7-cyano-(1H,3H,5H)-(1)-benzopyrano-(2,3-d)-pyrimidine-4-one-2-thione | 79221-86-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 7-cyano-(1H,3H,5H)-(1)-benzopyrano-(2,3-d)-pyrimidine-4-one-2-thione
• 英文别名: 4-oxo-2-sulfanylidene-1,5-dihydrochromeno[2,3-d]pyrimidine-7-carbonitrile
• CAS: 79221-86-6
• 化学式: C₁₂H₇N₃O₂S
• 分子量: 257.272
• InChiKey: XDXZMOIWVNFZAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  106
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-甲酰基-4-羟基苯腈 、 4,6-二羟基-2-巯基嘧啶 生成 7-cyano-(1H,3H,5H)-(1)-benzopyrano-(2,3-d)-pyrimidine-4-one-2-thione
  参考文献：
  名称：

  BLYTHIN, D. J.

  摘要：

  DOI：

文献信息

• (1H,3H,5H)-(1)-Benzopyrano-(2,3-d)-pyrimidine-4-one-2-thiones and their
  申请人：Schering Corporation

  公开号：US04297355A1

  公开（公告）日：1981-10-27

  This invention relates to (1H,3H,5H)-(1)-benzopyrano-(2,3-d)-pyrimidine-4-one-2-thiones, to pharmaceutically acceptable salts thereof, to the methods for their preparation and to their use as agents in the prophylactic treatment of allergic conditions such as asthma, allergic rhinitis, urticaria and ulcerative colitis.

  本发明涉及(1H,3H,5H)-(1)-苯并吡喃-(2,3-d)-嘧啶-4-酮-2-硫酮，其药学上可接受的盐，其制备方法以及作为预防治疗过敏症状如哮喘、过敏性鼻炎、荨麻疹和溃疡性结肠炎的药物的用途。
• Benzopyrano derivatives, pharmaceutical compositions containing them and processes for preparing the compounds and compositions
  申请人：SCHERING CORPORATION

  公开号：EP0029934A1

  公开（公告）日：1981-06-10

  Novel compounds of the formula wherein n is one or two and R represents hydrogen, loweralkyl, lowercycloalkyl, acyloxyloweralkyl, hydroxyloweralkyl, loweralkoxyloweralkyl, nitro, halogeno, hydroxy, loweralkoxy, carboxy, loweralkoxycarbonyl, tetrazolyl, cyano or a carboxamido moiety of the structure wherein A is straight or branched chain alkyl with up to 12 carbon atoms, lowercycloalkyl, lowercycloalkylloweralkyl, loweralkoxyloweralkyl, hydroxyloweralkyl, fluoroloweralkyl, loweralkenyl, loweralkylthioloweralkyl, loweralkylsulfoxyloweralkyl, loweralkylsulfonylloweralkyl, thiazolyl, oxazolyl, thiadiazolyl, methylthiadiazolyl, furyl, pyrazolyl, tetrazolyl, methyltetrazolyl, phenyl orthe grouping -E-Rs, wherein E is a straight or branched chain or cyclic loweralkylene optionally substituted by hydroxy, alkanoyloxy, or phenyl, Rs is phenyl, thiazolyl, oxazolyl, thiadiazolyl, methylthiadiazolyl, tetrazolyl, methyltetrazolyl, furyl, pyridiyl, methylpyridyl or piperidinyl; and B is hydrogen, loweralkyl, lowercycloalkyl, lowercycloalkylloweralkyl, or loweralkenyl; or A and B, when taken together with the nitrogen atom to which they are attached, represent imidazolyl, morpholinyl, pyrrolidinyl, piperidinyl or piperazinyl said heterocyclic rings being optionally substi- ,tuted by hydroxy, loweralkyl or hydroxyloweralkyl; and pharmaceutically acceptable salts thereof. The preparation of these compounds by four methods is described, in particular one method which comprises reacting a correspondingly R-substituted salicylaldehyde and thiobarbituric acid in an alcoholic solvent in the presence of a sulfonic acid. Representative compounds of the invention have been shown to exhibit anti-allergy reactions and are thus useful in treating such diseases as asthma, allergic rhinitis, urticaria and ulcerative colitis.

  式中的新型化合物 其中 n 是一个或两个，R 代表氢、低级烷基、低级环烷基、酰氧基低级烷基、羟基低级烷基、烷氧基低级烷基、硝基、卤素、羟基、低级烷氧基、羧基、低级烷氧基羰基、四唑基、氰基或结构式中的羧基氨基 其中 A 是碳原子数不超过 12 个的直链或支链烷基、低级环烷基、低级环烷基低级烷氧基、低级烷氧基低级烷基、羟基低级烷基、氟低级烷基、低级烯基、低级烷硫基低级烷基、低级烷磺酰基低级烷基、低级烷磺酰基低级烷基、噻唑基、噁唑基、噻二唑基、甲硫二唑基、呋喃基、吡唑基、四唑基、呋喃基、其中 E 是被羟基、烷酰氧基或苯基任选取代的直链或支链或环状低级烯烃，Rs 是苯基、噻唑基、噁唑基、噻二唑基、甲硫二唑基、四唑基、甲基四唑基、呋喃基、吡啶基、甲基吡啶基或哌啶基；而 B 是氢、低级烷基、低级环烷基、低级环烷基低级烷基或低级烯基；或者 A 和 B 连同它们所连接的氮原子代表咪唑基、吗啉基、吡咯烷基、哌啶基或哌嗪基，所述杂环可任选由羟基、低级烷基或羟基低级烷基取代；以及它们的药学上可接受的盐。 本发明描述了通过四种方法制备这些化合物的方法，其中一种方法包括在磺酸存在下，在醇溶剂中使相应的 R 取代水杨醛和硫代巴比妥酸反应。本发明的代表性化合物已被证明具有抗过敏反应，因此可用于治疗哮喘、过敏性鼻炎、荨麻疹和溃疡性结肠炎等疾病。
• BLYTHIN, D. J.
  作者：BLYTHIN, D. J.

  DOI：——

  日期：——
• US4297355A
  申请人：——

  公开号：US4297355A

  公开（公告）日：1981-10-27