1,2-dihydro-1-methylpyrimidine-2-thione | 73547-86-1

• 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: 1,2-dihydro-1-methylpyrimidine-2-thione
• 英文别名: 1-methylpyrimidin-2(1H)-thione；1-methyl-2-mercaptopyrimidine；1-methylpyrimidine-2-thione；1-methyl-1H-pyrimidine-2-thione；1-methyl-1H-pyrimidine-2-thione；2(1 H)-Pyrimidinethione, 1-methyl-；1-Methyl-1,2-dihydropyrimidine-2-thione
• CAS: 73547-86-1
• 化学式: C₅H₆N₂S
• 分子量: 126.182
• InChiKey: OUKHMDBDWXLJHT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.7
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,2-dihydro-1-methylpyrimidine-2-thione 在 苯甲醚 、 三氟乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  新型3-[（氨基嘧啶基）硫代]甲基头孢菌素的合成及抑菌活性。

  摘要：

  合成了一系列具有3-[（氨基嘧啶基）硫基]甲基取代基的新型头孢菌素化合物。它们对包括铜绿假单胞菌在内的各种细菌显示出很高的抗菌活性。还研究了与各种硫代嘧啶，硫代嘧啶，双环硫代三唑并嘧啶鎓和双环硫代咪唑并嘧啶鎓作为3'-取代基的结构活性关系；具有季铵化嘧啶鎓部分的头孢菌素比中性嘧啶头孢菌素具有更好的抗菌活性，并且使嘧啶鎓部分上的正电荷稳定对于更好的活性至关重要。根据半经验的PM3计算，嘧啶鎓环上的氨基和烷硫基取代基在电荷稳定和离域中起主要作用。

  DOI：

  10.1021/jm00048a018
• 作为产物：
  描述：

  2-甲硫基嘧啶 生成 1,2-dihydro-1-methylpyrimidine-2-thione
  参考文献：
  名称：

  STOYANOV, STEFAN;PETKOV, IVAN;ANTONOV, LIUDMIL;STOYANOVA, TATYANA;KARAGIA+, CAN. J. CHEM., 68,(1990) N, C. 1482-1489

  摘要：

  DOI：

文献信息

• Topical compositions comprising protected functional thiols
  申请人：——

  公开号：US20020012639A1

  公开（公告）日：2002-01-31

  This invention relates to a topical composition for treating amino acid based substrates comprising a protected thiol compound having the formula R—(S—Pr) m where R is a functional group, S is sulfur, and Pr is a heterocyclic protecting group, and m is an integer between 1 and 100. The invention further relates to systems which comprise this protected thiol compound and an activating mechanism. The protected thiol compounds of the present invention may be used in hair care compositions, textile care compositions, cosmetic compositions, oral care compositions, skin care, nail care, laundry care, acne care and animal care compositions. Preferred embodiments of the present invention provide a modified UV absorber and a modified antioxidant, methods for making them and compositions conprising them.

  这项发明涉及一种用于处理氨基酸基底的局部组合物，包括具有以下结构的受保护硫化合物R—(S—Pr)m，其中R是功能基团，S是硫，Pr是一个杂环保护基团，m是介于1和100之间的整数。该发明还涉及包含该受保护硫化合物和一个活化机制的系统。本发明的受保护硫化合物可用于头发护理组合物、纺织品护理组合物、化妆品组合物、口腔护理组合物、皮肤护理、指甲护理、洗涤护理、痤疮护理和动物护理组合物。本发明的优选实施例提供了一种改性紫外线吸收剂和一种改性抗氧化剂，以及制备它们和包含它们的组合物的方法。
• Regioselective synthesis of novel 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via a non-Biginelli-type approach and evaluation of their in vitro anticancer activity
  作者：Jacek G. Sośnicki、Łukasz Struk、Mateusz Kurzawski、Magdalena Perużyńska、Gabriela Maciejewska、Marek Droździk

  DOI：10.1039/c4ob00094c

  日期：——

  An easy and novel approach to synthesize 4,5-diaryl functionalized 3,4-dihydropyrimidine-2(1H)-thiones via addition of aryllithiums to 5-aryl substituted pyrimidine-2(1H)-thiones, which could be regarded as a method complementary to the most widely used Biginelli-type synthesis, is described. In the reaction of aryllithiums with N–(Me)Bn substituted pyrimidine-2(1H)-thiones a high degree of regioselectivity of addition, leading to 4-aryl adducts, was achieved. Selected compounds tested for their in vitro anticancer activity against four human cancer cell lines showed the greatest activity against breast cancer (MCF7). 1-Benzyl-4-(3-hydroxyphenyl)-5-phenyl substituted 3,4-dihydropyrimidine-2(1H)-thione (10g) exhibiting 10-fold more potent activity than the best known monastrol (MON) stands as a promising candidate for further scaffold and asymmetric synthesis.

