2-甲基噻唑-4-甲酰亚胺酰胺 | 18876-81-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-甲基噻唑-4-甲酰亚胺酰胺
• 英文名称: 2-Methyl-4-thiazolcarboxamidin
• 英文别名: 2-Methylthiazole-4-carboximidamide；2-methyl-1,3-thiazole-4-carboximidamide
• CAS: 18876-81-8
• 化学式: C₅H₇N₃S
• mdl: MFCD00178765
• 分子量: 141.197
• InChiKey: SEHSTONTNZCNLJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  91
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-甲基噻唑-4-甲酰亚胺酰胺 在 sodium ethanolate 、 肼 、 三氯氧磷 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 4-(3-methyl-2,5-dioxo-2,5-dihydro-pyrrol-1-ylamino)-2-(2-methyl-thiazol-4-yl)-pyrimidine-5-carboxylic acid ethyl ester
  参考文献：
  名称：

  Novel inhibitors of AP-1 and NF-κB mediated gene expression: structure–activity relationship studies of ethyl 4-[(3-Methyl-2,5-dioxo(3-pyrrolinyl))amino]-2-(trifluoromethyl)pyrimidine-5-carboxylate

  摘要：

  In an effort to identify novel inhibitors of AP-1 and NF-kappa B mediated transcriptional activation, several analogues of ethyl 4-[(3-methyl-2,5-dioxo(3-pyrrolinyl))amino]-2-(trifluoromethyl)pyrimidine-5-carboxylate (1) were synthesized and tested in two in vitro assays. The 2-(2'-thienyl) substituted compound (II) was identified as the most potent in this series. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(00)00312-7

文献信息

• Chemical Synthesis Enables Structural Reengineering of Aglaroxin C Leading to Inhibition Bias for Hepatitis C Viral Infection
  作者：Wenhan Zhang、Shufeng Liu、Rayelle I. Maiga、Jerry Pelletier、Lauren E. Brown、Tony T. Wang、John A. Porco

  DOI：10.1021/jacs.8b11477

  日期：2019.1.23

  rocaglate (flavagline) natural product, aglaroxin C displays intriguing biological activity by inhibiting hepatitis C viral entry. To further elucidate structure-activity relationships and diversify the pyrimidinone scaffold, we report a concise synthesis of aglaroxin C utilizing a highly regioselective pyrimidinone condensation. We have prepared more than 40 aglaroxin C analogues utilizing various amidine

  作为一种独特的 rocaglate (flavagline) 天然产物，aglaroxin C 通过抑制丙型肝炎病毒进入显示出有趣的生物活性。为了进一步阐明构效关系并使嘧啶酮支架多样化，我们报告了利用高度区域选择性嘧啶酮缩合的 aglaroxin C 的简明合成。我们已经利用各种脒缩合伙伴制备了 40 多种 aglaroxin C 类似物。通过对类似物的生物学评估，我们发现了两种先导化合物 CMLD012043 和 CMLD012044，它们显示出对丙型肝炎病毒进入抑制与翻译抑制的优先偏向。总体而言，该研究证明了化学合成能够产生具有靶向抑制偏向性和改善的治疗指数的天然产物变体。
• Dihydropyrimidine Compounds and Their Uses in Preparation of Medicaments for Treating and Preventing Antiviral Diseases
  申请人：Li Song

  公开号：US20100087448A1

  公开（公告）日：2010-04-08

  The present invention relates to a compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof, to a process for preparing the compound of formula (I), and to use of the compound of formula (I) or a pharmaceutically acceptable salt or hydrate thereof as a medicament, in particular as a medicament for the treatment and prevention of type B hepatitis.

  本发明涉及一种式（I）的化合物或其药学上可接受的盐或水合物，制备该式（I）化合物的方法，以及将该式（I）的化合物或其药学上可接受的盐或水合物用作药物，特别是用作治疗和预防乙型肝炎的药物。
• Four‐Component Synthesis of Fully Substituted 1,2,4‐Triazoles
  作者：Steven T. Staben、Nicole Blaquiere

  DOI：10.1002/anie.200905897

  日期：2010.1.8

  4 one: Palladium‐catalyzed carbonylation initiates a highly regioselective triazole synthesis. In this four‐partner protocol, the aryl halide, amidine, and hydrazine partners are easily varied, allowing the synthesis of fully substituted 1,2,4‐triazoles in a modular fashion. This methodology is demonstrated with the synthesis of druglike and/or pharmaceutically relevant molecules such as deferasirox

  全部4个：钯催化的羰基化引发高度区域选择性的三唑合成。在此四伙伴协议中，芳基卤、,和肼的配偶很容易变化，从而可以模块化方式合成完全取代的1,2,4-三唑。通过合成药物样和/或药学上相关的分子（如地拉罗司）证明了该方法学。
• DIHYDROPYRIMIDINE COMPOUNDS AND THEIR USES IN PREPARATION OF MEDICAMENTS FOR TREATING AND PREVENTING ANTIVIRAL DISEASES
  申请人：Beijing Molecule Science and Technology Co., Ltd.

  公开号：EP2039686B1

  公开（公告）日：2012-02-29