monomethylisocyanuric acid | 6726-47-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: monomethylisocyanuric acid
• 英文别名: methyl isocyanurate；N-methyl-cyanuric acid；1-methyl-1,3,5-triazine-2,4,6(1H,3H,5H)-trione；MMe-ICA；1-Methyl-1,3,5-triazinane-2,4,6-trione
• CAS: 6726-47-2
• 化学式: C₄H₅N₃O₃
• 分子量: 143.102
• InChiKey: JKFBDXNBNZXCCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  78.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  monomethylisocyanuric acid 、 氯乙酸丙烯酯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以86.5%的产率得到Prop-2-enyl 2-[3-methyl-2,4,6-trioxo-5-(2-oxo-2-prop-2-enoxyethyl)-1,3,5-triazinan-1-yl]acetate
  参考文献：
  名称：

  TW2021/28671

  摘要：

  公开号：
• 作为产物：
  描述：

  N,N’-bis(methylcarbamoyl)urea 在 sodium hydroxide 作用下， 生成 monomethylisocyanuric acid
  参考文献：
  名称：

  The Recommended Dietary Allowance for Protein May Not Be Adequate for Older People to Maintain Skeletal Muscle

  摘要：

  Background. Inadequate dietary protein intake results in loss of skeletal muscle mass. Some shorter-term nitrogen balance studies suggest that the Recommended Dietary Allowance (RDA) of protein may not be adequate for older people. The aim of this study was to assess the adequacy of the RDA of protein for older people by examining longer-term responses in urinary nitrogen excretion, whole-body protein metabolism, whole-body composition, and mid-thigh muscle area.Methods. This was a 14-week precisely controlled diet study. Ten healthy, ambulatory men and women, aged 55 to 77 years, were provided eucaloric diets that contained 0.8 g protein.kg(-1).day(-1). The study was conducted at a General Clinical Research Center using an outpatient setting for 11 weeks and an inpatient setting for 3 weeks. The main outcome measures included urinary nitrogen excretion, postabsorptive and postprandial whole-body leucine kinetics via infusion of L-[1-C-13]-leucine, whole-body density via hydrostatic weighing: total body water via deuterium oxide dilution, and mid-thigh muscle area via computed tomography scans.Results. Mean urinary nitrogen excretion decreased over time from Weeks 2 to 8 to 14 (p = .025). At Week 14, compared with Week 2, there were no changes in postabsorptive or postprandial leucine kinetics (turnover, oxidation, incorporation into protein via synthesis, release via breakdown, or balance). Whole-body composition (% body fat, fat-free mass, and protein + mineral mass) did not change over time in these weight stable subjects. Mid-thigh muscle area was decreased by -1.7 +/- 0.6 cm(2) (p = .019) at Week 14 compared with Week 2. The loss of mid-thigh muscle area was associated with the decrease in urinary nitrogen excretion (Spearman r = .83, p = .010).Conclusions. The maintenance of whole-body leucine metabolism and whole-body composition is generally consistent with a successful adaptation to the RDA for protein. However, the decrease in mid-thigh muscle area and the association with decreased urinary nitrogen excretion are consistent with a metabolic accommodation. These results suggest that the RDA for protein may not be adequate to completely meet the metabolic and physiological needs of virtually ail older people.

  DOI：

  10.1093/gerona/56.6.m373

文献信息

• Synthesis of Guanidino-1,3,5-triazines Using DMF
  作者：Kokoro Iio、Eiichi Ichikawa

  DOI：10.1246/bcsj.58.2735

  日期：1985.9

  2,4,6-Triguanidino-1,3,5-triazine and 2,4,6-tris(3-methylguanidino)-1,3,5-triazine were synthesized in 42 and 52% yields, respectively, by the cyclotrimerization of cyanoguanidine and 1-methyl-3-cyanoguanidine using DMF as a solvent in the presence of hydrogen chloride. 1-Phenyl-3-cyanoguanidine, 1,2-dimethyl-3-cyanoguanidine, and 2-imidazolidinylidenecyanamide, however, were cyclodimerized to the corresponding guanidino-1,3,5-triazines in a similar manner.

  2,4,6-三氟胍基-1,3,5-三嗪和2,4,6-三(3-甲基胍基)-1,3,5-三嗪分别通过在盐酸存在下使用DMF作为溶剂对氰胍和1-甲基-3-氰胍进行环 trimerization合成，产率为42%和52%。然而，1-苯基-3-氰胍、1,2-二甲基-3-氰胍和2-咪唑啉基氰胺则以类似方式环二聚为相应的胍基-1,3,5-三嗪。
• METHOD FOR PRODUCING ISOCYANURIC ACID DERIVATIVE HAVING ONE HYDROCARBON GROUP
  申请人：NISSAN CHEMICAL CORPORATION

  公开号：US20190161455A1

  公开（公告）日：2019-05-30

  A method for producing an isocyanuric acid derivative having one hydrocarbon group. The method having a hydrocarbon group including a first step of obtaining a compound of the following formula (1) from the compound of formula (0), a second step of obtaining a compound of the following formula (2) from the compound of formula (1), a third step of obtaining a compound of the following formula (3) from the compound of formula (2), and a fourth step of obtaining a compound of the following formula (4) from the compound of formula (3): (wherein X 1 s are each a chlorine atom, a fluorine atom, or a bromine atom, Bn is a benzyl group in which at least one hydrogen atom in a benzene ring is optionally substituted with methyl group, and R is a C 1-10 hydrocarbon group), wherein all the steps are carried out at a temperature of not exceeding 100° C.

