4-(2,5-二氟苄基)哌啶 | 150019-62-8

• 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-(2,5-二氟苄基)哌啶
• 英文名称: 4-(2,5-difluorobenzyl)piperidine
• 英文别名: 4-[(2,5-Difluorophenyl)methyl]piperidine
• CAS: 150019-62-8
• 化学式: C₁₂H₁₅F₂N
• 分子量: 211.255
• InChiKey: GRDNPXKKKCNDTG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2,5-二氟苄基)哌啶 在 盐酸 、 三乙酰氧基硼氢化钠 、 对甲苯磺酸 、 溶剂黄146 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 丙酮 为溶剂， 生成 3-[4-(2,5-difluoro-benzyl)-piperidin-1-yl]-2,3,4,7-tetrahydro-1H-15,17-dioxa-7-aza-cyclopenta[a]phenanthren-6-one
  参考文献：
  名称：

  Ligand conformation has a definitive effect on 5-HT1A and serotonin reuptake affinity

  摘要：

  Conformationally constrained aryl cyclohexanes and cyclohexenes based on aryl cyclohexanols 1 were prepared. Locking the aryl ring in plane with the cyclohexane moiety provided potent SSRIs 3. Conversely, fixing the aryl ring perpendicular to the cyclohexane ring via a spiro lactone provided balanced 5-HT1A antagonists with mid-nanomolar range SSRI potency (compounds 2). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.050
• 作为产物：
  描述：

  4-(2,5-difluorobenzyl)pyridine 在 氧化铂 水 、 乙醚 作用下， 以 溶剂黄146 为溶剂， 反应 3.0h， 以to give the product (5.1 g, 72.9%, bp: 110° C.)的产率得到4-(2,5-二氟苄基)哌啶
  参考文献：
  名称：

  Piperazinyl-and piperidinyl-cyclohexanols

  摘要：

  新型哌嗪基和哌啶基环己醇是有用的抗焦虑药物，并具有其他精神药理特性。

  公开号：

  US05478828A1

文献信息

• Antiischemic piperazinyl- and piperidinyl-cyclohexanes
  申请人：Bristol-Myers Squibb Co.

  公开号：US05352678A1

  公开（公告）日：1994-10-04

  Certain piperazinyl- and piperidinyl-substituted cyclohexanes have anti-ischemic properties.

  某些含哌嗪基和哌啶基取代的环己烷具有抗缺血特性。
• Antischemic piperazinyl- and piperidinyl-cyclohexanes
  申请人：Bristol-Myers Squibb Company

  公开号：US05595993A1

  公开（公告）日：1997-01-21

  Piperidinyl-substituted cyclohexanes of Formula I have anti-ischemic properties: ##STR1## wherein R=R.sub.1 and is independently H or halogen; or R and R.sub.1 may be taken together to form an --O(CH.sub.2).sub.m O-- (m=1 or 2); X=a phenyl residue; R.sub.2 =R.sub.3 and is independently H or C.sub.1-4 alkyl; and R.sub.4 =phenyl or substituted phenyl wherein the phenyl group is mono-, or di-substituted with groups selected from: F, Cl, I and C.sub.1-4 alkoxy.

  式I中的吡啶基取代环己烷具有抗缺血性能：##STR1## 其中R = R.sub.1，且独立地为H或卤素; 或R和R.sub.1可以结合形成--O(CH.sub.2).sub.m O--（m=1或2）; X=苯基残基; R.sub.2 = R.sub.3，且独立地为H或C.sub.1-4烷基; R.sub.4 =苯基或取代苯基，其中苯基团是单取代或双取代，所选取代基包括：F、Cl、I和C.sub.1-4烷氧基。
• Substituted bicyclic derivatives and use thereof
  申请人：Matsumoto Akiko

  公开号：US20090054401A1

  公开（公告）日：2009-02-26

  [Object] To provide a compound having prostaglandin production-suppressing action and leukotriene production-suppressing action. [Means for Solution] A compound represented by the formula (I): [In the formula, represents a single bond, or a double bond, Link represents a single bond, or a saturated or unsaturated straight hydrocarbon having 1 or 2 carbon atoms, W represents a single bond, oxygen atom, sulfur atom, N(Rw) etc., Rw represents hydrogen atom, an alkyl group having 1 to 8 carbon atoms etc, Rs represents -D-Rx etc., D represents a single bond, oxygen atom, sulfur atom etc., Rx represents a linear or branched saturated alkyl group having 3 to 8 carbon atoms etc., one of V 1 and V 2 represents Zx, and the other represents AR, Zx represents hydrogen atom, a linear or branched saturated alkyl group having 1 to 4 carbon atoms etc., AR represents a partially unsaturated or completely unsaturated condensed bicyclic carbon ring or heterocyclic ring, and Y represents hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms etc.], or a salt thereof.

