3-氧代-5-甲基硫代-2,3-二氢-1,2,4-三嗪 | 57360-30-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: 3-氧代-5-甲基硫代-2,3-二氢-1,2,4-三嗪
• 英文名称: oxo-3 methylthio-5 dihydro-2,3 triazine-2,4
• 英文别名: 3-oxo-5-methylmercapto-2,3-dihydrotriazine；5-methylthio-1,2,4-triazin-3-(2H)one；4-methylmercapto-1,2,4-triazin-3(2H)-one；4-S-Methyl-4-thio-6-aza-uracil; 3-Oxo-5-methylmercapto-2,3-dihydro-1,2,4-triazin；5-Methylmercapto-3-oxo-2,3-dihydro-1,2,4-triazin；3-oxo-5-methylthio-2,3-dihydro-1,2,4-triazine；5-Methylthio-2,3-dihydro-1,2,4-triazin-3-one；5-Methylmercapto-1,2,4-triazin-3(2H)-on；5-(Methylthio)-as-triazin-3(2H)-one；5-methylsulfanyl-2H-[1,2,4]triazin-3-one；5-methylsulfanyl-2H-1,2,4-triazin-3-one
• CAS: 57360-30-2
• 化学式: C₄H₅N₃OS
• mdl: MFCD00708084
• 分子量: 143.169
• InChiKey: RFTNJRSVGZIIOW-UHFFFAOYSA-N

物化性质

• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  79.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-氧代-5-甲基硫代-2,3-二氢-1,2,4-三嗪 在 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 5-hydroxyamino-3-oxo-2,3-dihydro-1,2,4-triazine
  参考文献：
  名称：

  Herbicidal composition comprising triazinone compound

  摘要：

  该除草剂组合物的有效成分为一种三唑酮化合物，其化学式为：##STR1## 其中A为--NH--N.dbd.CHCH.sub.2 NH--, --NH--NHCH.sub.2 CH.sub.2 NH--或--NH--N.dbd.CHC(NHOH).dbd.N--，并含有惰性载体。

  公开号：

  US04337082A1
• 作为产物：
  描述：

  5-硫氧代-4,5-二氢-1,2,4-噻嗪-3(2H)-酮 在 sodium hydroxide 、 CH₃I 、 溶剂黄146 作用下， 以 水 为溶剂， 生成 3-氧代-5-甲基硫代-2,3-二氢-1,2,4-三嗪
  参考文献：
  名称：

  Cyclohexane derivatives difunctionalised in 1,4 as ligands of 5T H1A receptors

  摘要：

  本发明涉及一种新型的1,4-双官能团化环己烷衍生物，其通式为(1)，其中A代表如(IIa)所示的基团，其中Ar本身代表苯基或嘧啶基等芳香结构，可选择性地被一个或多个如C1-C3烷基、C1-C3烷氧基、三氟甲基或卤素等基团取代(IIb)；B代表如下的杂环基团：2位取代的3,5-二氧代-(2H,4H)-1,2,4-三嗪(IIIa)；5位取代的3-氧代-(2H)-1,2,4-三嗪(IIIb)；R代表C1-C3烷基的3,5-二氧代-6-氨基-(2H,4H)-1,2,4-三嗪(IIIc)。本发明还涉及与药学上可接受的酸形成的通式I化合物的盐。此外，本发明还涉及各种“顺式”和“反式”异构体以及具有不对称碳的各种对映异构体。

  公开号：

  US06191130B1

文献信息

• 3-oxo-2(H)-1,2,4-triazine derivatives as ligands of 5 HT1A receptors
  申请人：Pierre Fabre Medicament