  本研究介绍了一种通过芳基锂与 5-芳基取代的嘧啶-2(1H)-硫醚的加成反应合成 4,5-二芳基官能化 3,4-二氢嘧啶-2(1H)-硫醚的简便而新颖的方法，该方法可被视为最广泛使用的 Biginelli 型合成法的一种补充。在芳基锂与 N-(Me)Bn取代的嘧啶-2(1H)-硫离子的反应中，实现了高度的加成区域选择性，从而得到了 4-芳基加合物。所选化合物对四种人类癌细胞系进行了体外抗癌活性测试，结果表明对乳腺癌（MCF7）的活性最强。1-苄基-4-（3-羟基苯基）-5-苯基取代的 3,4-二氢嘧啶-2(1H)-硫酮（10g）的活性比已知的甲萘醌（MON）强 10 倍，有望作为进一步的支架和不对称合成的候选化合物。
• Synthesis and Biological Activity of Novel Cephalosporins Containing a (Z)-Vinyl Dimethylphosphonate Group.
  作者：PAUL W. SMITH、ALBERT JAXA CHAMIEC、GAVIN CHUNG、KEVIN N. COBLEY、KEN DUNCAN、PETER D. HOWES、ANDREW R. WHITTINGTON、MIKE R. WOOD

  DOI：10.7164/antibiotics.48.73

  日期：——

  A series of cephalosporins containing a novel 7-[2-(Z)-(2-amino-thiazol-4-yl)-3-(dimethoxyphosphoryl)-acryloylamino] group were prepared and their antibacterial activity measured against a range of pathogens. In general the compounds displayed a broad spectrum of activity against both Gram positive and Gram negative organisms, except Pseudomonas aeruginosa. Activity against the latter could be achieved by introducing a catechol moiety at the 3 position of the cephalosporin. The methyl phosphonates in general were stable to a wide range of β-Mactamases, including the TEM enzymes and the Enterobacter cloacae P99 chromosomal enzyme. In addition, they showed the advantage of being highly water soluble.

  一系列含有新颖7-[2-(Z)-(2-氨基噻唑-4-基)-3-(二甲氧基磷酸酰基)-丙烯酰氨基]基团的头孢菌素被制备，并测量了它们对多种病原体的抗菌活性。一般来说，这些化合物对革兰阳性和革兰阴性生物表现出广谱活性，除了铜绿假单胞菌。通过在头孢菌素的3位引入儿茶酚基团，可以获得对后者的活性。总体而言，甲基膦酸酯对广泛的β-内酰胺酶，包括TEM酶和克雷伯菌P99染色体酶，表现出稳定性。此外，它们具有高度水溶性的优点。
• Versatility of the co-ordination behaviour of 1-methylpyrimidine-2-thione towards metal ions of the first transition series
  作者：David M. L. Goodgame、Grahame A. Leach

  DOI：10.1039/dt9780001705

  日期：——

  r. studies has been employed to deduce the co-ordination geometries. The complexes [ML4][ClO4]2·2Me2CO (M = Mn, Co, or Zn) contain tetrahedral [ML4]2+ ions with L co-ordinated via N. Zero-field splitting parameters have been evaluated for the manganese complex. The thione ligand chelates via N and S in a range of complexes such as [CoL3][ClO4]2, [CuLX2](X = Cl or Br) and, with varying degrees of distortion

  报道了1-甲基嘧啶-2-硫酮（L）与Mn II，Co II，Ni II，Cu II和Zn II的配合物的制备方法。X射线，电子光谱，ir和esr研究相结合用来推导配位几何。配合物[ML 4 ] [ClO 4 ] 2 ·2Me 2 CO（M = Mn，Co或Zn）包含四面体[ML 4 ] 2+离子，L经由N配位。已评估了零场分裂参数用于锰配合物。硫酮配体通过以下方式螯合N和S的范围内配合物如[COL 3 ] [CLO 4 ] 2，[CuLX 2 ]（X = Cl或Br），并且具有不同程度的失真的，在金属卤化物络合物ML 2 X 2（M = Mn，Co或Ni）。高氯酸铜（II）或四氟硼酸铜被L还原，得到Cu I 2 L 3 X 2（X = ClO 4或BF 4）。
• Synthesis and X-ray structural studies of some dinuclear platinum(III) complexes of pyrimidine-2-thione and 2-thiouracil
  作者：David M.L. Goodgame、Robert W. Rollins、Alexandra M.Z. Slawin、David J. Williams、Paula W. Zard

  DOI：10.1016/s0020-1693(00)85468-7

  日期：1986.10