4-(2-bromo-4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)thiosemicarbazide | 1312698-82-0

• 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: 4-(2-bromo-4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)thiosemicarbazide
• 英文别名: 1-amino-3-[2-bromo-4-(2-sulfanylidene-3H-1,3,4-oxadiazol-5-yl)phenyl]thiourea
• CAS: 1312698-82-0
• 化学式: C₉H₈BrN₅OS₂
• 分子量: 346.231
• InChiKey: TYWOHOVQCQCCTP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  148
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-氨基-3-溴苯甲酸甲酯 在 碳酸氢钠 、 一水合肼 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 反应 1.5h， 生成 4-(2-bromo-4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl)thiosemicarbazide
  参考文献：
  名称：

  Synthesis and biological evaluation of a novel human stem/progenitor cells proliferation activator: 4-(4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl) thiosemicarbazide (Stemazole)

  摘要：

  Stem/progenitor cells are crucial for cell-based therapy and regenerative medicine, and their application in clinical and basic research requires a large supply of cells. To identify effective stem/progenitor cell proliferation activators, we synthesised a series of new 4-(4-(5-mercapto-1,3,4-oxadiazol-2-yl)phenyl) thiosemicarbazide (named Stemazole) derivatives. Preliminary evaluation of the structure-activity relationship (SAR) and the biological activities of the compounds were determined with a luminescent cell viability assay. The identified leading compound, Stemazole, exhibited remarkable proliferation-promoting activity in human hippocampal stem/progenitor cells (HSCs) in a time-dependent and concentration-dependent manner. The proliferation-promoting activity of Stemazole was further confirmed against a panel of human stem/progenitor cells derived from each of the three blastoderm layers. In conclusion, Stemazole is a novel activator of stem cells proliferation. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.017

文献信息

• Small molecular Stemazole for promoting stem cell clonal formation and applications thereof
  申请人：BEIJING NORMAL UNIVERSITY

  公开号：US11324726B2

  公开（公告）日：2022-05-10

  Provided in the present invention are uses of a compound as represented by formula I in preparing a stem cell apoptosis antagonist. Also provided are uses of the compound as represented by formula I in preparing a medicament for preventing or treating cell apoptosis-related diseases, and a culturing method employing the compound as represented by formula I for stem cell culturing. The compound as represented by formula I is (I).

  本发明提供了式 I 所代表的化合物在制备干细胞凋亡拮抗剂中的用途。本发明还提供了式 I 所代表的化合物在制备预防或治疗细胞凋亡相关疾病的药物中的用途，以及采用式 I 所代表的化合物进行干细胞培养的培养方法。式 I 所代表的化合物为 (I)。
• SMALL MOLECULAR STEMAZOLE FOR PROMOTING STEM CELL CLONAL FORMATION AND APPLICATIONS THEREOF
  申请人：BEIJING NORMAL UNIVERSITY

  公开号：US20190209533A1

  公开（公告）日：2019-07-11

  Provided in the present invention are uses of a compound as represented by formula I in preparing a stem cell apoptosis antagonist. Also provided are uses of the compound as represented by formula I in preparing a medicament for preventing or treating cell apoptosis-related diseases, and a culturing method employing the compound as represented by formula I for stem cell culturing. The compound as represented by formula I is (I).