3',4'-二氯联苯-3-甲醛 | 476490-05-8

• 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: 3',4'-二氯联苯-3-甲醛
• 中文别名: 3’,4’-二氯联苯-3-甲醛
• 英文名称: 3-(3,4-dichlorophenyl)benzaldehyde
• 英文别名: 3',4'-Dichlorobiphenyl-3-carbaldehyde
• CAS: 476490-05-8
• 化学式: C₁₃H₈Cl₂O
• 分子量: 251.112
• InChiKey: IEQLUDRWODFAGL-UHFFFAOYSA-N

物化性质

• 沸点：
  389.9±32.0 °C(Predicted)
• 密度：
  1.319±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  (S)-2-(4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid 、 3',4'-二氯联苯-3-甲醛 在 ammonium acetate 作用下， 以 甲苯 为溶剂， 以54%的产率得到(L,Z)-2-(5-(3-(3,4-dichlorophenyl)benzylidene)-4-oxo-2-thioxothiazolidin-3-yl)-3-phenylpropanoic acid
  参考文献：
  名称：

  The synthesis and SAR study of phenylalanine-derived (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) compounds

  摘要：

  A focused library of rhodanine compounds containing novel substituents at the C5-position was synthesized and tested in vitro against a panel of clinically relevant MRSA strains. The present SAR study was based on our lead compound 1 (MIC = 1.95 mu g/mL), with a focus on identifying optimal C5-arylidene substituents. In order to obtain this objective, we condensed several unique aromatic aldehydes with phenylalanine-derived rhodanine intermediates to obtain C5-substituted target rhodanine compounds for evaluation as anti-MRSA compounds. These efforts produced three compounds with significant efficacy: 23, 32 and 44, with MIC values ranging from 0.98 to 1.95 mu g/mL against all tested MRSA strains as compared to the reference antibiotics penicillin G (MIC = 15.60-250.0 mu g/mL) and ciprofloxacin (MIC = 7.80-62.50 mu g/mL) and comparable to that of vancomycin (MIC = 0.48 mu g/mL). In addition, compounds 24, 28, 37, 41, 46 and 48 (MIC = 1.95-3.90 mu g/mL) were efficacious against all MRSA strains. The majority of the synthesized compounds had bactericidal activity at concentrations only two to fourfold higher than their MIC. Overall, the results suggest that compounds 23, 32 and 44 may be of potential use in the treatment of MRSA infections. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.059
• 作为产物：
  描述：

  3,4-二氯溴苯 、 3-甲酰基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 为溶剂， 以63%的产率得到3',4'-二氯联苯-3-甲醛
  参考文献：
  名称：

  The synthesis and SAR study of phenylalanine-derived (Z)-5-arylmethylidene rhodanines as anti-methicillin-resistant Staphylococcus aureus (MRSA) compounds

  摘要：

  A focused library of rhodanine compounds containing novel substituents at the C5-position was synthesized and tested in vitro against a panel of clinically relevant MRSA strains. The present SAR study was based on our lead compound 1 (MIC = 1.95 mu g/mL), with a focus on identifying optimal C5-arylidene substituents. In order to obtain this objective, we condensed several unique aromatic aldehydes with phenylalanine-derived rhodanine intermediates to obtain C5-substituted target rhodanine compounds for evaluation as anti-MRSA compounds. These efforts produced three compounds with significant efficacy: 23, 32 and 44, with MIC values ranging from 0.98 to 1.95 mu g/mL against all tested MRSA strains as compared to the reference antibiotics penicillin G (MIC = 15.60-250.0 mu g/mL) and ciprofloxacin (MIC = 7.80-62.50 mu g/mL) and comparable to that of vancomycin (MIC = 0.48 mu g/mL). In addition, compounds 24, 28, 37, 41, 46 and 48 (MIC = 1.95-3.90 mu g/mL) were efficacious against all MRSA strains. The majority of the synthesized compounds had bactericidal activity at concentrations only two to fourfold higher than their MIC. Overall, the results suggest that compounds 23, 32 and 44 may be of potential use in the treatment of MRSA infections. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.08.059

文献信息

• [EN] INHIBITORS OF ARGINASE AND THEIR THERAPEUTIC APPLICATIONS<br/>[FR] INHIBITEURS DE L'ARGINASE ET LEURS APPLICATIONS THÉRAPEUTIQUES
  申请人：MARS INC

  公开号：WO2013059437A1

  公开（公告）日：2013-04-25

  The inventive compounds are small molecule therapeutics that are potent inhibitors of Arginase I and II activity. The invention also provides pharmaceutical compositions of the inventive compounds and methods for using the inventive compounds for treating or preventing a disease or a condition associated with arginase activity.

  这些创新化合物是小分子治疗药物，是对精氨酸酶I和II活性的强效抑制剂。该发明还提供了这些创新化合物的药物组合物，并提供了使用这些创新化合物治疗或预防与精氨酸酶活性相关的疾病或症状的方法。
• Trisubstituted-N-[(1S)-1,2,3,4-terrahydro-1-naphthalenyl]benzamides which inhibit P2X2/3 containing receptors
  申请人：——

  公开号：US20030083359A1

  公开（公告）日：2003-05-01

  Compounds of formula (I) 1 are novel P2X 3 and P2X 2 /P2X 3 antagonists which are useful in treating pain, urinary incontinence and bladder overactivity.

  式(I)1的化合物是新的P2X3和P2X2/P2X3拮抗剂，可用于治疗疼痛、尿失禁和膀胱过度活动。
• TRISUBSTITUTED-N- (1S)-1,2,3,4-TETRAHYDRO-1-NAPHTHALENYL] BENZAMIDES WHICH INHIBIT P2X3 AND P2X2/3 CONTAINING RECEPTORS
  申请人：ABBOTT LABORATORIES

  公开号：EP1392643B1

  公开（公告）日：2005-09-14
• INHIBITORS OF ARGINASE AND THEIR THERAPEUTIC APPLICATIONS
  申请人：Mars, Incorporated

  公开号：EP2768491B1

  公开（公告）日：2016-12-21
• US20140343019A1
  申请人：——

  公开号：US20140343019A1

  公开（公告）日：2014-11-20