(R)-3-chloro-2-(4-(trifluoromethoxy)benzyloxy)propyl 4-methoxybenzoate | 1253202-35-5

• 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: (R)-3-chloro-2-(4-(trifluoromethoxy)benzyloxy)propyl 4-methoxybenzoate
• 英文别名: (R)-3-Chloro-2-((4-(trifluoromethoxy)benzyl)oxy)propyl 4-methoxybenzoate；[(2R)-3-chloro-2-[[4-(trifluoromethoxy)phenyl]methoxy]propyl] 4-methoxybenzoate
• CAS: 1253202-35-5
• 化学式: C₁₉H₁₈ClF₃O₅
• 分子量: 418.797
• InChiKey: MZTNEJYTZOHGNF-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (R)-3-chloro-2-(4-(trifluoromethoxy)benzyloxy)propyl 4-methoxybenzoate 、 2-氯-4-硝基咪唑 在 potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 以41%的产率得到(S)-3-(2-chloro-4-nitro-1H-imidazol-1-yl)-2-(4-(trifluoro-methoxy)benzyloxy)propyl 4-methoxybenzoate
  参考文献：
  名称：

  A Concise and Convergent Synthesis of PA-824

  摘要：

  An efficient four-step synthesis of PA-824, a promising antituberculosis drug candidate, has been developed. This concise approach offers significant improvements over the synthetic route currently used for large-scale production.

  DOI：

  10.1021/jo1015807
• 作为产物：
  描述：

  (R)-3-chloro-2-hydroxypropyl-4-methoxybenzoate 、 4-(trifluoromethoxy)benzyl trichloroacetimidate 在 三氟甲磺酸 作用下， 以 二氯甲烷 为溶剂， 以9.7 g的产率得到(R)-3-chloro-2-(4-(trifluoromethoxy)benzyloxy)propyl 4-methoxybenzoate
  参考文献：
  名称：

  A Concise and Convergent Synthesis of PA-824

  摘要：

  An efficient four-step synthesis of PA-824, a promising antituberculosis drug candidate, has been developed. This concise approach offers significant improvements over the synthetic route currently used for large-scale production.

  DOI：

  10.1021/jo1015807

文献信息

• RAPID PHENOTYPE TESTS FOR ANTITUBERCULAR DRUG SENSITIVITY AND RESISTANCE
  申请人：STC, UNM

  公开号：US20170010272A1

  公开（公告）日：2017-01-12

  In one embodiment, the invention provides methods of identifying the sensitivity and resistance to therapeutic drug regimens in a subject who suffers from, or who is suspected of suffering from, a Mycobacterium infection, the method comprising administering (1) isotopically labeled Pretomanid and/or Delaminid, or (2) isotopically labeled ethionamide and/or prothionamide, or (3) isotopically labeled pyrazinamide, or (4) isotopically-labeled isoniazid to the subject and thereafter measuring levels in a subject-derived sample of one or more isotopically-labeled markers corresponding to Mycobacterium -actiwated drug metabolites or degradation products, wherein the absence of detectable levels of Mycobacterium -activated drug metabolites or degradation products indicates either that the subject does not suffer from a Mycobacterium infection or suffers from a Mycobacterium infection which is resistant to treatment with the administered drug regimen.
• [EN] RAPID PHENOTYPE TESTS FOR ANTITUBERCULAR DRUG SENSITIVITY AND RESISTANCE<br/>[FR] TESTS PHÉNOTYPIQUES RAPIDES POUR IDENTIFIER LA SENSIBILITÉ ET LA RÉSISTANCE À DES MÉDICAMENTS ANTITUBERCULEUX
  申请人：STC UNM

  公开号：WO2015126922A2

  公开（公告）日：2015-08-27

  In one embodiment, the invention provides methods of identifying the sensitivity and resistance to therapeutic drug regimens in a subject who suffers from, or who is suspected of suffering from, a Mycobacterium infection, the method comprising administering (1) isotopically labeled Pretomanid and/or Delaminid, or (2) isotopically labeled ethionamide and/or prothionamide, or (3) isotopically labeled pyrazinamide, or (4) isotopically-labeled isoniazid to the subject and thereafter measuring levels in a subject-derived sample of one or more isotopically-labeled markers corresponding to Mycobacterium-actiwated drug metabolites or degradation products, wherein the absence of detectable levels of Mycobacterium-activated drug metabolites or degradation products indicates either that the subject does not suffer from a Mycobacterium infection or suffers from a Mycobacterium infection which is resistant to treatment with the administered drug regimen.
• A Concise and Convergent Synthesis of PA-824
  作者：Maurice A. Marsini、Paul J. Reider、Erik J. Sorensen

  DOI：10.1021/jo1015807

  日期：2010.11.5

  An efficient four-step synthesis of PA-824, a promising antituberculosis drug candidate, has been developed. This concise approach offers significant improvements over the synthetic route currently used for large-scale production.