  一种生产具有一个碳氢基团的异氰酸脲酸衍生物的方法。该方法包括获得以下式（1）的化合物，从式（0）的化合物中获得；从式（1）的化合物中获得以下式（2）的第二步；从式（2）的化合物中获得以下式（3）的第三步；以及从式（3）的化合物中获得以下式（4）的第四步：（其中X1分别为氯原子、氟原子或溴原子，Bn为苄基团，其中苯环中的至少一个氢原子可选择性地被甲基基团取代，R为C1-10碳氢基团），其中所有步骤均在不超过100°C的温度下进行。
• Sensitive dependence of the hydrogen-bonded assemblies in cyanuric acid–4,4′-bipyridyl adducts on the solvent and the structure of the parent acid
  作者：A. Ranganathan、V.R. Pedireddi、G. Sanjayan、K.N. Ganesh、C.N.R. Rao

  DOI：10.1016/s0022-2860(99)00356-7

  日期：2000.4

  Abstract Cyanuric acid (CA) forms a 2:1 hydrogen-bonded adduct with 4,4′-bipyridyl (BP) when co-crystallized from a methanol solution and a 1:1 adduct from an aqueous solution. The sheet structure of the 2:1 adduct involves cyclic hydrogen bonds between the amide units of adjacent CA molecules and N–H⋯N bonds between CA and BP. The 1:1 adduct crystallized from water has a chain structure with single

  摘要 氰尿酸 (CA) 在甲醇溶液中与 4,4'-联吡啶 (BP) 形成 2:1 的氢键加合物，在水溶液中形成 1:1 的加合物。2:1 加合物的片状结构涉及相邻 CA 分子的酰胺单元之间的环状氢键和 CA 和 BP 之间的 N-H⋯N 键。从水中结晶的 1:1 加合物具有链状结构，相邻 CA 分子之间具有单个 N–H⋯O 氢键。这些氢键组装体的结构与从相应溶剂中结晶的 CA 结构非常相似。N-甲基氰尿酸（MCA）在相邻的MCA分子之间形成具有单个N-H⋯O键的链状结构。MCA 与 BP 的 1:1 氢键加合物，从甲醇或水溶液中结晶，保留了链结构。
• METHOD FOR PRODUCING N-(HYDROCARBON)ISOCYANURIC ACID
  申请人：NISSAN CHEMICAL CORPORATION

  公开号：US20220162175A1

  公开（公告）日：2022-05-26

  A novel production method enables selective production of an isocyanuric acid N-substituted product of interest in one pot, requiring neither multiple steps nor cumbersome treatment, the method producing an N-(hydrocarbon)isocyanuric acid which includes a step N for reacting, in a solvent, a dihalogenated isocyanuric acid derivative with at least one hydrocarbonization agent selected from the group consisting of a halogenated hydrocarbon compound, a pseudo-halogenated hydrocarbon compound, and a dialkyl sulfate compound.

  一种新的生产方法使得在一个反应器中，无需多步骤或繁琐的处理，就能有选择性地生产所需的异氰酸酯N-取代产物。该方法生产的N-(烃基)异氰酸酯包括以下步骤：在溶剂中反应二卤代异氰酸衍生物与至少一种选自卤代烃化合物、伪卤代烃化合物和二烷基硫酸酯化合物的羟基烃化试剂。
• ——
  作者：S. G. Fattakhov、M. M. Shulaeva、V. S. Reznik

  DOI：10.1023/a:1013281230316

  日期：——

  Alkylation of disodium benzyl and disodium methyl isocyanurates with beta,beta'-dichlorodiethyl and beta,beta'-dibromodiethyl ethers was used to prepare 1-benzyl and 1-methyl 3,5-bis[2-(2-haloethoxy)ethyl] isocyanurates whose reaction with thiourea followed by hydrolysis gave the corresponding 1-alkyl 3,5-bis[2(2-mercaptoethoxy)ethyl] isocyanurates. 1-Benzyl and 1-methyl 3,5-bis[2-(2-chloroethyl)ethyl] isocyanurates were reacted with NaSCH2CH2OH to obtain the corresponding 1-alkyl 3,5-bis[2-(2-hydroxyethylthio)ethyl] isocyanurates. Treatment of the latter two esters with thionyl chloride gave 1-benzyl and 1-methyl 3,5-bis[2-(2-chloroethylthio)ethyl] isocyanurates, respectively.