3-hydroxy-[2]naphthoic acid-(4-amino-anilide) | 53891-03-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-hydroxy-[2]naphthoic acid-(4-amino-anilide)
• 英文别名: 3-Hydroxy-[2]naphthoesaeure-(4-amino-anilid)；N-(4-aminophenyl)-3-hydroxynaphthalene-2-carboxamide
• CAS: 53891-03-5
• 化学式: C₁₇H₁₄N₂O₂
• 分子量: 278.31
• InChiKey: ZUGFGOXYNSPETI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  75.4
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-hydroxy-[2]naphthoic acid-(4-amino-anilide) 、 苯甲酰氯 在 甲苯 作用下， 生成 1-benzoylamino-4-(3-hydroxy-[2]naphthoylamino)-benzene
  参考文献：
  名称：

  Intermediates for azo dyes

  摘要：

  公开号：

  US02126048A1
• 作为产物：
  描述：

  3-羟基-N-(4-硝基苯基)萘-2-甲酰胺 在 盐酸 、 铁粉 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 10.5h， 生成 3-hydroxy-[2]naphthoic acid-(4-amino-anilide)
  参考文献：
  名称：

  顔料分散剤、顔料組成物、及び顔料着色剤

  摘要：

  【问题】提供一种能够显著改善含有颜料的墨水、涂料等流动性的颜料分散剂，同时可以制造出具有优异光泽和清晰度的着色物品。 【解决方案】化合物式（1）所表示的颜料分散剂。该分散剂可以用于制备适用于图像显示、图像记录、印刷墨水、笔墨、塑料、颜料印花或涂料的颜料着色剂。（其中，X为H、卤素原子、烷基、烷氧基、羟基、氰基、巯基或硝基；Y为芳香族基；R1和R2为特定胺类化合物的反应残基） 【选图】无

  公开号：

  JP2015120826A

文献信息

• [EN] NAPHTHAMIDES AS ANTICANCER AGENTS<br/>[FR] NAPHTHAMIDES EN TANT QU'AGENTS ANTI-CANCÉREUX
  申请人：UNIV OREGON HEALTH & SCIENCE

  公开号：WO2010048302A1

  公开（公告）日：2010-04-29

  A compound (particularly useful for inhibiting cancer) according to formula (I): or a pharmaceutically acceptable salt thereof, wherein: x is 0 or 1; R1-R6 are each independently H, -CN, -NO2, -NO, -OH, halogen, hydroxyalkyl, carboxyl, substituted carboxyl, aminocarbonyl, alkoxy, carbonyl or substituted carbonyl; R7 is H, alkyl, alkyl amino, aminoacyl, hydroxyacyl, heteroaryl, heterocycloalkyi, alkyl heteroaryl or alkyl heterocycloalkyl; R8 is H or alkyl; A is O or N; and Ar is an aryl, substituted aryl, heteroaryl, or substituted heleroaryl, provided that if R7 is H then Ar is aryl substituted with alkyl amino.

  一种化合物（特别适用于抑制癌症），其化学式为（I）或其药学上可接受的盐，其中：x为0或1；R1-R6各自独立地为H，-CN，-NO2，-NO，-OH，卤素，羟基烷基，羧基，取代羧基，氨基甲酰基，烷氧基，羰基或取代羰基；R7为H，烷基，烷基氨基，氨基酰基，羟基酰基，杂环芳基，杂环环烷基，烷基杂环芳基或烷基杂环环烷基；R8为H或烷基；A为O或N；Ar为芳基，取代芳基，杂环芳基或取代杂环芳基，但如果R7为H，则Ar为取代烷基氨基的芳基。
• Azo dye
  申请人：ICI LTD

  公开号：US02088726A1

  公开（公告）日：1937-08-03
• Structure–activity relationship studies of naphthol AS-E and its derivatives as anticancer agents by inhibiting CREB-mediated gene transcription
  作者：Bingbing X. Li、Kinrin Yamanaka、Xiangshu Xiao

  DOI：10.1016/j.bmc.2012.09.056

  日期：2012.12

  CREB (cyclic AMP-response element binding protein) is a downstream transcription factor of a multitude of signaling pathways emanating from receptor tyrosine kinases or G-protein coupled receptors. CREB is not activated until it is phosphorylated at Ser133 and its subsequent binding to CREB-binding protein (CBP) through kinase-inducible domain (KID) in CREB and KID-interacting (KIX) domain in CBP. Tumor tissues from various organs present higher level of expression and activation of CREB. Thus CREB has been proposed as a promising cancer drug target. We previously described naphthol AS-E (1a) as a small molecule inhibitor of CREB-mediated gene transcription in living cells. Here we report the structure-activity relationship (SAR) studies of la by modifying the appendant phenyl ring. All the compounds were evaluated for in vitro inhibition of KIX-KID interaction, cellular inhibition of CREB-mediated gene transcription and inhibition of proliferation of four cancer cell lines (A549, MCF-7, MDA-MB-231 and MDA-MB-468). SAR indicated that a small and electron-withdrawing group was preferred at the para-position for KIX-KID interaction inhibition. Compound la was selected for further biological characterization and it was found that la down-regulated the expression of endogenous CREB target genes. Expression of a constitutively active CREB mutant, VP16-CREB in MCF-7 cells rendered the cells resistant to la, suggesting that CREB was critical in mediating its anticancer activity. Furthermore, la was not toxic to normal human cells. Collectively, these data support that la represents a structural template for further development into potential cancer therapeutics with a novel mechanism of action. (C) 2012 Elsevier Ltd. All rights reserved.
• US8653086B2
  申请人：——

  公开号：US8653086B2

  公开（公告）日：2014-02-18
• Intermediates for azo dyes
  申请人：ICI LTD

  公开号：US02126048A1

  公开（公告）日：1938-08-09