1-(4-iodo-2,5-dimethoxyphenyl)-2-propanone | 90064-49-6

• 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: 1-(4-iodo-2,5-dimethoxyphenyl)-2-propanone
• 英文别名: 1-(4-Iodo-2,5-dimethoxyphenyl)propan-2-one
• CAS: 90064-49-6
• 化学式: C₁₁H₁₃IO₃
• 分子量: 320.127
• InChiKey: FRNGNAZHWAHIDT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-iodo-2,5-dimethoxyphenyl)-2-propanone 在 sodium iodide 、 溶剂黄146 作用下， 反应 0.17h， 生成 1-(4-<131I>iodo-2,5-dimethoxyphenyl)-2-propanone
  参考文献：
  名称：

  Radiohalogen-labeled imaging agents. 3. Compounds for measurement of brain blood flow by emission tomography

  摘要：

  The radioiodine-labeled amines currently available as brain-imaging agents, based on our previous work and that of others, are prepared either by exchange labeling or by direct iodination of a protected intermediate. The intrinsic slowness of these processes limits their potential for use with the positron-emitting 122I, as it has a half-life of only 3.6 min. This isotope has advantages of a low dose to the patient and availability from a generator containing the parent 20-h 122Xe. To develop a radiopharmaceutical in which 122I could be utilized, we prepared a number of secondary and tertiary amines (maintaining the 2,5-dimethoxy substitution pattern which allows direct iodination at the 4-position) with 131I. The organ distributions of these compounds were studied, and the best properties were found in the N,N-dimethyl homologue (2,5-dimethoxy-N,N-dimethyl-4-iodoamphetamine). This compound was successfully synthesized in a matter of seconds, with a chemical yield and radioactive purity both in excess of 90% and an incorporation efficiency of radioiodine of about 40%.

  DOI：

  10.1021/jm00374a023
• 作为产物：
  描述：

  1,4-二碘-2,5-二甲氧基苯 在 乙酸铵 、 正丁基锂 、 铁粉 、 溶剂黄146 作用下， 反应 7.0h， 生成 1-(4-iodo-2,5-dimethoxyphenyl)-2-propanone
  参考文献：
  名称：

  Radiohalogen-labeled imaging agents. 3. Compounds for measurement of brain blood flow by emission tomography

  摘要：

  The radioiodine-labeled amines currently available as brain-imaging agents, based on our previous work and that of others, are prepared either by exchange labeling or by direct iodination of a protected intermediate. The intrinsic slowness of these processes limits their potential for use with the positron-emitting 122I, as it has a half-life of only 3.6 min. This isotope has advantages of a low dose to the patient and availability from a generator containing the parent 20-h 122Xe. To develop a radiopharmaceutical in which 122I could be utilized, we prepared a number of secondary and tertiary amines (maintaining the 2,5-dimethoxy substitution pattern which allows direct iodination at the 4-position) with 131I. The organ distributions of these compounds were studied, and the best properties were found in the N,N-dimethyl homologue (2,5-dimethoxy-N,N-dimethyl-4-iodoamphetamine). This compound was successfully synthesized in a matter of seconds, with a chemical yield and radioactive purity both in excess of 90% and an incorporation efficiency of radioiodine of about 40%.

  DOI：

  10.1021/jm00374a023

文献信息

• US4647446A
  申请人：——

  公开号：US4647446A

  公开（公告）日：1987-03-03
• Radiohalogen-labeled imaging agents. 3. Compounds for measurement of brain blood flow by emission tomography
  作者：Thornton Sargent、Alexander T. Shulgin、Chester A. Mathis

  DOI：10.1021/jm00374a023

  日期：1984.8

  The radioiodine-labeled amines currently available as brain-imaging agents, based on our previous work and that of others, are prepared either by exchange labeling or by direct iodination of a protected intermediate. The intrinsic slowness of these processes limits their potential for use with the positron-emitting 122I, as it has a half-life of only 3.6 min. This isotope has advantages of a low dose to the patient and availability from a generator containing the parent 20-h 122Xe. To develop a radiopharmaceutical in which 122I could be utilized, we prepared a number of secondary and tertiary amines (maintaining the 2,5-dimethoxy substitution pattern which allows direct iodination at the 4-position) with 131I. The organ distributions of these compounds were studied, and the best properties were found in the N,N-dimethyl homologue (2,5-dimethoxy-N,N-dimethyl-4-iodoamphetamine). This compound was successfully synthesized in a matter of seconds, with a chemical yield and radioactive purity both in excess of 90% and an incorporation efficiency of radioiodine of about 40%.