methyl N-<(phenylmethyl)sulfonyl>oxamate | 85195-24-0

• 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: methyl N-<(phenylmethyl)sulfonyl>oxamate
• 英文别名: methyl N-(benzylsulfonyl)oxamate；Methyl oxo[(phenylmethanesulfonyl)amino]acetate；methyl 2-(benzylsulfonylamino)-2-oxoacetate
• CAS: 85195-24-0
• 化学式: C₁₀H₁₁NO₅S
• 分子量: 257.267
• InChiKey: CFFPQYSMVRUIMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  249-256 °C
• 密度：
  1.385±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  97.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  methyl N-<(phenylmethyl)sulfonyl>oxamate 在 sodium t-butanolate 作用下， 以 叔丁醇 为溶剂， 反应 2.5h， 以55%的产率得到4-羟基-5-苯基-3(2H)-异噻唑酮 1,1-二氧化物
  参考文献：
  名称：

  MethylN-(benzylsulfonyl)oxamate as a probable intermediate in the synthesis of 4-hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-dioxide from phenylmethanesulfamide and dimethyl oxalate in the presence of bases

  摘要：

  The formation of 4-hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-dioxide from phenylmethanesulfamide and dimethyl oxalate under the action of bases is apparently a two-stage process involving the formation of linear methyl N-(benzylsulfonyl)oxamate followed by its cyclization. A stable complex of the heterocycle with dimethylformamide was synthesized.

  DOI：

  10.1007/bf02494576
• 作为产物：
  描述：

  草酸二甲酯 、 苯甲磺酰胺 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以57%的产率得到methyl N-<(phenylmethyl)sulfonyl>oxamate
  参考文献：
  名称：

  MethylN-(benzylsulfonyl)oxamate as a probable intermediate in the synthesis of 4-hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-dioxide from phenylmethanesulfamide and dimethyl oxalate in the presence of bases

  摘要：

  The formation of 4-hydroxy-5-phenyl-3(2H)-isothiazolone 1,1-dioxide from phenylmethanesulfamide and dimethyl oxalate under the action of bases is apparently a two-stage process involving the formation of linear methyl N-(benzylsulfonyl)oxamate followed by its cyclization. A stable complex of the heterocycle with dimethylformamide was synthesized.

  DOI：

  10.1007/bf02494576

文献信息

• 4-Hydroxy-5-substituted-3-(2H)-isothiazolone-1,1-dioxide derivatives
  申请人：Merck & Co., Inc.

  公开号：US04428956A1

  公开（公告）日：1984-01-31

  4-Hydroxy-5-substituted-3(2H)-isothiazolone-1,1-dioxide derivatives of the formula: ##STR1## where X and Y are independently selected from the group consisting of hydrogen, halogen, and C.sub.1-6 alkyl; provided that positions 2 and 6 of the substituted phenyl moiety may not be substituted; and n is 0 or 1; or a pharmaceutically acceptable salt thereof; useful in treating urinary tract, especially renal calcium oxalate lithiasis.

  该公式化合物为4-羟基-5-取代-3（2H）-异噻唑烷-1,1-二氧化物衍生物，其化学式为：##STR1## 其中X和Y独立地选自氢，卤素和C.sub.1-6烷基的群，但取代苯基的2和6位置不得被取代；n为0或1；或其药学上可接受的盐。该化合物可用于治疗尿路，尤其是肾钙草酸盐结石。
• Diamino isothiazole-1-oxides and 1,1 dioxides as gastric secretion
  申请人：Merck & Co., Inc.

  公开号：US05171860A1

  公开（公告）日：1992-12-15

  This invention is directed to diamino isothiazole -1-oxides and -1,1-dioxides and related compounds as well as pharmaceutical compositions and methods useful in the treatment of gastric secretion in mammals.

  本发明涉及二氨基异噻唑-1-氧化物和-1,1-二氧化物及相关化合物，以及在治疗哺乳动物胃分泌方面有用的药物组合物和方法。
• Diamino isothiazole -1-oxides and -1,1-dioxides as gastric secretion inhibitors
  申请人：Merck & Co., Inc.

  公开号：EP0067436A2

  公开（公告）日：1982-12-22

  Novel diamino isothiazote-1-oxides and -1,1-dioxides having the formulae: and are disclosed wherein: R is e.g. hydrogen, loweralkyl; p is 1 or 2; n is 0 or 1; m is 2 to 4; X is oxygen, sulfur or methylene; R2 is e.g. hydrogen, halogen or loweralkyl; R3 and R4 are e.g. independently hydrogen or loweralkyl; and Ⓐ is phenylene or a 5- or 6-membered heterocycle containing one to three heteroatoms selected from oxygen, sulfur or nitrogen, which may optionally have a benzo ring fused thereon; and, a substituted 5-membered heterocycle wherein the substituents are loweralkyl, loweralkoxy, carbonyl, halo, carbamoyl, substituted carbamoyl; provided that when Ⓐ in Formulae la and Ib above is a 5-membered heterocycle, or a benzo fused 5-membered heterocycle containing one heteroatom, n is 1; and, the physiologically acceptable salts and N-oxides thereof. Processes for preparing such compounds are also disclosed. The compounds are useful for suppressing gastric acid secretions in mammals.

  新颖的二氨基异噻唑-1-氧化物和-1,1-二氧化物，其化学式为 和 公开了其中的 R是氢、低级烷基； p 是 1 或 2 n 是 0 或 1 m 是 2 至 4； X 是氧、硫或亚甲基； R2 是氢、卤素或低级烷基； R3 和 R4 独立地为氢或低级烷基；以及 Ⓐ 是亚苯基或含有一至三个选自氧、硫或氮的杂原子的 5 或 6 元杂环，其上可任选熔合一个苯环；以及取代的 5 元杂环，其中的取代基是低级烷基、低级烷氧基、羰基、卤素、氨基甲酰基、取代的氨基甲酰基； 但当上述式 la 和 Ib 中的Ⓐ为五元杂环或含有一个杂原子的苯并融合五元杂环时，n 为 1；以及其生理上可接受的盐和 N-氧化物。还公开了制备此类化合物的工艺。这些化合物可用于抑制哺乳动物的胃酸分泌。
• 5-Aryl-4-hydroxy-3(2H)-isothiazolone 1,1-dioxide derivatives. Synthesis and carbon-13 NMR characterization
  作者：C. S. Rooney、D. W. Cochran、C. Ziegler、E. J. Cragoe、H. W. R. Williams

  DOI：10.1021/jo00186a028

  日期：1984.6
• ROONEY, C. S.;COCHRAN, D. W.;ZIEGLER, C.;CRAGOE, E. J. ,, JR;WILLIAMS, H.+, J. ORG. CHEM., 1984, 49, N 12, 2212-2217
  作者：ROONEY, C. S.、COCHRAN, D. W.、ZIEGLER, C.、CRAGOE, E. J. ,, JR、WILLIAMS, H.+

  DOI：——

  日期：——