4-amino-2-butoxy-5-nitro-6-(para-toluenesulfonyloxy)pyrimidine | 1228588-17-7

• 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-amino-2-butoxy-5-nitro-6-(para-toluenesulfonyloxy)pyrimidine
• 英文别名: (6-amino-2-butoxy-5-nitropyrimidin-4-yl) 4-methylbenzenesulfonate
• CAS: 1228588-17-7
• 化学式: C₁₅H₁₈N₄O₆S
• 分子量: 382.397
• InChiKey: JYYKDCCZYUXQNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  159
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  Ethyl 2-[[3-(pyrrolidin-1-ylmethyl)phenyl]methylamino]acetate;oxalic acid 、 4-amino-2-butoxy-5-nitro-6-(para-toluenesulfonyloxy)pyrimidine 在 Ethyl 2-[[3-(pyrrolidin-1-ylmethyl)phenyl]methylamino]acetate;oxalic acid 作用下， 生成 ethyl 2-((6-amino-2-butoxy-5-nitropyrimidin-4-yl)(3-(pyrrolidin-1-ylmethyl)benzyl)amino)acetate
  参考文献：
  名称：

  METHODS OF PREPARING TOLL-LIKE RECEPTOR MODULATORS

  摘要：

  本发明提供了制备4-氨基-2-丁氧基-8-(3-(吡咯烷-1-甲基)苄基)-7,8-二氢蝶啶-6(5H)-酮及相关化合物的方法。

  公开号：

  US20160075707A1
• 作为产物：
  描述：

  6-氨基-2-丁氧基-5-硝基-4(3H)-嘧啶酮 生成 4-amino-2-butoxy-5-nitro-6-(para-toluenesulfonyloxy)pyrimidine
  参考文献：
  名称：

  METHODS OF PREPARING TOLL-LIKE RECEPTOR MODULATORS

  摘要：

  本发明提供了制备4-氨基-2-丁氧基-8-(3-(吡咯烷-1-甲基)苄基)-7,8-二氢蝶啶-6(5H)-酮及相关化合物的方法。

  公开号：

  US20160075707A1

文献信息

• MODULATORS OF TOLL-LIKE RECEPTORS
  申请人：Desai Manoj C.

  公开号：US20100143301A1

  公开（公告）日：2010-06-10

  Provided are modulators of TLRs of Formula II: pharmaceutically acceptable salts thereof, compositions containing such compounds, and therapeutic methods that include the administration of such compounds.

  提供了公式II的TLR调节剂：其药用盐，含有这类化合物的组合物，以及包括给予这类化合物的治疗方法。
• METHODS OF PREPARING TOLL-LIKE RECEPTOR MODULATORS
  申请人：Gilead Sciences, Inc.

  公开号：US20160075707A1

  公开（公告）日：2016-03-17

  The present invention provides methods of preparing 4-amino-2-butoxy-8-(3-(pyrrolidin-1-ylmethyl)benzyl)-7,8-dihydropteridin-6(5H)-one and related compounds.

  本发明提供了制备4-氨基-2-丁氧基-8-(3-(吡咯烷-1-甲基)苄基)-7,8-二氢蝶啶-6(5H)-酮及相关化合物的方法。
• Modulators of toll-like receptors
  申请人：Desai Manoj C.

  公开号：US08367670B2

  公开（公告）日：2013-02-05

  Provided are modulators of TLRs of Formula II: pharmaceutically acceptable salts thereof, compositions containing such compounds, and therapeutic methods that include the administration of such compounds.

  提供了公式II的TLR调节剂：其药学上可接受的盐，含有这些化合物的组合物，以及包括给予这些化合物的治疗方法。
• Identification and Optimization of Pteridinone Toll-like Receptor 7 (TLR7) Agonists for the Oral Treatment of Viral Hepatitis
  作者：Paul A. Roethle、Ryan M. McFadden、Hong Yang、Paul Hrvatin、Hon Hui、Michael Graupe、Brian Gallagher、Jessica Chao、Joseph Hesselgesser、Paul Duatschek、Jim Zheng、Bing Lu、Daniel B. Tumas、Jason Perry、Randall L. Halcomb

  DOI：10.1021/jm400815m

  日期：2013.9.26

  Pteridinone-based Toll-like receptor 7 (TLR7) agonists were identified as potent and selective alternatives to the previously reported adenine-based agonists, leading to the discovery of GS-9620. Analogues were optimized for the immunomodulatory activity and selectivity versus other TLRs, based on differential induction of key cytokines including interferon a (IFN-alpha) and tumor necrosis factor a (TNF-alpha). In addition, physicochemical properties were adjusted to achieve desirable in vivo pharmacokinetic and pharmacodynamic properties. GS-9620 is currently in clinical evaluation for the treatment of chronic hepatitis B (HBV) infection.
• Intermediates for the preparation of modulators of toll-like receptors
  申请人：GILEAD SCIENCES, INC.

  公开号：EP2818469B1

  公开（公告）日：2017-02-15