2-(4-苯基-1-哌啶基)乙醇 | 56953-33-4

• 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: 2-(4-苯基-1-哌啶基)乙醇
• 英文名称: 2-(4-phenylpiperidinyl)ethanol
• 英文别名: N-(β-idrossietil)-4-fenilpiperidina；N-(2-hydroxyethyl)-4-phenylpiperidine；2-(4-Phenylpiperidin-1-yl)ethanol
• CAS: 56953-33-4
• 化学式: C₁₃H₁₉NO
• mdl: MFCD08691434
• 分子量: 205.3
• InChiKey: MCZUBQLMYYFSGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.538
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-Cyanophenyl)cyclopentane-1-carbonyl chloride 、 2-(4-苯基-1-哌啶基)乙醇 在 potassium carbonate 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 1-(4-Cyano-phenyl)-cyclopentanecarboxylic acid 2-(4-phenyl-piperidin-1-yl)-ethyl ester; hydrochloride
  参考文献：
  名称：

  Novel (4-Phenylpiperidinyl)- and (4-Phenylpiperazinyl)alkyl-Spaced Esters of 1-Phenylcyclopentanecarboxylic Acids as Potent .sigma.-Selective Compounds

  摘要：

  A series of novel 4-phenylpiperidinyl and (4-phenylpiperazinyl) alkyl 1-phenylcyclopentanecarboxylates was synthesized and evaluated for affinity at sigma(1) and sigma(2) sites by inhibition of [H-3]-(+)-pentazocine (PENT) and [H-3]-1,3-di(2-tolyl)guanidine (DTG) binding in guinea pig brain. The phenylpiperidines were more potent sigma ligands than the corresponding piperazines. Structural modifications varying the optimal spatial distance between the piperidine nitrogen and ester functions led to the identification of the propyl compound 24 ([H-3]PENT K-i = 0.50 nM; [H-3]DTG K-i = 1.17 nM) and the butyl derivative 32 ([H-3]PENT K-i = 0.51 nM; [H-3]DTG K-i = 0.69 nM) as novel high-affinity sigma-selective agents. An ethylene spacer was optimum with para-substituted analogs. A notable finding was the discovery of 2-(4-phenylpiperidinyl) ethyl 1-(4-nitrophenyl)cyclopentanecarboxylate hydrochloride (15) (RLH-033), which demonstrated potent affinity for the [H-3]PENT-defined sigma site with a K-i of 50 pM, selectivity for sigma(1) over muscarinic M(1) (> 17600-fold), M(2) (> 34200-fold), dopamine D-1 (> 58000-fold), and D-2 (> 7000-fold) receptors, and inactivity at phencyclidine, NMDA, and opioid receptors. RLH-033 is a valuable tool which will aid further in understanding the biology of the sigma recognition site. Information from this research has further defined the topography of the sigma recognition site, which may provide an explanation for the diverse structures which bind with relatively high affinity.

  DOI：

  10.1021/jm00039a008
• 作为产物：
  描述：

  在 双氧水 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 以23.3 mg的产率得到2-(4-苯基-1-哌啶基)乙醇
  参考文献：
  名称：

  通过迭代硼同系化进行可编程胺合成

  摘要：

  可编程胺合成是通过将氮和碳原子顺序插入硼酸CB键来实现的。这一策略是通过一种新的氮烯类试剂实现的，该试剂允许通过N-插入从芳基或烷基硼酸酯直接形成氨基硼烷。

  DOI：

  10.1002/anie.202307118

文献信息

• [EN] OXIME DERIVATIVES USEFUL AS INHIBITORS OF HISTONE DEMETHYLASE KDM4C<br/>[FR] DÉRIVÉS D'OXIME UTILES EN TANT QU'INHIBITEURS DE L'HISTONE DÉMÉTHYLASE KDM4C
  申请人：IEO - ST EUROPEO DI ONCOLOGIA S R L

  公开号：WO2017198785A1

  公开（公告）日：2017-11-23

  The present invention relates to oxime derivatives (Formula I), wherein R1 and R2 are as defined in the specification, pharmaceutical compositions containing such compounds and to their use in therapy.

  本发明涉及肟衍生物（化学式I），其中R1和R2如规范中所定义，含有这种化合物的药物组合物以及它们在治疗中的应用。
• Dibenzyl glycolic acid derivatives
  申请人：Warner-Lambert Company

  公开号：US04104380A1

  公开（公告）日：1978-08-01

  The present invention is concerned with new dibenzylglycolic acid derivatives and with the preparation thereof. These derivatives show an extraordinary anti-hypertensive and antisecretory profile.

