6-甲基-2-(甲基硫烷基)-4-嘧啶羧酸 | 16490-19-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 6-甲基-2-(甲基硫烷基)-4-嘧啶羧酸
• 英文名称: 6-methyl-2-(methylthio)pyrimidine-4-carboxylic acid
• 英文别名: 6-methyl-2-methylsulfanyl-pyrimidine-4-carboxylic acid；6-methyl-2-(methylthio)-4-pyrimidinecarboxylic acid；6-methyl-2-methylsulfanylpyrimidine-4-carboxylic acid
• CAS: 16490-19-0
• 化学式: C₇H₈N₂O₂S
• mdl: MFCD11839775
• 分子量: 184.219
• InChiKey: IKUATPPOUXOXJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  88.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-甲基-2-(甲基硫烷基)-4-嘧啶羧酸 在 N,N-二异丙基乙胺 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-3-(6-methyl-2-(methylthio)pyrimidine-4-carboxamido)-3-phenylpropanoic acid
  参考文献：
  名称：

  山梨酸尾部对 Moiramide B 抗菌和抗结核特性作用的再研究

  摘要：

  新子口袋：在这项研究中，我们证明了假肽 moiramide B 的山梨酸尾部对于乙酰辅酶 A 羧化酶结合是必不可少的。基于结构-活性和分子建模数据，为 N-末端修饰的莫拉酰胺衍生物开发了结合模型。

  DOI：

  10.1002/cmdc.202200631
• 作为产物：
  描述：

  6-methyl-2-methylsulfanyl-pyrimidine-4-carbonitrile 在 水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 6-甲基-2-(甲基硫烷基)-4-嘧啶羧酸
  参考文献：
  名称：

  Arylpiperazine-containing pyrimidine 4-carboxamide derivatives targeting serotonin 5-HT2A, 5-HT2C, and the serotonin transporter as a potential antidepressant

  摘要：

  Pyrimidine usually has good pharmacokinetic properties as a drug substance and considerable efforts have been devoted to develop pyrimidine derivatives into drug candidates. Arylpiperazine-containing pyrimidine 4-carboxamide derivatives were synthesized and evaluated for binding to serotonin receptors and transporter. Pyrimidine derivatives showed good antidepressant activity in FST (forced swimming test) animal model and also displayed no appreciable inhibitory activity against hERG channel blocking assay. Herein SAR studies of pyrimidine derivatives targeting serotonin receptors and transporter will be disclosed. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.09.081

文献信息

• Modulators of ATP-binding cassette transporters
  申请人：Ruah S. Hadida Sara

  公开号：US20070105833A1

  公开（公告）日：2007-05-10

  4-amido-pyrimidine compounds, derivatives and compositions thereof, and synthetic methods described herein are useful for modulating ATP-Binding Cassette (“ABC”) transporters or fragments thereof, including Cystic Fibrosis Transmembrane Conductance Regulator (“CFTR”). The present invention also relates to methods of treating ABC transporter mediated diseases using such modulators.

  4-酰胺嘧啶化合物，其衍生物和组合物，以及本文所描述的合成方法，可用于调节ATP结合盒（“ABC”）转运蛋白或其片段，包括囊性纤维化跨膜传导调节蛋白（“CFTR”）。本发明还涉及使用这些调节剂治疗ABC转运蛋白介导的疾病的方法。
• Efficient Syntheses of Ethyl 2-Methylthio- and Ethyl 2-Benzylthio-6-methyl(aryl)pyrimidine-4-carboxylates and Their Carboxylic Acid Derivatives
  作者：Nilo Zanatta、Andressa Fortes、Carlos Bencke、Mário Marangoni、Adriano Camargo、Cassio Fantinel、Helio Bonacorso、Marcos Martins

  DOI：10.1055/s-0034-1379696

  日期：——

  A simple and efficient procedure for the synthesis of ethyl 2-methylthio- and ethyl 2-benzylthio-6-methyl(aryl)-pyrimidine-4-carboxylates and their corresponding acid derivatives is reported. The products are obtained in good yields via the cyclocondensation reaction of ethyl 4-alkoxy-2-oxo-4-methyl(aryl)-but-3-enoates with 2-meth­ylisothiourea sulfate or 2-benzylisothiourea hydrochloride, under mild

  报道了一种简单而有效的合成 2-甲硫基-和 2-苄基硫基-6-甲基（芳基）-嘧啶-4-羧酸乙酯及其相应酸衍生物的方法。4-烷氧基-2-氧代-4-甲基(芳基)-丁-3-烯酸乙酯与2-甲基异硫脲硫酸盐或2-苄基异硫脲盐酸盐在温和、碱性、水溶液条件下以良好的收率得到产物。条件。
• 4-phenylpiperidines, their preparation and use
  申请人：The Trustees of Columbia University in the City of New York

  公开号：US11028098B2

  公开（公告）日：2021-06-08

  The present invention provide a compound having the structure: (structurally represented) wherein R1, R2, R3, R4, and R5 are each independently H, halogen, CF3 or C1-C4 alkyl; R6 is H, OH, or halogen; B is a substituted or unsubstituted heterobicycle, pyridazine, pyrazole, pyrazine, thiadiazole, or triazole, wherein the heterocycle is other than chloro substituted indole; and the pyrazole, when substituted, is substituted with other than trifluoromethyl, or a pharmaceutically acceptable salt thereof.

  本发明提供一种具有以下结构的化合物：(结构表示）其中R1、R2、R3、R4和R5各自独立地为H、卤素、CF3或C1-C4烷基；R6为H、OH或卤素；B为取代或未取代的杂环、哒嗪、吡唑、吡嗪、噻二唑或三唑，其中杂环为氯取代的吲哚以外的杂环；吡唑被取代时为三氟甲基以外的取代基，或其药学上可接受的盐。
• RSV ANTIVIRAL PYRAZOLO- AND TRIAZOLO-PYRIMIDINE COMPOUNDS
  申请人：Janssen Sciences Ireland UC

  公开号：US20180105529A1

  公开（公告）日：2018-04-19

  The invention concerns novel substituted pyrazolo- and triazolo-pyrimidine compounds of formula (I) having antiviral activity, in particular, having an inhibitory activity on the replication of the respiratory syncytial virus (RSV). The invention further concerns pharmaceutical compositions comprising these compounds and the compounds for use in the treatment of respiratory syncytial virus infection.
• US8822451B2
  申请人：——

  公开号：US8822451B2

  公开（公告）日：2014-09-02