[2-(4-Methylphenyl)-1,3-benzothiazol-6-yl] acetate | 101078-57-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: [2-(4-Methylphenyl)-1,3-benzothiazol-6-yl] acetate
• CAS: 101078-57-3
• 化学式: C₁₆H₁₃NO₂S
• 分子量: 283.351
• InChiKey: ZJHBKDIJKLWVFA-UHFFFAOYSA-N

物化性质

• 熔点：
  161-162 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  437.5±47.0 °C(Predicted)
• 密度：
  1.256±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [2-(4-Methylphenyl)-1,3-benzothiazol-6-yl] acetate 在 N-溴代丁二酰亚胺(NBS) 、 过氧化氢苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 12.0h， 生成 [2-[4-(bromomethyl)phenyl]-1,3-benzothiazol-6-yl] acetate
  参考文献：
  名称：

  Organic phosphorus compounds. 1. 4-(Benzothiazol-2-yl)benzylphosphonate as potent calcium antagonistic vasodilator

  摘要：

  A series of 4-(benzothiazol-2-yl)benzylphosphonic acid dialkyl ester derivatives were synthesized and evaluated for coronary vasodilatory activity by Langendorff's method in the isolated guinea pig heart. Many of the phosphonic acid dialkyl esters exhibited vasodilatory activity and calcium antagonism comparable with those of diltiazem hydrochloride, whereas phosphonic acid 1b and its nonphosphonated precursor 7a were inactive. These results indicate the necessity of the diethoxyphosphinyl moiety for vasodilatory activity. Substitution of the benzothiazole ring with a variety of substituents did not significantly enhance the activity of the unsubstituted compound. Compound 10b (KB-944) was chosen for detailed pharmacological evaluation.

  DOI：

  10.1021/jm00155a037
• 作为产物：
  描述：

  N-(4-甲氧基苯基)-4-甲基苯甲酰胺 在 劳森试剂 、 氢氧化钾 、 氢溴酸 、 potassium hexacyanoferrate(III) 作用下， 以 水 、 甲苯 为溶剂， 反应 13.0h， 生成 [2-(4-Methylphenyl)-1,3-benzothiazol-6-yl] acetate
  参考文献：
  名称：

  Organic phosphorus compounds. 1. 4-(Benzothiazol-2-yl)benzylphosphonate as potent calcium antagonistic vasodilator

  摘要：

  A series of 4-(benzothiazol-2-yl)benzylphosphonic acid dialkyl ester derivatives were synthesized and evaluated for coronary vasodilatory activity by Langendorff's method in the isolated guinea pig heart. Many of the phosphonic acid dialkyl esters exhibited vasodilatory activity and calcium antagonism comparable with those of diltiazem hydrochloride, whereas phosphonic acid 1b and its nonphosphonated precursor 7a were inactive. These results indicate the necessity of the diethoxyphosphinyl moiety for vasodilatory activity. Substitution of the benzothiazole ring with a variety of substituents did not significantly enhance the activity of the unsubstituted compound. Compound 10b (KB-944) was chosen for detailed pharmacological evaluation.

  DOI：

  10.1021/jm00155a037

文献信息

• Novel benzothiazole and antirheumatic agent comprising it as an active ingredient
  申请人：KANEBO, LTD.

  公开号：EP0306708A1

  公开（公告）日：1989-03-15

  A benzothiazole of the following formula in which R represents a methyl, methoxy, carboxyl or methoxycarbonyl group. The compound is useful for treat­ing rheumatic arthritis.

  下式中的苯并噻唑 其中 R 代表甲基、甲氧基、羧基或甲氧基羰基。该化合物可用于治疗风湿性关节炎。
• YOSHINO, KOHICHIRO;KOHNO, TOSHIHIKO;UNO, TOSHIO;TOMINORI, MORITA;TSUKAMOT+, J. MED. CHEM., 1986, 29, N 5, 820-825
  作者：YOSHINO, KOHICHIRO、KOHNO, TOSHIHIKO、UNO, TOSHIO、TOMINORI, MORITA、TSUKAMOT+

  DOI：——

  日期：——
• US4910211A
  申请人：——

  公开号：US4910211A

  公开（公告）日：1990-03-20