p-(p'-chloromethylbenzyloxy)benzaldehyde | 261638-63-5

• 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: p-(p'-chloromethylbenzyloxy)benzaldehyde
• 英文别名: 4-(4-chloromethylbenzyloxy)benzaldehyde；4-[[4-(Chloromethyl)phenyl]methoxy]benzaldehyde；4-[[4-(chloromethyl)phenyl]methoxy]benzaldehyde
• CAS: 261638-63-5
• 化学式: C₁₅H₁₃ClO₂
• 分子量: 260.72
• InChiKey: QEGJTAGDWSXZMC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-(p'-chloromethylbenzyloxy)benzaldehyde 在 氟硼酸钠 、 sodium hydroxide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 0.2h， 生成
  参考文献：
  名称：

  Pan, Xianhua; Yi, Fengping; Zhang, Xuan, Asian Journal of Chemistry, 2012, vol. 24, # 9, p. 3809 - 3813

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(氯甲基)苯甲基醇 、 对羟基苯甲醛 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 p-(p'-chloromethylbenzyloxy)benzaldehyde
  参考文献：
  名称：

  Synthesis and SAR of thiazolidinedione derivatives as 15-PGDH inhibitors

  摘要：

  Prostaglandins have a short life in vivo because they are metabolized rapidly by oxidation to 15-ketoprostaglandins catalyzed by a cytosolic enzyme known as NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase (15-PGDH). Previously, CT-8, a thiazolidinedione analogue, was found to be a potent inhibitor of 15-PGDH. Structure-activity analysis indicated that the N-methylation of thiazolidine-2,4-dione, CT-8, abolished the inhibitory activity, whereas the introduction of an ethyl hydroxyl group at amine in CT-8 still had a good inhibitory effect. Based on the structures of the thiazolidinediones analogues and inhibitory activity, a range of benzylidene thiazolidinedione derivatives were synthesized with different substituents on the phenyl ring and their inhibitory activity was evaluated. Replacement of the cyclohexylethyl group of CT-8 with the hetero five-member ring increased the inhibitory potency. However, replacement of the cyclohexylethyl group with a hetero six-member ring decreased the inhibitory potency significantly. It was found that compound 2 (5-(4-(2-(thiophen-2yl) ethoxy) benzylidene) thiazolidine-2,4-dione) was the most potent inhibitor that was effective in the nanomolar range. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2010.01.016

文献信息

• Chelidamic acid derivatives: Precursors to functionalized pyridyl cryptands & functionalized metal ligands
  作者：Harry W. Gibson、Terry L. Price、Adam M.-P. Pederson、Zhenbin Niu、Pothanagandhi Nellipalli

  DOI：10.1016/j.tet.2021.132333

  日期：2021.8

  materials, functionalization is required; in this article we describe syntheses of 23 new chelidamic acid (2,6-dicarboxy-4-hydroxypyridine, 5) derivatives that can be used to prepare functional pyridyl cryptands and functional metal ligands. The preparation and characterization of three new functionalized pyridyl cryptands are also included.

  吡啶基穴状配体，如12 - 16从吡啶-2,6-二羰基氯（形成4）和冠醚二醇7 - 11，已被证明是优异的紫精主机（N，N' -二烷基-4,4' -联吡啶鎓盐，2 ) K a值为~10 4至10 6  M -1，因此被认为是超分子系统的理想构件。然而，为了将这些宿主基序整合到有用的起始材料中，需要进行功能化；在本文中，我们描述了 23 种新螯合胺酸（2,6-二羧基-4-羟基吡啶，5 ) 可用于制备功能性吡啶基穴状配体和功能性金属配体的衍生物。还包括三个新的功能化吡啶基穴状配体的制备和表征。
• NOVEL THIAZOLIDINEDIONE DERIVATIVE AND USE THEREOF
  申请人：Cho Hoon

  公开号：US20110269954A1

  公开（公告）日：2011-11-03

  The present invention relates to novel thiazolidinedione derivatives expressed by the following formula (I) and the uses thereof. More specifically, the present invention relates to novel thiazolidinedione derivatives expressed by the following formula (I) and a pharmaceutical composition comprising the same. The novel thiazolidinedione derivatives of formula (I) according to the present invention can be effectively used for the prevention or treatment of cardiovascular disease, gastrointestinal disease and renal disease by inhibiting the activity of 15-hydroxyprostaglandin dehydrogenase (15-PGDH) that decomposes prostaglandins as well as useful for the prevention of hair loss and the stimulation of hair growth, and osteogenic stimulation and wound healing.

  本发明涉及由以下式（I）表示的新型噻唑烷二酮衍生物及其用途。更具体地说，本发明涉及由以下式（I）表示的新型噻唑烷二酮衍生物以及包含其的药物组合物。根据本发明的式（I）的新型噻唑烷二酮衍生物可以通过抑制分解前列腺素的15-羟基前列腺素脱氢酶（15-PGDH）的活性，有效用于预防或治疗心血管疾病、胃肠道疾病和肾脏疾病，同时也用于预防脱发和促进头发生长，以及促进骨生成和伤口愈合。
• US8637558B2
  申请人：——

  公开号：US8637558B2

  公开（公告）日：2014-01-28
• Synthesis and SAR of thiazolidinedione derivatives as 15-PGDH inhibitors
  作者：Ying Wu、Hsin-Hsiung Tai、Hoon Cho

  DOI：10.1016/j.bmc.2010.01.016

  日期：2010.2

  Prostaglandins have a short life in vivo because they are metabolized rapidly by oxidation to 15-ketoprostaglandins catalyzed by a cytosolic enzyme known as NAD(+)-dependent 15-hydroxyprostaglandin dehydrogenase (15-PGDH). Previously, CT-8, a thiazolidinedione analogue, was found to be a potent inhibitor of 15-PGDH. Structure-activity analysis indicated that the N-methylation of thiazolidine-2,4-dione, CT-8, abolished the inhibitory activity, whereas the introduction of an ethyl hydroxyl group at amine in CT-8 still had a good inhibitory effect. Based on the structures of the thiazolidinediones analogues and inhibitory activity, a range of benzylidene thiazolidinedione derivatives were synthesized with different substituents on the phenyl ring and their inhibitory activity was evaluated. Replacement of the cyclohexylethyl group of CT-8 with the hetero five-member ring increased the inhibitory potency. However, replacement of the cyclohexylethyl group with a hetero six-member ring decreased the inhibitory potency significantly. It was found that compound 2 (5-(4-(2-(thiophen-2yl) ethoxy) benzylidene) thiazolidine-2,4-dione) was the most potent inhibitor that was effective in the nanomolar range. (C) 2010 Elsevier Ltd. All rights reserved.
• Pan, Xianhua; Yi, Fengping; Zhang, Xuan, Asian Journal of Chemistry, 2012, vol. 24, # 9, p. 3809 - 3813
  作者：Pan, Xianhua、Yi, Fengping、Zhang, Xuan、Chen, Shihong

  DOI：——

  日期：——