4-(4-硝基苄基)-苯甲酸 | 7377-13-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(4-硝基苄基)-苯甲酸
• 中文别名: 4-(4-硝基苯甲酰)苯甲酸
• 英文名称: 4-(4-nitrobenzoyl)benzoic acid
• 英文别名: 4(4-nitrobenzoyl)benzoic acid；4-(4-nitro-benzoyl)-benzoic acid；4'-Nitro-benzophenon-carbonsaeure-(4)；4-(4-Nitro-benzoyl)-benzoesaeure；4-(4'-Nitrobenzoyl)-benzoesaeure；p-Carboxy-p'-nitro-benzophenon
• CAS: 7377-13-1
• 化学式: C₁₄H₉NO₅
• 分子量: 271.229
• InChiKey: FGGHZEMNYJKTDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  100
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2918300090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H332,H335

反应信息

• 作为反应物：
  描述：

  4-(4-硝基苄基)-苯甲酸 在 氯化亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1-(4-(4-nitrobenzoyl)benzoyl)-3-thiosemicarbazide
  参考文献：
  名称：

  3-Mercapto-1,2,4-triazoles and N-acylated thiosemicarbazides as metallo-β-lactamase inhibitors

  摘要：

  The production of beta-lactamases is an effective strategy by which pathogenic bacteria can develop resistance against beta-lactam antibiotics. While inhibitors of serine-beta-lactamases are widely used in combination therapy with b-lactam antibiotics, there are no clinically available inhibitors of metallo-beta-lactamases (MBLs), and so there is a need for the development of such inhibitors. This work describes the optimisation of a lead inhibitor previously identified by fragment screening of a compound library. We also report that thiosemicarbazide intermediates in the syntheses of these compounds are also moderately potent inhibitors of the IMP-1 MBL from Pseudomonas aeruginosa. The interactions of these inhibitors with the active site of IMP-1 were examined using in silico methods. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.10.116
• 作为产物：
  描述：

  (4-甲基苯基)-(4-硝基苯基)甲酮 在 chromium(VI) oxide 、 硫酸 、 溶剂黄146 作用下， 生成 4-(4-硝基苄基)-苯甲酸
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Potent Photoaffinity Probes of Oleanolic Acid

  摘要：

  为了研究齐墩果酸的目标蛋白，设计并合成了一系列新型光亲和探针。在针对糖原磷酸酶（一种已知齐墩果酸目标蛋白）的酶抑制试验中，评估了它们对目标蛋白的亲和力。在这些化合物中，探针2表现出最强的活性，IC50值为5.98微摩尔，比其母体化合物齐墩果酸的活性强约2.5倍。结果表明，合成光亲和探针保留了与目标蛋白的结合亲和力，可以作为强大的工具来筛选齐墩果酸的目标蛋白。

  DOI：

  10.2174/1573406411309020012

文献信息

• Chemokine receptor binding compounds
  申请人：Zhou Yuanxi

  公开号：US20050277670A1

  公开（公告）日：2005-12-15

  The present invention relates to chemokine receptor binding compounds, pharmaceutical compositions and their use. More specifically, the present invention relates to modulators of chemokine receptor activity, preferably modulators of CCR5. These compounds demonstrate protective effects against infection of target cells by a human immunodeficiency virus (HIV).

  本发明涉及化学因子受体结合化合物、制药组合物及其使用。更具体地，本发明涉及化学因子受体活性调节剂，优选为CCR5的调节剂。这些化合物表现出对人类免疫缺陷病毒（HIV）感染靶细胞的保护作用。
• Exploration of secondary and tertiary pharmacophores in unsymmetrical N,N′-diaryl urea inhibitors of soluble epoxide hydrolase
  作者：Sampath-Kumar Anandan、Richard D. Gless

