QB13 | 395081-31-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并嘧啶酮衍生物
• 英文名称: QB13
• 英文别名: 2-[(2-phenylethyl)sulfanyl]-5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4-amine；2-phenethylsulfanyl-5,6,7,8-tetrahydro-benzo[4,5]-thieno[2,3-d]pyrimidin-4-ylamine；2-Phenethylsulfanyl-5,6,7,8-tetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-ylamine；2-(2-phenylethylsulfanyl)-5,6,7,8-tetrahydro-[1]benzothiolo[2,3-d]pyrimidin-4-amine
• CAS: 395081-31-9
• 化学式: C₁₈H₁₉N₃S₂
• 分子量: 341.501
• InChiKey: SGJOGZCAZRQAMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  105
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(3-Benzoyl-thioureido)-5,6,7,8-tetrahydro-benzothiophen-3-carbonitril 、 乙基溴苯 在 sodium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 1.5h， 以72%的产率得到QB13
  参考文献：
  名称：

  Analogs of a 4-aminothieno[2,3-d]pyrimidine lead (QB13) as modulators of P-glycoprotein substrate specificity

  摘要：

  P-glycoprotein (P-gp) is an important factor in the development of multidrug resistance (MDR) in cancer cells. In literature reports, a thieno[ 2,3-d] pyrimidine (QB13) was described as P-gp modulator and opposed effects on the cell accumulation of distinct P-gp substrates were postulated. On the basis of this lead structure, a series of 2-alkylthio-4-aminothieno[2,3-d]pyrimidines was prepared and tested in a daunorubicin accumulation assay. Modulation of substrate specificity was shown for selected compounds in cytotoxicity (MTT) assays. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.09.023

文献信息

• Compounds capable of modulating the activity of multidrug transporters and therapeutic use of the same
  申请人：——

  公开号：US20030073611A1

  公开（公告）日：2003-04-17

  Methods of modulating the activity of multidrug transporters are disclosed. The methods of modulating the activity of multidrug transporters use compounds that selectively increase or decrease the efflux capabilities of the multidrug transporter. The methods can be used therapeutically to enhance performance of therapeutic drugs, like chemotherapeutic drugs and antibiotics; to promote detoxification of cells and tissues; and to increase or decrease the efficacy of the blood-brain barrier or placental barrier.

  揭示了调节多药转运蛋白活性的方法。调节多药转运蛋白活性的方法使用能够选择性增加或减少多药转运蛋白外流能力的化合物。这些方法可以用于治疗，以增强治疗药物（如化疗药物和抗生素）的表现；促进细胞和组织的解毒；以及增加或减少血脑屏障或胎盘屏障的效力。
• Methods and compositions for therapeutic treatment
  申请人：Robbins Wendye

  公开号：US20060111308A1

  公开（公告）日：2006-05-25

  Methods and compositions are described for the modulation of central nervous system and/or fetal effects of substances. Methods and compositions are described for the modulation of efflux transporter activity to increase the efflux of drugs and other compounds out of a physiological compartment and into an external environment. In particular, the methods and compositions disclosed herein provide for the increase of efflux transporter activity at blood-brain, blood-CSF and placental-maternal barriers to increase the efflux of drugs and other compounds from physiological compartments, including central nervous system and fetal compartments.

  所述方法和组合物用于调节物质对中枢神经系统和/或胎儿的影响。本文描述了调节外排转运体活性的方法和组合物，以增加药物和其他化合物从生理区室向外部环境的外排。特别是，本文公开的方法和组合物可以提高血脑屏障、血液-脑脊液屏障和胎盘-母体屏障的外排转运体活性，以增加药物和其他化合物从生理区室（包括中枢神经系统和胎儿区室）的外排。
• Methods and compositions for treating pain
  申请人：Robbins Wendye

  公开号：US20060111307A1

  公开（公告）日：2006-05-25

  Methods and compositions are described for the modulation of central nervous system and/or fetal effects of substances. Methods and compositions are described for the modulation of efflux transporter activity to increase the efflux of drugs and other compounds out of a physiological compartment and into an external environment. In particular, the methods and compositions disclosed herein provide for the increase of efflux transporter activity at blood-brain, blood-CSF and placental-maternal barriers to increase the efflux of drugs and other compounds from physiological compartments, including central nervous system and fetal compartments.

  所述方法和组合物用于调节物质对中枢神经系统和/或胎儿的影响。本文描述了调节外排转运体活性的方法和组合物，以增加药物和其他化合物从生理区室向外部环境的外排。特别是，本文公开的方法和组合物可以提高血脑屏障、血液-脑脊液屏障和胎盘-母体屏障的外排转运体活性，以增加药物和其他化合物从生理区室（包括中枢神经系统和胎儿区室）的外排。
• METHODS AND COMPOSITIONS FOR TREATING PAIN
  申请人：Limerick Neurosciences, Inc.

  公开号：EP1817023A2

  公开（公告）日：2007-08-15
• METHODS FOR TREATING PAIN WITH REDUCED NUASEA AND VOMITING
  申请人：Limerick BioPharma, Inc.

  公开号：EP2066331A2

  公开（公告）日：2009-06-10