(9ci)-1-(6-甲基-2-苯并噻唑)-乙酮 | 54483-92-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: (9ci)-1-(6-甲基-2-苯并噻唑)-乙酮
• 英文名称: 1-(6-methylbenzo[d]thiazol-2-yl)ethanone
• 英文别名: 1-(6-methylbenzo[d]thiazol-2-yl)ethan-1-one；2-acetyl-6-methylbenzothiazole；6-Methyl-2-benzothiazolyl-methylketon；2-Acetyl-6-methylbenzothiazol；1-(6-methyl-benzothiazol-2-yl)-ethanone；Ethanone, 1-(6-methyl-2-benzothiazolyl)-(9CI)；1-(6-methyl-1,3-benzothiazol-2-yl)ethanone
• CAS: 54483-92-0
• 化学式: C₁₀H₉NOS
• 分子量: 191.254
• InChiKey: SNBFYAIPAYKHHZ-UHFFFAOYSA-N

物化性质

• 沸点：
  319.6±35.0 °C(Predicted)
• 密度：
  1.241±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  (9ci)-1-(6-甲基-2-苯并噻唑)-乙酮 在 溴 作用下， 以 氯仿 为溶剂， 反应 6.0h， 生成 2-(2-bromoacetyl)-6-methylbenzothiazole
  参考文献：
  名称：

  Sawhney,S.N. et al., Journal of the Indian Chemical Society, 1974, vol. 51, p. 566 - 568

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基-5-甲基苯硫酚 在 potassium dichromate 作用下， 以 溶剂黄146 为溶剂， 反应 4.0h， 生成 (9ci)-1-(6-甲基-2-苯并噻唑)-乙酮
  参考文献：
  名称：

  Sawhney,S.N. et al., Journal of the Indian Chemical Society, 1974, vol. 51, p. 566 - 568

  摘要：

  DOI：

文献信息

• Pyrazole derivatives and COX inhibitors containing them
  申请人：Grelan Pharmaceutical Co., Ltd.

  公开号：US06136831A1

  公开（公告）日：2000-10-24

  The purpose is to provide anti-inflammatory agents which have potent pharmacological actions and exert a selective inhibitory activity on COX-2, thereby being expected to reduce adverse effects such as disorders in gastric mucosa. The present invention encompasses a compound of the formula (1): wherein R.sup.1 is hydrogen or halogen, R.sup.2 and R.sup.3 are each independently hydrogen, halogen, lower alkyl, lower alkoxy, hydroxy or lower alkanoyloxy, R.sup.4 is lower haloalkyl or lower alkyl, X is sulfur, oxygen or NH, and Y is lower alkylthio, lower alkylsulfonyl or sulfamoyl, which exerts superior anti-inflammatory activity, and highly inhibits COX-2 induced in inflamed sites, with less inhibitory action on COX-1 present in stomach, kidney, etc. Pharmaceutical agents comprising the compound of the present invention are provided as selective COX-2 inhibitors, and anti-inflammatory agents rarely accompanying adverse actions including attacks on gastric mucosa.

  本发明的目的是提供具有强效药理作用并对COX-2具有选择性抑制活性的抗炎药物，从而预期减少胃黏膜疾病等不良反应。本发明包括式（1）化合物：其中R.sup.1为氢或卤素，R.sup.2和R.sup.3各自独立地为氢、卤素、低碳基、低氧基、羟基或低脂肪酸酯基，R.sup.4为低卤代烷基或低碳基，X为硫、氧或NH，Y为低碳基硫基、低碳基磺酰基或磺酰胺基，该化合物具有优越的抗炎活性，并高度抑制在发炎部位诱导的COX-2，对于胃、肾等器官中存在的COX-1的抑制作用较小。本发明提供了包括该化合物的药物制剂作为选择性COX-2抑制剂和几乎不伴随攻击胃黏膜等不良作用的抗炎药物。
• Regulable cross-coupling of alcohols and benzothiazoles <i>via</i> a noble-metal-free photocatalyst under visible light
  作者：Zi-Tong Pan、Xu-Kuan Qi、Qian Xiao、Xi-Wen Liang、Jian-Ji Zhong、Jing-Xin Jian、Qing-Xiao Tong

  DOI：10.1039/d2cc03234a

  日期：——

  This work demonstrated a regulable cross-coupling of alcohols with benzothiazole under visible light. Two kinds of products, alkyl- and acetyl-derived benzothiazoles, are achieved with high yields up to 99% in Ar and 90% in air, respectively.

