6-氨基-4,5-二氯-2-甲基哒嗪-3-酮 | 25717-64-0

• 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: 6-氨基-4,5-二氯-2-甲基哒嗪-3-酮
• 英文名称: 6-amino-4,5-dichloro-2-methyl-3(2H)-pyridazinone
• 英文别名: 3-amino-4,5-dichloro-1-methylpyridazin-6-one；6-Amino-4,5-dichloro-2-methyl-2,3-dihydropyridazin-3-one；6-amino-4,5-dichloro-2-methylpyridazin-3-one
• CAS: 25717-64-0
• 化学式: C₅H₅Cl₂N₃O
• mdl: MFCD20690927
• 分子量: 194.02
• InChiKey: GULOUPUQAFQFNK-UHFFFAOYSA-N

物化性质

• 熔点：
  191.5-193 °C
• 沸点：
  249.6±50.0 °C(Predicted)
• 密度：
  1.73±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.7
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-氨基-4,5-二氯-2-甲基哒嗪-3-酮 在 亚硝酸特丁酯 、 sodium hydride 、 potassium carbonate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 29.0h， 生成 7-(4-benzoyloxybutyl)-4-chloro-5-cyano-2-methyl-7H-pyrrolo[2,3-c]pyridazin-3(2H)-one
  参考文献：
  名称：

  含哒嗪的新型无环核苷的合成

  摘要：

  本文介绍了一些涉及吡咯并[2,3- c ]哒嗪和4-羟丁基侧链的新型无环核苷的合成。

  DOI：

  10.1002/jhet.5570370102
• 作为产物：
  描述：

  4,5-dichloro-2-methyl-6-nitro-3(2H)-pyridazinone 在 铁粉 、 氯化铵 作用下， 以 氯仿 、 水 为溶剂， 反应 20.0h， 以93%的产率得到6-氨基-4,5-二氯-2-甲基哒嗪-3-酮
  参考文献：
  名称：

  4,5-二氯-3-硝基哒嗪-6-一与二甲基氯亚甲基氯化铵的反应

  摘要：

  由4,5-合成3,4,5-三氯哒嗪-6-one，3,4,5,6-四氯哒嗪和4,5-二氯-3-（N，N-二甲基氨基）-哒嗪-6-。选择性地选择二氯-3-硝基哒嗪-6-一和二甲基氯亚甲基-氯化铵。

  DOI：

  10.1002/jhet.5570330659

文献信息

• Chroman derivative and pharmaceutical use thereof
  申请人：Japan Tobacco Inc.

  公开号：US05719155A1

  公开（公告）日：1998-02-17

  Chroman derivatives of the formula \x9bI! ##STR1## wherein R.sup.1 is a cyano, a nitro, a trihalomethyl, a trihalomethoxy or a halogen atom; R.sup.2 is a lower alkoxyalkyl, an aryloxyalkyl or a dialkoxyalkyl; R.sup.3 is a lower alkoxyalkyl or an aryloxyalkyl; R.sup.4 is a hydroxy, a formyloxy or a lower alkanoyloxy; X is N--H, an N--optionally substituted lower alkyl, an oxygen atom, a sulfur atom or a single bond; and Y is an optionally substituted aromatic ring residue or an optionally substituted heterocyclic residue, pharmaceutically acceptable salts thereof and pharmaceutical use thereof. The compound of the present invention and pharmaceutically acceptable salts thereof have selective and excellent coronary vasodilating action and extremely weak hypotensive action. Accordingly, it is possible to selectively increase the coronary blood flow without causing a sudden hypotention causative of tachycardia which has a detrimental effect on the heart, and they are useful as a coronary vasodilator, in particular, an agent for the prophylaxis and treatment of cardiovascular disorders such as angina pectoris and heart failure.

  本发明的化合物及其中医药学上可接受的盐具有选择性和优秀的心脏血管扩张作用，而且具有极其微弱的降压作用。因此，可以在不引起心动过速导致的有害心脏影响的突发性低血压的情况下，选择性地增加冠状动脉血流，并且它们作为心脏血管扩张剂特别有用，尤其是用于预防和治疗心绞痛和心力衰竭等心血管疾病的药物。
• HETEROCYCLIC COMPOUNDS AND METHODS OF USE
  申请人：Heald Robert

  公开号：US20120202785A1

  公开（公告）日：2012-08-09

  Formula I compounds, including stereoisomers, geometric isomers, tautomers, metabolites and pharmaceutically acceptable salts thereof, are useful for inhibiting the delta isoform of PI3K, and for treating disorders mediated by lipid kinases such as inflammation, immunological disorders, and cancer. Methods of using compounds of Formula I for in vitro, in situ, and in vivo diagnosis, prevention or treatment of such disorders in mammalian cells, or associated pathological conditions, are disclosed.

