1,3-二甲基-2,4-二氧代-1,2,3,4-四氢嘧啶-5-羧酰胺 | 38009-11-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 1,3-二甲基-2,4-二氧代-1,2,3,4-四氢嘧啶-5-羧酰胺
• 英文名称: 1,3-dimethyluracil-5-carboxamide
• 英文别名: 5-carbamoyl-1,3-dimethyluracil；1,3-dimethyl-2,4-dioxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid amide；1,3-Dimethyluracil-5-carboxamid；1,3-Dimethyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidine-5-carboxamide；1,3-dimethyl-2,4-dioxopyrimidine-5-carboxamide
• CAS: 38009-11-9
• 化学式: C₇H₉N₃O₃
• mdl: MFCD09388792
• 分子量: 183.167
• InChiKey: VMZCIAQOMWFRDC-UHFFFAOYSA-N

物化性质

• 熔点：
  219-220 °C
• 沸点：
  367.9±52.0 °C(Predicted)
• 密度：
  1.395±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  83.7
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933599090

反应信息

• 作为反应物：
  描述：

  1,3-二甲基-6-氨基脲嘧啶 、 1,3-二甲基-2,4-二氧代-1,2,3,4-四氢嘧啶-5-羧酰胺 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以30%的产率得到1,3-dimethyl-2,4,7-trioxo-8H-pyrido[2,3-d]pyrimidine-6-carboxamide
  参考文献：
  名称：

  Pyrimidines. 17. Novel pyrimidine to pyridine transformation reaction. One-step synthesis of pyrido[2,3-d]pyrimidines

  摘要：

  DOI：

  10.1021/jo00318a004
• 作为产物：
  描述：

  1,3-二甲基-5-氰基尿嘧啶 在 sodium ethanolate 作用下， 以 乙醇 、 丙酮 为溶剂， 以18%的产率得到1,3,7-trimethylpyrido<2,3-d>pyrimidine-2,4-(1H,3H)-dione
  参考文献：
  名称：

  Su, Tsann-Long; Watanabe, Kyoichi A., Journal of Heterocyclic Chemistry, 1982, vol. 19, p. 1261 - 1262

  摘要：

  DOI：

文献信息

• [EN] HETEROARYL-BIPHENYL AMIDES FOR THE TREATMENT OF PD-L1 DISEASES<br/>[FR] AMIDES HÉTÉROARYLE-BIPHÉNYLE POUR LE TRAITEMENT DE MALADIES ASSOCIÉES À PD-L1
  申请人：CHEMOCENTRYX INC

  公开号：WO2021076691A1

  公开（公告）日：2021-04-22

  Compounds are provided that are useful as immunomodulators. The compounds have the Formula (I) including stereoisomers and pharmaceutically acceptable salts thereof, wherein R2a, R2b, R3, R3a, R4, R6, R7, R8, A, Z, X1 and n are as defined herein. Methods associated with preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.

  提供了作为免疫调节剂有用的化合物。这些化合物具有包括立体异构体和其药用可接受盐的化学式（I），其中R2a、R2b、R3、R3a、R4、R6、R7、R8、A、Z、X1和n的定义如本文所述。还公开了与制备和使用这些化合物相关的方法，以及包含这些化合物的药物组合物。
• Novel reaction of uracil derivatives possessing electron-withdrawing groups at the 5-position with amines: exchange reaction between the N1-portion of uracils and amines
  作者：Kosaku Hirota、Yukio Kitade、Hironao Sajiki、Yoshifumi Maki、Motoi Yogo

  DOI：10.1039/p19900000367

  日期：——

  The reaction of 1,3-disubstituted uracils possessing an electron-withdrawing group such as nitro, carbamoyl, and cyano at the 5-position with primary amines resulted in the exchange of the N1-portion of the uracil ring with the amine moiety. The exchange reactions were influenced by the nature of substituents at the 5- and N1-position. The reaction sequence is explained in terms of addition, ring-opening

  具有在5-位的吸电子基团例如硝基，氨基甲酰基和氰基的1，3-二取代的尿嘧啶与伯胺的反应导致尿嘧啶环的N 1部分与胺部分交换。交换反应受5-和N 1-位上取代基的性质影响。用加成，开环和闭环的方式解释反应顺序。
• Novel reactiom of 5-nitro(or carbamoyl)uracil derivatives with amines. Thermal exchange reaction of N1-portion of the uracils for amines ring-opening and ring-closure processes
  作者：Kosaku Hirota、Yukio Kitade、Hironao Sajiki、Yoshifumi Maki

  DOI：10.1016/s0040-4039(00)84770-x

  日期：1986.1

  The reaction of 1,3-disubstituted uracils possessing an electron withdrawing group at the 5-position with amines induced exchange of N1-portion of the uracil ring for amines. This reaction was accelerated by substitution of phenyl groups at the N1-position.

  在5-位具有吸电子基团的1，3-二取代的尿嘧啶与胺的反应诱导了尿嘧啶环的N 1部分被胺交换。通过在N 1位上取代苯基来加速该反应。
• [EN] TRIARYL COMPOUNDS FOR TREATMENT OF PD-L1 DISEASES<br/>[FR] COMPOSÉS TRIARYLES POUR LE TRAITEMENT DE MALADIES PD-L1
  申请人：CHEMOCENTRYX INC

  公开号：WO2020232256A1

  公开（公告）日：2020-11-19

  Compounds are provided that are useful as immunomodulators. The compounds have the Formula (I) including stereoisomers and pharmaceutically acceptable salts thereof, wherein R1a, R1b, R1c, R1d, R2a, R2b, R3, R3a, R4, R6, R7, R8, A, Z, X1 and n are as defined herein. Methods associated with preparation and use of such compounds, as well as pharmaceutical compositions comprising such compounds, are also disclosed.

  提供了一些作为免疫调节剂有用的化合物。这些化合物具有公式（I），包括立体异构体和其药用盐，其中R1a、R1b、R1c、R1d、R2a、R2b、R3、R3a、R4、R6、R7、R8、A、Z、X1和n如本文所定义。还披露了与这些化合物的制备和使用相关的方法，以及包含这些化合物的药物组合物。
• Chemical models and their mechanistic implications for the transformation of 6-cyanouridine 5′-monophosphate catalyzed by orotidine 5′-monophosphate decarboxylase
  作者：Yuen-Jen Wu、Chen-Chieh Liao、Cheng-Hung Jen、Yu-Chiao Shih、Tun-Cheng Chien

  DOI：10.1039/c001865a

  日期：——

  The reactions of 6-cyano-1,3-dimethyluracil have been studied as chemical models to illustrate the mechanism for the transformation of 6-cyanouridine 5'-monophosphate (6-CN-UMP) to barbiturate ribonucleoside 5'-monophosphate (BMP) catalyzed by orotidine 5'-monophosphate decarboxylase (ODCase). The results suggest that the Asp residue in the ODCase active site plays the role of a general base in the

  已经研究了6-氰基-1,3-二甲基尿嘧啶的反应作为化学模型，以阐明将6-氰基尿苷5'-单磷酸酯（6-CN-UMP）转化为巴比妥酸酯核糖核苷5'-单磷酸酯（BMP）的机制乳清碱5'-单磷酸脱羧酶（ODCase）催化。结果表明，ODCase活性位点中的Asp残基在转化中起一般碱基的作用。