2-(2-phenylethylamino)-5-methyl-4-phenylthiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(2-phenylethylamino)-5-methyl-4-phenylthiazole
• 英文别名: (5-methyl-4-phenyl-thiazol-2-yl)-phenethyl-amine；5-methyl-4-phenyl-N-(2-phenylethyl)-1,3-thiazol-2-amine
• 化学式: C₁₈H₁₈N₂S
• 分子量: 294.42
• InChiKey: NTUXEUGLSZFNPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  potassium thioacyanate 、 2-溴苯丙酮 、 2-苯基乙胺乙酸酯 在 aluminum oxide 、 silica gel 作用下， 以 苯 为溶剂， 反应 6.0h， 以83%的产率得到2-(2-phenylethylamino)-5-methyl-4-phenylthiazole
  参考文献：
  名称：

  One pot synthesis using supported reagents system KSCN/SiO2–RNH3OAc/Al2O3: synthesis of 2-aminothiazoles and N-allylthioureas

  摘要：

  A simple and efficient method has been developed for the synthesis of 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using a supported reagents system, KSCN/SiO2-RNH3OAc/Al2O3, in which alpha-halo ketone reacts first KSCN/SiO2 and the product, alpha.-thiocyanatoketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazoles, in good yield and allyl bromide reacts with KSCN/SiO2 and the product, allyl isothiocyanate, reacts with RNH3OAc/Al2O3 to give N-allylthiourea. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2006.01.075

文献信息

• NOVEL DIPHENYLTHYAZOLE DERIVATIVE
  申请人：HISAMITSU PHARMACEUTICAL CO. INC.

  公开号：EP0592664A1

  公开（公告）日：1994-04-20

  A novel diphenylthiazole derivative which is effectively used as a medicine with an anti-inflammaory, analgesic, antiallergic, uric acid excretion stimulating, or platelet aggregation inhibiting action and is represented by general formula (I), wherein m and n are each 1 or 2; R¹ and R² each represents hydrogen, lower alkyl, lower alkoxy, lower alkylsulfonyl, nitro, amino, methanesulfonyloxy, or halogen; A¹ represents lower alkanesulfonyl, halogenated lower alkanesulfonyl, substituted bezenesulfonyl, lower acyl, or halogenated lower acyl; and A² represents hydrogen, lower alkanesulfonyl, halogenated lower alkanesulfonyl, or lower alkyl.

  一种新型二苯基噻唑衍生物，可有效用作具有抗炎、镇痛、抗过敏、促进尿酸排泄或抑制血小板聚集作用的药物，由通式(I)表示，其中m和n各为1或2；R¹ 和 R² 各自代表氢、低级烷基、低级烷氧基、低级烷磺酰基、硝基、氨基、甲磺酰氧基或卤素；A¹ 代表低级烷磺酰基、卤代低级烷磺酰基、取代的苯磺酰基、低级酰基或卤代低级酰基；A² 代表氢、低级烷磺酰基、卤代低级烷磺酰基或低级烷基。
• DERIVATIVES OF DIPHENYLTHIAZOLE WITH ANTIINFLAMMATORY ACTIVITY
  申请人：HISAMITSU PHARMACEUTICAL CO. INC.

  公开号：EP0592664B1

  公开（公告）日：2000-07-05
• US4307106A
  申请人：——

  公开号：US4307106A

  公开（公告）日：1981-12-22
• US5449783A
  申请人：——

  公开号：US5449783A

  公开（公告）日：1995-09-12
• One pot synthesis using supported reagents system KSCN/SiO2–RNH3OAc/Al2O3: synthesis of 2-aminothiazoles and N-allylthioureas
  作者：Tadashi Aoyama、Sumiko Murata、Izumi Arai、Natsumi Araki、Toshio Takido、Yoshitada Suzuki、Mitsuo Kodomari

  DOI：10.1016/j.tet.2006.01.075

  日期：2006.4

  A simple and efficient method has been developed for the synthesis of 2-aminothiazoles and N-allylthioureas from commercially available materials in one pot by using a supported reagents system, KSCN/SiO2-RNH3OAc/Al2O3, in which alpha-halo ketone reacts first KSCN/SiO2 and the product, alpha.-thiocyanatoketone, reacts with RNH3OAc/Al2O3 to give the final product, 2-aminothiazoles, in good yield and allyl bromide reacts with KSCN/SiO2 and the product, allyl isothiocyanate, reacts with RNH3OAc/Al2O3 to give N-allylthiourea. (c) 2006 Elsevier Ltd. All rights reserved.