1-(benzothiazol-2-yl)-4-dimethoxyphosphinylmethylbenzene | 75889-61-1

• 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: 1-(benzothiazol-2-yl)-4-dimethoxyphosphinylmethylbenzene
• 英文别名: 2-[4-(dimethoxyphosphorylmethyl)phenyl]-1,3-benzothiazole
• CAS: 75889-61-1
• 化学式: C₁₆H₁₆NO₃PS
• 分子量: 333.348
• InChiKey: PZVFCOBSECKUAX-UHFFFAOYSA-N

物化性质

• 熔点：
  130-131 °C(Solv: hexane (110-54-3))
• 沸点：
  492.6±55.0 °C(Predicted)
• 密度：
  1.293±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  76.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(benzothiazol-2-yl)-4-dimethoxyphosphinylmethylbenzene 、 盐酸 以100%的产率得到
  参考文献：
  名称：

  YOSHINO, KOHICHIRO;KOHNO, TOSHIHIKO;UNO, TOSHIO;TOMINORI, MORITA;TSUKAMOT+, J. MED. CHEM., 1986, 29, N 5, 820-825

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-甲基苯基)苯并噻唑 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 12.25h， 生成 1-(benzothiazol-2-yl)-4-dimethoxyphosphinylmethylbenzene
  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

• Calcium-antagonistic composition
  申请人：Kanebo, Ltd.

  公开号：US04232010A1

  公开（公告）日：1980-11-04

  A phosphonic acid ester of the formula: ##STR1## and R is a lower alkyl, exhibits a calcium-antagonistic activity. Pharmaceutical compositions containing the same are useful in prophylaxis and treatment of ischemic heart diseases such as angina pectoris, myocardial, infarction, etc. and hypertension.

  一种化学式为##STR1##，其中R为低级烷基的膦酸酯具有钙拮抗作用。含有该化合物的药物组合物可用于预防和治疗缺血性心脏病，如心绞痛、心肌梗死等，以及高血压。
• 1-(benzothiazol-2-yl)-4-dialkoxyphosphinyl methylbenzene derivatives and pharmaceutical compositions containing them
  申请人：KANEBO, LTD.

  公开号：EP0010120B1

  公开（公告）日：1983-03-02
• US4232010A
  申请人：——

  公开号：US4232010A

  公开（公告）日：1980-11-04
• Organic phosphorus compounds. 1. 4-(Benzothiazol-2-yl)benzylphosphonate as potent calcium antagonistic vasodilator
  作者：Kohichiro Yoshino、Toshihiko Kohno、Toshio Uno、Tominori Morita、Goro Tsukamoto

  DOI：10.1021/jm00155a037

  日期：1986.5

  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.
• 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：——