1,5-Dimethyl-2-thio-6-aza-uracil | 533-82-4

• 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: 1,5-Dimethyl-2-thio-6-aza-uracil
• 英文别名: 2,6-Dimethyl-3-thioxo-5-oxo-2,3,4,5-tetrahydro-1,2,4-triazin；2-N,6-Dimethyl-3-thioxo-5-oxo-1,2,4-triazin；2,6-Dimethyl-5-oxo-3-thioxo-2,3,4,5-tetrahydro-as-triazin；2,6-dimethyl-5-oxo-3-thioxo-1,2,4-triazine；2,6-dimethyl-3-thioxo-3,4-dihydro-2H-[1,2,4]triazin-5-one；2,6-dimethyl-5-oxo-1,2,4-triazine-3-thione；2,6-dimethyl-3-sulfanylidene-1,2,4-triazin-5-one
• CAS: 533-82-4
• 化学式: C₅H₇N₃OS
• 分子量: 157.196
• InChiKey: CMWCHDNPDHNJGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  76.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (6R,7R)-3-(2-methoxy-2-oxoethyl)-7-[[(2R)-2-[(4-methyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid 、 1,5-Dimethyl-2-thio-6-aza-uracil 生成 (6R,7R)-3-[(2,6-dimethyl-5-oxo-1,2,4-triazin-3-yl)sulfanylmethyl]-7-[[(2R)-2-[(4-methyl-2,3-dioxopiperazine-1-carbonyl)amino]-2-phenylacetyl]amino]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid
  参考文献：
  名称：

  SAIKAWA, ISAMU;TAKANO, SHUNTARO;YOSHIDA, CHOSAKU;TAKASHIMA, OKUTA;MOMONOI+

  摘要：

  DOI：

文献信息

• 曲索芬头孢曲松钠化合物药物制剂及治疗盆 腔炎的新适应症
  申请人：广东金城金素制药有限公司

  公开号：CN110684038B

  公开（公告）日：2021-06-08

  本发明涉及药物制备技术领域，公开了一种曲索芬头孢曲松钠药物制剂治疗盆腔炎的新适应症。本发明中特定生产工艺提供的头孢曲松钠杂质含量极低，药效显著，提高了制剂产品的质量，利于保证制剂产品的安全性和有效性，具有制备治疗盆腔炎药物方面的用途。
• Structure-Based Design of β-Lactamase Inhibitors. 1. Synthesis and Evaluation of Bridged Monobactams
  作者：Ingrid Heinze-Krauss、Peter Angehrn、Robert L. Charnas、Klaus Gubernator、Eva-Maria Gutknecht、Christian Hubschwerlen、Malgosia Kania、Christian Oefner、Malcolm G. P. Page、Satoshi Sogabe、Jean-Luc Specklin、Fritz Winkler

  DOI：10.1021/jm980023c

  日期：1998.10.1

  Bridged monobactams are novel, potent, mechanism-based inhibitors of class C beta-lactamases, designed using X-ray crystal structures of the enzymes. They stabilize the acyl-enzyme intermediate by blocking access of water to the enzyme-inhibitor ester bond. Bridged monobactams are selective class C beta-lactamase inhibitors, with half-inhibition constants as low as 10 nM, and are less effective against class A and class B enzymes (half-inhibition constants > 100 mu M) because of the different hydrolysis mechanisms in these classes of beta-lactamases. The stability of the acyl-enzyme complexes formed with class C beta-lactamases (half-lives up to 2 days were observed) enabled determination of their crystal structures. The conformation of the inhibitor moiety was close to that predicted by molecular modeling, confirming a simple reaction mechanism, unlike those of known beta-lactamase inhibitors such as clavulanic acid and penam sulfones, which involve secondary rearrangements. Synergy between the bridged monobactams and beta-lactamase-labile antibiotics could be observed when such combinations were tested against strains of Enterobacteriaceae that produce large amounts of class C beta-lactamases. The minimal inhibitory concentration of the antibiotic of more than 64 mg/L could be decreased to 0.25 mg/L in a 1:4 combination with the inhibitor.
• Reactivity of the [Ni(C6F5)2(μ-OH)2]2− ion towards β-diketones, 8-hydroxiquinoline and heterocyclic thiones. Crystal structure of [NBu4][Ni(C6F5)2(C5H4NS-2)]
  作者：Gregorio López、Gregorio Sánchez、Gabriel García、Joaquín García、Antonio Martínez、Juan A. Hermoso、Martín Martínez-Ripoll