  [目标] 提供一种具有前列腺素产生抑制作用和白三烯产生抑制作用的化合物。[解决方案] 一种由式(I)表示的化合物：[在式中，表示单键或双键，Link表示单键或具有1或2个碳原子的饱和或不饱和直链碳氢化合物，W表示单键、氧原子、硫原子、N(Rw)等，Rw表示氢原子、具有1至8个碳原子的烷基等，Rs表示-D-Rx等，D表示单键、氧原子、硫原子等，Rx表示具有3至8个碳原子的线性或支链饱和烷基等，V1和V2中的一个表示Zx，另一个表示AR，Zx表示氢原子、具有1至4个碳原子的线性或支链饱和烷基等，AR表示部分不饱和或完全不饱和的螺合环碳环或杂环，Y表示氢原子、具有1至4个碳原子的低烷基等。]，或其盐。
• SUBSTITUTED BICYCLIC CYCLIC DERIVATIVE AND USE THEREOF
  申请人：Asahi Kasei Pharma Corporation

  公开号：EP2006271A2

  公开（公告）日：2008-12-24

  [Object] To provide a compound having prostaglandin production-suppressing action and leukotriene production-suppressing action. [Means for solution] A compound represented by the formula (I): [In the formula, ---- represents a single bond, or a double bond, Link represents a single bond, or a saturated or unsaturated straight hydrocarbon having 1 or 2 carbon atoms, W represents a single bond, oxygen atom, sulfur atom, N(Rw) etc., Rw represents hydrogen atom, an alkyl group having 1 to 8 carbon atoms etc, Rs represents -D-Rx etc., D represents a single bond, oxygen atom, sulfur atom etc., Rx represents a linear or branched saturated alkyl group having 3 to 8 carbon atoms etc., one of V1 and V2 represents Zx, and the other represents AR, Zx represents hydrogen atom, a linear or branched saturated alkyl group having 1 to 4 carbon atoms etc., AR represents a partially unsaturated or completely unsaturated condensed bicyclic carbon ring or heterocyclic ring, and Y represents hydrogen atom, a lower alkyl group having 1 to 4 carbon atoms etc.], or a salt thereof.

  [目的]提供一种具有抑制前列腺素生成作用和抑制白三烯生成作用的化合物。 [解决方法] 一种由式（I）表示的化合物： [式中，---- 代表单键或双键，Link 代表单键或具有 1 或 2 个碳原子的饱和或不饱和直链烃，W 代表单键、氧原子、硫原子、N(Rw)等，Rw 代表氢原子、具有 1 至 8 个碳原子的烷基等，Rs 代表-D-Rx 等，D 代表单键、氧原子、硫原子等、Rx 代表具有 3 至 8 个碳原子的直链或支链饱和烷基等，V1 和 V2 中的一个代表 Zx，另一个代表 AR，Zx 代表氢原子、具有 1 至 4 个碳原子的直链或支链饱和烷基等，AR 代表部分不饱和或完全不饱和的缩合双环碳环或杂环，Y 代表氢原子、具有 1 至 4 个碳原子的低级烷基等]，或其盐。
• Discovery and structure–activity relationships of 2-benzylpyrrolidine-substituted aryloxypropanols as calcium-sensing receptor antagonists
  作者：Wu Yang、Yufeng Wang、Jacques Y. Roberge、Zhengping Ma、Yalei Liu、R. Michael Lawrence、David P. Rotella、Ramakrishna Seethala、Jean H.M. Feyen、John K. Dickson

  DOI：10.1016/j.bmcl.2004.11.071

  日期：2005.2

  A structure-activity relationship study of the amine portion of the calcilytic compound NPS-2143 resulted in the discovery of substituted 2-benzylpyrrolidines as replacements for the 1, 1 -dimethyl-2-naphthalen-2-yl-ethylamine. When compared to NPS-2143, a newly discovered compound, 3h, exhibited similar potency as a calcium-sensing receptor (CaR) antagonist and a superior human ether-a-go-go related gene (hERG) profile. (C) 2004 Elsevier Ltd. All rights reserved.