3,5-dimethyl-4-ethoxycarbonyl-phthalic anhydride | 56611-62-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: 3,5-dimethyl-4-ethoxycarbonyl-phthalic anhydride
• 英文别名: 4-ethoxycarbonyl-3,5-dimethylphthalic acid anhydride；4-(ethoxycarbonyl)-3,5-dimethylphthalic anhydride；4-ethoxycarbonyl-3,5-dimethylphthalic anhydride；4-ethoxycarbonyl-3,5-dimethyphthalic anhydride；3,5-dimethyl-4-ethoxycarbonylphthalic anhydride；ethyl 4,6-dimethyl-1,3-dioxo-2-benzofuran-5-carboxylate
• CAS: 56611-62-2
• 化学式: C₁₃H₁₂O₅
• 分子量: 248.235
• InChiKey: BEYZLMGWFUWLTL-UHFFFAOYSA-N

物化性质

• 熔点：
  80-81 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  421.4±45.0 °C(Predicted)
• 密度：
  1.309±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  69.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,5-dimethyl-4-ethoxycarbonyl-phthalic anhydride 在 氢氧化钾 、 ammonium hydroxide 、 溴 作用下， 生成 2-amino-5-ethoxycarbonyl-4,6-dimethylbenzoic acid
  参考文献：
  名称：

  Ishikawa, Masayuki; Eguchi, Yukuo, Heterocycles, 1981, vol. 16, # 1, p. 31 - 34

  摘要：

  DOI：
• 作为产物：
  描述：

  4-ethoxycarbonyl-3,5-dimethylphthalic acid 在 乙酸酐 作用下， 反应 2.0h， 以90%的产率得到3,5-dimethyl-4-ethoxycarbonyl-phthalic anhydride
  参考文献：
  名称：

  Studies on antiatherosclerotic agents. IX. Synthesis of 7-ethoxycarbonyl-4-hydroxymethyl-6,8-dimethyl-1(2H)-phthalazinone (EG 626).

  摘要：

  7-乙氧羰基-4-羟甲基-1(2H)-酞嗪酮具有很强的生物活性，为了增强其酯连接的生物稳定性，制备了相应的叔丁酯（1e）和 7-乙氧羰基-4-羟甲基-6, 8-二甲基-1(2H)-酞嗪酮 (EG 626) (6)。研究了这些化合物和其他密切相关化合物的合成及其对血小板聚集和水肿动脉反应的抑制作用。EG 626 似乎是一种潜在有效的抗血栓和抗动脉粥样硬化药物。

  DOI：

  10.1248/cpb.28.2770

文献信息

• 7-(Ethoxycarbonyl)-6,8-dimethyl-2-phenyl-1(2H)-phthalazinone derivatives: synthesis and inhibitory effects on platelet aggregation
  作者：Akiko Sugimoto、Hiromichi Tanaka、Yukuo Eguchi、Shigeru Ito、Yoshimi Takashima、Masayuki Ishikawa

  DOI：10.1021/jm00376a013

  日期：1984.10

  7-(Ethoxycarbonyl)-6,8-dimethyl-2-phenyl-1(2H)-phthalazinone derivatives and several analogues were synthesized and their inhibitory effects on platelet aggregation were evaluated. Structure-activity relationships are discussed. All synthesized compounds showed no appreciable effect on platelet aggregation induced by adenosine diphosphate, but most of them inhibited effectively the arachidonic acid

  合成了7-（乙氧羰基）-6,8-二甲基-2-苯基-1（2H）-酞嗪酮衍生物和几种类似物，并评价了它们对血小板聚集的抑制作用。讨论了构效关系。所有合成的化合物对二磷酸腺苷诱导的血小板凝集均无明显影响，但大多数化合物均能有效抑制花生四烯酸诱导的血小板凝集。母体化合物，2-苯基衍生物和邻位取代的2-苯基衍生物表现出所有化合物中最有效的抑制作用。
• Process for production of 3-hydroxy-3-methylphthalide or the nuclearly
  申请人：Showa Denko K.K.

