3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide | 728033-97-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide
• 英文别名: N-(4-trifluoromethoxyphenyl) 3-aminothiophene-2-carboxamide；3-amino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide；3-amino-N-[4-(trifluoromethoxy)phenyl]thiophene-2-carboxamide
• CAS: 728033-97-4
• 化学式: C₁₂H₉F₃N₂O₂S
• 分子量: 302.277
• InChiKey: LYUIVBCLRFPAND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  92.6
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide 在 三乙基硅烷 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 3-[(4-喹啉甲基)氨基]-N-[4-(三氟甲氧基)苯基]-2-噻吩甲酰胺
  参考文献：
  名称：

  3-(Benzo[d][1,3]dioxol-5-ylamino)-N-(4-fluorophenyl)thiophene-2-carboxamide overcomes cancer chemoresistance via inhibition of angiogenesis and P-glycoprotein efflux pump activity

  摘要：

  噻吩-2-甲酰胺显示出对血管生成和P-gp外流泵的双重抑制作用。

  DOI：

  10.1039/c5ob00233h
• 作为产物：
  描述：

  3-氨基-2-噻吩甲酸甲酯 在 三甲基铝 作用下， 反应 40.0h， 生成 3-smino-N-(4-(trifluoromethoxy)phenyl)thiophene-2-carboxamide
  参考文献：
  名称：

  (2-carboxamido)(3-amino)thiophene compounds

  摘要：

  式(I)所表示的化合物：1或其药学上可接受的盐或N-氧化物，其中R1为2，R2为3，R3为C0-4烷基，可用于治疗癌症。

  公开号：

  US20040186124A1

文献信息

• (2-carboxamido)(3-amino) thiophene compounds
  申请人：Bloxham Jason

  公开号：US20050154014A1

  公开（公告）日：2005-07-14

  Amidoaryl/amidoheteroaryl substituted thiophenes, further substituted with a heteroarylmethylamino group, are useful in the treatment of cancer.

  Amidoaryl/amidoheteroaryl取代噻吩，进一步取代一个杂环芳基甲氨基基团，在癌症治疗中是有用的。
• (2-Carboxamido)(3-amino)thiophene compounds
  申请人：Crew Phillip Andrew

  公开号：US20050192320A1

  公开（公告）日：2005-09-01

  A method of treatment of hyperproliferative disorders comprises administering an effective amount of a compound represented by Formula II: or a pharmaceutically acceptable salt thereof.

  一种治疗过度增殖性疾病的方法，包括给予有效量的II式化合物或其药学上可接受的盐。
• (2-carboxamido)(3-Amino) thiophene compounds
  申请人：OSI Pharmaceuticals, Inc.

  公开号：US07696225B2

  公开（公告）日：2010-04-13

  Amidoaryl/amidoheteroaryl substituted thiophenes, further substituted with a heteroarylmethylamino group, are useful in the treatment of cancer.

  含有Amidoaryl/amidoheteroaryl基团的噻吩，进一步被杂环芳基甲基氨基基团取代，可用于治疗癌症。
• Inhibition of c-Kit, VEGFR-2 (KDR), and ABCG2 by analogues of OSI-930
  作者：Jay P. Patel、Ye-Hong Kuang、Zhe-Sheng Chen、Vijaya L. Korlipara

  DOI：10.1016/j.bmcl.2011.08.070

  日期：2011.11

  The quinoline domain of OSI-930, a dual inhibitor of receptor tyrosine kinases (RTKs) c-Kit and KDR, was modified in an effort to further understand the SAR of OSI-930, and the binding site characteristics of c-Kit and KDR. A series of 16 compounds with heteroatom substituted pyridyl and phenyl ring systems was synthesized and evaluated against a panel of kinases including c-Kit and KDR. Aminopyridyl derivative 6 was found to be the most active member of the series with 91% and 57% inhibition of c-Kit at 10 mu M and 1 mu M, respectively and 88% and 50% inhibition of KDR at 10 mu M and 1 mu M, respectively. The target compounds were also tested for their ability to inhibit efflux of mitoxantrone through inhibition of ATP dependent ABCG2 pump. Nitropyridyl derivative 5 and o-nitrophenyl derivative 7 exhibited complete inhibition of the ABCG2 pump with IC50 values of 13.67 mu M and 16.67 mu M, respectively. (C) 2011 Elsevier Ltd. All rights reserved.
• EP1590328A4
  申请人：——

  公开号：EP1590328A4

  公开（公告）日：2007-09-19