5-甲基-6-氨基吡啶-3-磺酸 | 40741-48-8

• 物质功能分类: 医药中间体 - 杂环化合物 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 5-甲基-6-氨基吡啶-3-磺酸
• 中文别名: 6-氨基-5-甲基吡啶-3-磺酸
• 英文名称: 6-amino-5-methyl-3-pyridinesulfonic acid
• 英文别名: 6-Amino-5-methylpyridine-3-sulfonic acid
• CAS: 40741-48-8
• 化学式: C₆H₈N₂O₃S
• mdl: MFCD04971548
• 分子量: 188.207
• InChiKey: CKKHWWIMOQYJAT-UHFFFAOYSA-N

物化性质

• 密度：
  1.517±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 安全说明：
  S24/25,S36/37
• 危险类别码：
  R20/21/22
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  5-甲基-6-氨基吡啶-3-磺酸 在 氯化亚砜 、 五氯化磷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.17h， 生成 6-氨基-5-甲基-3-吡啶磺酰胺
  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-氨基-3-甲基吡啶 在 硫酸 作用下， 反应 20.0h， 以50%的产率得到5-甲基-6-氨基吡啶-3-磺酸
  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

• [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。
• Methods for treating neurodegenerative disorders
  申请人：Alzheon, Inc.

  公开号：US11077095B2

  公开（公告）日：2021-08-03

  Methods of treating a disease characterized by amyloid aggregates are provided herein.

  本文提供了治疗以淀粉样蛋白聚集体为特征的疾病的方法。
• 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