methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate | 59804-24-9

• 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 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate
• 英文别名: 3-(N-carbethoxymethyl-N-methyl-sulfamoyl)-thiophene-2-carboxylic acid methyl ester；3-(N-carbethoxymethyl-N-methylsulfamoyl)-thiophene-2-carboxylic acid methyl ester；methyl 3-[(2-ethoxy-2-oxoethyl)-methylsulfamoyl]thiophene-2-carboxylate
• CAS: 59804-24-9
• 化学式: C₁₁H₁₅NO₆S₂
• 分子量: 321.375
• InChiKey: YZWHKLAAQYXJOH-UHFFFAOYSA-N

物化性质

• 沸点：
  457.8±55.0 °C(Predicted)
• 密度：
  1.365±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  127
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate 在 sodium methylate 作用下， 以 甲醇 、 xylene 为溶剂， 反应 7.67h， 生成 替诺昔康
  参考文献：
  名称：

  Analogs and derivatives of tenoxicam. 1. Synthesis and antiinflammatory activities of analogs with different residues on the ring nitrogen and the amide nitrogen

  摘要：

  The synthesis of tenoxicam, 4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxami de 1,1-dioxide (1e), and of the analogues with various residues on the ring nitrogen and the amide nitrogen is described. This new class of "oxicams" has pronounced antiinflammatory and analgesic properties. The very specific structure-activity relationship of isomeric and isosteric groups at the amide nitrogen has been evaluated. The substituent in position 2 also has a great influence on the pharmacological properties. Tenoxicam is presently undergoing clinical trials.

  DOI：

  10.1021/jm00387a017
• 作为产物：
  描述：

  3-氯噻吩-2-羧酸 在 吡啶 、 sodium hydroxide 、 五氯化磷 、 potassium chloride 、 sodium hydrogensulfite 、 copper(l) chloride 、 三氯氧磷 作用下， 以 氯仿 、 水 为溶剂， 反应 22.5h， 生成 methyl 3-<-N-methylamino>sulfonyl>-2-thiophenecarboxylate
  参考文献：
  名称：

  Analogs and derivatives of tenoxicam. 1. Synthesis and antiinflammatory activities of analogs with different residues on the ring nitrogen and the amide nitrogen

  摘要：

  The synthesis of tenoxicam, 4-hydroxy-2-methyl-N-2-pyridyl-2H-thieno[2,3-e]-1,2-thiazine-3-carboxami de 1,1-dioxide (1e), and of the analogues with various residues on the ring nitrogen and the amide nitrogen is described. This new class of "oxicams" has pronounced antiinflammatory and analgesic properties. The very specific structure-activity relationship of isomeric and isosteric groups at the amide nitrogen has been evaluated. The substituent in position 2 also has a great influence on the pharmacological properties. Tenoxicam is presently undergoing clinical trials.

  DOI：

  10.1021/jm00387a017

文献信息

• Thienothiazines
  申请人：Hoffmann-La Roche Inc.

  公开号：US04076709A1

  公开（公告）日：1978-02-28

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group. Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and antirheumatic activity.

  本发明涉及以下式的化合物：其中A与其连接的两个碳原子一起形成该基团，而断裂的线代表基团(A)中的双键；R.sub.1代表较低的烷基基团；R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，可能被一个或两个较低的烷基基团取代，或者是一个苯基，可能被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基取代，而R.sub.3和R.sub.4分别代表氢原子或较低的烷基基团。还提供了它们的制备方法。本发明提供的噻吩噻嗪衍生物具有抗炎、镇痛和抗风湿活性。
• Thienothiazine derivatives
  申请人：Hoffman-La Roche Inc.

  公开号：US04177193A1

  公开（公告）日：1979-12-04

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group. Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.

  本发明涉及公式##STR1##中的化合物，其中A与其连接的两个碳原子组成##STR2##，折线表示组(a)中的双键; R.sub.1代表较低的烷基基团; R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，可以被一个或两个较低的烷基基团取代，或者是可以被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基取代的苯基; R.sub.3和R.sub.4分别代表氢原子或较低的烷基基团。本发明还提供了它们的制备方法。本发明提供的噻唑噻吩衍生物具有抗炎、镇痛和抗风湿活性。
• N-Carbalkoxymethylsulfamoyl thiophene carboxylic acid alkyl esters
  申请人：Hoffmann-La Roche Inc.

  公开号：US04134898A1

  公开（公告）日：1979-01-16

  The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## AND THE BROKEN LINE REPRESENTS THE DOUBLE BOND IN GROUP (A); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.

  本发明涉及以下式子的化合物：##STR1## 其中A连同其附着的两个碳原子形成组##STR2##而断裂的线代表(A)中的双键; R.sub.1代表较低的烷基; R.sub.2代表含有1至4个杂原子的芳香杂环环的残基，该残基可以被一个或两个较低的烷基置换，或者是可以被卤素、羟基、较低的烷基、三氟甲基或较低的烷氧基置换的苯基，而R.sub.3和R.sub.4分别代表氢原子或较低的烷基。
• BINDER D.; HROMATKA O.; GEISSLER F.; SCHMIED K.; NOE C. R.; BURRI K.; PFI+, J. MED. CHEM., 30,(1987) N 4, 678-682
  作者：BINDER D.、 HROMATKA O.、 GEISSLER F.、 SCHMIED K.、 NOE C. R.、 BURRI K.、 PFI+

  DOI：——

  日期：——
• US4076709A
  申请人：——

  公开号：US4076709A

  公开（公告）日：1978-02-28