  公开号：US04298530A1

  公开（公告）日：1981-11-03

  A process for producing 3-hydroxy-3-methylphthalide or its nuclearly substituted derivative of the following general formula ##STR1## wherein R represents a lower alkyl group, a lower alkoxy group, a lower alkoxycarbonyl group or a carboxyl group, and n is 0 or an integer of 1 to 3, which comprises reacting phthalic anhydride or its nuclearly substituted derivative of the following general formula ##STR2## wherein R and n are as defined, with malonic acid at an elevated temperature in at least one solvent selected from the group consisting of dialkylformamides, dialkylsulfoxides and aliphatic lower carboxylic acids in the presence of, as a catalyst, a salt of an inorganic or organic acid with a metal selected from the group consisting of metals of Groups IA, IIA, IIIB and VIII of the periodic table, manganese, copper and zinc.

  生产3-羟基-3-甲基邻苯二酐或其核取代衍生物的方法，该方法包括在至少选择自二烷基甲酰胺、二烷基亚砜和脂肪族低碳酸中的一种溶剂中，在高温下，将邻苯二酐或其核取代衍生物与丙二酸反应，其中R代表低烷基基团、低烷氧基团、低烷氧羰基团或羧基，n为0或1至3的整数，所述反应在存在以下催化剂的条件下进行：选自周期表IA、IIA、IIIB和VIII族金属、锰、铜和锌的无机或有机酸盐。
• Studies on Antiatherosclerotic Agents. Synthesis and Inhibitory Activities on Platelet Aggregation of 4-Aryl Derivatives of 7-Ethoxycarbonyl-6, 8-dimethyl-1(2H)-phthalazinone.
  作者：Yukuo EGUCHI、Yuko SATO、Satomi SEKIZAKI、Masayuki ISHIKAWA

  DOI：10.1248/cpb.39.2009

  日期：——

  4-Aryl derivatives of 7-ethoxycarbonyl-6, 8-dimethyl-1(2H)-phthalazinone and related derivatives were newly synthesized in order to test for their inhibitory activities on platelet aggregation. 4-(2-Anisyl) compound and the corresponding 1-chloro derivative demonstrated significant activity.

  新合成了 7-乙氧羰基-6, 8-二甲基-1(2H)-酞嗪酮的 4-芳基衍生物及相关衍生物，以测试它们对血小板聚集的抑制活性。4-（2-苯甲酰基）化合物和相应的 1-氯衍生物表现出了显著的活性。
• Novel 1-phthalazone derivative, a process for its preparation and a
  申请人：——

  公开号：US03963716A1

  公开（公告）日：1976-06-15

  A pharmaceutically active phthalzone derivative of the following formula ##SPC1## Wherein each of R.sub.1 and R.sub.2 is a member selected from the group consiting of alkyl of from 1 to 3 carbon atoms; R.sub.3 is a member selected from the group consiting of alkyl of from 1 to 5 carbon atoms with the proviso that R.sub.3 can form together with R.sub.2 a member selected from the group consiting of methylene, methyl-substituted and ethyl-substituted methylene. This compound is effectie for treating hypertension, thrombosis and athroscllerosis. A process for its preparation and a pharmaceutical composition containing it are also provided.

  下列公式的一种药物活性邻苯二酮衍生物 ##SPC1## 其中R.sub.1和R.sub.2中的每一个是由碳原子数为1到3的烷基组成的群体中选择的成员；R.sub.3是由碳原子数为1到5的烷基组成的群体中选择的成员，但有条件地，R.sub.3可以与R.sub.2一起形成由甲基、甲基取代和乙基取代的亚甲基组成的群体中选择的成员。该化合物对治疗高血压、血栓和动脉粥样硬化有效。还提供了其制备方法和含有它的药物组合物。
• Process and intermediates for preparing 4-hydroxymethyl-1-phthalazone derivatives
  申请人：Nippon Kayaku Kabushiki Kaisha

  公开号：EP0086438A1

  公开（公告）日：1983-08-24

  The present invention relates to a novel process and intermediates for preparing 4-hydroxymethyl-1-phthalazone derivatives represented by the following reaction scheme:

  本发明涉及一种制备 4-羟甲基-1-酞嗪酮衍生物的新工艺和中间体，其反应方案如下：