(2,4-dihydroxy-[3]quinolyl)-acetic acid ethyl ester | 105338-22-5

• 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
• 英文名称: (2,4-dihydroxy-[3]quinolyl)-acetic acid ethyl ester
• 英文别名: (2,4-Dihydroxy-[3]chinolyl)-essigsaeure-aethylester；3-carboethoxymethyl-2,4-dihydroxy-quinoline；(4-Hydroxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic acid ethyl ester；ethyl 2-(4-hydroxy-2-oxo-1H-quinolin-3-yl)acetate
• CAS: 105338-22-5
• 化学式: C₁₃H₁₃NO₄
• 分子量: 247.251
• InChiKey: VUCHAOBOELFXCJ-UHFFFAOYSA-N

物化性质

• 熔点：
  >320 °C
• 沸点：
  466.1±45.0 °C(Predicted)
• 密度：
  1.307±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  75.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2,4-dihydroxy-[3]quinolyl)-acetic acid ethyl ester 在 lithium aluminium tetrahydride 、 乙醚 作用下， 生成 3-(2-hydroxy-ethyl)-4-methoxy-quinolin-2-ol
  参考文献：
  名称：

  Cooke; Haynes, Australian Journal of Chemistry, 1958, vol. 11, p. 225,228

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 丁二酸二乙酯 在 sodium 作用下， 生成 (2,4-dihydroxy-[3]quinolyl)-acetic acid ethyl ester
  参考文献：
  名称：

  Cooke; Haynes, Australian Journal of Chemistry, 1958, vol. 11, p. 225,228

  摘要：

  DOI：

文献信息

• Modulators of phosphoinositide 3-kinase
  申请人：——

  公开号：US20030149074A1

  公开（公告）日：2003-08-07

  Compounds of formula 1 are effective modulators of PI3 kinase: 1 wherein R 1 is H, hydroxy, amino, lower alkyl, or trihalomethyl; R 2 is amino, lower alkylamino, lower acylamino, arylamino, arylacyl-amino, heteroaryl-amino, heteroaryl-acyl amino, where aryl and heteroaryl are substituted with 0-3 substituents selected from the group consisting of halo, trihalomethyl, hydroxy, lower alkyl and lower alkoxy, or a substituent of the form —(CH 2 ) n —C(═X)—R 8 , where n is 0-3 inclusive and X is O or NR 9 , where R 9 is H, lower alkyl, or R 1 , and R 2 together form —CH═N—X—where X is CH, NH, O, or S, and R 8 is H, lower alkyl, lower alkoxy, aryl, aralkyl, or —(CH 2 ) m CR 10 R 11 R 12 , where m is 0-3 inclusive, and R 10 , R 11 , and R 12 are each independently H, lower alkyl, aryl, aralkyl, hydroxy, lower alkoxy, aryloxy, aralkoxy, amino, lower alkyl-amino, arylamino, aralkylamino, heteroaryl amino, or heteroaralkyl amino, where aryl and heteroaryl are substituted with 0-3 substituents selected from the group consisting of halo, hydroxy, and lower alkyl; R 3 is H or lower alkyl; and R 4 , R 5 , R 6 , R 7 are each independently H, halo, hydroxy, amino, nitro, lower alkyl, or lower alkoxy; and pharmaceutically acceptable salts thereof.

  公式1的化合物是有效的PI3激酶调节剂，其中R1为H，羟基，氨基，较低的烷基或三卤甲基；R2为氨基，较低的烷基氨基，较低的酰胺基，芳基氨基，芳基酰基氨基，杂芳基氨基，杂芳基酰基氨基，其中芳基和杂芳基被选择为0-3个取代基，所述取代基选择自卤，三卤甲基，羟基，较低的烷基和较低的烷氧基，或形式为—(CH2)n—C(═X)—R8的取代基，其中n为0-3，X为O或NR9，其中R9为H，较低的烷基或R1，并且R2结合形成—CH═N—X—，其中X为CH，NH，O或S，且R8为H，较低的烷基，较低的烷氧基，芳基，芳基烷基或—(CH2)mCR10R11R12，其中m为0-3，且R10，R11和R12各自独立地为H，较低的烷基，芳基，芳基烷基，羟基，较低的烷氧基，芳氧基，芳基烷氧基，氨基，较低的烷基氨基，芳基氨基，芳基烷基氨基，杂芳基氨基或杂芳基烷基氨基，其中芳基和杂芳基被选择为0-3个取代基，所述取代基选择自卤，羟基和较低的烷基；R3为H或较低的烷基；R4，R5，R6，R7各自独立地为H，卤，羟基，氨基，硝基，较低的烷基或较低的烷氧基；以及其药学上可接受的盐。
• ——
  作者：I. V. Ukrainets、O. L. Kamenetskaya、S. G. Taran、I. Yu. Petukhova、L. N. Voronina

  DOI：10.1023/a:1017596918891

  日期：——
• US6908932B2
  申请人：——

  公开号：US6908932B2

  公开（公告）日：2005-06-21
• [EN] MODULATORS OF PHOSPHOINOSITIDE 3-KINASE<br/>[FR] MODULATEURS DE LA PHOSPHOINOSITIDE 3-KINASE
  申请人：ICONIX PHARM INC

  公开号：WO2003035618A2

  公开（公告）日：2003-05-01

  Compounds of Formula (I) are effective modulators of PI3 kinase wherein R1 is H, hydroxy, amino, lower alkyl, or trihalomethyl; R2 is amino, lower alkylamino, lower acylamino, arylamino, arylacyl-amino, heteroaryl-amino, heteroaryl-acyl amino, where aryl and heteroaryl are substituted with 0-3 substituents selected from the group consisting of halo, trihalomethyl, hydroxy, lower alkyl and lower alkoxy, or a substituent of the form -(CH2)n-C(=X)-R8, where n is 0-3 inclusive and X is O or NR9, where R9 is H, lower alkyl, or R1 and R2 together form -CH=N-X- where X is CH, NH, O, or S, and R8 is H, lower alkyl, lower alkoxy, aryl, aralkyl, or -(CH2)mCR10R11R12, where m is 0-3 inclusive, and R10, R11, and R12 are each independently H, lower alkyl, aryl, aralkyl, hydroxy, lower alkoxy, aryloxy, aralkoxy, amino, lower alkylamino, arylamino, aralkylamino, heteroaryl amino, or heteroaralkyl amino, where aryl and heteroaryl are substituted with 0-3 substituents selected from the group consisting of halo, hydroxy, and lower alkyl; R3 is H or lower alkyl; and R4, R5, R6, R7 are each independently H, halo, hydroxy, amino, nitro, lower alkyl, or lower alkoxy; and pharmaceutically acceptable salts thereof.
• Cooke; Haynes, Australian Journal of Chemistry, 1958, vol. 11, p. 225,228
  作者：Cooke、Haynes

  DOI：——

  日期：——