1,3-dimethyl-6-sulfanylpyrimidine-2,4(1H,3H)dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: 1,3-dimethyl-6-sulfanylpyrimidine-2,4(1H,3H)dione
• 英文别名: 6-mercapto-1,3-dimethyluracil；1,3-dimethyl-6-thioxo-dihydro-pyrimidine-2,4-dione；1,3-Dimethyl-6-mercapto-uracil；1,3-Dimethyl-6-mercaptouracil；1,3-dimethyl-6-sulfanylpyrimidine-2,4-dione
• 化学式: C₆H₈N₂O₂S
• 分子量: 172.208
• InChiKey: TZIUFUPPIBBTIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3-dimethyl-6-sulfanylpyrimidine-2,4(1H,3H)dione 以40%的产率得到
  参考文献：
  名称：

  HIROTA KOSAKU; ASAO TETSUJI; FUJIOKA TAKAFUMI; SENDA SHIGEO, NIXON KAGAKU KAJSI, NIRRON KAGAKU KAISNI, J. CHEM. SOS. JAR., CHEM. AND I+

  摘要：

  DOI：
• 作为产物：
  描述：

  6-氯-1,3-二甲基脲嘧啶 在 sodium hydrogensulfide 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 1,3-dimethyl-6-sulfanylpyrimidine-2,4(1H,3H)dione
  参考文献：
  名称：

  嘧啶环化呋喃噻喃的合成 ?? 有效的顺序和串联催化克莱森重排 ?? 分子内加氢芳氧基化

  摘要：

  在嘧啶杂环的 C-5 和 C-6 位置融合的迄今为止未报道的呋喃噻喃部分的区域选择性合成是通过应用连续克莱森重排实现的，其中第二次芳香克莱森重排和分子内氢芳氧基化由氯化铝催化。还在热条件下研究了第二个芳族克莱森重排步骤，以得到大部分异构化的环外化合物。通过相应硫化物的热[3,3] σ重排合成了前体内环化合物。关键词：氯化铝，连续克莱森重排，氢芳氧基化，呋喃噻喃，嘧啶。

  DOI：

  10.1139/v06-020

文献信息

• Bu<sub>3</sub>SnH Assisted Radical Cyclization Towards the Synthesis of Pyrimidine-annulated Spirocyclic and [6,6] Fused Sulfur Heterocycles
  作者：K.C. Majumdar、P.K. Maji、S.K. Chattopadhayay

  DOI：10.2174/1570178611666140318010053

  日期：2014.4

  Pyrimidine annulated sulfur heterocycles have been synthesized through tributyltin hydride-mediated radical reaction. This gave straight forward synthesis of tricyclic compound as well as spiro heterocyclic compounds. The reactions have been simple, straight forward and have been carried out in mild conditions.

  通过三丁基氢化锡介导的自由基反应，合成了嘧啶环化硫杂环。这直接合成了三环化合物和螺环杂环化合物。这些反应简单、直接，并在温和的条件下进行。
• Pyrimidines. 65. Synthesis of 6-substituted thieno[2,3-<i>d</i>]pyrimidine-2,4(1<i>H</i>,3<i>H</i>)-diones
  作者：Kosaku Hirota、Mitsuomi Shirahashi、Shigeo Senda、Motoi Yogo

  DOI：10.1002/jhet.5570270345

  日期：1990.3

  Several 6-substituted thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione derivatives were synthesized. 6-Ethoxycarbonyl derivatives 3 and 7 were prepared by treatment of 6-chloro-5-formyluracil 1 and 6-chloro-5-cyanouracil 6 with ethyl 2-mercaptoacetate in the presence of a base. Electrophilic substitution reactions (Vilsmeier-Haack reaction, bromination, and nitration) of 5,6-unsubstituted thieno[2,3-d]pyrimidine

  合成了几种6-取代的噻吩并[2,3 - d ]嘧啶-2,4（1 H，3 H）-二酮衍生物。通过在碱存在下用2-巯基乙酸乙酯处理6-氯-5-甲酰基尿嘧啶1和6-氯-5-氰尿嘧啶6来制备6-乙氧基羰基衍生物3和7。通过6-巯基尿嘧啶8与氯乙醛缩合制得的5,6-未取代的噻吩并[2,3- d ]嘧啶9的亲电取代反应（Vilsmeier-Haack反应，溴化和硝化），得到相应的6-甲酰基-， 6-溴和6-硝基硫代[2,3- d分别是]嘧啶10、15和16。
• ISOTHIAZOLO-PYRIMIDINEDIONE DERIVATIVES AS TRPAI MODULATORS
  申请人：Kumar Sukeerthi

  公开号：US20120010223A1

  公开（公告）日：2012-01-12

  The present invention is related to novel isothiazolo[3,4-d]pyrimidinedione and isothiazolo[5,4-d]pyrimidinedione derivatives as TRPA (Transient Receptor Potential subfamily A) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by TRPA1 (Transient Receptor Potential subfamily A, member 1). Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPA1.

  本发明涉及新型异噻唑并[3,4-d]嘧啶二酮和异噻唑并[5,4-d]嘧啶二酮衍生物作为TRPA（瞬时受体电位A亚家族）调节剂。特别地，本文所描述的化合物可用于治疗或预防由TRPA1（瞬时受体电位A亚家族，成员1）调节的疾病、状况和/或障碍。本文还提供了用于制备所述化合物的过程、用于合成的中间体、其制药组合物以及治疗或预防由TRPA1调节的疾病、状况和/或障碍的方法。
• Isothiazolo-pyrimidinedione derivatives as TRPA1 modulators
  申请人：Kumar Sukeerthi

  公开号：US08575178B2

  公开（公告）日：2013-11-05

  The present invention is related to novel isothiazolo[3,4-d]pyrimidinedione and isothiazolo[5,4-d]pyrimidinedione derivatives as TRPA (Transient Receptor Potential subfamily A) modulators. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders modulated by TRPA1 (Transient Receptor Potential subfamily A, member 1). Also provided herein are processes for preparing compounds described herein, intermediates used in their synthesis, pharmaceutical compositions thereof, and methods for treating or preventing diseases, conditions and/or disorders modulated by TRPA1.

  本发明涉及新型异噻唑并[3,4-d]嘧啶二酮和异噻唑并[5,4-d]嘧啶二酮衍生物，作为TRPA（瞬时受体电位亚家族A）调节剂。特别地，所述化合物可用于治疗或预防由TRPA1（瞬时受体电位亚家族A，成员1）调节的疾病、状况和/或疾病。本文还提供了用于制备所述化合物的过程，用于合成它们的中间体，其制药组合物以及治疗或预防由TRPA1调节的疾病、状况和/或疾病的方法。
• AMIDES OF 2-AMINO-4-ARYLTHIAZOLE COMPOUNDS AND THEIR SALTS
  申请人：GLENMARK PHARMACEUTICALS S.A.

  公开号：US20150111038A1

  公开（公告）日：2015-04-23

  The present disclosure is directed to salts of N-4-[2,4-difluoro-3-(trifluoromethyl)phenyl]-1,3-thiazol-2-yl}dimethyl-2,4-dioxo-1,2,3,4-tetrahydrothieno[2,3-d]pyrimidin-5-yl)acetamide and process for the preparation thereof (formula II).

  本公开涉及N-4-[2,4-二氟-3-(三氟甲基)苯基]-1,3-噻唑-2-基}二甲基-2,4-二氧杂-1,2,3,4-四氢噻吩[2,3-d]嘧啶-5-基)乙酰胺盐及其制备方法（化学式II）。