1,5-Dihydro-7-chloro-5-<5'-pyrimidine-2',4',6'(1'H,3'H,5'H)-trionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(1H,3H)-dione | 141266-44-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,5-Dihydro-7-chloro-5-<5'-pyrimidine-2',4',6'(1'H,3'H,5'H)-trionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(1H,3H)-dione
• 英文别名: 5-(2,4-dioxo-7-chloro-2,3,4,5-tetrahydro-1H-chromeno[2,3-d]pyrimidin-5-yl)pyrimidine-2,4,6(1H,3H,5H)-trione；5-(7-chloro-2,3,4,5-tetrahydro-2,4-dioxo-1H-chromeno[2,3-d]pyrimidin-5-yl)pyrimidine-2,4,6(1H,3H,5H)trione；5-(6-Chloro-2,4-dioxo-1,3,4,10-tetrahydro-2H-9-oxa-1,3-diaza-anthracen-10-yl)-pyrimidine-2,4,6-trione；5-(7-chloro-2,4-dioxo-1,5-dihydrochromeno[2,3-d]pyrimidin-5-yl)-1,3-diazinane-2,4,6-trione
• CAS: 141266-44-6
• 化学式: C₁₅H₉ClN₄O₆
• 分子量: 376.713
• InChiKey: GGEVZGGAQHNWQN-UHFFFAOYSA-N

物化性质

• 密度：
  1.81±0.1 g/cm3(Predicted)
• 溶解度：
  在≈60°C时DMSO中的溶解度≥5mg/mL

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  26
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  143
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  巴比妥酸 、 5-氯代水杨醛 在 苄基三乙基氯化铵 作用下， 以 水 为溶剂， 反应 0.92h， 以87%的产率得到1,5-Dihydro-7-chloro-5-<5'-pyrimidine-2',4',6'(1'H,3'H,5'H)-trionyl>-2H-chromeno<2,3-d>pyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  5-（2,3,4,5-四氢-1H-铬基[2,3-d]嘧啶-5-基）嘧啶酮衍生物的合成及体外抗菌活性

  摘要：

  从取代的水杨醛和巴比妥酸或2-硫代巴比妥酸合成了一系列新颖的5-（2,3,4,5-四氢-1H-铬基[2,3 - d ]嘧啶-5-基）嘧啶酮衍生物三乙基苄基氯化铵（TEBA）的相转移催化在水中催化 元素分析，IR，1 H NMR和13 C NMR阐明了所有新合成化合物的结构。已研究了合成化合物对大肠杆菌，枯草芽孢杆菌，金黄色葡萄球菌和铜绿假单胞菌的体外抗菌活性。。这些新合成的衍生物表现出显着的体外抗菌活性。

  DOI：

  10.1002/cjoc.201100112

文献信息

• Complete chemical shift assignment and molecular modeling studies of two chromene derivatives as potential leads for new anticancer drugs
  作者：Priscila Ivo Rubim de Santana、Denise Cristian Ferreira Neto、Arlan da Silva Goncalves、Joyce Sobreiro Francisco Diz de Almeida、Tanos Celmar Costa França、José Daniel Figueroa-Villar

  DOI：10.1080/07391102.2020.1790419

  日期：2021.10.13

  2H, 3H, 4H, 5H-chromeno[2,3-d]pyrimidin-5-yl)]-1,3-diazinane-2,4,6-trione (7), were synthesized from dimedone and barbituric acid and had their three-dimensional structures and precise chemical shifts assignments obtained by Nuclear Magnetic Resonance (NMR) from 1H, 13C, APT, COSY, HSQC, and HMBC spectra. Additional HOMO-LUMO DFT calculations corroborated the NMR results and pointed to the most stable

