2-amino-5-hydroxybenzenethiol | 39958-33-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯硫酚类
• 英文名称: 2-amino-5-hydroxybenzenethiol
• 英文别名: 4-amino-3-mercaptophenol；4-Amino-3-sulfanylphenol
• CAS: 39958-33-3
• 化学式: C₆H₇NOS
• mdl: MFCD19206033
• 分子量: 141.194
• InChiKey: ODANUYJDDOXXKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-5-hydroxybenzenethiol 在 锂硼氢 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-amino-3-[[2-(hydroxymethyl)phenyl]methylsulfanyl]phenol
  参考文献：
  名称：

  Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3

  摘要：

  A novel series of 17 beta-hydroxysteroid dehydrogenase type 3 (17 beta-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17 beta-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.039
• 作为产物：
  描述：

  2-氨基-6-羟基苯并噻唑 在 氢氧化钾 、 1,4-二巯基-2,3-丁二醇 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 生成 2-amino-5-hydroxybenzenethiol
  参考文献：
  名称：

  Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3

  摘要：

  A novel series of 17 beta-hydroxysteroid dehydrogenase type 3 (17 beta-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17 beta-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.12.039

文献信息

• Luminogenic and fluorogenic compounds and methods to detect molecules or conditions
  申请人：Promega Corporation

  公开号：EP2277872B1

  公开（公告）日：2016-03-23
• Non-nucleoside inhibitors of HCV polymerase NS5B. Part 2: Synthesis and structure–activity relationships of benzothiazine-substituted quinolinediones
  作者：Javier de Vicente、Robert T. Hendricks、David B. Smith、Jay B. Fell、John Fischer、Stacey R. Spencer、Peter J. Stengel、Peter Mohr、John E. Robinson、James F. Blake、Ramona K. Hilgenkamp、Calvin Yee、George Adjabeng、Todd R. Elworthy、Jahari Tracy、Elbert Chin、Jim Li、Beihan Wang、Joe T. Bamberg、Rebecca Stephenson、Connie Oshiro、Seth F. Harris、Manjiri Ghate、Vincent Leveque、Isabel Najera、Sophie Le Pogam、Sonal Rajyaguru、Gloria Ao-Ieong、Ludmila Alexandrova、Susan Larrabee、Michael Brandl、Andrew Briggs、Sunil Sukhtankar、Robert Farrell、Brian Xu

  DOI：10.1016/j.bmcl.2009.05.004

  日期：2009.7

  A new series of benzothiazine-substituted quinolinediones were evaluated as inhibitors of HCV polymerase NS5B. SAR studies on this series revealed a methyl sulfonamide group as a high affinity feature. Analogues with this group showed submicromolar potencies in the HCV cell based replicon assay. Pharmacokinetic and toxicology studies were also performed on a selected compound (34) to evaluate in vivo properties of this new class of inhibitors of HCV NS5B polymerase.
• [EN] D-LUCIFERIN, D-LUCIFERIN DERIVATIVE, PRECURSOR OF THESE COMPOUNDS AND METHOD FOR PRODUCING THESE COMPOUNDS<br/>[FR] D-LUCIFÉRINE, DÉRIVÉ DE D-LUCIFÉRINE, PRÉCURSEUR DE CES COMPOSÉS ET PROCÉDÉ DE PRODUCTION DE CES COMPOSÉS<br/>[JA] Ｄ－ルシフェリン及びＤ－ルシフェリン誘導体、並びにこれら化合物の前駆体、並びにこれらの製造方法
  申请人：[en]KANTO DENKA KOGYO CO., LTD.;[ja]関東電化工業株式会社

  公开号：WO2022196819A1

  公开（公告）日：2022-09-22

  製造工程が多段階であり高価な２－シアノ－６－ヒドロキシベンゾチアゾールを用いないこれまでに前例のないＤ－ルシフェリン及びＤ－ルシフェリン誘導体の新しい製造方法を確立すること。　Ｄ－ルシフェリン及びＤ－ルシフェリン誘導体の製造方法において、前駆体となる下記式（１）： （式中、ＸはＨ、ＯＣＨ３又はＯＨであり、Ｙ、Ｚ及びＷはＨ又は１価の有機基である）で表される新規なジアミノジチオエーテル置換体を経由することによって上記課題を達成する。
• Identification of a novel series of tetrahydrodibenzazocines as inhibitors of 17β-hydroxysteroid dehydrogenase type 3
  作者：Brian E. Fink、Ashvinikumar V. Gavai、John S. Tokarski、Bindu Goyal、Raj Misra、Hai-Yun Xiao、S. David Kimball、Wen-Ching Han、Derek Norris、Thomas E. Spires、Dan You、Marco M. Gottardis、Matthew V. Lorenzi、Gregory D. Vite

  DOI：10.1016/j.bmcl.2005.12.039

  日期：2006.3

  A novel series of 17 beta-hydroxysteroid dehydrogenase type 3 (17 beta-HSD3) inhibitors has been identified. These inhibitors, based on a dibenzazocine core, exhibited picomolar to low nanomolar inhibition of 17 beta-HSD3 in cell-free enzymatic as well as in cell-based transcriptional reporter assays. (C) 2005 Elsevier Ltd. All rights reserved.