3-(4-Chlorophenoxy)propyl acetohydroxamate | 1026977-17-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 3-(4-Chlorophenoxy)propyl acetohydroxamate
• 英文别名: N-[3-(4-chlorophenoxy)propoxy]acetamide
• CAS: 1026977-17-2
• 化学式: C₁₁H₁₄ClNO₃
• 分子量: 243.69
• InChiKey: QZELFLZLAFRLEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  47.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-Chlorophenoxy)propyl acetohydroxamate 在 盐酸 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 22.0h， 生成
  参考文献：
  名称：

  Phenoxypropoxybiguanides, Prodrugs of DHFR−Inhibiting Diaminotriazine Antimalarials

  摘要：

  A total of 34 analogues of the biguanide PS-15 (5s), a prodrug of the diaminotriazine WR99210 (8s), have been prepared. Several of them, such as 5b (PS-33) and 5m. (PS-26), maintain or exceed the in vivo activity of PS-15 while not requiring the use of highly regulated starting materials. The putative diaminotriazine metabolites of these new analogues (compounds 8) have also been prepared and shown to maintain the activity against resistant P. falciparum strains. The structure-activity relationships of biguanides 5 and putative metabolites 8 are discussed.

  DOI：

  10.1021/jm010089z
• 作为产物：
  描述：

  对氯苯酚 在 sodium hydroxide 、 四丁基硫酸氢铵 作用下， 以 乙二醇甲醚 为溶剂， 反应 46.0h， 生成 3-(4-Chlorophenoxy)propyl acetohydroxamate
  参考文献：
  名称：

  Phenoxypropoxybiguanides, Prodrugs of DHFR−Inhibiting Diaminotriazine Antimalarials

  摘要：

  A total of 34 analogues of the biguanide PS-15 (5s), a prodrug of the diaminotriazine WR99210 (8s), have been prepared. Several of them, such as 5b (PS-33) and 5m. (PS-26), maintain or exceed the in vivo activity of PS-15 while not requiring the use of highly regulated starting materials. The putative diaminotriazine metabolites of these new analogues (compounds 8) have also been prepared and shown to maintain the activity against resistant P. falciparum strains. The structure-activity relationships of biguanides 5 and putative metabolites 8 are discussed.

  DOI：

  10.1021/jm010089z

文献信息

• Antimalarial N,N′-substituted biguanides derived from hydroxylamines
  申请人：Jacobus Pharmaceutical Co., Inc.

  公开号：US06693217B2

  公开（公告）日：2004-02-17

  Compounds of the formulae are disclosed. A method of protecting subjects from infections caused by an organism of the group: Plasmodium sp. Mycobacterium sp., P. falciparum, and Pneumocystis carinii by administering to the subjects liable to infections, a prophylactically effective amount of a compound of the foregoing formulae; and a method of reducing the level of infection in subjects caused by the above-listed organism by administering to the subjects an infection reductively effective amount of a compound of the foregoing formulae are also disclosed.

  本发明揭示了以下公式的化合物。一种保护受试者免受由组织中的以下生物引起的感染的方法：疟原虫，分枝杆菌属，恶性疟原虫和肺孢子虫，通过向易感感染的受试者投予上述公式的化合物的预防性有效量; 以及通过向受试者投予具有还原感染有效量的上述公式的化合物的方法，降低由上述生物引起的受试者感染水平。
• US6551614B2
  申请人：——

  公开号：US6551614B2

  公开（公告）日：2003-04-22
• US6693217B2
  申请人：——

  公开号：US6693217B2

  公开（公告）日：2004-02-17
• Phenoxypropoxybiguanides, Prodrugs of DHFR−Inhibiting Diaminotriazine Antimalarials
  作者：Norman P. Jensen、Arba L. Ager、Robert A. Bliss、Craig J. Canfield、Barbara M. Kotecka、Karl H. Rieckmann、Jacek Terpinski、David P. Jacobus

  DOI：10.1021/jm010089z

  日期：2001.11.1

  A total of 34 analogues of the biguanide PS-15 (5s), a prodrug of the diaminotriazine WR99210 (8s), have been prepared. Several of them, such as 5b (PS-33) and 5m. (PS-26), maintain or exceed the in vivo activity of PS-15 while not requiring the use of highly regulated starting materials. The putative diaminotriazine metabolites of these new analogues (compounds 8) have also been prepared and shown to maintain the activity against resistant P. falciparum strains. The structure-activity relationships of biguanides 5 and putative metabolites 8 are discussed.