4-(pyridine-2-sulfanylmethyl)benzoic acid methyl ester | 82145-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(pyridine-2-sulfanylmethyl)benzoic acid methyl ester
• 英文别名: methyl 4-((pyridin-2-ylthio)methyl)benzoate；Methyl 4-(pyridin-2-ylsulfanylmethyl)benzoate
• CAS: 82145-97-9
• 化学式: C₁₄H₁₃NO₂S
• mdl: MFCD01314354
• 分子量: 259.329
• InChiKey: NQUYHRFNBWPMBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  64.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(pyridine-2-sulfanylmethyl)benzoic acid methyl ester 在 lithium hydroxide 作用下， 以 四氢呋喃 为溶剂， 生成 4-[(2-吡啶基硫基)甲基]苯甲酸
  参考文献：
  名称：

  Design and synthesis of 4-[(s-triazin-2-ylamino)methyl]-N-(2-aminophenyl)-benzamides and their analogues as a novel class of histone deacetylase inhibitors

  摘要：

  Inhibition of histone deacetylases (HDAC) is emerging as a new strategy in human cancer therapy. The synthesis and biological evaluation of a variety of 4-(heteroaryl aminomethyl)-N-(2-aminophenyl)-benzamides is presented herein. From the different series bearing a six-membered heteroaromatic ring studied, the s-triazine series showed the best HDAC1 enzyme and in vitro anti-proliferative activities with IC50 values below micromolar range. Some of these compounds can also significantly reduce tumor growth in human tumor xenograft models in mice. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.009
• 作为产物：
  描述：

  2-巯基吡啶 、 4-溴甲基苯甲酸甲酯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-(pyridine-2-sulfanylmethyl)benzoic acid methyl ester
  参考文献：
  名称：

  Design and synthesis of 4-[(s-triazin-2-ylamino)methyl]-N-(2-aminophenyl)-benzamides and their analogues as a novel class of histone deacetylase inhibitors

  摘要：

  Inhibition of histone deacetylases (HDAC) is emerging as a new strategy in human cancer therapy. The synthesis and biological evaluation of a variety of 4-(heteroaryl aminomethyl)-N-(2-aminophenyl)-benzamides is presented herein. From the different series bearing a six-membered heteroaromatic ring studied, the s-triazine series showed the best HDAC1 enzyme and in vitro anti-proliferative activities with IC50 values below micromolar range. Some of these compounds can also significantly reduce tumor growth in human tumor xenograft models in mice. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.12.009

文献信息

• Pyridyl inhibitors of hedgehog signalling
  申请人：Gunzner L. Janet

  公开号：US20060063779A1

  公开（公告）日：2006-03-23

  The invention provides novel inhibitors of hedgehog signaling that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, X, Y R 1 , R 2 , R 3 , R 4 , m and n are as described herein.

  这项发明提供了一种新型的刺刺信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式I： 其中A、X、Y、R1、R2、R3、R4、m和n如本文所述。
• [EN] alpha,beta-UNSATURATED HYDROXAMIC ACID DERIVATIVES AND THEIR USE AS HISTONE DEACETYLASE INHIBITORS<br/>[FR] DERIVES D'ACIDE HYDROXAMIQUE DOLLAR G(A), DOLLAR G(B)-INSATURES ET LEUR UTILISATION COMME INHIBITEURS DE L'HISTONE DESACETYLASE
  申请人：SK CHEMICALS CO LTD

  公开号：WO2003087066A1

  公开（公告）日：2003-10-23

  Disclosed are agents that inhibit histone deacetylase. More specifically, the present invention relates to novel hydroxamic acid derivatives or pharmaceutically acceptable salts thereof for anticancer agents or other therapeutic agents based on their histone deacetylase inhibitory activity.

  揭示了抑制组蛋白去乙酰化酶的药剂。更具体地，本发明涉及新型羟基胺基酸衍生物或其药用盐，用作抗癌剂或其他治疗剂，基于它们对组蛋白去乙酰化酶的抑制活性。
• PYRIDYL INHIBITORS OF HEDGEHOG SIGNALLING
  申请人：GUNZNER Janet L.

  公开号：US20110092461A1

  公开（公告）日：2011-04-21

  The invention provides novel inhibitors of hedgehog signaling that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, X, Y R 1 , R 2 , R 3 , R 4 , m and n are as described herein.

  本发明提供了新型的刺猬信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式I：其中A、X、Y、R1、R2、R3、R4、m和n如本文所述。
• [EN] PYRIDYL INHIBITORS OF HEDGEHOG SIGNALLING<br/>[FR] INHIBITEURS PYRIDILES DE SIGNALISATION HEDGEHOG
  申请人：GENENTECH INC

  公开号：WO2009126863A2

  公开（公告）日：2009-10-15

  The invention provides novel inhibitors of hedgehog signaling that are useful as s therapeutic agent for treating malignancies where the compounds have the general formula (I): where A, X, Y R1, R2, R3, R4, m and n are as described herein.

  本发明提供了新型的刺猬信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式(I)：其中A、X、Y、R1、R2、R3、R4、m和n如本文所述。
• [EN] PYRIDYL INHIBITORS OF HEDGEHOG SIGNALLING<br/>[FR] INHIBITEURS PYRIDYLES DE LA SIGNALISATION HEDGEHOG
  申请人：GENENTECH INC

  公开号：WO2006028958A2

  公开（公告）日：2006-03-16

  The invention provides novel inhibitors of hedgehog signaling that are useful as a therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, X, Y, R1, R2, R3, R4, and n are as described herein.

  本发明提供了新型的刺猬信号抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有I式的一般公式，其中A，X，Y，R1，R2，R3，R4和n如本文所述。