4'-propoxybiphenyl-3-carboxylic acid | 1273880-36-6

• 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: 4'-propoxybiphenyl-3-carboxylic acid
• 英文别名: 3-(4-Propoxyphenyl)benzoic acid
• CAS: 1273880-36-6
• 化学式: C₁₆H₁₆O₃
• 分子量: 256.301
• InChiKey: BKAPOPXBOMGKON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-propoxybiphenyl-3-carboxylic acid 在 草酰氯 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 N-(3-(diethylamino)propyl)-4'-propoxybiphenyl-3-carboxamide
  参考文献：
  名称：

  Small molecules that regulate zymosan phagocytosis of macrophage through deactivation of Rho GTPases

  摘要：

  Phagocytosis and subsequent degradation of pathogens by macrophages play a pivotal role in host innate immune response to microbial infections. To find small molecule regulators for the investigation of complicated phagocytic process, we screened our in-house chemical library and found chemicals which inhibit phagocytosis of zymosan by macrophages. A representative compound 5a reduced phagocytosis of zymosan in both peritoneal macrophages and RAW264.7 cells in a dose-dependent manner. Treatment of 5a led to downregulate the key regulators of phagocytosis, Rac1, Rac2 and Cdc42, and slightly reduced phosphorylation of Akt by zymosan. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.043
• 作为产物：
  描述：

  4'-propoxybiphenyl-3-carbonitrile 在 甲醇 、 水 、 sodium hydroxide 作用下， 反应 20.0h， 以99%的产率得到4'-propoxybiphenyl-3-carboxylic acid
  参考文献：
  名称：

  신규 바이페닐―３―카르복스아마이드 유도체 또는 이의 염 및 이를 유효성분으로 함유하는 자가 면역질환 치료 또는 예방용 약학조성물

  摘要：

  本发明涉及一种新的联苯-3-甲酰胺衍生物或其盐，以及含有该联苯-3-甲酰胺衍生物或其盐作为有效成分的用于治疗或预防自身免疫性疾病的药物组合物，所述联苯-3-甲酰胺衍生物或其盐具有优越的抑制巨噬细胞吞噬作用的效果，因此可用作预防或治疗类风湿关节炎等自身免疫性疾病的药学组合物或免疫抑制剂。

  公开号：

  KR101485247B1

文献信息

• Small molecules that regulate zymosan phagocytosis of macrophage through deactivation of Rho GTPases
  作者：Joon Seok Bang、Young Jin Kim、Jiho Song、Jong-Sun Yoo、Seul Lee、Mi Ji Lee、Hyeyoung Min、Kwang Woo Hwang、Kyung Hoon Min

  DOI：10.1016/j.bmc.2012.06.043

  日期：2012.9

  Phagocytosis and subsequent degradation of pathogens by macrophages play a pivotal role in host innate immune response to microbial infections. To find small molecule regulators for the investigation of complicated phagocytic process, we screened our in-house chemical library and found chemicals which inhibit phagocytosis of zymosan by macrophages. A representative compound 5a reduced phagocytosis of zymosan in both peritoneal macrophages and RAW264.7 cells in a dose-dependent manner. Treatment of 5a led to downregulate the key regulators of phagocytosis, Rac1, Rac2 and Cdc42, and slightly reduced phosphorylation of Akt by zymosan. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
• 신규 바이페닐―３―카르복스아마이드 유도체 또는 이의 염 및 이를 유효성분으로 함유하는 자가 면역질환 치료 또는 예방용 약학조성물
  申请人：CHUNG ANG University industry Academic Cooperation Foundation 중앙대학교 산학협력단(220040385305) BRN ▼108-82-05979

  公开号：KR101485247B1

  公开（公告）日：2015-01-22

  본 발명은 신규 바이페닐-3-카르복스아마이드 유도체 또는 이의 염 및 이를 유효성분으로 함유하는 자가 면역질환 치료 또는 예방용 약학조성물에 관한 것으로, 상기 바이페닐-3-카르복스아마이드 유도체 또는 이의 염은 대식세포의 탐식작용을 억제하는 효과가 우수하므로 류마티스 관절염 등과 같은 자가 면역질환을 예방 또는 치료할 수 있는 약학적 조성물 또는 면역 억제제로서 유용하게 사용할 수 있다.

  本发明涉及一种新的联苯-3-甲酰胺衍生物或其盐，以及含有该联苯-3-甲酰胺衍生物或其盐作为有效成分的用于治疗或预防自身免疫性疾病的药物组合物，所述联苯-3-甲酰胺衍生物或其盐具有优越的抑制巨噬细胞吞噬作用的效果，因此可用作预防或治疗类风湿关节炎等自身免疫性疾病的药学组合物或免疫抑制剂。