  DOI：10.1016/0022-328x(92)83471-s

  日期：1992.2

  The di-mu-hydroxo-complex [NBu4]2[Ni(C6F5)2(mu-OH)}2] reacts with protic electrophiles H(LL) in the 1/2 molar ratio to give (NBu4)[Ni(C6F5)2(LL)] [(LL) = acetylacetonate (acac) (I), benzoylacetonate (bzac) (II), 8-hydroxyquinolinate (oxin) (III), pyridine-2-thiolate (pyt) (IV), pyrimidine-2-thiolate (pymt) (V), 2,6-dimethyl-5-oxo-1,2,4-triazine-3-thiolate (tazt) (VI), N-methylimidazole-2-thiolate (mimt) (VII), thiazolidine-2-thiolate (tzt) (VIII), benzoimidazole-2-thiolate (bimt) (IX) or benzothiazole-2-thiolate (btzt) (X)]. The new compounds have been characterized by analysis, conductivity measurements, and spectroscopic (IR, UV-VIS, H-1, and F-19) methods. The crystal structure of compound IV has been determined by X-ray diffraction. It crystallizes in the monoclinic space group P2(1)/n with a 11.7076(4), b 22.183(1), c 14.0280(6) angstrom, beta-105.012(3)-degrees. Final R = 0.075 and R(w) = 0.067 based on 3815 reflections.
• Reactivity of [NBu4]2[{(C6X5)2M(μ-OH)}2] (X=F or Cl; M=Pd or Pt) towards heterocyclic thiones: crystal structure of [NBu4]2[{(C6F5)2Pd(μ-ν2-LL′)}2] (LL′=methylimidazole-2-thiolate)
  作者：José Ruiz、Félix Florenciano、Gregorio López、Penny A. Chaloner、Peter B. Hitchcock

  DOI：10.1016/s0020-1693(98)00164-9

  日期：1998.11

  The di-mu-hydroxo complexes [NBu4](2)[(C6X5)(2)M(mu-OH)(2)}(2)] (M=Pd or Pt; X=F or Cl) react with heterocyclic thiones H(LL') (1:2 molar ratio) to give the heterocyclic-2-thiolate complexes [NBu4][(C6X5)(2)M(eta(2)-LL')] (LL' = pyridine-2-thiolate (pyS), pyrimidine 2-thiolate (pyrimS), 2,6-dimethyl-5-oxo-1,2,4-triazine-3-thiolate (MetazS), 6-methyl-5-oxo-1,2,4-triazine-3-thiolate (MetazS)) or [NBu4](2)[(C6F5)(2)M(mu-eta(2)-MeimidS)}(2)] (MeimidS = methylimidazole-2-thiolate). The variable-temperature H-1 NMR spectra of the complexes [NBu4] [(C6X5)(2)M(eta(2)-LL')] over the range -50 to +60 degrees C are all static, but those of the methylimidazole-2-thiolate complexes [NBu4](2)[(C6F5)(2)M(mu-eta(2)-MeimidS)}(2)] (M=Pd and Pt) suggest the existence of dynamic chemical processes involving both dimeric and monomeric species. Crystallization of [NBu4](2)[(C6F5)(2)Pd(mu-eta(2)-MeimidS)}(2)] from wet dichloromethane-hexane-ether afford the mixed complex [NBu4](2)[(C6F5)(2)Pd}(2)(mu-OH)(mu-eta(2)-MeimidS)]. The analogous mixed-platinum complex [NBu4](2)[(C6F5)(2)Pt}(2)(mu-OH)(mu-eta(2)-MeimidS)] was prepared by reaction of [NBu4](2)[(C6X5)(2)Pt(mu-OH)(2)}(2)] with the corresponding heterocyclic thione H(LL') in 1:1 molar ratio. The crystal structure of [NBu4](2)[(C6F5)(2)Pd(mu-eta(2)-MeimidS)}(2)], determined by X-ray diffraction, confirmed the dimeric structure with a head-to-tail arrangement. C64H82F20N6Pd2S2, orthorhombic Pca2(1), a = 19.552(8), b = 25.160(3), c = 14.727(3) Angstrom, Z = 4. (C) 1998 Elsevier Science S.A. All rights reserved.
• FURLENMEIER, A.;LANZ, P.
  作者：FURLENMEIER, A.、LANZ, P.

  DOI：——

  日期：——