2-乙硫基-6-甲基-1H-嘧啶-4-酮 | 3019-18-9

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 2-乙硫基-6-甲基-1H-嘧啶-4-酮
• 英文名称: 2-(ethylsulfanyl)-6-methylpyrimidin-4(3H)-one
• 英文别名: 4-Pyrimidinol, 2-(ethylthio)-6-methyl-；2-ethylsulfanyl-4-methyl-1H-pyrimidin-6-one
• CAS: 3019-18-9
• 化学式: C₇H₁₀N₂OS
• mdl: MFCD01150924
• 分子量: 170.235
• InChiKey: GWLLWUMNUBVQDE-UHFFFAOYSA-N

物化性质

• 熔点：
  145 °C
• 沸点：
  274.4±23.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.428
• 拓扑面积：
  66.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  2-乙硫基-6-甲基-1H-嘧啶-4-酮 在 乙醇 、 sodium ethanolate 、 一水合肼 作用下， 反应 2.0h， 生成 (4-methoxy-6-methyl-pyrimidin-2-yl)-hydrazine
  参考文献：
  名称：

  Vystrcil; Vidlicka, Chemicke Listy, 1951, vol. 45, p. 407

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 2-乙硫基-6-甲基-1H-嘧啶-4-酮
  参考文献：
  名称：

  Wheeler; Liddle, Journal of the American Chemical Society, 1908, vol. 30, p. 1158

  摘要：

  DOI：

文献信息

• A Green and Facile Synthesis of 6-Methyl-2-(alkylthio)pyrimidin-4(3H)-one
  作者：S. Kotaiah、B. Ramadevi、A. Naidu、P.K. Dubey

  DOI：10.14233/ajchem.2013.15532

  日期：——

  Reaction of 2-thiouracil (1) with alkylating agents, namely dimethyl sulphate, diethyl sulphate and benzyl chloride in the presence of potassium carbonate as a mild base, under green conditions, such as simple physical grinding of reactants or in solvents such as ethanol and PEG-600 and under microwave irradiation, gave, respectively 6-methyl-2-(methylthio)pyrimidin-4(3H)-one (2a, i.e., R=CH3), 6-methyl-2-(ethylthio) pyrimidin-4(3H)-one (2b, i.e., R = C2H5) and 6-methyl-2-(benzylthio)pyrimidin-4(3H)-one (2c, i.e., R = PhCH2Cl). Alternately, condensation of ethyl acetoacetate with S-methylisothiouronium hemisulfate, S-ethylisothiouronium hemisulfate and S-benzyl isothiouronium chloride in ethanolic potassium hydroxide under reflux for 3 h gave 2a-c respectively.

  2-硫尿嘧啶（1）与烷基化试剂（如二甲基硫酸酯、二乙基硫酸酯和苄基氯）在碳酸钾作为温和碱的存在下，通过绿色条件，如简单物理研磨反应物或在乙醇和聚乙二醇-600溶剂中，以及微波辐射，分别得到了6-甲基-2-(甲硫基)嘧啶-4(3H)-酮（2a，即R=CH3）、6-甲基-2-(乙硫基)嘧啶-4(3H)-酮（2b，即R=C2H5）和6-甲基-2-(苄硫基)嘧啶-4(3H)-酮（2c，即R=PhCH2Cl）。另外，在乙醇钾氢氧化物中，采取回流3小时使乙酰乙酸乙酯与S-甲基异硫尿铵半硫酸盐、S-乙基异硫尿铵半硫酸盐和S-苄基异硫尿铵氯化物缩合，分别得到了2a-c。
• HETEROMONOCYCLIC COMPOUND AND USE THEREOF
  申请人：Kuroita Takanobu

  公开号：US20080207654A1

  公开（公告）日：2008-08-28

  A compound represented by the formula (I): wherein R1 is an oxo group, ═N—R or the like; a group represented by the formula: is a group represented by the formula: R2 is a group represented by the formula: R3 and R4 are each H, or C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylamino, di(C1-C6)alkylamino or C1-C6 alkylthio, each of which is optionally substituted; and R5 is H, or C1-C6 alkyl, C2-C6 alkenyl, cyclic group, each of which is optionally substituted, —CO—R8 or —O—R8′, or a salt thereof. The compound of the present invention is useful as a drug for the prophylaxis or treatment of circulatory diseases, metabolic diseases and/or central nervous system diseases.