  本发明涉及新的二苯甘酸衍生物及其制备方法。这些衍生物表现出非凡的抗高血压和抗分泌作用。
• Substituted piperazinyl alkyl esters of
  申请人：Takeda Chemical Industries, Ltd.

  公开号：US04603135A1

  公开（公告）日：1986-07-29

  Dihydropyridine derivatives and acid addition salts thereof which are of use as prophylactic or/and therapeutic drugs for cardiovascular diseases, said dihydropyridine derivatives having the formula ##STR1## wherein R.sup.1 is a hydrogen atom or an aryl, R.sup.2 and R.sup.3 are the same or different and each is an aryl, R.sup.4 and R.sup.6 are the same or different and each is a lower alkyl, R.sup.5 is amino or a lower alkyl, A is an alkylene, X is N or CH and m and n are the same or different and each is 0 or 1, with the proviso that when X is N, R.sup.5 is amino.

  二氢吡啶衍生物及其酸加成盐，作为预防或治疗心血管疾病的药物。其中，二氢吡啶衍生物的化学式为##STR1##其中，R.sup.1是氢原子或芳基，R.sup.2和R.sup.3相同或不同，且每个都是芳基，R.sup.4和R.sup.6相同或不同，且每个都是较低的烷基，R.sup.5是氨基或较低的烷基，A是烷基，X是N或CH，m和n相同或不同，每个都是0或1，但当X是N时，R.sup.5是氨基。
• Dihydropyridine derivatives, their production and use
  申请人：Takeda Chemical Industries, Ltd.

  公开号：EP0138505A2

  公开（公告）日：1985-04-24

  Dihydropyridine derivatives and acid addition salts thereof which are of use as prophylactic or/and therapeutic drugs for cardiovascular diseases, said dihydropyridine derivatives having the formula wherein R1 is a hydrogen atom or an aryl, R2 and R3 are the same or different and each is an aryl, R4 and R6 are the same of different and each is a lower alkyl, R5 is amino or a lower alkyl, A is an alkylene, X is N or CH and m and n are the same or different and each is 0 or 1, with the proviso that when X is N, R5 is amino.

  可用作心血管疾病预防或/和治疗药物的二氢吡啶衍生物及其酸加成盐，所述二氢吡啶衍生物具有以下式子 式中 R1 是氢原子或芳基、 R2 和 R3 相同或不同，且各自为芳基、 R4 和 R6 相同或不同，各自为低级烷基、 R5 是氨基或低级烷基、 A 是亚烷基、 X 是 N 或 CH，以及 m 和 n 相同或不同 且各自为 0 或 1、 但当 X 为 N 时，R5 为氨基。
• 1,4-dihydropyridine derivatives
  申请人：FUJIREBIO INC.

  公开号：EP0400660A1

  公开（公告）日：1990-12-05

  1,4-Dihydropyridine derivatives of formula (I): wherein Ar1 and Ar2 each represent an unsubstituted or substituted aromatic hydrocarbon or aromatic heterocyclic group; and R1 represents -C02R2, -SO2R3, -COR4, -CON(R5)2, -CN or -NO2 in which R2 is hydrogen, a straight chain, branched chain or cyclic saturated hydrocarbon group, which may have a substituent or a straight chain, branched chain or cyclic unsaturated hydrocarbon group having 2 to 10 carbon atoms, which may have a substituent, R3 is an alkyl group having 1 to 4 carbon atoms, R4 is an alkyl group having 1 to 4 carbon atoms or a phenyl group; and R5 is an alkyl group having 1 to 4 carbon atoms.

  式(I)的 1,4-二氢吡啶衍生物： 其中 Ar1 和 Ar2 各自代表未取代或取代的芳香烃或芳香杂环基团； 和 R1 代表-C02R2、-SO2R3、-COR4、-CON(R5)2、-CN 或 -NO2，其中 R2 是氢、直链、支链或环状饱和烃基（可有取代基）或具有 2 至 10 个碳原子的直链、支链或环状不饱和烃基（可有取代基），R3 是具有 1 至 4 个碳原子的烷基，R4 是具有 1 至 4 个碳原子的烷基或苯基； R5 是具有 1 至 4 个碳原子的烷基。