2-(phenylcarbamoylmethyl)benzothiazole | 117998-90-0

• 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: 2-(phenylcarbamoylmethyl)benzothiazole
• 英文别名: N-(1,3-benzothiazol-2-ylmethyl)benzamide；n-(benzo[d]thiazol-2-ylmethyl)benzamide；N-benzothiazol-2-ylmethyl-benzamide；N-Benzothiazol-2-ylmethyl-benzamid
• CAS: 117998-90-0
• 化学式: C₁₅H₁₂N₂OS
• 分子量: 268.339
• InChiKey: PYQZKWAXOBMOAR-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  504.7±33.0 °C(Predicted)
• 密度：
  1.294±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 碘 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.33h， 生成 2-(phenylcarbamoylmethyl)benzothiazole
  参考文献：
  名称：

  A Facile Approach to the Synthesis of Benzothiazoles from N-Protected Amino Acids

  摘要：

  -A simple trituration method for the synthesis of 2-substituted benzothiazoles derived from N-protected amino acids and 2-aminothiophenol using molecular iodine as a mild Lewis acid catalyst has been proposed. The reaction occurs in one step for 20-25 min in solve-free conditions and provides the target products in excellent yields.

  DOI：

  10.1134/s1070428020020190

文献信息

• Novel urea derivatives having nitrogen aromatic heterocycle
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：US20010041725A1

  公开（公告）日：2001-11-15

  An object of the present invention is to provide novel urea derivatives which have TNF-&agr; production inhibitory effects and are useful as therapeutic agents for various diseases, particularly as therapeutic agents for autoimmune diseases such as rheumatoid arthritis. The urea derivatives according to the present invention are compounds represented by the formula [I] and salts thereof. In the formula, R 1 is H, alkyl, phenyl or a group of the formula [`I]; R 2 is H, alkyl, carboxyl or ester thereof or the like; R 3 and R 4 are each H, alkyl, cycloalkyl or the like; R 5 is H, alkyl, hydroxy or the like; R 6 is a nitrogen aromatic heterocycle; and A 1 and A 2 are alkylene. 1

  本发明的目的是提供一种新的尿素衍生物，其具有TNF-α生产抑制作用，并可用作各种疾病的治疗剂，特别是作为自身免疫性疾病（如类风湿性关节炎）的治疗剂。本发明的尿素衍生物是由式[I]及其盐所表示的化合物。在该式中，R1为H、烷基、苯基或式[I]的基团；R2为H、烷基、羧基或其酯等；R3和R4分别为H、烷基、环烷基或类似物；R5为H、烷基、羟基或类似物；R6为氮杂环芳基；A1和A2为烷基。
• Urea derivatives having nitrogen aromatic heterocycle
  申请人：Santen Pharmaceutical Co., Ltd.

  公开号：US06420398B2

  公开（公告）日：2002-07-16

  An object of the present invention is to provide novel urea derivatives which have TNF-&agr; production inhibitory effects and are useful as therapeutic agents for various diseases, particularly as therapeutic agents for autoimmune diseases such as rheumatoid arthritis. The urea derivatives according to the present invention are compounds represented by the formula [I] and salts thereof. In the formula, R1 is H, alkyl, phenyl or a group of the formula [`I]; R2 is H, alkyl, carboxyl or ester thereof or the like; R3 and R4 are each H, alkyl, cycloalkyl or the like; R5 is H, alkyl, hydroxy or the like; R6 is a nitrogen aromatic heterocycle; and A1 and A2 are alkylene.

  本发明的目的是提供一种新的尿素衍生物，其具有TNF-α生产抑制作用，并且可用作治疗各种疾病的治疗剂，特别是用作自身免疫性疾病如类风湿性关节炎的治疗剂。本发明的尿素衍生物是由式[I]及其盐所表示的化合物。在该式中，R1为H、烷基、苯基或式[I]的基团；R2为H、烷基、羧基或其酯等；R3和R4各自为H、烷基、环烷基或类似物；R5为H、烷基、羟基或类似物；R6为氮芳杂环；A1和A2为烷基。
• Photocatalyzed hydroxyalkylation of <i>N</i>-heteroaromatics with aldehydes in the aqueous phase
  作者：Jun Xu、Li Liu、Zhao-Cheng Yan、Yang Liu、Long Qin、Ning Deng、Hua-Jian Xu

  DOI：10.1039/d3gc00162h

  日期：——

  Hydroxyalkylated N-heteroaromatics are interesting scaffolds in a wide range of biologically active natural molecules. Herein, a photoredox-catalyzed hydroxyalkylation method for azole derivatives with aldehydes in the aqueous phase under an air atmosphere has been established. Furthermore, our catalytic system is also suitable for the alkylation of azole derivatives with alkanes. This methodology

  羟烷基化N -杂芳烃是广泛的生物活性天然分子中有趣的支架。在此，建立了一种光氧化还原催化的唑衍生物在空气气氛下在水相中与醛的羟烷基化方法。此外，我们的催化体系也适用于唑类衍生物与烷烃的烷基化反应。该方法具有生态友好、无需外加、官能团相容性好等特点。
• NOVEL UREA DERIVATIVES BEARING NITROGENOUS AROMATIC HETEROCYCLES
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP1103543A1

  公开（公告）日：2001-05-30

  Novel urea derivatives represented by general formula (I) and salts thereof, which exhibit an inhibitory effect against the production of TNF-α and are useful as remedies for various diseases, particularly autoimmune diseases such as rheumatoid arthritis, wherein R1 is H, alkyl, phenyl or formula (II) R2 is H, alkyl, carboxyl, an ester thereof or the like; R3 and R4 are each H, alkyl, cycloalkyl or the like; R5 is H, alkyl, hydroxyl or the like; R6 is a nitrogenous aromatic heterocycle; and A1 and A2 are each alkylene.

  通式(I)代表的新型脲衍生物及其盐类，对TNF-α的产生有抑制作用，可用于治疗各种疾病，特别是自身免疫性疾病，如类风湿性关节炎，其中R1是H、烷基、苯基或式(II)R2是H、烷基、羧基、其酯或类似物；R3 和 R4 分别是 H、烷基、环烷基或类似物； R5 是 H、烷基、羟基或类似物； R6 是含氮芳香杂环；以及 A1 和 A2 分别是亚烷基。
• Katritzky, Alan R.; Sakizadeh, Kumars; Swinson, Joel, Synthetic Communications, 1988, vol. 18, # 7, p. 651 - 658
  作者：Katritzky, Alan R.、Sakizadeh, Kumars、Swinson, Joel、Heilmann, Steven M.、Krepski, Larry R.、et al.

  DOI：——

  日期：——