7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione | 52294-86-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶并嘧啶类
• 英文名称: 7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione
• 英文别名: 7-Amino-1,3-dimethylpyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione；7-amino-1,3-dimethyl-1H-pyrido[2,3-d]pyrimidine-2,4-dione；Pyrido(2,3-d)pyrimidine-2,4(1H,3H)-dione, 7-amino-1,3-dimethyl-
• CAS: 52294-86-7
• 化学式: C₉H₁₀N₄O₂
• 分子量: 206.204
• InChiKey: ZLPYOVJNMINBJN-UHFFFAOYSA-N

物化性质

• 熔点：
  309 °C(Solv: ethanol (64-17-5))
• 沸点：
  436.0±55.0 °C(Predicted)
• 密度：
  1.403±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  79.5
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为产物：
  描述：

  7-amino-6-cyano-1,3-dimethyl-5-methylthiopyrido<2,3-d>pyrimidine-2,4(1H,3H)-dione 在 镍 作用下， 以 乙醇 为溶剂， 以97%的产率得到7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  Tominaga, Yoshinori; Kohra, Shinya; Okuda, Hiroto, Chemical and pharmaceutical bulletin, 1984, vol. 32, # 1, p. 122 - 129

  摘要：

  DOI：
• 作为试剂：
  描述：

  6-氨基-1,3-二甲基-2,4-二氧代-1,2,3,4-四氢嘧啶-5-甲醛 、 (三苯基膦)乙腈 在 氩 、 7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以to give 0.08 g of 7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione (Compound 15)的产率得到7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4-dione
  参考文献：
  名称：

  5-substituted pyrido[2,3-d]pyrimidine-2,4-diones

  摘要：

  本发明涉及一种具有式（I）的新型吡啶并[2,3-d]嘧啶衍生物：##STR1## 其中，R.sub.1和R.sub.2分别是相同或不同的低碳基；R.sub.3和R.sub.4分别是氢、卤素、羟基、硝基、氨基、羟基氨基、叠氮基、较低烯基氨基基团或较低烷基氨基基团，可选地具有羟基；以及其药学上可接受的盐。这些化合物可用作抗过敏剂，例如，用于治疗支气管哮喘、荨麻疹、过敏性鼻炎、过敏性皮肤病或过敏性结膜炎。

  公开号：

  US04808587A1

文献信息

• Reactivities of 6-Amino-1,3-dimethyl-5-thioformyluracil toward Nucleophiles and Its Application to Synthesis of Pyrido(2,3-d)pyrimidines.
  作者：Kosaku HIROTA、Keiko KUBO、Hironao SAJIKI

  DOI：10.1248/cpb.45.542

  日期：——

  The reaction of the 5-thioformyluracil 1 with phenylhydrazine and various amines readily afforded the hydrazone 3a and Schiff bases 3b-d, respectively. Further, carbanions and Wittig reagents reacted with 1 to give pyrido[2, 3-d]pyrimidines 4 and 9. The corresponding 5-formyluracil 2 possessed much lower reactivities toward these nucleophiles than did 1.

  5-硫代甲酰尿嘧啶1与苯肼和各种胺的反应容易地分别得到腙3a和希夫碱3b-d。此外，碳负离子和维蒂希试剂与1反应得到吡啶并[2, 3-d]嘧啶4和9。相应的5-甲酰尿嘧啶2对这些亲核试剂的反应活性比1低得多。
• Pyrimidines. 21. Novel reactions of 5-cyano-1,3-dimethyluracil with carbon nucleophiles. A facile preparation of certain pyrido[2,3-<i>d</i>]pyrimidines
  作者：Tsann-Long Su、Kyoichi A. Watanabe

  DOI：10.1002/jhet.5570210560

  日期：1984.9

  respectively) in high yields. On the other hand, reaction of 8 with acetonitrile in base gave the Michael adduct, 5-cyano-6-cyanomethyl-5,6-dihydrouracil (15, R = H), and the hydrated product, 1,3-dimethyluracil-5-carboxamide (9) as the major products, and 7-amino-1,3-dimethylpyrido[2,3-d]pyrimidine-2,4(1H,3H)-dione (18a) in only very low yield. Similar reaction with butanone gave 7-ethyl-1,3-dimethyl- and

  在碱中用活化的乙腈如丙二腈，氰基乙酸乙酯或氰基乙酰胺处理5-氰基-1,3-二甲基尿嘧啶（8），得到7-氨基-6-氰基-，7-氨基-6-乙氧基羰基-和7-氨基-6-氨基羰基-1,3-二甲基吡啶并[2,3- d ]嘧啶-2,4（1 H，3 H）-二酮（分别为18b，18c和18d）。另一方面，8与碱中的乙腈反应生成迈克尔加合物5-氰基-6-氰甲基-5,6-二氢尿嘧啶（15，R = H）和水合产物1,3-二甲基尿嘧啶-5 -羧酰胺（9）为主要产物，7-氨基-1,3-二甲基吡啶[2,3- d] pyrimidine-2,4（1 H，3 H）-dione（18a）的收率非常低。与丁酮类似的反应得到7-乙基-1,3-二甲基-和1,3,6,7-四甲基吡啶并[2,3 - d ]嘧啶-2,4（1 H，3 H）-二酮（10b和10c），产量低。
• Pyrido[2,3-d]pyrimidine derivatives
  申请人：NIPPON ZOKI PHARMACEUTICAL CO. LTD.

