<4-Trifluormethoxy-phenylmercapto>-essigsaeure | 722-34-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: <4-Trifluormethoxy-phenylmercapto>-essigsaeure
• 英文别名: 2-[4-(Trifluoromethoxy)phenyl]sulfanylacetic acid
• CAS: 722-34-9
• 化学式: C₉H₇F₃O₃S
• 分子量: 252.214
• InChiKey: WKNBSVALOLDFSP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  71.8
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  <4-Trifluormethoxy-phenylmercapto>-essigsaeure 、 3-chloro-4-hydroxybenzoic acid hydrazide 、 (4-formyl-3-methoxyphenyl)carbamic acid 9H-fluoren-9-ylmethyl ester 生成 N-{4-[(3-Chloro-4-hydroxy-benzoyl)-hydrazonomethyl]-3-methoxy-phenyl}-2-(4-trifluoromethoxy-phenylsulfanyl)-acetamide
  参考文献：
  名称：

  Optimization of Alkylidene Hydrazide Based Human Glucagon Receptor Antagonists. Discovery of the Highly Potent and Orally Available 3-Cyano-4-hydroxybenzoic Acid [1-(2,3,5,6-Tetramethylbenzyl)-1H-indol-4-ylmethylene]hydrazide

  摘要：

  Highly potent human glucagon receptor (hGluR) antagonists have been prepared employing both medicinal chemistry and targeted libraries based on modification of the core (proximal) dimethoxyphenyl group, the benzyl ether linkage, as well as the (distal) benzylic aryl group of the lead 2, 3-eyano-4-hydroxybenzoic acid (3,5-dimethoxy-4-isopropylbenzyloxybenzylidene)hydrazide. Electron-rich proximal aryl moieties such as mono- and dimethoxy benzenes, naphthalenes, and indoles were found to be active. The SAR was found to be quite insensitive regarding the linkage to the distal aryl group, since long and short as well as polar and apolar linkers gave highly potent compounds. The presence of a distal aryl group was not crucial for obtaining high binding affinity to the hGluR. In many cases, however, the affinity could be further optimized with substituted distal aryl groups. Representative compounds have been tested for in vitro metabolism, and structure-metabolism relationships are described. These efforts lead to the discovery of 74, NNC 25-2504, 3-cyano-4-hydroxybenzoic acid [1-(2,3,5,6-tetramethylbenzyl)-1H-indol-4-ylmethylenelhydrazide, with low in vitro metabolic turnover. 74 was a highly potent noncompetitive antagonist of the human glucagon receptor (IC50 = 2.3 nM, K-B = 760 pM) and of the isolated rat receptor IC50 = 430 pM, K-B = 380 pM). Glucagon-stimulated glucose production from isolated primary rat hepatocytes was inhibited competitively by 74 (K-i = 14 nM). This compound was orally available in dogs (F-po = 15%) and was active in a glucagon-challenged rat model of hyperglucagonemia and hyperglycemia.

  DOI：

  10.1021/jm0208572
• 作为产物：
  描述：

  对三氟甲氧基苯胺 、 氯乙酸 生成 <4-Trifluormethoxy-phenylmercapto>-essigsaeure
  参考文献：
  名称：

  Gerasimenko,Yu.E. et al., Journal of general chemistry of the USSR, 1962, vol. 32, p. 1849 - 1852

  摘要：

  DOI：

文献信息

• [EN] FMS-LIKE TYROSINE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE TYROSINE KINASE DE TYPE FMS
  申请人：3SM BIOTRON INC

  公开号：WO2019191896A1

  公开（公告）日：2019-10-10

  Provided are compounds of formula (I-1) -(I-4),which can be used as FLT3 inhibitors and for treatment and/or prevention of tumors.

  提供的化合物具有(I-1) -(I-4)的结构式，可用作FLT3抑制剂，用于肿瘤的治疗和/或预防。
• Fms-like tyrosine kinase inhibitors
  申请人：3SM BIOTRON INC.

  公开号：US11332476B2

  公开（公告）日：2022-05-17

  The present invention relates to Fms-like tyrosine kinase (FLT3) inhibitors. The present invention provides novel 4-quinolinone derivatives used as FLT3 inhibitors and for treatment and/or prevention of tumors.

  本发明涉及Fms样酪氨酸激酶（FLT3）抑制剂。本发明提供了新型 4-喹啉酮衍生物，可用作 FLT3 抑制剂，用于治疗和/或预防肿瘤。
• FMS-LIKE TYROSINE KINASE INHIBITORS
  申请人：3SM BIOTRON INC.

  公开号：US20200131194A1

  公开（公告）日：2020-04-30

  The present invention relates to Fms-like tyrosine kinase (FLT3) inhibitors. The present invention provides novel 4-quinolinone derivatives used as FLT3 inhibitors and for treatment and/or prevention of tumors.