4-methyl-5-nitro-2-pyridinethiol | 25391-79-1

• 分子结构分类: 有机化合物 - 有机1,3-偶极化合物 - 烯丙基型1,3-偶极有机化合物
• 英文名称: 4-methyl-5-nitro-2-pyridinethiol
• 英文别名: 4-methyl-5-nitro-1H-pyridine-2-thione
• CAS: 25391-79-1
• 化学式: C₆H₆N₂O₂S
• 分子量: 170.192
• InChiKey: NUROIWGRJGQLSG-UHFFFAOYSA-N

物化性质

• 沸点：
  229.5±43.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  89.9
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-methyl-5-nitro-2-pyridinethiol 在 盐酸 、 氯 、 氨 作用下， 反应 0.75h， 以79%的产率得到4-methyl-5-nitro-2-pyridinesulfonamide
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Novel Benzophenones Leading to the Discovery of a Potent, Next Generation HIV Nonnucleoside Reverse Transcriptase Inhibitor

  摘要：

  Despite the progress of the past two decades, there is still considerable need for safe, efficacious drugs that target human immunodeficiency virus (HIV). This is particularly true for the growing number of patients infected with virus resistant to currently approved HIV drugs. Our high throughput screening effort identified a benzophenone template as a potential nonnucleoside reverse transcriptase inhibitor (NNRTI). This manuscript describes our extensive exploration of the benzophenone structure-activity relationships, which culminated in the identification of several compounds with very potent inhibition of both wild type and clinically relevant NNRTI-resistant mutant strains of HIV. These potent inhibitors include 70h (GW678248), which has in vitro antiviral assay IC50 values of 0.5 nM against wild-type HIV, 1 nM against the K103N mutant associated with clinical resistance to efavirenz, and 0.7 nM against the Y181C mutant associated with clinical resistance to nevirapine. Compound 70h has also demonstrated relatively low clearance in intravenous pharmacokinetic studies in three species, and it is the active component of a drug candidate which has progressed to phase 2 clinical studies.

  DOI：

  10.1021/jm050670l
• 作为产物：
  描述：

  2-氯-5-硝基-4-甲基吡啶 在 硫脲 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以58%的产率得到4-methyl-5-nitro-2-pyridinethiol
  参考文献：
  名称：

  Structure−Activity Relationship Studies of Novel Benzophenones Leading to the Discovery of a Potent, Next Generation HIV Nonnucleoside Reverse Transcriptase Inhibitor

  摘要：

  Despite the progress of the past two decades, there is still considerable need for safe, efficacious drugs that target human immunodeficiency virus (HIV). This is particularly true for the growing number of patients infected with virus resistant to currently approved HIV drugs. Our high throughput screening effort identified a benzophenone template as a potential nonnucleoside reverse transcriptase inhibitor (NNRTI). This manuscript describes our extensive exploration of the benzophenone structure-activity relationships, which culminated in the identification of several compounds with very potent inhibition of both wild type and clinically relevant NNRTI-resistant mutant strains of HIV. These potent inhibitors include 70h (GW678248), which has in vitro antiviral assay IC50 values of 0.5 nM against wild-type HIV, 1 nM against the K103N mutant associated with clinical resistance to efavirenz, and 0.7 nM against the Y181C mutant associated with clinical resistance to nevirapine. Compound 70h has also demonstrated relatively low clearance in intravenous pharmacokinetic studies in three species, and it is the active component of a drug candidate which has progressed to phase 2 clinical studies.

  DOI：

  10.1021/jm050670l

文献信息

• OPTICAL RECORDING MEDIUM AND AZO METAL CHELATE COMPOUND
  申请人：Mitsui Chemicals, Inc.

  公开号：EP1997856A1

  公开（公告）日：2008-12-03

  The present invention is to provide an optical recording medium which is capable of performing good recording and reproducing by using a laser having a wavelength of 300 to 900 nm, a novel azo metal chelate compound, and a novel azo compound. Furthermore, the present invention is to provide an optical recording medium having an azo metal chelate compound in a recording layer.

  本发明提供了一种光记录介质，通过使用波长为300至900纳米的激光、一种新型偶氮金属螯合物和一种新型偶氮化合物，能够进行良好的记录和再现。此外，本发明提供了一种在记录层中含有偶氮金属螯合物的光记录介质。
• [EN] BENZOPHENONES AS INHIBITORS OF REVERSE TRANSCRIPTASE<br/>[FR] BENZOPHENONES AGISSANT COMME INHIBITEURS DE LA TRANSCRIPTASE INVERSE
  申请人：GLAXO GROUP LTD

  公开号：WO2001017982A1

  公开（公告）日：2001-03-15

  The present invention includes benzophenone compounds (I) which are useful in the treatment of HIV infections.

  本发明包括苯甲酮化合物（I），其在治疗HIV感染方面具有用处。
• Benzophenones as inhibitors of reverse transcriptase
  申请人：GLAXO GROUP LIMITED

  公开号：EP1710238A1

  公开（公告）日：2006-10-11

  The present invention includes benzophenone compounds (I) which are useful in the treatment of HIV infections.

  本发明包括二苯甲酮化合物 (I)，它们可用于 治疗艾滋病病毒感染。
• BENZOPHENONES AS INHIBITORS OF REVERSE TRANSCRIPTASE
  申请人：GLAXO GROUP LIMITED

  公开号：EP1208091B1

  公开（公告）日：2006-05-03
• US7273863B1
  申请人：——

  公开号：US7273863B1

  公开（公告）日：2007-09-25