  公开号：EP0243311A2

  公开（公告）日：1987-10-28

  The present invention relates to a novel pyrido[2,3-d]pyrimidine derivative having the formula (1): wherein each of R, and R2, which may be the same or different, is a lower alkyl group; and each of R3 and R4, which may be the same or different, is hydrogen, halogen, hydroxy, nitro, amino, hydroxyamino, hydrazino, azido, a lower alkenylamino group or a lower alkylamino group which may optionally be substituted by hydroxy; and pharmaceutically acceptable salt thereof. These compounds are useful as anti-allergic agents, for example, for the treatment of bronchial asthma, urticaria, allergic rhinitis, allergic dermatoses or allergic conjunctivitis.

  本发明涉及一种具有式(1)的新型吡啶并[2,3-d]嘧啶衍生物： 其中R和R2（可以相同或不同）各自为低级烷基；R3和R4（可以相同或不同）各自为氢、卤素、羟基、硝基、氨基、羟基氨基、肼基、叠氮基、低级烯氨基或可任选被羟基取代的低级烷氨基；及其药学上可接受的盐。这些化合物可用作抗过敏剂，例如用于治疗支气管哮喘、荨麻疹、过敏性鼻炎、过敏性皮肤病或过敏性结膜炎。
• Pyrido[2,3-d]pyrimidine derivatives, their preparation and their use as anti-asthma agents
  申请人：NIPPON ZOKI PHARMACEUTICAL CO., LTD.

  公开号：EP0696590A1

  公开（公告）日：1996-02-14

  The present invention provides a rapid-acting remedy for asthma having a bronchodilating action. A remedy for bronchial asthma containing the pyrido[2,3-d]pyrimidine derivatives represented by the general formula (A) or pharmaceutically acceptable salts thereof as an effective component. wherein R¹ and R² are same or different and each of them is hydrogen, alkyl or benzyl; R³ is hydrogen, hydroxyl, dialkylaminomethyleneamino or -NH-X; X is hydrogen, alkyl, alkenyl, hydroxyl, amino, hydroxyalkyl, benzyl or acyl; R⁴ is hydrogen, alkyl, halogen, nitro, amino, hydroxyl, benzyloxy, cyano, carboxyl, alkoxycarbonyl, alkoxysulfonyl, aminosulfonyl, dialkylaminosulfonyl or sulfo; and R⁵ is hydrogen, alkyl or amino. The rapid-acting remedy for bronchial asthma of the present invention which is capable of relieving the symptom of laboring breath at the onset of asthma due to its bronchodilating action can be used as a therapy not only for allergic asthma but also for various bronchial asthma such as endogenous asthma, exogenous asthma and dust asthma.

  本发明提供了一种具有支气管扩张作用的治疗哮喘的速效药。 一种治疗支气管哮喘的药物，含有通式（A）代表的吡啶并[2,3-d]嘧啶衍生物或其药学上可接受的盐作为有效成分。 其中 R¹ 和 R² 相同或不同，且各自为氢、烷基或苄基；R³ 为氢、羟基、二烷基氨基亚甲基氨基或-NH-X；X 为氢、烷基、烯基、羟基、氨基、羟基烷基、苄基或酰基；R⁴ 是氢、烷基、卤素、硝基、氨基、羟基、苄氧基、氰基、羧基、烷氧基羰基、烷氧基磺酰基、氨基磺酰基、二烷基氨基磺酰基或磺酰基；以及 R⁵ 是氢、烷基或氨基。 本发明的支气管哮喘速效药由于其支气管扩张作用，能够缓解哮喘发病时的呼吸费力症状，不仅可用于治疗过敏性哮喘，还可用于治疗各种支气管哮喘，如内源性哮喘、外源性哮喘和粉尘性哮喘。
• Carbon transfer reactions of functionalized oxazolidines and their open chain enamine tautomers to enamine nucleophiles. A facile synthesis of substituted pyridines and ring annulated derivatives
  作者：Kamaljit Singh、Jasbir Singh、Harjit Singh

  DOI：10.1016/s0040-4020(97)10349-0

  日期：1998.1

  Oxazolidines substituted at C-2 with -CH2-EW(-CO-, etc.) and capable of existing as ring-chain (enamine) tautomers' react with cyclic, acyclic and heterocyclic enamine derivatives in a 1:1 stoichiometric manner to provide a versatile synthesis of substituted pyridines and their ring annulated derivatives. (C) 1997 Elsevier Science Ltd. All rights reserved.