4-phenethyl-thiazol-2-ylamine | 26175-40-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 4-phenethyl-thiazol-2-ylamine
• 英文别名: 4-Phenaethyl-thiazol-2-ylamin；4-(β-Phenyl-aethyl)-2-amino-thiazol；2-Amino-4-β-phenylethylthiazol；4-Phenethylthiazol-2-amine；4-(2-phenylethyl)-1,3-thiazol-2-amine
• CAS: 26175-40-6
• 化学式: C₁₁H₁₂N₂S
• 分子量: 204.296
• InChiKey: WQYMCEKSLAATHB-UHFFFAOYSA-N

物化性质

• 沸点：
  341.2±11.0 °C(Predicted)
• 密度：
  1.216±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  67.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-phenethyl-thiazol-2-ylamine 生成 2-Amino-4-β-phenylethyl-5-chlorthiazol
  参考文献：
  名称：

  Tripathy; Mahapatra, Journal of the Indian Chemical Society, 1975, vol. 52, # 8, p. 766 - 767

  摘要：

  DOI：
• 作为产物：
  描述：

  1-苯基-4-溴-1,3-丁二酮 在 盐酸 、 汞 、 锌 作用下， 生成 4-phenethyl-thiazol-2-ylamine
  参考文献：
  名称：

  Imidazo[2,1-b]thiazole derivatives. XI. Modulation of the CD2-receptor of human T trypsinized lymphocytes by several imidazo[2,1-b]thiazoles

  摘要：

  About 40 substituted imidazo[2,1-b]thiazoles were obtained in order to study their in vitro immunological effect on the modulation of the expression of human T trypsinized lymphocytes by the CD2 receptor. A synthetic program was developed to introduce either an oxygenated function, such as ester (11, 14), acid (12) and arylketonic groups (9, 13, 15), or two groups, such as an aryl and an ester (1, 6, 8), an acid (3, 7) or a hydrazide (2). These compounds were examined by an E-rosette-forming-cell test, and display a positive drug efficacity index, suggesting a regeneration effect on the expression of CD2 receptors. The following structural parameters are favourable: an aryl moiety on the C-6 with a methoxy or nitro group; and an ethyl ester on the C-3, a double bond to the 2,3-position (the 5,6-position is ineffective). Acid and hydrazide functions or the loss of phenyl group on the C-6 decrease this activity. If the aryl group is on the C-3 or C-2 side chain, the activity is weaker and more so for the latter. However, the most interesting derivatives are less immunostimulating than levamisole hydrochloride.

  DOI：

  10.1016/0223-5234(94)90101-5

文献信息

• N-(5-MEMBERED AROMATIC RING)-AMIDO ANTI-VIRAL COMPOUNDS
  申请人：Schmitz Ulrich Franz

  公开号：US20070265265A1

  公开（公告）日：2007-11-15

  Disclosed are compounds having Formula (I) and the compositions and methods thereof for treating or preventing a viral infection mediated at least in part by a virus in the Flaviviridae family of viruses, wherein A, R 2 , m, R, V, W, T, Z, R 1 , Y, and p are disclosed herein.

  揭示了具有Formula (I)的化合物，以及用于治疗或预防由Flaviviridae病毒家族中的病毒至少部分介导的病毒感染的组合物和方法，其中A、R2、m、R、V、W、T、Z、R1、Y和p在此处被揭示。
• Identification of KPNB1 as a Cellular Target of Aminothiazole Derivatives with Anticancer Activity
  作者：Yong-Hak Kim、Siyoung Ha、Jungwon Kim、Seung Wook Ham

  DOI：10.1002/cmdc.201600159

  日期：2016.7.5

  We found that aminothiazole derivative (E)‐N‐(5‐benzylthiazol‐2‐yl)‐3‐(furan‐2‐yl)acrylamide (1) has strong anticancer activity, and undertook proteomics approaches to identify the target protein of compound 1, importin β1 (KPNB1). A competitive binding assay using fluorescein‐labeled 1 showed that 1 has strong binding affinity for KPNB1 (Kd: ∼20 nm). Furthermore, through western blotting assays for

  我们发现氨基噻唑衍生物（E）-N-（5-苄基噻唑-2-基）-3-（呋喃-2-基）丙烯酰胺（1）具有很强的抗癌活性，并采取了蛋白质组学方法来鉴定化合物的目标蛋白1，输入蛋白β1（KPNB1）。使用荧光素标记的1进行的竞争性结合测定表明1具有对KPNB1的强结合亲和力（K d：〜20 n m）。此外，通过针对KPNB1，KPNA2，EGFR，ErbB2和STAT3的蛋白质印迹分析，我们确认了1对importin途径具有抑制作用。KPBN1似乎在几种癌细胞中过表达，并且siRNA诱导的KPNB1抑制作用显示出对癌细胞增殖的显着抑制作用，而使非癌细胞没有受到影响。因此，化合物1是开发KPNB1靶向抗癌药的有希望的新线索。荧光素标记的1可能是开发新型KPNB1抑制剂的有用定量探针。
• N-(5-Membered Aromatic Ring)-Amido Anti-Viral Compounds
  申请人：Schmitz Franz Ulrich

  公开号：US20100004441A1

  公开（公告）日：2010-01-07

  Disclosed are compounds having Formula (I) and the compositions and methods thereof for treating or preventing a viral infection mediated at least in part by a virus in the Flaviviridae family of viruses, wherein A, R 2 , m, R, V, W, T, Z, R 1 , Y, and p are disclosed herein.

  本发明涉及具有式（I）的化合物及其组合物和方法，用于治疗或预防由Flaviviridae病毒家族中的病毒至少部分介导的病毒感染。其中，本文披露了A、R2、m、R、V、W、T、Z、R1、Y和p。
• Tripathy et al., Journal of the Indian Chemical Society, 1958, vol. 35, p. 407,409
  作者：Tripathy et al.

  DOI：——

  日期：——
• Mahapatra, Journal of the Indian Chemical Society, 1956, vol. 33, p. 527,530
  作者：Mahapatra

  DOI：——

  日期：——