2,3-Dihydro-5-methyl-3-oxothieno<3,2-d>isothiazole 1,1-dioxide | 70842-26-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并噻唑类
• 英文名称: 2,3-Dihydro-5-methyl-3-oxothieno<3,2-d>isothiazole 1,1-dioxide
• 英文别名: 5-methyl-thieno-[3,2-d]isothiazole-3(2H)-one-1,1-dioxide；5-methyl-2H,3H-1lambda6-thieno[3,2-d][1,2]thiazole-1,1,3-trione；5-methyl-1,1-dioxothieno[3,2-d][1,2]thiazol-3-one
• CAS: 70842-26-1
• 化学式: C₆H₅NO₃S₂
• 分子量: 203.243
• InChiKey: LKDBZFCQBQTOMF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  99.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,3-Dihydro-5-methyl-3-oxothieno<3,2-d>isothiazole 1,1-dioxide 在 五氯化磷 作用下， 反应 2.0h， 以63%的产率得到3-Cyano-5-methyl-thiophen-2-sulfochlorid
  参考文献：
  名称：

  Unterhalt, Bernard; Bodinka, Frank, Archiv der Pharmazie, 1987, vol. 320, # 11, p. 1181 - 1183

  摘要：

  DOI：
• 作为产物：
  描述：

  5-methyl-2-sulfamoyl-thiophene-3-carboxylic acid 在 对甲苯磺酸 作用下， 以 水 、 甲苯 为溶剂， 生成 2,3-Dihydro-5-methyl-3-oxothieno<3,2-d>isothiazole 1,1-dioxide
  参考文献：
  名称：

  4,5-Dimethyl-thieno[3,2-d]isothiazolo-3(2H)-one-1,1-dioxides,

  摘要：

  式为##STR1##的化合物，其中X为氧或硫；R.sub.1为氢、甲基或乙基；R.sub.2为甲基或乙基；以及与无机或有机碱形成的非毒性、生理上可接受的盐。这些化合物及其盐可用作甜味剂。

  公开号：

  US04233333A1

文献信息

• Condensed isothiazolo-3 (2H)-one-1-1-dioxides
  申请人：Dr. Karl Thomae Gesellschaft mit beschrankter Haftung

  公开号：US04430355A1

  公开（公告）日：1984-02-07

  Compounds of the formula ##STR1## wherein X is oxygen or sulfur; R.sub.1 is hydrogen, methyl or ethyl; and R.sub.2 is methyl or ethyl; and non-toxic, physiologically acceptable salts thereof formed with an inorganic or organic base. The compounds as well as their salts are useful as sweetening agents.

  化合物的公式为##STR1##其中X是氧或硫; R.sub.1是氢，甲基或乙基; R.sub.2是甲基或乙基; 以及与无机或有机碱形成的非毒性，生理上可接受的盐。这些化合物以及它们的盐可用作甜味剂。
• Effect of Structural Modification of Enol−Carboxamide-Type Nonsteroidal Antiinflammatory Drugs on COX-2/COX-1 Selectivity
  作者：Edward S. Lazer、Clara K. Miao、Charles L. Cywin、Ronald Sorcek、Hin-Chor Wong、Zhaoxing Meng、Ian Potocki、MaryAnn Hoermann、Roger J. Snow、Matt A. Tschantz、Terence A. Kelly、Daniel W. McNeil、Simon J. Coutts、Laurie Churchill、Anne G. Graham、Eva David、Peter M. Grob、Wolfhard Engel、Hans Meier、Günter Trummlitz

  DOI：10.1021/jm9607010

  日期：1997.3.1

  Meloxicam (5), an NSAID in the enol-carboxamide class, was developed on the basis of its antiinflammatory activity and relative safety in animal models. In subsequent screening in microsomal assays using human COX-1 and COX-2, we discovered that it possessed a selectivity profile for COX-2 superior to piroxicam and other marketed NSAIDs. We therefore embarked on a study of enol-carboxamide type compounds to determine if COX-2 selectivity and potency could be dramatically improved by structural modification. Substitution at the 6- and 7-positions of the 4-oxo-1,2-benzothiazine-3-carboxamide, alteration of the N-methyl substituent, and amide modification were all examined. In addition we explored several related systems including the isomeric 3-oxo-1,2-benzothiazine-4-carboxamides, thienothiazines, indolothiazines, benzothienothiazines, naphthothiazines, and 1,3- and 1,4-dioxoisoquinolines. While a few examples were found with greater potency in the COX-2 assay, no compound tested had a better COX-2/COX-1 selectivity profile than that of 5.
• UNTERHALT, BERNARD;BODINKA, FRANK, ARCH. PHARM., 320,(1987) N 11, 1181-1183
  作者：UNTERHALT, BERNARD、BODINKA, FRANK

  DOI：——

  日期：——
• US4233333A
  申请人：——

  公开号：US4233333A

  公开（公告）日：1980-11-11
• US4430355A
  申请人：——

  公开号：US4430355A

  公开（公告）日：1984-02-07