  公开号：US06303603B1

  公开（公告）日：2001-10-16

  The invention concerns novel 3-oxo-(2H)-1,2,4-triazine derivatives of general formula (I) in which R1 represents: hydrogen, when A is an optionally substituted nitrogen atom; a linear or branched 1-C4 alkyl group; a C1-C4phenyl alkyl group, the phenyl ring being optionally substituted by one or several groups such as C1-C4 alkyl, C1-C3 alkoxy, halogen, trifluoromethyl. R2 represents: hydrogen; a linear or branched C1-C4 alkyl radical; a C1-C4 phenyl or phenylalkyl group, the phenyl ring being optionally substituted by one or several groups such as C1-C4 alkyl, C1-C3 alkoxy, halogen, trifluoromethyl. A represents an oxygen atom or a nitrogen atom optionally NR3 substituted. R3 represents hydrogen or a methyl group. B represents a group such as (IIa) in which Ar itself represents an aromatic structure such as phenyl, pyridyl or pyrimidyl, optionally substituted by one or several groups such as C1-C3 alkyl, C1-C3 alkoxy, hydroxy, trifluoromethyl or halogen and n can be whole numbers ranging between 3 and 5; (IIb) in which Ar is as defined in formula (IIa) and m can be a whole number ranging between 1 and 2; (IIc) in which R4 represents hydrogen or a C1-C3 alkyl group and n can be whole numbers ranging between 3 and 5.

  本发明涉及通式(I)的新型3-氧代-(2H)-1,2,4-三嗪衍生物，其中R1代表：当A为可选择性取代的氮原子时，氢；线性或支链的C1-C4烷基；C1-C4苯基烷基，苯环可选择性地被一个或多个如C1-C4烷基、C1-C3烷氧基、卤素、三氟甲基的基团取代。R2代表：氢；线性或支链的C1-C4烷基；C1-C4苯基或苯基烷基，苯环可选择性地被一个或多个如C1-C4烷基、C1-C3烷氧基、卤素、三氟甲基的基团取代。A代表氧原子或可选择性NR3取代的氮原子。R3代表氢或甲基。B代表如(IIa)的基团，其中Ar本身代表如苯基、吡啶基或嘧啶基的芳香结构，可选择性地被一个或多个如C1-C3烷基、C1-C3烷氧基、羟基、三氟甲基或卤素的基团取代，n可以是3至5的整数；(IIb)中Ar的定义同(IIa)，m可以是1至2的整数；(IIc)中R4代表氢或C1-C3烷基，n可以是3至5的整数。
• Enantiomeric synthesis of carbocyclic analogs of<scp>D</scp>- and<scp>L</scp>-6-azapyrimidine ribonucleosides
  作者：Peng Liu、Chung K Chu

  DOI：10.1139/v06-052

  日期：2006.4.1

  An effective and practical synthesis of carbocyclic D- and L-6-azapyrimidine nucleosides (3–8) was described. Starting from D-ribose, a new efficient methodology for the synthesis of L-2,3-O-cyclohexylidene-4-cyclopentenone (23) was developed via a ring-closing metathesis, which was applied for the synthesis of L-cyclopentyl-6-azapyrimidine nucleosides (6–8). The regiospecific introduction of 6-azauracil

  描述了一种有效且实用的碳环 D-和 L-6-氮杂嘧啶核苷 (3??8) 的合成方法。从 D-核糖开始，通过闭环复分解开发了一种新的高效合成 L-2,3-O-cyclohexylidene-4-cyclopentenone (23) 方法，该方法用于合成 L-cyclopentyl- 6-氮杂嘧啶核苷（6??8）。6-氮杂尿嘧啶在碳环部分（9和25）上的区域特异性引入也是通过用4-甲硫基掩蔽其N3位置来实现的。关键词：碳环核苷，6-氮杂嘧啶核苷，对映体合成。
• Insecticidal and acaricidal 3,5-dioxo-2,3,4,5-triazine compounds
  申请人：Sumitomo Chemical Company, Limited

