<3-14C>-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide | 174747-04-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: <3-14C>-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
• 英文别名: 2-(chloromethyl)-6-methoxy-1,1-dioxo-4-propan-2-yl-1,2-benzothiazol-3-one
• CAS: 174747-04-7
• 化学式: C₁₂H₁₄ClNO₄S
• 分子量: 305.755
• InChiKey: IAVWIJNTOZKJNL-HVRMQOCCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  -2,6-dichloro-3-<(2-pyrrolidin-1-yl)ethoxy>benzoic acid 、 <3-14C>-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide 在 N-甲基吡咯烷酮 、 potassium carbonate 作用下， 反应 36.0h， 生成 [3-14C]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1,2-benzisothiazol-2(2H)-yl]methyl(carboxy-14C)-2,6-dichloro-3-[(2-pyrrolidin-1-yl)ethoxy]benzoate
  参考文献：
  名称：

  [14C]-labelling of benzisothiazolone based inhibitors of human leukocyte elastase

  摘要：

  The [C-14] labelled synthesis of two benzisothiazolone based inhibitors of Human Leukocyte Elastase is described. These are [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichlorobenzoate, [C-14(2)]-WIN 63394, 2, and [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichloro-3-[(2-pyrrolidin-1 -yl)ethoxy]benzoate hydrochioride, [C-14(2)]-WIN 64733, 3. The synthesis of the intermediate [3-C-14]-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1, 2-benzisothiazol-3(2H)-one 1,1-dioxide, 8, common to both these syntheses, was achieved in 8 steps in 37% radiochemical yield.

  DOI：

  10.1002/(sici)1099-1344(199602)38:2<193::aid-jlcr826>3.0.co;2-u
• 作为产物：
  描述：

  (Chlormethoxy)trimethylsilan 、 <3-14C>-6-methoxy-4-(1-methylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide 以 二氯甲烷 为溶剂， 以89%的产率得到<3-14C>-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
  参考文献：
  名称：

  [14C]-labelling of benzisothiazolone based inhibitors of human leukocyte elastase

  摘要：

  The [C-14] labelled synthesis of two benzisothiazolone based inhibitors of Human Leukocyte Elastase is described. These are [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichlorobenzoate, [C-14(2)]-WIN 63394, 2, and [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichloro-3-[(2-pyrrolidin-1 -yl)ethoxy]benzoate hydrochioride, [C-14(2)]-WIN 64733, 3. The synthesis of the intermediate [3-C-14]-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1, 2-benzisothiazol-3(2H)-one 1,1-dioxide, 8, common to both these syntheses, was achieved in 8 steps in 37% radiochemical yield.

  DOI：

  10.1002/(sici)1099-1344(199602)38:2<193::aid-jlcr826>3.0.co;2-u

文献信息

• [14C]-labelling of benzisothiazolone based inhibitors of human leukocyte elastase
  作者：Alain Burgos、Gordon R. Duffin、George J. Ellames、Karen J. Wedge

  DOI：10.1002/(sici)1099-1344(199602)38:2<193::aid-jlcr826>3.0.co;2-u

  日期：1996.2

  The [C-14] labelled synthesis of two benzisothiazolone based inhibitors of Human Leukocyte Elastase is described. These are [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichlorobenzoate, [C-14(2)]-WIN 63394, 2, and [3-C-14]-[6-methoxy-4-(1-methylethyl)-1,1,3-trioxo-1, 2-benzisothiazol-2(2H)-yl]methyl [carboxy-C-14]-2,6-dichloro-3-[(2-pyrrolidin-1 -yl)ethoxy]benzoate hydrochioride, [C-14(2)]-WIN 64733, 3. The synthesis of the intermediate [3-C-14]-2-(chloromethyl)-6-methoxy-4-(1-methylethyl)-1, 2-benzisothiazol-3(2H)-one 1,1-dioxide, 8, common to both these syntheses, was achieved in 8 steps in 37% radiochemical yield.