中投与有效量化合物公式（I）-（V）或其药学上可接受的衍生物。
• Substituted pyridines useful for treating pain
  申请人：Tafesse Laykea

  公开号：US08389549B2

  公开（公告）日：2013-03-05

  A compound of Formula: (I) or a pharmaceutically acceptable derivative thereof, where Ar1, Ar2, X, R3, and m are as disclosed herein. Compounds of Formulae (I)-(V) and pharmaceutically acceptable derivatives thereof; compositions comprising an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof; and methods for treating or preventing pain, UI, an ulcer, IBD, or IBS in an animal comprising administering to an animal in need thereof an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof are disclosed herein.

  公式为(I)的化合物或其药学上可接受的衍生物，其中Ar1，Ar2，X，R3和m如此披露。公式(I)-(V)的化合物及其药学上可接受的衍生物；包含有效量的公式(I)-(V)的化合物或其药学上可接受的衍生物的组合物；以及用于治疗或预防动物中的疼痛，尿失禁，溃疡，炎症性肠病或肠易激综合征的方法，包括向需要该化合物或其药学上可接受的衍生物的动物中投与有效量的公式(I)-(V)的化合物或其药学上可接受的衍生物。
• Therapeutic agents useful for treating pain
  申请人：Purdue Pharma LP

  公开号：EP2479173A1

  公开（公告）日：2012-07-25

  A compound of Formula: or a pharmaceutically acceptable derivative thereof, where Ar1, Ar2, X, R3, and m are as disclosed herein. Compounds of Formulae (I)-(V) and pharmaceutically acceptable derivatives thereof; compositions comprising an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof; and methods for treating or preventing pain, UI, an ulcer, IBD, or IBS in an animal comprising administering to an animal in need thereof an effective amount of a compound of Formulae (I)-(V) or a pharmaceutically acceptable derivative thereof are disclosed herein.

  式化合物 或其药学上可接受的衍生物，其中 Ar1、Ar2、X、R3 和 m 如本文所公开。本文公开了式(I)-(V)化合物及其药学上可接受的衍生物；包含有效量的式(I)-(V)化合物或其药学上可接受的衍生物的组合物；以及治疗或预防动物疼痛、UI、溃疡、IBD或IBS的方法，该方法包括向有需要的动物施用有效量的式(I)-(V)化合物或其药学上可接受的衍生物。
• THERAPEUTIC AGENTS USEFUL FOR TREATING PAIN
  申请人：Purdue Pharma LP

  公开号：EP2091936A1

  公开（公告）日：2009-08-26
• US8389549B2
  申请人：——

  公开号：US8389549B2

  公开（公告）日：2013-03-05