N-(4,5,6,7-Tetrahydro-2-benzothiazolyl)-α-chloroacetamid | 22455-51-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(4,5,6,7-Tetrahydro-2-benzothiazolyl)-α-chloroacetamid
• 英文别名: 2-Chloro-N-(4,5,6,7-tetrahydro-benzothiazol-2-yl)-acetamide；2-chloro-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
• CAS: 22455-51-2
• 化学式: C₉H₁₁ClN₂OS
• mdl: MFCD00719690
• 分子量: 230.718
• InChiKey: YTIVGTKPWXNVDJ-UHFFFAOYSA-N

物化性质

• 熔点：
  157-158 °C(Solv: ethanol (64-17-5))
• 密度：
  1.411±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.555
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT

反应信息

• 作为反应物：
  描述：

  1-环己基哌嗪 、 N-(4,5,6,7-Tetrahydro-2-benzothiazolyl)-α-chloroacetamid 在 potassium iodide 作用下， 生成 2-(4-cyclohexylpiperazin-1-yl)-N-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)acetamide
  参考文献：
  名称：

  Arylpiperazines as fatty acid transport protein 1 (FATP1) inhibitors with improved potency and pharmacokinetic properties

  摘要：

  The discovery and optimization of a novel series of FATP1 inhibitors are described. Through the derivatization process, arylpiperazine derivatives 5k and 12a were identified as possessing potent in vitro activity against human and mouse FATP1s as well as excellent pharmacokinetic properties. In vivo evaluation of triglyceride accumulation in the liver, white gastrocnemius muscle and soleus is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.116
• 作为产物：
  描述：

  4,5,6,7-四氢苯并噻唑-2-胺 、 氯乙酰氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 N-(4,5,6,7-Tetrahydro-2-benzothiazolyl)-α-chloroacetamid
  参考文献：
  名称：

  含噻唑/苯并噻唑环的新型二硫代氨基甲酸酯衍生物的合成及抗菌活性评价

  摘要：

  图形摘要摘要 2-(取代苯基)-2-氧乙基4-(嘧啶-2-基)哌嗪-1-碳二硫代(A1-A24)衍生物和2-(4-取代的噻唑-2-基氨基)-的合成2-氧乙基4-(嘧啶-2-基)哌嗪-1-碳二硫代(B1-B14)衍生物从4-(2-嘧啶基)哌嗪二硫代氨基甲酸酯的钾盐开始进行。所得化合物的结构通过1H NMR、13C NMR、MS谱数据和元素分析阐明。使用微量稀释技术测试了 38 种新合成化合物对 12 种微生物菌株的抗菌活性。化合物 2-(4-ethoxycarbonylthiazol-2-ylamino)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (B12), 2-(3-fluorophenyl)-2-oxoethyl 4-(pyrimidin- 2-yl)piperazin-1-carbodithiodate (A18)

  DOI：

  10.1080/10426507.2016.1150277

文献信息

• Some 6-Substituted 3-Aryl-7-oxothiazolo[4,5-<i>d</i>]pyrimidin-2(3<i>H</i>)-thione Derivatives and Their Antimicrobial Activities
  作者：Seref Demirayak、Faten Dali Ali、Baland Sirvan Osman、Yagmur Tunali

  DOI：10.1080/10426500701323333

  日期：2007.6.14

  3-aryl-6-substituted thiazolopyrimidin-2(3H)-thione derivatives 4 and 6 have been synthesized by reacting thiazolopyrimidines 2 with ω -bromoacetophenone 3 and 2-chloro-N-(2-thiazolyl)acetamides 5 . The structure elucidation of the obtained compounds was performed by IR, 1 H-NMR, MASS spectroscopy, and elemental analyses. The antibacterial and antifungal activities of the compounds were investigated, and

