4'-dimethylamino-4-biphenylcarboxylic acid | 195457-75-1

• 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'-dimethylamino-4-biphenylcarboxylic acid
• 英文别名: 4'-(Dimethylamino)[1,1'-biphenyl]-4-carboxylic acid；4-[4-(dimethylamino)phenyl]benzoic acid
• CAS: 195457-75-1
• 化学式: C₁₅H₁₅NO₂
• 分子量: 241.29
• InChiKey: KOXRFVAXGRMERH-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：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4'-dimethylamino-4-biphenylcarboxylic acid 在 盐酸 、 三氟甲磺酸 、 三苯基氧化膦 、 4-(4,6-二甲氧基三嗪-2-基)-4-甲基吗啉盐酸盐 、 lithium hydroxide 作用下， 以 四氢呋喃 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成
  参考文献：
  名称：

  JP6011974

  摘要：

  公开号：
• 作为产物：
  描述：

  4-二甲基氨基苯硼酸 在 四(三苯基膦)钯 、 水 、 potassium carbonate 、 sodium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成 4'-dimethylamino-4-biphenylcarboxylic acid
  参考文献：
  名称：

  联苯型的合成与发光性质萤火虫萤光素用新的，近红外发光bioluminophore类似物

  摘要：

  合成了新的4,4'-取代联苯型萤火虫萤光素类似物。一个模拟具有4'-二甲基氨基所具有的生物发光活性，在675纳米适于活体动物的深部位的生物成像发射近红外线的生物窗口的光。生物发光活性类似物的相应甲酯的化学发光最大值为500 nm，这意味着发光体中的联苯和噻唑啉酮环可能在极性荧光素酶活性位点处处于共面构象。

  DOI：

  10.1016/j.tet.2013.09.018

文献信息

• Piperazine and homopiperazine compounds
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US20030153556A1

  公开（公告）日：2003-08-14

  Compounds are provided having a piperazine or homopiperazine ring which are useful in the treatment of thrombosis.

  提供了具有哌嗪或同源哌嗪环的化合物，这些化合物在治疗血栓症方面很有用。
• Discovery of quinolone derivatives as antimycobacterial agents
  作者：Kun-Lin Liu、Fei Teng、Lu Xiong、Xiao Li、Chao Gao、Luo-Ting Yu

  DOI：10.1039/d0ra09250a

  日期：——

  6b21: MIC against M. tb H₃₇Rv = 1.2 μg mL⁻¹, MIC against drug-resistant strains = 0.9 μg mL⁻¹, solubility = 132 μg mL⁻¹, non-cytotoxicity.

  6b21：对H37Rv结核分枝杆菌的最小抑菌浓度为1.2 μg/mL，对耐药菌株的最小抑菌浓度为0.9 μg/mL，溶解度为132 μg/mL，无细胞毒性。
• Design and Synthesis of Tri-Ring P₃ Benzamide-Containing Aminonitriles as Potent, Selective, Orally Effective Inhibitors of Cathepsin K
  作者：James T. Palmer、Clifford Bryant、Dan-Xiong Wang、Dana E. Davis、Eduardo L. Setti、Robert M. Rydzewski、Shankar Venkatraman、Zong-Qiang Tian、Leland C. Burrill、Rohan V. Mendonca、Eric Springman、John McCarter、Tobee Chung、Harry Cheung、James W. Janc、Mary McGrath、John R. Somoza、Philip Enriquez、Z. Walter Yu、Robert M. Strickley、Liang Liu、Michael C. Venuti、M. David Percival、Jean-Pierre Falgueyret、Peppi Prasit、Renata Oballa、Denis Riendeau、Robert N. Young、Gregg Wesolowski、Sevgi B. Rodan、Colena Johnson、Donald B. Kimmel、Gideon Rodan

  DOI：10.1021/jm058198r

  日期：2005.12.1

  We have prepared a series of achiral aminoacetonitriles, bearing tri-ring benzamide moieties and an aminocyclohexanecarboxylate residue at P-2. This combination of binding elements resulted in sub-250 pM, reversible, selective, and orally bioavailable cathepsin K inhibitors. Lead compounds displayed single digit nanomolar inhibition in vitro (of rabbit osteoclast-mediated degradation of bovine bone). The best compound in this series, 39n (CRA-013783/ L-006235), was orally bioavailable in rats, with a terminal half-life of over 3 h. 39n was dosed orally in ovariectomized rhesus monkeys once per day for 7 days. Collagen breakdown products were reduced by up to 76% dose-dependently. Plasma concentrations of 39n above the bone resorption IC50 after 24 h indicated a correlation between functional cellular and in vivo assays. Inhibition of collagen breakdown by cathepsin K inhibitors suggests this mechanism of action may be useful in osteoporosis and other indications involving bone resorption.
• NMR-Based Discovery of Lead Inhibitors That Block DNA Binding of the Human Papillomavirus E2 Protein
  作者：Philip J. Hajduk、Jürgen Dinges、Gregory F. Miknis、Megan Merlock、Tim Middleton、Dale J. Kempf、David A. Egan、Karl A. Walter、Terry S. Robins、Suzy B. Shuker、Thomas F. Holzman、Stephen W. Fesik

  DOI：10.1021/jm9703404

  日期：1997.9.1

  The E2 protein is required far the replication of human papillomaviruses (HPVs), which are responsible for anogenital warts and cervical carcinomas, Using an NMR-based screen, we tested compounds for binding to the DNA-binding domain of the HPV-E2 protein. Three classes of compounds were identified which bound to two distinct sites on the protein. Biphenyl and biphenyl ether compounds containing a carboxylic acid bind to a site near the DNA recognition helix and inhibit the binding of E2 to DNA. Benzophenone-containing compounds which lack a carboxylic acid group bind to the beta-barrel formed by the dimer intel face and exhibit negligible effects on the binding of E2 to DNA. Structure-activity relationships from the biphenyl and biphenyl ether compounds were combined to produce a compound [5-(3'-(3 '',5 ''-dichlorophenoxy)phenyl)-2,4-pentadienoic acid] with an IC50 value of approximately 10 mu M. This compound represents a useful lead for the development of antiviral agents that interfere with HPV replication and further illustrates the usefulness of the SAR by NMR method in the drug discovery process.
• Methods, biosensors, and kits for detecting and identifying fungi
  申请人：Colpas J Gerard

  公开号：US20060292646A1

  公开（公告）日：2006-12-28

  Described herein are methods of detecting the presence or absence of fungi, for example, fungi growing on a sample, by contacting the sample with a substrate which is modified at least one fungal compound that is produced and/or secreted by the fungus. The substrate's modification, or lack thereof, indicates the presence or absence of the fungal compound in the sample. The present invention also features methods for identifying fungi, biosensors for detecting the presence or absence of fungi, and kits for detecting the presence or absence of fungi.