1-benzyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydro-pyridine | 113411-59-9

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydro-pyridine
• 英文别名: 1-Benzyl-1,2,3,6-tetrahydro-4-(2-methoxyphenyl)pyridine；1-benzyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydropyridine；1-benzyl-4-(2-methoxy-phenyl)-1,2,3,6-tetrahydro-pyridine；1-benzyl-4-(2-methoxyphenyl)-3,6-dihydro-2H-pyridine
• CAS: 113411-59-9
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: XELFGRDOLBWGTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydro-pyridine 在 palladium on activated charcoal sodium hydroxide 、 sodium tetrahydroborate 、 草酰氯 、 三氟化硼乙醚 、 氢溴酸 、 氢气 、 双氧水 、 溶剂黄146 、 二甲基亚砜 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 溶剂黄146 为溶剂， -60.0~50.0 ℃ 、294.18 kPa 条件下， 反应 27.75h， 生成 1,2,3,4-四氢苯并呋喃并[2,3-c]吡啶盐酸盐
  参考文献：
  名称：

  Jaen, Juan C.; Wise, Lawrence D., Journal of Heterocyclic Chemistry, 1987, vol. 24, p. 1317 - 1319

  摘要：

  DOI：
• 作为产物：
  描述：

  1-benzyl-4-(2-methoxyphenyl)piperidin-4-ol 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 以77%的产率得到1-benzyl-4-(2-methoxyphenyl)-1,2,3,6-tetrahydro-pyridine
  参考文献：
  名称：

  EP1325912

  摘要：

  公开号：

文献信息

• New Strong Fibrates with Piperidine Moiety.
  作者：Teruo KOMOTO、Hiroyuki HIROTA、Mari OTSUKA、Jiro KOTAKE、Susumu HASEGAWA、Hidehiko KOYA、Susumu SATO、Takao SAKAMOTO

  DOI：10.1248/cpb.48.1978

  日期：——

  New fibrates containing piperidine, 4-hydroxypiperidine, piperidin-3-ene, and piperazine moieties in the structures were synthesized and evaluated. Among the synthesized compounds, 2-[3-[1-(4-fluorobenzoyl)-piperidin-4yl]phenoxy]-2-methylpropanoic acid (9aA : AHL-157) showed very superior activities in decreasing triglyceride, cholesterol, and blood sugar compared to bezafibrate in mice and rats.

  合成并评估了结构中含有哌啶、4-羟基哌啶、哌啶-3-烯和哌嗪分子的新型纤维化合物。在合成的化合物中，2-[3-[1-（4-氟苯甲酰基）-哌啶-4-基]苯氧基]-2-甲基丙酸（9aA : AHL-157）在降低小鼠和大鼠甘油三酯、胆固醇和血糖方面的活性优于贝扎贝特。
• 2,2-Diphenylbutanamide derivatives and medicines containing the same
  申请人：——

  公开号：US20040034104A1

  公开（公告）日：2004-02-19

  2,2-Diphenylbutanamide derivatives represented by the following formula (1): 1 [wherein A represents —(CH 2 ) n — (n is 1 or 2) or a methine (CH) group; when A is —CH 2 —, B represents a methine group or a nitrogen atom, with A and B forming a single bond; when A is —(CH 2 ) 2 —, B represents a nitrogen atom, with A and B forming a single bond; when A is a methine group, B represents a quaternary carbon atom, with A and B forming a double bond; each of R 1 and R 2 , which are identical to or different from each other, represents a hydrogen atom, a lower alkyl group, or a cycloalkyl group, or R 1 and R 2 may form a heterocyclic ring together with the adjacent nitrogen atom; and Ar represents an optionally substituted phenyl group, bicyclic aromatic ring, monocyclic heterocyclic ring, bicyclic heterocyclic ring, or fluorene group]; or salts of the derivatives. The derivatives or salts thereof exhibit excellent &mgr;-opioid agonist activity and analgesic activity against neuropathic pain, and are useful as medicines such as peripheral analgesic drugs and neuropathic pain relieving drugs.