  这项工作展示了一种可调节的醇与苯并噻唑的交叉偶联反应，在可见光下进行。通过此反应，可以得到两种产物，即烷基和乙酰基衍生的苯并噻唑，分别在气氛和空气中的收率高达99％和90％。
• PYRAZOLE DERIVATIVES AND COX INHIBITORS CONTAINING THEM
  申请人：Grelan Pharmaceutical Co., Ltd.

  公开号：EP1006114A1

  公开（公告）日：2000-06-07

  Antiinflammatory agents which are excellent in pharmacological effects and exhibit selective COX-2 inhibiting activity leading to an expectation of reduction in the adverse effects such as gastric mucosal disturbances. Compounds of general formula (I) have excellent antiinflammatory activity, and exhibit potent inhibitory action against COX-2 induced at an inflamed site with little inhibitory action against COX-1 always present in the stomach, kidney and so on, (wherein R1 is hydrogen or halogeno; R2 and R3 are each hydrogen, halogeno, lower alkyl, lower alkoxy, hydroxyl or lower alkanoyloxy; R4 is halogenated lower alkyl or lower alkyl; X is sulfur, oxygen or NH; and Y is lower alkylthio, lower alkylsulfonyl or sulfamoyl). Accordingly, drugs containing the compounds are useful as antiinflammatory agents reduced in the adverse effects such as gastric mucosal disturbances by virtue of the selective inhibitory activity of the compounds against COX-2.

  抗炎剂具有卓越的药理作用，并具有选择性 COX-2 抑制活性，有望减少胃黏膜紊乱等不良反应。通式（I）化合物具有优异的抗炎活性，对发炎部位诱导的 COX-2 具有强效抑制作用，而对始终存在于胃、肾等部位的 COX-1 几乎没有抑制作用；R2和R3分别是氢、卤素、低级烷基、低级烷氧基、羟基或低级烷酰氧基；R4是卤代低级烷基或低级烷基；X是硫、氧或NH；Y是低级烷硫基、低级烷磺酰基或氨基磺酰基）。因此，含有这些化合物的药物可作为消炎药使用，由于这些化合物对 COX-2 的选择性抑制活性，可减少胃黏膜紊乱等不良反应。
• Peroxides as “Switches” of Dialkyl <i>H</i>-Phosphonate: Two Mild and Metal-Free Methods for Preparation of 2-Acylbenzothiazoles and Dialkyl Benzothiazol-2-ylphosphonates
  作者：Xiao-Lan Chen、Xu Li、Ling-Bo Qu、Yu-Chun Tang、Wen-Peng Mai、Dong-Hui Wei、Wen-Zhu Bi、Li-Kun Duan、Kai Sun、Jian-Yu Chen、Dian-Dian Ke、Yu-Fen Zhao

  DOI：10.1021/jo501791n

  日期：2014.9.5

  Two mild and metal-free methods for the preparation of two kinds of important benzothiazole derivatives, 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates, respectively, were developed. The diallcyl H-phosphonate (RO)(2)P(O)H exists in equilibrium with its tautomer dialkyl phosphite (RO)(2)POH. TBHP triggered alpha-carbon-centered phosphite radical formation, whereas DTBP triggered phosphorus-centered phosphonate radical formation. The two types of radicals led respectively to two different reaction processes, the direct C-2-acylation of benzothiazoles and C-2-phosphonation of benzothiazoles.
• US6136831A
  申请人：——

  公开号：US6136831A

  公开（公告）日：2000-10-24