N-(2,3-二氢-1-氧代-1H-茚-4-基)-乙酰胺 | 173252-63-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 中文名称: N-(2,3-二氢-1-氧代-1H-茚-4-基)-乙酰胺
• 英文名称: N-(1-oxo-2,3-dihydro-1H-inden-4-yl)acetamide
• 英文别名: N-(1-oxo-indan-4-yl)-acetamide；4-Acetamino-hydrindon-(1)；N-(1-Oxo-indan-4-yl)-acetamid；N-(1-oxo-indan-4-yl)-acetamide；N-(1-oxo-2,3-dihydroinden-4-yl)acetamide
• CAS: 173252-63-6
• 化学式: C₁₁H₁₁NO₂
• mdl: MFCD18647702
• 分子量: 189.214
• InChiKey: DEKMZWJFQSJULY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,3-二氢-1-氧代-1H-茚-4-基)-乙酰胺 在 盐酸 、 sodium hydride 、 一水合肼 作用下， 以 甲醇 、 乙醇 、 苯 为溶剂， 反应 4.0h， 生成 3-Thiophen-3-yl-1,4-dihydroindeno[1,2-c]pyrazol-5-amine
  参考文献：
  名称：

  Synthesis and biological evaluation of 5-substituted 1,4-dihydroindeno[1,2-c]pyrazoles as multitargeted receptor tyrosine kinase inhibitors

  摘要：

  We report the synthesis and biological evaluation of 5-substituted 1,4-dihydroindeno[1,2-c]pyrazoles as multitargeted kinase inhibitors. Initial efforts focused on the development of selective KDR inhibitors, while later strategies involved the improvement of potency toward multiple kinase targets. Thus, several compounds were identified as potent KDR, Flt1, Flt3, and c-Kit inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.031
• 作为产物：
  描述：

  2',3'-dihydrospiro[1,3-dioxolane-2,1'-inden]-4'-amine 在 水 、 对甲苯磺酸 作用下， 以 吡啶 、 丙酮 为溶剂， 反应 1.5h， 生成 N-(2,3-二氢-1-氧代-1H-茚-4-基)-乙酰胺
  参考文献：
  名称：

  Synthesis and biological evaluation of 5-substituted 1,4-dihydroindeno[1,2-c]pyrazoles as multitargeted receptor tyrosine kinase inhibitors

  摘要：

  We report the synthesis and biological evaluation of 5-substituted 1,4-dihydroindeno[1,2-c]pyrazoles as multitargeted kinase inhibitors. Initial efforts focused on the development of selective KDR inhibitors, while later strategies involved the improvement of potency toward multiple kinase targets. Thus, several compounds were identified as potent KDR, Flt1, Flt3, and c-Kit inhibitors. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.03.031

文献信息

• [EN] TRICYCLIC PYRAZOLE KINASE INHIBITORS<br/>[FR] INHIBITEURS DE KINASES A BASE DE TYRAZOLES TRICYCLIQUES
  申请人：ABBOTT LAB

  公开号：WO2005095387A1

  公开（公告）日：2005-10-13

  Compounds of the present invention are useful for inhibiting protein tyrosine kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  本发明的化合物对抑制蛋白酪氨酸激酶具有用处。还公开了制备这些化合物的方法、含有这些化合物的组合物以及使用这些化合物进行治疗的方法。
• Tricyclic pyrazole kinase inhibitors
  申请人：Arnold D. Lee

  公开号：US20060014816A1

  公开（公告）日：2006-01-19

  Compounds of the present invention are useful for inhibiting protein tyrosine kinases. Also disclosed are methods of making the compounds, compositions containing the compounds, and methods of treatment using the compounds.

  本发明的化合物可用于抑制蛋白酪氨酸激酶。还公开了制备该化合物的方法，含有该化合物的组合物，以及使用该化合物的治疗方法。
• Design and synthesis of 4-amino-2′,4′-dihydroxyindanone derivatives as potent inhibitors of tyrosinase and melanin biosynthesis in human melanoma cells
  作者：Leticia M. Lazinski、Morane Beaumet、Brayan Roulier、Rémy Gay、Guy Royal、Marc Maresca、Romain Haudecoeur

  DOI：10.1016/j.ejmech.2024.116165

  日期：2024.2

  overproduction of melanin by human tyrosinase (TYR). Despite the existence of many well-known TYR (tyrosinase) inhibitors commercialized in skin formulations, their TYR-inhibition efficacy remains poor since most of them were investigated over mushroom tyrosinase (TYR), a model with low homology relative to TYR. Considering the need for new potent TYR inhibitors, we designed and synthesized a series

  黑色素生成抑制是治疗皮肤色素沉着过度的一种独特的治疗解决方案，皮肤色素沉着是与人酪氨酸酶 (TYR) 过度产生黑色素相关的主要皮肤病学问题。尽管存在许多在皮肤制剂中商业化的众所周知的 TYR（酪氨酸酶）抑制剂，但它们的 TYR 抑制效果仍然很差，因为它们中的大多数都是针对蘑菇酪氨酸酶（TYR）进行研究的，而蘑菇酪氨酸酶（TYR）是一种与 TYR 具有较低同源性的模型。考虑到对新型强效 TYR 抑制剂的需求，我们设计并合成了一系列以 4-羟基化合物（迄今为止报道的针对人类酶的两种最活性衍生物之一）为原料的茚满酮类化合物，以及市售的硫胺醇。我们观察到，以 4-氨基和 4-酰胺基-2',4'-二羟基茚满酮基序为特征的类似物的活性比人黑色素瘤 MNT-1 细胞裂解物增加了 2 至 10 倍，并且 4- 活性提高了 10 倍。天全细胞实验，与亲本类似物相比。对最有前途的 4-酰胺基衍生物进行了分子对接研究，并提出了与
• 8-Methylureido-4,5-dihydro-4-oxo-10 H -imidazo[1,2- a ]indeno-[1,2- e ]pyrazines: highly potent in vivo AMPA antagonists
  作者：Serge Mignani、Georg Andrees Bohme、Alain Boireau、Michel Cheve、Dominique Damour、Marc-Williams Debono、Arielle Genevois-Borella、Assunta Imperato、Patrick Jimonet、Jeremy Pratt、John C.R. Randle、Yves Ribeill、Marc Vuilhorgne、Jean-Marie Stutzmann

  DOI：10.1016/s0960-894x(00)00054-8

  日期：2000.3

  A novel series of readily water soluble 8-methylureido-4,5-dihydro-4-oxo-10H-imidazo[1,2-a]indeno[1,2-e]pyrazines were synthesized. The -10-yl acetic acid ((+)-3) and -10-carboxylidene (4) derivatives exhibit potent affinities (IC50 = 4 and 19 nM, respectively) and antagonist properties (IC50 = 2 and 3 nM, respectively) at the ionotropic AMPA receptor. These compounds also display anticonvulsant properties against both electrically and sound-induced convulsions in mice after ip, sc and iv administration with ED50 values between 0.9 and 11 mg/kg, thus suggesting adequate brain penetration. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Ingold; Piggott, Journal of the Chemical Society, 1923, vol. 123, p. 1482,1508
  作者：Ingold、Piggott

  DOI：——

  日期：——