(+/-)-3-acetoxy-1-iodooctane | 126679-08-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (+/-)-3-acetoxy-1-iodooctane
• 英文别名: 3-Octanol, 1-iodo-, 3-acetate；1-iodooctan-3-yl acetate
• CAS: 126679-08-1
• 化学式: C₁₀H₁₉IO₂
• 分子量: 298.164
• InChiKey: HYEHGEUSIRZBJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  13
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-3-acetoxy-1-iodooctane 在 sodium hydroxide 、 sodium hydride 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 4-[3-[3-(3-hydroxyoctyl)-4-oxo-2-thiazolidinyl]-propyl]benzoic acid
  参考文献：
  名称：

  Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogs as renal vasodilators

  摘要：

  Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.

  DOI：

  10.1021/jm00357a006
• 作为产物：
  描述：

  正戊基溴化镁 在 sodium iodide 作用下， 以 乙醚 、 丙酮 为溶剂， 反应 19.0h， 生成 (+/-)-3-acetoxy-1-iodooctane
  参考文献：
  名称：

  Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogs as renal vasodilators

  摘要：

  Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.

  DOI：

  10.1021/jm00357a006

文献信息

• Prostaglandin isosteres. 2. Chain-modified thiazolidinone prostaglandin analogs as renal vasodilators
  作者：John B. Bicking、Mark G. Bock、Edward J. Cragoe、Robert M. DiPardo、Norman Gould、Wilbur J. Holtz、T. J. Lee、Charles M. Robb、Robert L. Smith

  DOI：10.1021/jm00357a006

  日期：1983.3

  Chain modification of a thiazolidinone prostaglandin isostere has led to the production of 4-[3-[3-[2-(1-hydroxycyclohexyl)ethyl]-4-oxo-2-thiazolidinyl]propyl] benzoic acid (5b) which at 1 mg/kg po in the conscious dog causes a 70% increase in renal blood flow over control values with a duration of action exceeding 5 h. Preliminary testing indicates that 5b has a relatively specific action on the vasculature of the kidney. The enantiomers of 5b have been separated and the renal vasodilatory activity has been found to be entirely a property of the R-(+) enantiomer.