(S)-3-((9H-fluoren-9-ylideneamino)oxy)-2-methylpropanoic acid | 430424-93-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: (S)-3-((9H-fluoren-9-ylideneamino)oxy)-2-methylpropanoic acid
• 英文别名: (2S)-3-[(9H-fluoren-9-ylideneamino)oxy]-2-methylpropanoic acid；(2S)-3-(fluoren-9-ylideneamino)oxy-2-methylpropanoic acid
• CAS: 430424-93-4
• 化学式: C₁₇H₁₅NO₃
• 分子量: 281.311
• InChiKey: ZHFDVDMCVXUGGF-NSHDSACASA-N

物化性质

• 沸点：
  505.7±52.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  58.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-3-((9H-fluoren-9-ylideneamino)oxy)-2-methylpropanoic acid 在 三乙胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.75h， 生成 (6R,7R)-3-(acetyloxymethyl)-7-[[(2S)-3-(fluoren-9-ylideneamino)oxy-2-methylpropanoyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  Macchia; Menchini; Orlandini, Il Farmaco, 1996, vol. 51, # 4, p. 283 - 286

  摘要：

  DOI：
• 作为产物：
  描述：

  methyl (2S)-3-(fluoren-9-ylideneamino)oxy-2-methylpropanoate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 以57%的产率得到(S)-3-((9H-fluoren-9-ylideneamino)oxy)-2-methylpropanoic acid
  参考文献：
  名称：

  Enantiopure 3-(arylmethylidene)aminoxy-2-methylpropionic acids: synthesis and antiinflammatory properties

  摘要：

  Some optically active 3-(arylmethylidene)aminoxy- (3a-g, 4a-g) and fluorenylideneaminoxy-2-methylpropionic acids (5, 6), were prepared as analogues of the antiinflammatory arylpropionic acids of type B, in which the aromatic group is substituted by an MAOM moiety. Some of the new compounds. tested in vivo for their antiinflammatory properties by means of the carrageenan-induced paw edema method in rats, exhibited activity indices similar to that shown in the same test by ibuprofen. Compounds 3a.b and 4a,b, for which at least one of the two enantiomers had shown an inhibition value higher than 40% in the in vivo test, were assayed for their in vitro enzymatic inhibitory activity. showing percentage inhibition values between 40 and 50% at a concentration of 10 muM against COX-2: at the same concentration, they appeared to be devoid of any activity towards COX-1. Compounds 3a.b and 4a,b also proved to possess a similar toxicity. The lack of enantioselectivity shown by compounds 3-6 was tentatively explained in terms of a conformational freedom of the enantiomers which allows their quasi-superimposition. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01275-2

文献信息

• IDENTIFICATION AND TARGETED MODULATION OF GENE SIGNALING NETWORKS
  申请人：CAMP4 THERAPEUTICS CORPORATION

  公开号：US20210254056A1

  公开（公告）日：2021-08-19

  The present invention provides methods and compositions for the evaluation, alteration and/or optimization of gene signaling. Methods and systems are also provided which exploit the information generated in the identification of new targets and non-canonical signaling pathways.
• Macchia; Menchini; Orlandini, Il Farmaco, 1996, vol. 51, # 4, p. 283 - 286
  作者：Macchia、Menchini、Orlandini、Rossello、Broccali、Visconti

  DOI：——

  日期：——
• Enantiopure 3-(arylmethylidene)aminoxy-2-methylpropionic acids: synthesis and antiinflammatory properties
  作者：A Balsamo

  DOI：10.1016/s0223-5234(01)01275-2

  日期：2001.10

  Some optically active 3-(arylmethylidene)aminoxy- (3a-g, 4a-g) and fluorenylideneaminoxy-2-methylpropionic acids (5, 6), were prepared as analogues of the antiinflammatory arylpropionic acids of type B, in which the aromatic group is substituted by an MAOM moiety. Some of the new compounds. tested in vivo for their antiinflammatory properties by means of the carrageenan-induced paw edema method in rats, exhibited activity indices similar to that shown in the same test by ibuprofen. Compounds 3a.b and 4a,b, for which at least one of the two enantiomers had shown an inhibition value higher than 40% in the in vivo test, were assayed for their in vitro enzymatic inhibitory activity. showing percentage inhibition values between 40 and 50% at a concentration of 10 muM against COX-2: at the same concentration, they appeared to be devoid of any activity towards COX-1. Compounds 3a.b and 4a,b also proved to possess a similar toxicity. The lack of enantioselectivity shown by compounds 3-6 was tentatively explained in terms of a conformational freedom of the enantiomers which allows their quasi-superimposition. (C) 2001 Editions scientifiques et medicales Elsevier SAS.