  化合物的化学式为(I)，其中R1为氧代基，═N—R或类似基团；式中的基团表示为：其中R2为式中的基团；R3和R4分别为H，或C1-C6烷基，C3-C6环烷基，C1-C6烷氧基，C1-C6烷基氨基，二(C1-C6)烷基氨基或C1-C6烷基硫基，每个基团均可选地被取代；R5为H，或C1-C6烷基，C2-C6烯基，环状基团，每个基团均可选地被取代，—CO—R8或—O—R8′，或其盐。本发明的化合物可用作预防或治疗循环系统疾病、代谢性疾病和/或中枢神经系统疾病的药物。
• Substituted pyrimidines and [1,2, 4] triazoles and the use thereof for treating prophylaxis, cardiovascular diseases, metabolic diseases and/or central nervous system diseases
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07998968B2

  公开（公告）日：2011-08-16

  A compound represented by the formula (I): wherein R1 is an oxo group, ═N—R or the like; a group represented by the formula: is a group represented by the formula: R2 is a group represented by the formula: R3 and R4 are each H, or C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylamino, di(C1-C6)alkylamino or C1-C6 alkylthio, each of which is optionally substituted; and R5 is H, or C1-C6 alkyl, C2-C6 alkenyl, cyclic group, each of which is optionally substituted, —CO—R8 or —O—R8′, or a salt thereof. For example, the compound may be substituted pyrimidines and pharmaceutical compositions of the formula (I) where X=—CR3; X1=—CR2 or —NR2; and X2=—CR5 or —NR5. The compound of the present invention is useful as a drug for the prophylaxis or treatment of cardiovascular diseases, metabolic diseases and/or central nervous system diseases.

  化合物的化学式为(I)：其中R1是氧代基，═N—R或类似的基团；由式子表示的基团：是由式子表示的基团：R2是由式子表示的基团：R3和R4分别是H，或C1-C6烷基，C3-C6环烷基，C1-C6烷氧基，C1-C6烷基氨基，二(C1-C6)烷基氨基或C1-C6烷基硫基，每个基团都可以选择性地被取代；而R5是H，或C1-C6烷基，C2-C6烯基，环状基团，每个基团都可以选择性地被取代，—CO—R8或—O—R8′，或其盐。例如，该化合物可以是取代的嘧啶，并且具有化学式(I)的制药组合物，其中X=—CR3；X1=—CR2或—NR2；X2=—CR5或—NR5。本发明的化合物可用作预防或治疗心血管疾病、代谢性疾病和/或中枢神经系统疾病的药物。
• Heteromonocyclic compound or a salt thereof having strong antihypertensive action, insulin sensitizing activity and the like production thereof and use thereof for prophylaxis or treatment of cardiovascular diseases, metabolic diseases and/or central nervous system diseases
  申请人：Takeda Pharmaceutical Company Limited

  公开号：US07803940B2

  公开（公告）日：2010-09-28

  A compound represented by the formula (I): wherein R1 is an oxo group, ═N—R or the like; a group represented by the formula: is a group represented by the formula: R2 is a group represented by the formula: R3 and R4 are each H, or C1-C6 alkyl, C3-C6 cycloalkyl, C1-C6 alkoxy, C1-C6 alkylamino, di(C1-C6)alkylamino or C1-C6 alkylthio, each of which is optionally substituted; and R5 is H, or C1-C6 alkyl, C2-C6 alkenyl, cyclic group, each of which is optionally substituted, —CO—R8 or —O—R8′, or a salt thereof. The compound of the present invention is useful as a drug for the prophylaxis or treatment of cardiovascular diseases, metabolic diseases and/or central nervous system diseases.

  化合物的化学式为(I)，其中R1代表氧代基，═N—R或类似基团；式中代表的基团为：R2代表式中代表的基团；R3和R4分别代表氢、C1-C6烷基、C3-C6环烷基、C1-C6烷氧基、C1-C6烷基氨基、双(C1-C6)烷基氨基或C1-C6烷基硫基，每个基团都可以选择性地被取代；R5代表氢、C1-C6烷基、C2-C6烯基、环状基团，每个基团都可以选择性地被取代，—CO—R8或—O—R8′，或其盐。本发明的化合物可用作预防或治疗心血管疾病、代谢性疾病和/或中枢神经系统疾病的药物。
• Design, Synthesis and Bioactivity of Novel Pyrimidine Sulfonate Esters Containing Thioether Moiety
  作者：Changkun Li、Youhua Liu、Xiaoli Ren、Yanni Tan、Linhong Jin、Xia Zhou

  DOI：10.3390/ijms24054691

  日期：——

  the emergence of drug resistance. Therefore, it is necessary to search for new pesticide-lead compounds with new structures. We designed and synthesized 33 novel pyrimidine derivatives containing sulfonate groups and evaluated their antibacterial and insecticidal activities. Results: Most of the synthesized compounds showed good antibacterial activity against Xanthomonas oryzae pv. Oryzae (Xoo), Xanthomonas

  农药在农作物病虫害防治中发挥着重要作用。然而，它们的不合理使用导致耐药性的出现。因此，有必要寻找具有新结构的新型农药先导化合物。我们设计并合成了 33 种新型含磺酸基嘧啶衍生物，并评价了它们的抗菌和杀虫活性。结果：大部分合成的化合物对米黄单胞菌光伏表现出良好的抗菌活性。Oryzae (Xoo), Xanthomonas axonopodis pv。Citri (Xac)，Pseudomonas syringae pv。actinidiae (Psa) 和 Ralstonia solanacearum (Rs)，以及一定的杀虫活性。A5、A31和A33对Xoo表现出很强的抗菌活性，EC50值分别为4.24、6.77和9.35 μg/mL。化合物 A1、A3、A5 和 A33 显示出显着的抗 Xac 活性（EC50 分别为 79.02、82.28、70.80 和 44.11 μg/mL）。此外