methyl 4-(5-phenylpentyloxy)benzoate | 158771-44-9

• 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: methyl 4-(5-phenylpentyloxy)benzoate
• 英文别名: Methyl 4-(5-phenylpentoxy)benzoate
• CAS: 158771-44-9
• 化学式: C₁₉H₂₂O₃
• 分子量: 298.382
• InChiKey: ZPOKZXTUJAXFBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  22
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 4-(5-phenylpentyloxy)benzoate 在 吡啶 、 sodium hydroxide 、 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 ethyl 4-cyclohexylamino-3-[4-(5-phenylpentoxy)benzoylamino]benzoate
  参考文献：
  名称：

  Benzimidazole inhibitors of hepatitis C virus NS5B polymerase: Identification of 2-[(4-diarylmethoxy)phenyl]-benzimidazole

  摘要：

  A series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives was synthesized and evaluated for inhibitory activity against HCV NS5B RNA-dependent RNA polymerase (RdRp). A SAR study was performed and led to identify the 2-[(4-diarylmethoxy)phenyl]-benzimidazoles as potent inhibitors. They inhibit subgenomic HCV RNA replication in the replicon cells at low micromolar concentrations (EC50 as low as 1.1 mu M). They are selective against. DNA polymerases (IC50 > 10 mu M) and exhibit low cytotoxicity. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.032
• 作为产物：
  描述：

  苄基溴化镁 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 methyl 4-(5-phenylpentyloxy)benzoate
  参考文献：
  名称：

  Bent-core mesogens with an aromatic unit at the terminal position

  摘要：

  具有萘中心单元和分子链末端位置芳香环的弯曲核液晶被合成，旨在增强纳米分离。

  DOI：

  10.1039/c6nj03908a

文献信息

• New potent antagonists of leukotrienes C4 and D4. 1. Synthesis and structure-activity relationships
  作者：Hisao Nakai、Mitoshi Konno、Shunji Kosuge、Shigeru Sakuyama、Masaaki Toda、Yoshinobu Arai、Takaaki Obata、Nobuo Katsube、Tsumoru Miyamoto

  DOI：10.1021/jm00396a013

  日期：1988.1

  (p-Amylcinnamoyl)anthranilic acid (3a) had moderate antagonist activities against LTD4-induced smooth muscle contraction on guinea pig ileum and LTC4-induced bronchoconstriction in anesthetized guinea pigs. Modifications were made in the hydrophobic part (cinnamoyl moiety) and the hydrophilic part (anthranilate moiety) of 3a. A series of 8-(benzoylamino)-2-tetrazol-5-yl-1,4-benzodioxans and 8-(ben

  （p-戊基肉桂酰基）邻氨基苯甲酸（3a）对LTD4-诱导的豚鼠回肠平滑肌收缩和LTC4诱导的豚鼠支气管收缩具有中等程度的拮抗活性。对3a的疏水部分（肉桂酰基部分）和亲水部分（邻氨基苯甲酸酯部分）进行了修饰。揭示了一系列的8-（苯甲酰基氨基）-2-四唑-5-基-1，4-苯并二恶烷和8-（苯甲酰基氨基）-2-四唑-5-基-4-氧代-4H-1-苯并吡喃。白三烯C4和D4的有效拮抗剂。在这两个系列中，ONO-RS-347（18k）和ONO-RS-411（19h）分别是最有效和口服活性的拮抗剂。讨论了构效关系。
• A Novel Class of Inhibitors for Human Steroid 5.ALPHA.-Reductase. Phenoxybenzoic Acid Derivatives. I.
  作者：Susumu IGARASHI、Takenori KIMURA、Ryo NAITO、Hiromu HARA、Masahiro FUJII、Hiroshi KOUTOKU、Hiroyuki ORITANI、Toshiyasu MASE

  DOI：10.1248/cpb.47.1073

  日期：——

  In a search for novel nonsteroidal inhibitors of human prostatic 5 alpha-reductase, we found a new series of phenoxybenzoic acid derivatives to be potent human prostatic 5 alpha-reductase inhibitors. Among them, 4-(biphenyl-4-yloxy)benzoic acid derivatives (2n, YM-31758), 2o and 2s showed more potent inhibitory activities than finasteride with IC50 values of 0.87, 0.67 and 0.56 nM, respectively. The

  在寻找人类前列腺5α-还原酶的新型非甾体抑制剂时，我们发现了一系列新的苯氧基苯甲酸衍生物是有效的人类前列腺5α-还原酶抑制剂。其中，4-（联苯-4-基氧基）苯甲酸衍生物（2n，YM-31758），2o和2s显示出比非那雄胺更有效的抑制活性，IC50值分别为0.87、0.67和0.56 nM。通过分子建模分析计算出苯氧基苯甲酸衍生物2d-2i的优化结构，发现羧基碳原子与苯基质心（苯环C）之间的合适距离为9-11一个范围。
• METHOD FOR PRODUCING CARBOXYLIC ACID COMPOUND
  申请人：Sumitomo Chemical Company, Limited

  公开号：EP1739071B1

  公开（公告）日：2012-06-06
• Method For Producing Carboxylic Acid Compound
  申请人：Hibino Hiroaki

  公开号：US20070197824A1

  公开（公告）日：2007-08-23

  The present invention provides a method for producing a compound represented by the formula (3): wherein n is an integer of 1 to 6, characterized by the steps of hydrolyzing a solution containing an ester compound represented by the formula (1): wherein R is a lower alkyl group and n is an integer of 1 to 6, and a compound represented by the formula (2): wherein R is as defined above, adjusting the pH of the resulting solution to pH 4 to 8, and then subjecting to phase separation to obtain an organic layer containing the carboxylic acid of formula (3).
• US7511171B2
  申请人：——

  公开号：US7511171B2

  公开（公告）日：2009-03-31