  在本研究中，3-芳基-6-取代的噻唑并嘧啶-2(3H)-硫酮衍生物 4 和 6 已通过噻唑并嘧啶 2 与 ω-溴苯乙酮 3 和 2-氯-N-(2-噻唑基) 乙酰胺 5 反应合成。所得化合物的结构解析通过IR、 1 H-NMR、质谱和元素分析进行​​。研究了化合物的抗菌和抗真菌活性，据报道，这些化合物表现出显着的抗菌活性。
• Synthesis of 2-[4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio]-N-(thiazole-2-yl)acetamide derivatives and their anticancer activities
  作者：Murat Duran、Şeref Demirayak

  DOI：10.1007/s00044-012-0411-5

  日期：2013.9

  In this work, 2-(4,5-dimethyl-1-(phenylamino)-1H-imidazol-2-ylthio)-N-(thiazol-2-yl) acetamide derivatives were synthesized by reacting 4,5-dimethyl-1-(phenylamino)-1H-imidazole-2(3H)-thione derivatives with some 2-chloro-N-(thiazol-2-yl)acetamide compounds. The structure of synthesized compounds was confirmed by IR, H-1 NMR, and mass spectra. Anticancer activities of the compounds selected by the National Cancer Institute were investigated by testing against a panel of 60 different human tumor cell lines derived from nine neoplastic cancer types. Compounds 7, 13, and 23 exhibited reasonable anticancer activity against the screened cancer types with relatively low GI(50) values. The compounds showed high activity against melanoma-type cell lines.
• Synthesis and antimicrobial activity evaluation of new dithiocarbamate derivatives bearing thiazole/benzothiazole rings
  作者：Leyla Yurttaş、Yusuf Özkay、Murat Duran、Gülhan Turan-Zitouni、Ahmet Özdemir、Zerrin Cantürk、Kaan Küçükoğlu、Zafer Asım Kaplancıklı

  DOI：10.1080/10426507.2016.1150277

  日期：2016.8.2

  compounds were elucidated by 1H NMR, 13C NMR, MS spectral data, and elemental analysis. The antimicrobial activity of the thirty eight newly synthesized compounds were tested against 12 microorganism strains using the microdilution technique. Compounds 2-(4-ethoxycarbonylthiazol-2-ylamino)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (B12), 2-(3-fluorophenyl)-2-oxoethyl 4-(pyrimidin-2-yl)pipera

  图形摘要摘要 2-(取代苯基)-2-氧乙基4-(嘧啶-2-基)哌嗪-1-碳二硫代(A1-A24)衍生物和2-(4-取代的噻唑-2-基氨基)-的合成2-氧乙基4-(嘧啶-2-基)哌嗪-1-碳二硫代(B1-B14)衍生物从4-(2-嘧啶基)哌嗪二硫代氨基甲酸酯的钾盐开始进行。所得化合物的结构通过1H NMR、13C NMR、MS谱数据和元素分析阐明。使用微量稀释技术测试了 38 种新合成化合物对 12 种微生物菌株的抗菌活性。化合物 2-(4-ethoxycarbonylthiazol-2-ylamino)-2-oxoethyl 4-(pyrimidin-2-yl)piperazin-1-carbodithiodate (B12), 2-(3-fluorophenyl)-2-oxoethyl 4-(pyrimidin- 2-yl)piperazin-1-carbodithiodate (A18)
• Arylpiperazines as fatty acid transport protein 1 (FATP1) inhibitors with improved potency and pharmacokinetic properties
  作者：Tetsuyoshi Matsufuji、Mika Ikeda、Asuka Naito、Masakazu Hirouchi、Shoichi Kanda、Masanori Izumi、Jun Harada、Tsuyoshi Shinozuka

  DOI：10.1016/j.bmcl.2013.02.116

  日期：2013.5

  The discovery and optimization of a novel series of FATP1 inhibitors are described. Through the derivatization process, arylpiperazine derivatives 5k and 12a were identified as possessing potent in vitro activity against human and mouse FATP1s as well as excellent pharmacokinetic properties. In vivo evaluation of triglyceride accumulation in the liver, white gastrocnemius muscle and soleus is also described. (C) 2013 Elsevier Ltd. All rights reserved.