(S)-3-(2-amino-3-hydroxypropyl)-1H-indol-5-ol | 1435266-17-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: (S)-3-(2-amino-3-hydroxypropyl)-1H-indol-5-ol
• 英文别名: 3-((S)-2-Amino-3-hydroxy-propyl)-1H-indol-5-ol；3-[(2S)-2-amino-3-hydroxypropyl]-1H-indol-5-ol
• CAS: 1435266-17-3
• 化学式: C₁₁H₁₄N₂O₂
• 分子量: 206.244
• InChiKey: JGWFAZHKHZOMON-QMMMGPOBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  82.3
• 氢给体数：
  4
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (S)-3-(2-amino-3-hydroxypropyl)-1H-indol-5-ol 在 sodium ethanolate 、 三氟乙酸 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 5.0h， 生成 (10R,15S)-4-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-13-oxa-8,11-diazatetracyclo[7.7.0.02,7.011,15]hexadeca-1(9),2(7),3,5-tetraen-12-one
  参考文献：
  名称：

  Structure-activity relationship for DNA topoisomerase II-induced DNA cleavage by azatoxin analogues

  摘要：

  Eighteen analogues of the nonintercalative DNA topoisomerase II (topo II)-active epipodophyllotoxin-ellipticine hybrid, azatoxin, were synthesized and evaluated for their ability to induce topo II-mediated DNA strand breaks in vitro. In general, the SAR profile of the azatoxins showed more homology with that of the epipodophyllotoxins than with the ellipticines. Of the compounds studied, only fluoro substitution at the 8-, 9, and 10-positions of azatoxins enhanced activity, with 9-fluoroazatoxin being the most active compound in this series. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00113-2
• 作为产物：
  描述：

  L-2-氨基-3-(5-羟基吲哚基)丙酸乙酯盐酸盐 在 sodium tetrahydroborate 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 (S)-3-(2-amino-3-hydroxypropyl)-1H-indol-5-ol
  参考文献：
  名称：

  Structure-activity relationship for DNA topoisomerase II-induced DNA cleavage by azatoxin analogues

  摘要：

  Eighteen analogues of the nonintercalative DNA topoisomerase II (topo II)-active epipodophyllotoxin-ellipticine hybrid, azatoxin, were synthesized and evaluated for their ability to induce topo II-mediated DNA strand breaks in vitro. In general, the SAR profile of the azatoxins showed more homology with that of the epipodophyllotoxins than with the ellipticines. Of the compounds studied, only fluoro substitution at the 8-, 9, and 10-positions of azatoxins enhanced activity, with 9-fluoroazatoxin being the most active compound in this series. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(97)00113-2

文献信息

• FPR1 ANTAGONIST DERIVATIVES AND USE THEREOF
  申请人：CHANG GUNG UNIVERSITY

  公开号：US20150307548A1

  公开（公告）日：2015-10-29

  A dipeptide derivative as formyl peptide receptor 1 (FPR1) antagonist is provided. The dipeptide derivative is represented by formula (I), wherein: the chiral centers in formula (I) are S and R configurations respectively; each of RK and RT is selected from a group consisting of a hydrogen, a hydroxyl group, a C 1 -C 4 alkyl-substituted hydroxyl group, a C 1 -C 4 alkoxyl group, a carboxylic acid group, a C 1 -C 4 alkyl nitrile-substituted, C 1 -C 4 alkyl-substituted or C 1 -C 4 alkoxyl-substituted amido group, a C 1 -C 4 alkyl-substituted ester group and a benzoyl group having a C 1 -C 4 alkyl-substituted benzene ring; and each of RM and RS is selected from a group consisting of a hydrogen, a hydroxyl group, a phenyl group, a pyridinyl group, a carboxylic acid group, a C 1 -C 4 alkoxyl substituted ester group, and a benzoyl group having a hydroxyl-substituted, a halogen-substituted, a C 1 -C 4 alkoxyl-substituted or a C 1 -C 4 alkyl-substituted benzene ring.

  提供一种二肽衍生物作为甲酰肽受体1（FPR1）拮抗剂。该二肽衍生物由式（I）表示，其中： 式（I）中的手性中心分别为S和R构型；RK和RT中的每一个选自以下组成的一组中，该组包括氢、羟基、C1-C4烷基取代的羟基、C1-C4烷氧基、羧酸基、C1-C4烷基腈基取代、C1-C4烷基取代或C1-C4烷氧基取代的酰胺基、C1-C4烷基取代的酯基和具有C1-C4烷基取代苯环的苯甲酰基；RM和RS中的每一个选自以下组成的一组中，该组包括氢、羟基、苯基、吡啶基、羧酸基、C1-C4烷氧基取代的酯基和具有羟基取代、卤素取代、C1-C4烷氧基取代或C1-C4烷基取代苯环的苯甲酰基。
• Novel therapeutic agents that modulate enzymatic processes
  申请人：——

  公开号：US20040023290A1

  公开（公告）日：2004-02-05

  Novel multi-binding compounds are disclosed that modulate enzymatic processes. The compounds of the invention comprise from 2-10 ligands covalently connected, each of said ligands being capable of binding to an enzyme, enzyme substrate or enzyme cofactor thereby modulating the biological processes/functions thereof.

  本发明揭示了一种多重结合化合物，可调节酶过程。该发明的化合物包括2-10个共价连接的配体，每个配体都能够结合到酶、酶底物或酶辅因子上，从而调节其生物过程/功能。
• NOVEL THERAPEUTIC AGENTS THAT MODULATE ENZYMATIC PROCESSES
  申请人：Advanced Medicine, Inc.

  公开号：EP0989857A1

  公开（公告）日：2000-04-05
• EP0989857A4
  申请人：——

  公开号：EP0989857A4

  公开（公告）日：2001-01-17
• MULTIBINDING INHIBITORS OF TOPOISOMERASE
  申请人：Advanced Medicine, Inc.

  公开号：EP1085891A1

  公开（公告）日：2001-03-28