  DOI：10.1016/j.bmcl.2010.03.074

  日期：2010.5

  The impact of various secondary and tertiary pharmacophores on in vitro potency of soluble epoxide hydrolase (sEH) inhibitors based on the unsymmetrical urea scaffold 1 is discussed. N,N'-Diaryl urea inhibitors of soluble epoxide hydrolase exhibit subtle variations in inhibitory potency depending on the secondary pharmacophore but tolerate considerable structural variation in the second linker/tertiary pharmacophore fragment. (C) 2010 Elsevier Ltd. All rights reserved.
• Penicillin inhibitors of purple acid phosphatase
  作者：Faridoon、Waleed M. Hussein、Nazar Ul Islam、Luke W. Guddat、Gerhard Schenk、Ross P. McGeary

  DOI：10.1016/j.bmcl.2012.01.123

  日期：2012.4

  Purple acid phosphatases (PAPs) are binuclear metallohydrolases that have a multitude of biological functions and are found in fungi, bacteria, plants and animals. In mammals, PAP activity is linked with bone resorption and over-expression can lead to bone disorders such as osteoporosis. PAP is therefore an attractive target for the development of drugs to treat this disease. A series of penicillin conjugates, in which 6-aminopenicillanic acid was acylated with aromatic acid chlorides, has been prepared and assayed against pig PAP. The binding mode of most of these conjugates is purely competitive, and some members of this class have potencies comparable to the best PAP inhibitors yet reported. The structurally related penicillin G was shown to be neither an inhibitor nor a substrate for pig PAP. Molecular modelling has been used to examine the binding modes of these compounds in the active site of the enzyme and to rationalise their activities. Crown Copyright (C) 2012 Published by Elsevier Ltd. All rights reserved.
• Novel 5α-Reductase Inhibitors:  Synthesis, Structure−Activity Studies, and Pharmacokinetic Profile of Phenoxybenzoylphenyl Acetic Acids
  作者：Ola I. A. Salem、Martin Frotscher、Christiane Scherer、Alexander Neugebauer、Klaus Biemel、Martina Streiber、Ruth Maas、Rolf W. Hartmann

  DOI：10.1021/jm050728w

  日期：2006.1.1

  Novel substituted benzoyl benzoic acids and phenylacetic acids 1-14 have been synthesized and evaluated for inhibition of rat and human steroid 5 alpha- reductase isozymes I and 2. The compounds turned out to be potent and selective human type 2 enzyme inhibitors, exhibiting IC50 values in the nanomolar range. The phenylacetic acid derivatives were more potent than the analogous benzoic acids. Bromination in the 4-position of the phenoxy moiety led to the strongest inhibitor in this class (12; IC50 = 5 nM), which was equipotent to finasteride. Since oral absorption is essential for a potential drug, 12 was further examined. In the parallel artificial membrane permeation assay (PAMPA) it turned out to be a good permeator, whereas it was a medium permeator in Caco2 cells. After oral administration (40 mg/kg) to rats a high bioavailability and a biological half-life of 5.5 h were observed, making it a promising candidate for clinical evaluation.
• Design and synthesis of novel photoaffinity probes for study of the target proteins of oleanolic acid
  作者：Liying Zhang、Yingxia Zhang、Jizhe Dong、Jun Liu、Luyong Zhang、Hongbin Sun

  DOI：10.1016/j.bmcl.2011.11.123

  日期：2012.1

  To explore the molecular mechanisms of oleanolic acid, two novel photoaffinity probes were synthesized based on the structure-activity relationship reported previously. Their potency were evaluated in an enzyme inhibition assay against rabbit muscle glycogen phosphorylase a (RMGPa), a known target protein of oleanolic acid. The inhibitory activity of probe 2 was only about two-fold less potent than the mother compound oleanolic acid. The photoaffinity labeling experiments were also performed and two proteins were specifically tagged by probe 2. The results suggest that the synthesized probes could be used as powerful tools to isolate and identify the target proteins of oleanolic acid. (C) 2011 Elsevier Ltd. All rights reserved.