  以下式子（1）所表示的2,2-二苯基丁酰胺衍生物： 1[其中，A代表—（CH2）n—（n为1或2）或甲基（CH）基团；当A为—CH2—时，B代表甲基基团或氮原子，A和B形成单键；当A为—（CH2）2—时，B代表氮原子，A和B形成单键；当A为甲基基团时，B代表四价碳原子，A和B形成双键；R1和R2各自表示氢原子、低碳基或环烷基，或者R1和R2与相邻氮原子一起形成杂环；Ar表示可选取代的苯基、双环芳香环、单环杂环环、双环杂环环或芴基；以及其衍生物的盐。] 这些衍生物或其盐表现出优异的μ-阿片受体激动剂活性和对神经病理性疼痛的镇痛活性，可用作外周镇痛药和神经病理性疼痛缓解药等药物。
• Inhibitors of histone deacetylase
  申请人：Anandan K. Sampath

  公开号：US20060199829A1

  公开（公告）日：2006-09-07

  Disclosed are compounds of formula I that inhibit histone deacetylase (HDAC) enzymatic activity, pharmaceutical compositions comprising such compounds, as well as methods to treat conditions, particularly proliferative conditions, mediated at least in part by HDAC, wherein A, W, W 1 , W 2 , Ar 2 , and G are described herein.

  本发明涉及公式I的化合物，其抑制组蛋白去乙酰化酶（HDAC）酶活性，包括这样的化合物的制药组合物，以及用于治疗至少部分由HDAC介导的疾病，特别是增殖性疾病的方法，其中A，W，W1，W2，Ar2和G如本文所述。
• SYNTHESIS OF UNSATURATED PIPERIDINES FROM PIPERIDONES WITH A SILYL REAGENT
  申请人：Neelakandha Mani S.

  公开号：US20100324292A1

  公开（公告）日：2010-12-23

  Syntheses of unsaturated piperidines from piperidones through a silyl piperidine reagent via the Shapiro reaction and palladium-catalyzed cross-coupling reactions with organo halides.

  使用硅烷哌啶试剂通过Shapiro反应和钯催化的有机卤化物交叉偶联反应，从哌啶酮合成不饱和哌啶。
• 2,2-DIPHENYLBUTANAMIDE DERIVATIVES AND MEDICINES CONTAINING THE SAME
  申请人：SSP Co., Ltd.

  公开号：EP1325912A1

  公开（公告）日：2003-07-09

  2,2-Diphenylbutanamide derivatives represented by the following formula (1): [wherein A represents -(CH2)n- (n is 1 or 2) or a methine (CH) group; when A is -CH2-, B represents a methine group or a nitrogen atom, with A and B forming a single bond; when A is -(CH2)2-, B represents a nitrogen atom, with A and B forming a single bond; when A is a methine group, B represents a quaternary carbon atom, with A and B forming a double bond; each of R1 and R2, which are identical to or different from each other, represents a hydrogen atom, a lower alkyl group, or a cycloalkyl group, or R1 and R2 may form a heterocyclic ring together with the adjacent nitrogen atom; and Ar represents an optionally substituted phenyl group, bicyclic aromatic ring, monocyclic heterocyclic ring, bicyclic heterocyclic ring, or fluorene group]; or salts of the derivatives. The derivatives or salts thereof exhibit excellent µ-opioid agonist activity and analgesic activity against neuropathic pain, and are useful as medicines such as peripheral analgesic drugs and neuropathic pain relieving drugs.

  下式(1)代表的 2,2-二苯基丁酰胺衍生物： [其中 A 代表-(CH2)n-(n 为 1 或 2)或甲烷(CH)基；当 A 为-CH2-时，B 代表甲烷基或氮原子，A 和 B 形成单键；当 A 为-(CH2)2-时，B 代表氮原子，A 和 B 形成单键；当 A 为甲烷基时，B 代表季碳原子，A 和 B 形成双键；R1和R2（它们彼此相同或不同）各自代表氢原子、低级烷基或环烷基，或 R1和R2可与相邻的氮原子一起形成杂环；Ar代表任选取代的苯基、双环芳环、单环杂环、双环杂环或芴基】；或衍生物的盐。 这些衍生物或其盐具有优异的μ-类阿片激动剂活性和针对神经病理性疼痛的镇痛活性，可用作外周镇痛药物和神经病理性疼痛缓解药物。