5-nitro-6-styryl-1H-pyrimidine-2,4-dione | 16290-66-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5-nitro-6-styryl-1H-pyrimidine-2,4-dione
• 英文别名: 5-nitro-6-trans-styryl-1H-pyrimidine-2,4-dione；5-Nitro-6-trans-styryl-1H-pyrimidin-2,4-dion；5-Nitro-6-styryl-pyrimidine-2,4-diol；5-nitro-6-[(E)-2-phenylethenyl]-1H-pyrimidine-2,4-dione
• CAS: 16290-66-7
• 化学式: C₁₂H₉N₃O₄
• 分子量: 259.221
• InChiKey: ITFUSTYTUCGMEV-VOTSOKGWSA-N

物化性质

• 溶解度：
  >38.9 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  5-nitro-6-styryl-1H-pyrimidine-2,4-dione 在 三氯氧磷 作用下， 生成 2,4-dichloro-5-nitro-6-trans-styryl-pyrimidine
  参考文献：
  名称：

  224. 4-苯乙烯基嘧啶的一些衍生物

  摘要：

  DOI：

  10.1039/jr9480001128
• 作为产物：
  描述：

  6-甲基尿嘧啶 在 哌啶 、 硫酸 、 硝酸 作用下， 以 正丁醇 为溶剂， 生成 5-nitro-6-styryl-1H-pyrimidine-2,4-dione
  参考文献：
  名称：

  Synthesis and Biological Evaluation of 5-Nitropyrimidine-2,4-dione Analogues as Inhibitors of Nitric Oxide and iNOS Activity

  摘要：

  Fifty two compounds based on 5‐nitropyrimidine‐2,4‐dione moiety have been synthesized and evaluated for their inhibitory potency on the production of nitric oxide. Among them, compound 36 inhibited the production of nitric oxide (IC50: 8.6 μm) on lipopolysaccharide‐induced RAW 264.7 cells and inducible nitric oxide synthase activity (IC50: 6.2 μm), as well as exerted no potential cytotoxicity (IC50 > 80.0 μm). Docking study confirmed that compound 36 was an inducible nitric oxide synthase inhibitor with perfect binding to the active site of inducible nitric oxide synthase. At a dose of 10 mg/kg, oral administration of 36 possessed protective properties in carrageenan‐induced paw edema of male ICR mice.

  DOI：

  10.1111/cbdd.12386

文献信息

• Pyrrolotriazolopyrimidinone derivatives
  申请人：——

  公开号：US20040019034A1

  公开（公告）日：2004-01-29

  This invention relates to new therapeutically useful 8-(disubstituted)phenyl-6,9-dihydro-5H-pyrrolo[2,3-e][1,2,4]triazolo[4,3-c]pyrimidine-5-one and 8-phenyl-6,9-dihydro-5H-pyrrolo[3,2-e][1,2,4]triazolo[4,3-c]pyrimidine-5-one derivatives of formula (I): wherein: —X—C—Y— represents (a) or (b) to processes and intermediates for their preparation, to pharmaceutical compositions containing them and to their medical uses as potent and selective inhibitors of phosphodiesterase 5 (PDE 5).

  这项发明涉及新的治疗用途的8-(二取代)苯基-6,9-二氢-5H-吡咯[2,3-e][1,2,4]三唑[4,3-c]嘧啶-5-酮和8-苯基-6,9-二氢-5H-吡咯[3,2-e][1,2,4]三唑[4,3-c]嘧啶-5-酮衍生物的公式(I)：其中：—X—C—Y—代表(a)或(b)到它们的制备过程和中间体，含有它们的药物组合物以及它们作为磷酸二酯酶5 (PDE 5)的有效和选择性抑制剂的医学用途。
• [EN] NEW-4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE DERIVATIVES<br/>[FR] NOUVEAUX DERIVES DE 4-(PYRROLOPYRIMIDIN-6-YL)BENZENESULPHONAMIDE
  申请人：ALMIRALL PRODESFARMA SA

  公开号：WO2003082873A1

  公开（公告）日：2003-10-09

  This invention is directed to new potent and selective antagonists of A2A and/or A2B adenosine receptors having the general formula (I) to process for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  这项发明是针对新型高效选择性A2A和/或A2B腺苷受体拮抗剂的，其具有通用公式（I），用于其制备的过程；包含它们的药物组合物；以及它们在治疗中的应用。
• 6-phenylpyrrolopyrimidinedione derivatives
  申请人：——

  公开号：US20030232838A1

  公开（公告）日：2003-12-18

  The invention relates to new 6-phenylpyrrolopyrimidine derivatives of formula (I): 1 wherein: —X—C—Y— represents 2 or —X—C—Y— represents 3 and to their use as selective cyclic GMP specific phosphodiesterase (PDE 5)inhibitors, processes for producing them, intermediates used in their production, compositions containing them and their applicability in medical treatment of the human or animal body.

  该发明涉及公式（I）的新6-苯基吡咯吡嘧啶衍生物：其中：—X—C—Y—代表2或—X—C—Y—代表3，并且它们作为选择性环磷酸鸟苷特异性磷酸二酯酶（PDE 5）抑制剂的用途，生产它们的方法，生产中使用的中间体，包含它们的组合物以及它们在医疗治疗人体或动物体内的适用性。
• New-4-pyrrolopyrimidin-6-YL)benzenesulphonamide derivatives
  申请人：Vidal Juan Bernat

  公开号：US20050261248A1

  公开（公告）日：2005-11-24

  This invention is directed to selective antagonists of A 2A and/or A 2B adenosine receptors having the general formula (I); to processes for their preparation; to pharmaceutical compositions comprising them; and to their use in therapy.

  本发明涉及选择性A2A和/或A2B腺苷受体拮抗剂，其具有一般式（I）；它们的制备方法；包括它们的药物组合物；以及它们在治疗中的使用。
• 6-PHENYLPYRROLOPYRIMIDINEDIONE DERIVATIVES
  申请人：Almirall Prodesfarma, S.A.

  公开号：EP1286997A1

  公开（公告）日：2003-03-05