5-chloro-5'-phenyl-3'H-spiro[dihydroindole-3,2'-[1,3,4]thiadiazol]-2-one | 1455123-57-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 5-chloro-5'-phenyl-3'H-spiro[dihydroindole-3,2'-[1,3,4]thiadiazol]-2-one
• 英文别名: 5-chloro-5'-phenylspiro[1H-indole-3,2'-3H-1,3,4-thiadiazole]-2-one
• CAS: 1455123-57-5
• 化学式: C₁₅H₁₀ClN₃OS
• 分子量: 315.783
• InChiKey: JVAOHHAQTYKCSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  78.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对氯苯胺 在 盐酸 、 盐酸羟胺 、 sodium sulfate 作用下， 以 乙醇 、 水 为溶剂， 反应 12.08h， 生成 5-chloro-5'-phenyl-3'H-spiro[dihydroindole-3,2'-[1,3,4]thiadiazol]-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of 5′-phenyl-3′H-spiro-[indoline-3,2′-[1,3,4]oxadiazol]-2-one analogs

  摘要：

  A series of 5'-phenyl-3'H-spiro[indoline-3,2'-[1,3,4]thiadiazol]-2-one analogs were synthesized and their Bcl-2 protein inhibitory activities were studied. The lead compound was originally identified using a fluorescence polarization-based competitive binding assay. Among the 10 compounds investigated, 1k showed good binding affinities to Bcl-xL and Mcl-1, with inhibition constants of 8.9 mu mol/L and 3.4 mu mol/L, respectively. While compound 1c achieved tight binding affinities to Bcl-xL (Ki = 0.16 mu mol/L), has the potential to be a new lead compound. (C) 2013 De-Cai Wang. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2013.06.001

文献信息

• SMALL MOLECULE INHIBITORS OF GPCR GPR68 AND RELATED RECEPTORS FOR TREATING CANCER, GLIOBLASTOMA, AND OTHER INDICATIONS
  申请人：UNIVERSITY OF MARYLAND, BALTIMORE

  公开号：US20220202785A1

  公开（公告）日：2022-06-30

  The invention relates to a class of small molecule inhibitors of GPR68/OGR1, a proton-sensing/stretch-sensing/sheer-stress-sending G-protein coupled receptor, and related receptors GPR4 and GPR65. These inhibitors are useful as a therapeutic for glioblastoma and other neoplasms, as a monotherapy or adjuvant, and also can be used as a treatment for other conditions, such as osteoporosis, inflammatory bowel disease, autoimmune and chronic inflammatory diseases such as multiple sclerosis and inflammatory pain syndromes, GERD, aspiration pneumonitis, bacterial and viral pneumonia, COPD, acute respiratory distress syndrome (ARDS), and COVID-19.