  摘要 化合物7-氯-9-(2-羟基-4,4-二甲基-6-氧代环己-1-烯-1-基)-3,3-二甲基-2,3,4,9-四氢-1H- xanthen-1-one ( 5 ) 和 5-[-7-chloro-2,4-dioxo-1H, 2H, 3H, 4H, 5H-chromeno[2,3-d]pyrimidin-5-yl)]-1 ,3-diazinane-2,4,6-trione ( 7 ) 由二甲酮和巴比妥酸合成，并通过核磁共振 (NMR) 从1 H, 13获得了它们的三维结构和精确的化学位移分配C、APT、COSY、HSQC 和 HMBC 光谱。额外的 HOMO-LUMO DFT 计算证实了 NMR 结果，并指出了每种化合物最稳定的立体异构体。此外，进一步的对接和分子动力学研究表明立体异构体 (9S)-7-chloro-9-(2-hydroxy-4,4-dimethyl-6-oxocyclohex-1-en-1-yl)-3
• Methods and compositions for restoring homeostatic capacity of a subject
  申请人：Palo Alto Investors

  公开号：US10835134B2

  公开（公告）日：2020-11-17

  Methods of restoring homeostatic capacity of a subject are provided. Aspects of the invention further include compositions, systems and devices for practicing the methods. The methods and compositions described herein find use in a variety of applications. Aspects of certain embodiments of the methods include modulating a subject's autonomic nervous system in a manner sufficient to restore the homeostatic capacity of the subject. Aspects of other embodiments of the invention include administering to the subject an amount of an apoptosis modulator effective to at least partially restore homeostatic function of the neuroendocrine system of the subject.

  本发明提供了恢复受试者体内平衡能力的方法。本发明的各个方面还包括用于实施这些方法的组合物、系统和设备。本文所述的方法和组合物可用于多种应用。本发明方法的某些实施方案包括以足以恢复受试者平衡能力的方式调节受试者的自律神经系统。本发明其他实施方案的方面包括向受试者施用一定量的细胞凋亡调节剂，其有效量至少可部分恢复受试者神经内分泌系统的平衡功能。
• A simple approach towards the synthesis of oxadeazaflavines
  作者：José Daniel Figueroa-Villar、Elizabete R. Cruz

  DOI：10.1016/s0040-4020(01)80384-7

  日期：1993.4

  The synthesis of oxadeazaflavine (2H-chromeno[2,3-d]pyrimidine-2,4(3H)-dione) derivatives (1a, 1b and 1c) from barbituric acid and salicylaldehydes as starting materials was shown to be possible using water as solvent at room temperature. The orange intermediate formed, an anthocyanidin-like precursor of the desired products, gave reasonable yields of the oxadeazaflavines when treated with acetic acid-acetic anhydride mixture. When the reaction was carried out at 100-degrees-C the corresponding 1,5-dihydro-5(5'-barbituryl)-2H-chromeno[2,3-d]pyrimidine-2,4(3H)-diones (4a, 4b and 4c) were obtained. The reaction of barbituric acid with nitrosalicylaldehydes, at either 25 or 100-degrees-C, leads only to the corresponding arylidenebarbituric acids.
• Nuclear magnetic resonance and molecular modeling study of exocyclic carbon–carbon double bond polarization in benzylidene barbiturates
  作者：J. Daniel Figueroa-Villar、Andreia A. Vieira

  DOI：10.1016/j.molstruc.2012.09.021

  日期：2013.2

  Benzylidene barbiturates are important materials for the synthesis of heterocyclic compounds with potential for the development of new drugs. The reactivity of benzylidene barbiturates is mainly controlled by their exocyclic carbon-carbon double bond. In this work, the exocyclic double bond polarization was estimated experimentally by NMR and correlated with the Hammett sigma values of the aromatic ring substituents and the molecular modeling calculated atomic charge difference. It is demonstrated that carbon chemical shift differences and NBO charge differences can be used to predict their reactivity. (C) 2012 Elsevier B.V. All rights reserved.
• Synthesis of Oxadeazaflavines from Barbituric Acid and Aromatic Aldehydes
  作者：José Daniel Figueroa-Villar、Elizabete Rangel Cruz、Nedina Lucia dos Santos

  DOI：10.1080/00397919208021101

  日期：1992.4

  2H-Chromeno[2,3-d]-pyrimidine-2,4(3H)-diones were prepared directly from barbituric acid and salicylaldehydes or by thermal cyclization of the condensation product of barbituric acid and 6-bromopiperonal.