8-羟基-喹啉-2-羧酸甲酯 | 21638-90-4

• 物质功能分类: 医药中间体 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 8-羟基-喹啉-2-羧酸甲酯
• 中文别名: 8-羟基-2-喹啉甲酸甲酯
• 英文名称: methyl 8-hydroxyquinoline-2-carboxylate
• 英文别名: methyl 8-oxyquinoline-2-carboxylate；methyl 8-hydroxyquinaldate；8-hydroxy-quinoline-2-carboxylic acid methyl ester；8-Hydroxy-chinolin-2-carbonsaeure-methylester；8-hydroxyquinoline-2-carboxylic acid methyl ester；8-hydroxoquinaldic acid methyl ester
• CAS: 21638-90-4
• 化学式: C₁₁H₉NO₃
• 分子量: 203.197
• InChiKey: DTYHRSIQPYNEJX-UHFFFAOYSA-N

物化性质

• 熔点：
  103-105 °C
• 沸点：
  389.2±22.0 °C(Predicted)
• 密度：
  1.327±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  59.4
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933499090

反应信息

• 作为反应物：
  描述：

  8-羟基-喹啉-2-羧酸甲酯 在 potassium dihydrogenphosphate 、 potassium nitrososulfonate 作用下， 以 甲醇 、 水 为溶剂， 反应 3.0h， 生成 methyl 5,8-dihydro-5,8-dioxoquinoline-2-carboxylate
  参考文献：
  名称：

  Anti-inflammatory Thiazine Alkaloids Isolated from the New Zealand Ascidian Aplidium sp.:  Inhibitors of the Neutrophil Respiratory Burst in a Model of Gouty Arthritis

  摘要：

  Ascidiathiazones A (3) and B (4), two new tricyclic thiazine-containing quinolinequinone alkaloids, were isolated from the New Zealand ascidian Aplidium species. Both compounds inhibited the in vitro production of superoxide by PMA-stimulated human neutrophils in a dose-dependent manner with IC50 1.55 +/- 0.32 and 0.44 +/- 0.09 mu M, respectively. In vivo inhibition of superoxide production by peritoneal neutrophils in a murine model of gout was observed for both compounds with oral doses of 25.6 mu mol/kg. Ascidiathiazone A (3) was synthesized in four steps from 8-hydroxyquinoline-2-carboxylic acid.

  DOI：

  10.1021/np060626o
• 作为产物：
  描述：

  8-羟基喹哪啶 在 selenium(IV) oxide 、 甲酸 、 氯化亚砜 、 双氧水 作用下， 反应 14.0h， 生成 8-羟基-喹啉-2-羧酸甲酯
  参考文献：
  名称：

  Fluorescent schiff base probes for sequential detection of Al3+ and F− and cell imaging applications

  摘要：

  Two novel Schiff-base fluorescent probers SQ and NQ based on 8-hydroxyquinoline moiety were designed and synthesized. The both probes were capable of binding with Al3+ by naked eye detection to produce a significant fluorescence enhancement response with a detection limit of 1.48 x 10(-8) and 4.23 x 10(-8) M, respectively. At the same time, the formed complexes SQ-Al3+ and NQ-Al3+ could sequentially detect F-, and the detection limits of F- were determined to be 1.64 x 10(-7) and 3.58 x 10(-8) M, respectively. The "off-on-off" fluorescence response process demonstrated that the binding were reversible. The probes were further successfully utilized to detect Al3+ and E in vitro PC12 cells. (C) 2019 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2019.117678

文献信息

• N-acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020055631A1

  公开（公告）日：2002-05-09

  N-Benzoyl arylsulfonamides having the formula 1 are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-Xl抑制剂，有助于促进细胞凋亡。还公开了BCL-Xl抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• N-Acylsulfonamide apoptosis promoters
  申请人：——

  公开号：US20020086887A1

  公开（公告）日：2002-07-04

  N-Benzoyl arylsulfonamides having the formula 1 Are BCL-X1 inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-X1 inhibiting compositions and methods of promoting apoptosis in a mammal.

  N-苯甲酰芳基磺胺酰胺具有以下化学式，是BCL-X1抑制剂，有助于促进细胞凋亡。还公开了BCL-X1抑制组合物和在哺乳动物中促进细胞凋亡的方法。
• [EN] NEW COMPOUNDS<br/>[FR] NOUVEAUX COMPOSÉS
  申请人：CT NAC INVESTIGACIONES ONCOLOGICAS CNIO

  公开号：WO2013005057A1

  公开（公告）日：2013-01-10

  There is provided compounds of formula I,wherein R1 R2, X, R3, X1, X2, Xa, Xb, Xc, Xd, Xf, X9 and R4 have meanings given in the description (and which compounds are optionally substituted as indicated in the description), and pharmaceutically-acceptable esters, amides, solvates or salts thereof, which compounds are useful in the treatment of diseases in which inhibition of a protein or lipid kinase (e.g. a PIM family kinase, such as PIM-1, PIM-2 and/or PIM-3) is desired and/or required, and particularly in the treatment of cancer or a proliferative disease. There is also provided combinations comprising the compounds of formula I.

  提供了具有式I的化合物，其中R1、R2、X、R3、X1、X2、Xa、Xb、Xc、Xd、Xf、X9和R4的含义如描述中所示（并且这些化合物可以根据描述中所示进行选择性取代），以及其药学上可接受的酯、酰胺、溶剂合物或盐，这些化合物在治疗需要或期望抑制蛋白激酶或脂质激酶（例如PIM家族激酶，如PIM-1、PIM-2和/或PIM-3）的疾病中非常有用，特别是在癌症或增殖性疾病的治疗中。还提供了包含式I化合物的组合物。
• [EN] QUINOLINES AS INHIBITORS OF FARNESYL PYROPHOSPHATE SYNTHASE<br/>[FR] QUINOLÉINES EN TANT QU'INHIBITEURS DE LA FARNÉSYL PYROPHOSPHATE SYNTHASE
  申请人：NOVARTIS AG

  公开号：WO2009106586A1

  公开（公告）日：2009-09-03

  The invention relates to a compound of formula (I) wherein the substituents are as described in the specification, which are useful as farnesyl pyrophosphate synthase modulators, e.g. in the treatment of proliferative diseases, to methods of manufacturing such compounds and to intermediates thereof.

  本发明涉及式(I)化合物，其中取代基如说明书中所述，这些化合物作为法尼基焦磷酸合酶调节剂是有用的，例如在增殖性疾病的治疗中，涉及制造这些化合物的方法及其中间体。
• Oligomerization of higher olefins and alkylation of toluene catalyzed by 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline oxovanadium(v) complexes
  作者：N. A. Kolosov、V. A. Tuskaev、S. Ch. Gagieva、O. V. Polyakova、A. I. Sizov、B. M. Bulychev

  DOI：10.1007/s11172-016-1648-9

  日期：2016.11

  New oxovanadium(V) complexes with 2-[hydroxy(diaryl)methyl]-8-hydroxyquinoline ligands were synthesized. These compounds were found to be efficient tandem catalysts of oligomerization of hex-1-ene and alkylation of toluene, which leads to the mixture of hexyl-, dihexyl-, and trihexyltoluenes with the conversion of the starting alkene more than 99%.

  合成了具有 2-[羟基(二芳基)甲基]-8-羟基喹啉配体的新氧钒 (V) 配合物。发现这些化合物是己-1-烯低聚和甲苯烷基化的有效串联催化剂，这导致己基甲苯、二己基甲苯和三己基甲苯的混合物，起始烯烃的转化率超过 99%。