  公开号：US04327094A1

  公开（公告）日：1982-04-27

  A carboxylate of the formula, ##STR1## wherein R.sub.1 is an allyl or propargyl group, R.sub.2 is a group of ##STR2## in which R.sub.3 is a hydrogen atom or a methyl group, and when R.sub.3 is a hydrogen atom, R.sub.4 is a group of ##STR3## (in which R.sub.7 is a chlorine, bromine or fluorine atom, or a methyl, vinyl, methoxycarbonyl or methoxymethyl group, R.sub.8 is a hydrogen, chlorine, bromine or fluorine atom or a methyl group), and when R.sub.3 is a methyl group, R.sub.4 is a methyl group, R.sub.5 is an isopropyl or cyclopropyl group, R.sub.6 is an alkyl group having 1 to 3 carbon atoms or alkoxy group having 1 to 3 carbon atoms, or a chlorine, bromine or fluorine atom, n is 1 or 2, and --(R.sub.6).sub.n may include a 3,4-methylenedioxy group, and its use as an insecticide and/or acaricide.

  一种化学式为##STR1##的羧酸盐，其中R.sub.1为烯丙基或丙炔基，R.sub.2为##STR2##的一种基团，其中R.sub.3为氢原子或甲基基团，当R.sub.3为氢原子时，R.sub.4为##STR3##的一种基团，其中R.sub.7为氯、溴或氟原子，或者是甲基、乙烯基、甲氧羰基或甲氧甲基基团，R.sub.8为氢、氯、溴或氟原子或甲基基团，当R.sub.3为甲基基团时，R.sub.4为甲基基团，R.sub.5为异丙基或环丙基，R.sub.6为具有1到3个碳原子的烷基或具有1到3个碳原子的烷氧基团，或者是氯、溴或氟原子，n为1或2，--(R.sub.6).sub.n可以包括3,4-亚甲二氧基基团，并且其用作杀虫剂和/或杀螨剂。
• Synthesis and Comparative Study of Anti-Adenoviral Activity of 6-Azacytidine and Its Analogues
  作者：Inna Alexeeva、Lydia Nosach、Larisa Palchykovska、Lyubov Usenko、Olga Povnitsa

  DOI：10.1080/15257770.2015.1034363

  日期：2015.8.3

  This paper presents the results of synthesis and study of cytotoxicity and the anti-adenoviral activity of new N4-derivatives of 6-azacytidine and its alpha-L-glycopyranosyl analogues obtained by the simplified one-pot version of the silyl condensation method. The resulting acylated 4-methylmercapto-1,2,4-triazin-3(2H)-one glycosides then underwent the amination and/or ammonolysis to provide 6-azacytidine glycoside analogues (2-6, 12, 15, 17) and compounds with modifications at both base and sugar fragments (11, 15). The evaluation of cytotoxicity and antiviral activity of new compounds against AdV5 showed high selectivity indexes for N4-methyl-6-azacytidine (2) and N,O-tetraacetyl-6-azacytidine (8). High anti-adenoviral activity of N4-methyl-6-azacytidine as well as very low cytotoxicity may suggest its further investigation as potential compound for the therapy of AdV infection.
• Design, synthesis and biological evaluation of 2-aminopyrimidinones and their 6-aza-analogs as a new class of CK2 inhibitors
  作者：Maksym O. Chekanov、Olga V. Ostrynska、Sergii S. Tarnavskyi、Anatoliy R. Synyugin、Nadiia V. Briukhovetska、Volodymyr G. Bdzhola、Alexander E. Pashenko、Andrey A. Fokin、Sergiy M. Yarmoluk

  DOI：10.3109/14756366.2013.837898

  日期：2014.10.1

  In order to find the new potent CK2 inhibitors the 60 derivatives of 2-aminopyrimidinone and their 6-aza-substituted analogs were synthesized and tested in vitro. Among them, the most efficient inhibitor 2-hydroxy-5-[4-(4-methoxyphehyl)-6-oxo-1,6-dihydropyrimidin-2-ylamino] benzoic acid was identified (IC50 = 1.1 mu M). The structure-activity relationship study of newly synthesized derivatives was carried out and their binding mode with adenosine triphosphate-acceptor site of CK2 was proposed.