octanoyloxymethyl octanoate | 76058-01-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: octanoyloxymethyl octanoate
• 英文别名: Methylendioctanoat
• CAS: 76058-01-0
• 化学式: C₁₇H₃₂O₄
• 分子量: 300.439
• InChiKey: WDAOIAPJWNPCIT-UHFFFAOYSA-N

物化性质

• 沸点：
  376.3±15.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  21
• 可旋转键数：
  16
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  二正辛胺 、 苄基三乙基铵高锰酸盐 以11%的产率得到
  参考文献：
  名称：

  SCHMIDT H.-J.; SCHAEFER H. J., ANGEW. CHEM., 1981, 93, NO 1, 124-125

  摘要：

  DOI：

文献信息

• Schmidt, H.-Juergen; Schaefer, Hans J., Angewandte Chemie, 1981, vol. 93, # 1, p. 124 - 125
  作者：Schmidt, H.-Juergen、Schaefer, Hans J.

  DOI：——

  日期：——
• Efficient approach to acyloxymethyl esters of nalidixic acid and in vitro evaluation as intra-ocular prodrugs
  作者：Joëlle Azéma、Brigitte Guidetti、Myriam Malet-Martino、Robert Martino、Christine Roques

  DOI：10.1016/j.bmc.2005.11.063

  日期：2006.4

  Various alkylcarbonyloxymethyl esters of nalidixic acid ranging from 3 to 15 carbon units in the pro-moiety have been prepared and assessed as potential prodrugs. Their chromatographic retention factors k', silicone oil solubilities and in vitro conversion to nalidixic acid by a commercial esterase were determined together with their in vitro antimicrobial activity and cytotoxicity. The preliminary results suggest that silicone oil may have potential for the intra-ocular delivery of antibacterial compounds. Moreover, the in vitro release rate can be controlled by the lipophilicity of the prodrug. (c) 2005 Elsevier Ltd. All rights reserved.
• Novel lipophilic 7H-pyrido[1,2,3-de]-1,4-benzoxazine-6-carboxylic acid derivatives as potential antitumor agents: Improved synthesis and in vitro evaluation
  作者：Alexander Korolyov、Sandra Dorbes、Joëlle Azéma、Brigitte Guidetti、Mathieu Danel、Delphine Lamoral-Theys、Thierry Gras、Jacques Dubois、Robert Kiss、Robert Martino、Myriam Malet-Martino

  DOI：10.1016/j.bmc.2010.10.039

  日期：2010.12

  A convenient route for the synthesis of some acyloxymethyl esters and carboxamides of levofloxacin (LV) with modulated lipophilicity is described. The synthesized compounds were evaluated in vitro for their growth inhibitory effect in five human cancer cell lines. The most efficient LV derivatives (ester 2e and amide 4d) displayed IC50 values in the 0.2-2.2 mu M range, while IC50 values for parent LV ranged between 70 and 622 mu M depending on the cell line. The esters displayed no in vivo toxicity up to 80 mg/kg when administered intraperitoneally. This study thus shows that LV analogs displayed antitumor efficacy, at least in vitro, a feature that appeared to be independent from the lipophilicity of the grafted substituent. (C) 2010 Elsevier Ltd. All rights reserved.
• US4234437A
  申请人：——

  公开号：US4234437A

  公开（公告）日：1980-11-18
• US4311706A
  申请人：——

  公开号：US4311706A

  公开（公告）日：1982-01-19