2-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-3-oxo-2,3-dihydrobenzo-[d]isothiazole-6-carboxylic acid 1,1-dioxide | 1569309-98-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-3-oxo-2,3-dihydrobenzo-[d]isothiazole-6-carboxylic acid 1,1-dioxide
• 英文别名: 2-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-3-oxo-2,3-dihydrobenzo[d]isothiazole-6-carboxylic acid 1,1-dioxide；2-[4-(1,3-dioxobenzo[de]isoquinolin-2-yl)butyl]-1,1,3-trioxo-1,2-benzothiazole-6-carboxylic acid
• CAS: 1569309-98-3
• 化学式: C₂₄H₁₈N₂O₇S
• 分子量: 478.482
• InChiKey: GTDWBWPQKMNPCR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-3-oxo-2,3-dihydrobenzo-[d]isothiazole-6-carboxylic acid 1,1-dioxide 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 2.17h， 生成 2-(N-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)sulfamoyl)terephthalic acid
  参考文献：
  名称：

  LPA2 Receptor-Specific Benzoic Acid Derivatives

  摘要：

  本发明揭示了一种有效抑制细胞凋亡并保护细胞和组织免受化疗药物和/或电离辐射凋亡影响的化合物。本发明的化合物作为LPA2受体的激动剂。本发明的化合物包括非脂肪苯甲酸衍生物。

  公开号：

  US20140057936A1
• 作为产物：
  描述：

  萘亚胺 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 生成 2-(4-(1,3-dioxo-1H-benzo[de]isoquinolin-2(3H)-yl)butyl)-3-oxo-2,3-dihydrobenzo-[d]isothiazole-6-carboxylic acid 1,1-dioxide
  参考文献：
  名称：

  Design and Synthesis of Sulfamoyl Benzoic Acid Analogues with Subnanomolar Agonist Activity Specific to the LPA₂ Receptor

  摘要：

  Lysophosphatidic acid (LPA) is a growth factor-like mediator and a ligand for multiple GPCR. The LPA2 GPCR mediates antiapoptotic and mucosal barrier-protective effects in the gut. We synthesized sulfamoyl benzoic acid (SBA) analogues that are the first specific agonists of LPA2, some with subnanomolar activity. We developed an experimental SAR that is supported and rationalized by computational docking analysis of the SBA compounds into the LPA2 ligand-binding pocket.

  DOI：

  10.1021/jm5007116

文献信息

• LPA2 Receptor-Specific Benzoic Acid Derivatives
  申请人：University of Tennessee Research Foundation

  公开号：US20140057936A1

  公开（公告）日：2014-02-27

  Disclosed are compounds effective for inhibiting cellular apoptosis and for protecting cells and tissues from the apoptotic effects of chemotherapeutic agents and/or ionizing radiation. Compounds of the invention act as agonists of the LPA 2 receptor. Compounds of the invention comprise non-lipid benzoic acid derivatives.

  本发明揭示了一种有效抑制细胞凋亡并保护细胞和组织免受化疗药物和/或电离辐射凋亡影响的化合物。本发明的化合物作为LPA2受体的激动剂。本发明的化合物包括非脂肪苯甲酸衍生物。
• LPA2 receptor-specific benzoic acid derivatives
  申请人：University of Tennessee Research Foundation

  公开号：US09056835B2

  公开（公告）日：2015-06-16

  Disclosed are compounds effective for inhibiting cellular apoptosis and for protecting cells and tissues from the apoptotic effects of chemotherapeutic agents and/or ionizing radiation. Compounds of the invention act as agonists of the LPA2 receptor. Compounds of the invention comprise non-lipid benzoic acid derivatives.

  本发明涉及一种有效抑制细胞凋亡并保护细胞和组织免受化疗药物和/或电离辐射的凋亡效应的化合物。本发明的化合物作为LPA2受体的激动剂。本发明的化合物包括非脂肪苯甲酸衍生物。
• LPA2 RECEPTOR-SPECIFIC BENZOIC ACID DERIVATIVES
  申请人：University of Tennessee Research Foundation

  公开号：US20140206714A1

  公开（公告）日：2014-07-24

  Disclosed are compounds effective for inhibiting cellular apoptosis and for protecting cells and tissues from the apoptotic effects of chemotherapeutic agents and/or ionizing radiation. Compounds of the invention act as agonists of the LPA 2 receptor. Compounds of the invention comprise non-lipid benzoic acid derivatives. Further disclosed is a pharmacophore of LPA 2 receptor.

  本发明涉及有效抑制细胞凋亡并保护细胞和组织免受化疗药物和/或电离辐射的凋亡作用的化合物。本发明的化合物作为LPA2受体的激动剂。本发明的化合物包括非脂肪苯甲酸衍生物。此外，本发明还揭示了LPA2受体的药效团。
• US9056835B2
  申请人：——

  公开号：US9056835B2

  公开（公告）日：2015-06-16
• [EN] LPA2 RECEPTOR-SPECIFIC BENZOIC ACID DERIVATIVES<br/>[FR] DÉRIVÉS DE L'ACIDE BENZOÏQUE SPÉCIFIQUES AU RÉCEPTEUR LPA2
  申请人：UNIV TENNESSEE RES FOUNDATION

  公开号：WO2014036038A1

  公开（公告）日：2014-03-06

  Disclosed are compounds effective for inhibiting cellular apoptosis and for protecting cells and tissues from the apoptotic effects of chemotherapeutic agents and/or ionizing radiation. Compounds of the invention act as agonists of the LPA2 receptor. Compounds of the invention comprise non-lipid benzoic acid derivatives.