3-(3-oxo-1,3-diphenylpropylsulfanyl)propionic acid | 133961-83-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 3-(3-oxo-1,3-diphenylpropylsulfanyl)propionic acid
• 英文别名: 3-(3-oxo-1,3-diphenylpropylthio)propanoic acid；3-(3-Oxo-1,3-diphenylpropyl)sulfanylpropanoic acid
• CAS: 133961-83-8
• 化学式: C₁₈H₁₈O₃S
• 分子量: 314.405
• InChiKey: JQIADGNIKMYBDD-UHFFFAOYSA-N

物化性质

• 熔点：
  161-162 °C(Solv: benzene (71-43-2))
• 沸点：
  530.0±50.0 °C(Predicted)
• 密度：
  1.223±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苯乙酮 在 氯化锆(IV) 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 3-(3-oxo-1,3-diphenylpropylsulfanyl)propionic acid
  参考文献：
  名称：

  Design and synthesis of 1,3-biarylsulfanyl derivatives as new anti-breast cancer agents

  摘要：

  A new series of 1,3-biarylsulfanyl derivatives (homodibenzyl core motif) have been designed and synthesized as new estrogen receptor ligands by chopping benzothiophene core of raloxifene to engender secoraloxifene scaffold. All the synthesized compounds were screened for anti-proliferative, anti-osteoporotic, and anti-implantation activity. Compounds (35, 36) having basic amino anti-estrogenic side chain were exhibiting potential anti-proliferative activity in MCF-7, MDA-MB-231 and ishikawa cell lines. Some of the synthesized compounds having homodibenzyl motif (5, 8, 10) have shown moderate anti-osteoporotic activity. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.07.056

文献信息

• Amino acid catalyzed thio-Michael addition reactions
  作者：Atul Kumar、Akanksha

  DOI：10.1016/j.tet.2007.08.033

  日期：2007.11

  Using amino acid as a catalyst, an inexpensive, nontoxic, environmentally friendly, metal-free reaction procedure for C-S bond formation via thio-Michael addition reaction has been developed. The thio-Michael addition products were obtained in excellent yields under mild and neutral conditions. This metal-free catalytic protocol was found to be a good alternative to the existing metal catalyst methodology for the thio-Michael addition reaction. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis of carboxylic acid derivatives of dihydrochalcones
  作者：Albert L�vai

  DOI：10.1007/bf00815173

  日期：——

  Reaction of chalcones 1-8 with thioglycolic acid, 3-mercaptopropionic acid or thiosalicylic acid gives dihydrochalcone derivatives 9-23.
• Khatoon, Fehmeeda; Pachaury, Rooplata; Ansari, Journal of the Indian Chemical Society, 1997, vol. 74, # 5, p. 417 - 418
  作者：Khatoon, Fehmeeda、Pachaury, Rooplata、Ansari

  DOI：——

  日期：——
• LEVAI, ALBERT, MONATSH. CHEM., 122,(1991) N-2, C. 127-129
  作者：LEVAI, ALBERT

  DOI：——

  日期：——
• Design and synthesis of 1,3-biarylsulfanyl derivatives as new anti-breast cancer agents
  作者：Atul Kumar、Vishwa Deepak Tripathi、Promod Kumar、Lalit Prakash Gupta、Akanksha、Ritu Trivedi、Hemant Bid、V.L. Nayak、Jawed A. Siddiqui、Bandana Chakravarti、Ruchi Saxena、Anila Dwivedi、M.I. Siddiquee、U. Siddiqui、Rituraj Konwar、Naibedya Chattopadhyay

  DOI：10.1016/j.bmc.2011.07.056

  日期：2011.9

  A new series of 1,3-biarylsulfanyl derivatives (homodibenzyl core motif) have been designed and synthesized as new estrogen receptor ligands by chopping benzothiophene core of raloxifene to engender secoraloxifene scaffold. All the synthesized compounds were screened for anti-proliferative, anti-osteoporotic, and anti-implantation activity. Compounds (35, 36) having basic amino anti-estrogenic side chain were exhibiting potential anti-proliferative activity in MCF-7, MDA-MB-231 and ishikawa cell lines. Some of the synthesized compounds having homodibenzyl motif (5, 8, 10) have shown moderate anti-osteoporotic activity. (C) 2011 Elsevier Ltd. All rights reserved.