[1-(4-fluorophenyl)cyclohexyl]acetic acid | 1225477-99-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 苯丙酸
• 英文名称: [1-(4-fluorophenyl)cyclohexyl]acetic acid
• 英文别名: 2-[1-(4-Fluorophenyl)cyclohexyl]acetic acid
• CAS: 1225477-99-5
• 化学式: C₁₄H₁₇FO₂
• 分子量: 236.286
• InChiKey: WHXOPAKVYBEIRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [1-(4-fluorophenyl)cyclohexyl]acetic acid 在 氯化亚砜 、 三乙胺 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 苯 为溶剂， 反应 21.0h， 生成 N-(1-benzylpiperidin-4-yl)-2-[1-(4-fluorophenyl)cyclohexyl]acetamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives as novel antihypertensive agents

  摘要：

  We synthesized and evaluated inhibitory activity against T-type Ca(2+) channels for a series of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives. Structure-activity relationship studies have revealed that dialkyl substituents at the benzylic position play an important role in increasing inhibitory activity. Oral administration of N-[2-ethyl-2-(4-fluorophenyl)butyl]-1-(2-phenylethyl)piperidine-4-carboxamide (20d) lowered blood pressure in spontaneously hypertensive rats without inducing reflex tachycardia, which is often caused by traditional L-type Ca(2+) channel blockers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.030
• 作为产物：
  描述：

  1-(4-氟苯基)环己烷-1-醇 在 sodium chlorite 、 sodium periodate 、 四氧化锇 、 sodium dihydrogenphosphate dihydrate 、 2-甲基-2-丁烯 、 三氟化硼乙醚 、 水 、 N-甲基吗啉氧化物 作用下， 以 乙醚 、 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 38.0h， 生成 [1-(4-fluorophenyl)cyclohexyl]acetic acid
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives as novel antihypertensive agents

  摘要：

  We synthesized and evaluated inhibitory activity against T-type Ca(2+) channels for a series of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives. Structure-activity relationship studies have revealed that dialkyl substituents at the benzylic position play an important role in increasing inhibitory activity. Oral administration of N-[2-ethyl-2-(4-fluorophenyl)butyl]-1-(2-phenylethyl)piperidine-4-carboxamide (20d) lowered blood pressure in spontaneously hypertensive rats without inducing reflex tachycardia, which is often caused by traditional L-type Ca(2+) channel blockers. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.030

文献信息

• Design, synthesis, and SAR studies of novel polycyclic acids as potent and selective inhibitors of human 11β-hydroxysteroid dehydrogenase type 1 (11β-HSD-1)
  作者：Xiang-Yang Ye、Stephanie Y. Chen、Akbar Nayeem、Rajasree Golla、Ramakrishna Seethala、Mengmeng Wang、Timothy Harper、Bogdan G. Sleczka、Yi-Xin Li、Bin He、Mark Kirby、David A. Gordon、Jeffrey A. Robl

  DOI：10.1016/j.bmcl.2011.09.055

  日期：2011.11

  Starting from high throughput screening hit 2-adamantyl acetic acid 3, a series of polycyclic acids have been designed and synthesized as novel, potent, and selective inhibitors of human 11β-HSD-1. Structure–activity relationships of two different regions of the chemotype (polycyclic ring and substituents on quaternary carbon) are discussed.

  从高通量筛选命中的2-金刚烷基乙酸3开始，已设计和合成了一系列多环酸，作为人类11β-HSD-1的新型，有效和选择性抑制剂。讨论了化学型的两个不同区域（多环和季碳上的取代基）的结构-活性关系。
• Synthesis and pharmacological evaluation of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives as novel antihypertensive agents
  作者：Susumu Watanuki、Keisuke Matsuura、Yuichi Tomura、Minoru Okada、Toshio Okazaki、Mitsuaki Ohta、Shin-ichi Tsukamoto

  DOI：10.1016/j.bmc.2011.07.030

  日期：2011.9

  We synthesized and evaluated inhibitory activity against T-type Ca(2+) channels for a series of 1-alkyl-N-[2-ethyl-2-(4-fluorophenyl)butyl]piperidine-4-carboxamide derivatives. Structure-activity relationship studies have revealed that dialkyl substituents at the benzylic position play an important role in increasing inhibitory activity. Oral administration of N-[2-ethyl-2-(4-fluorophenyl)butyl]-1-(2-phenylethyl)piperidine-4-carboxamide (20d) lowered blood pressure in spontaneously hypertensive rats without inducing reflex tachycardia, which is often caused by traditional L-type Ca(2+) channel blockers. (C) 2011 Elsevier Ltd. All rights reserved.