  化学式I类化合物，包括立体异构体、几何异构体、互变异构体、代谢物及其药学上可接受的盐，对抑制PI3K的δ异构体以及治疗由脂质激酶介导的疾病，如炎症、免疫性疾病和癌症，具有用途。公开了利用化合物I类进行体外、体内和体内诊断、预防或治疗哺乳动物细胞中的这类疾病，或相关的病理状况的方法。
• Synthesis and biological activity of pyridazinooxazines.
  作者：TOSHIYASU MATSUO、YOSHITSUGU TSUKAMOTO、TAKASHI TAKAGI、MAKOTO SATO

  DOI：10.1248/cpb.30.832

  日期：——

  4-Chloro-5-(2-hydroxyethylamino)-3 (2H)-pyridazinones were converted upon treatment with base to novel fused ring compounds, 3, 4-dihydro-2H-pyridazino [4, 5-b]-1, 4-oxazin-8 (7H)-ones. When a nitrogen atom in the hydroxyethylamino group or at the 2-position of the 3 (2H)-pyridazinone ring had a remaining hydrogen, the ring closure reaction did not occur. 3, 4-Dihydro-2H-pyridazino [4, 5-b]-1, 4-oxazine was similarly synthesized from corresponding precursor. The presence of a C-6 amino group in the precursor did not affect the ring formation mentioned above, but when the amino group was diazotized, ring formation took place in a different fashion, involving the C-6 diazonium moiety as a leaving group, to give another ring system, 6, 7-dihydro-2H-pyridazino [3, 4-b]-[1, 4] oxazin-3 (5H)-one. Similar phenomena were observed in the cases of precursors having a C-6 nitro group : cyclization occurred involving the elimination of the nitro group to give fused ring products. The method was applied to the formation of a tricyclic heterocycle, 2H-pyridazino [3, 4-b] [1, 4] benzoxazin-3 (5H)-one. Some compounds thus obtained were found to have potent analgesic and significant anti-inflammatory activities in animal models.

  4-氯-5-(2-羟基乙基氨基)-3 (2H)-吡嗪酮在碱处理后被转化为新型的融合环化合物，3, 4-二氢-2H-吡嗪[4, 5-b]-1, 4-氧杂啉-8 (7H)-酮。当羟基乙基氨基团中的氮原子或3 (2H)-吡嗪酮环的2位有剩余氢时，环闭合反应不会发生。3, 4-二氢-2H-吡嗪[4, 5-b]-1, 4-氧杂啉也通过相应前体合成。前体中的C-6氨基团对以上提到的环形成并没有影响，但当氨基团被重氮化时，环形成以不同的方式进行，涉及C-6重氮基团作为离去基团，形成另一个环系，6, 7-二氢-2H-吡嗪[3, 4-b]-[1, 4]氧杂啉-3 (5H)-酮。在C-6硝基基团的前体案例中也观察到了类似现象：环化发生，涉及硝基基团的消除，从而形成融合环产物。该方法被应用于三环杂环的形成，2H-吡嗪[3, 4-b][1, 4]苯氧杂啉-3 (5H)-酮。通过这种方法获得的一些化合物在动物模型中显示出强效的镇痛和显著的抗炎活性。
• Reaction of 4,5-dichloro-3-nitropyridazin-6-one with dimethylchloromethyleneammonium chloride
  作者：Deok-Heon Kweon、Su-Dong Cho、Sung-Kyu Kirn、Joo-Wha Chung、Yong-Jin Yoon

  DOI：10.1002/jhet.5570330659

  日期：1996.11

  3,4,5-Trichloropyridazin-6-one, 3,4,5,6-tetrachloropyridzine and 4,5-dichloro-3-(N,N-dimethylamino)-pyridazin-6-one were synthesized from 4,5-dichloro-3-nitropyridazin-6-one and dimethylchloromethylene-ammonium chloride selectively.

  由4,5-合成3,4,5-三氯哒嗪-6-one，3,4,5,6-四氯哒嗪和4,5-二氯-3-（N，N-二甲基氨基）-哒嗪-6-。选择性地选择二氯-3-硝基哒嗪-6-一和二甲基氯亚甲基-氯化铵。
• Methoxylation of 4,5-Dichloro-2-methyl-6-nitropyridazin-3-one
  作者：Jung-Won Park、Jeum-Jong Kim、Ho-Kyun Kim、Young-Jin Kang、Woo Song Lee、Yong-Jin Yoon

  DOI：10.1002/jhet.5570370632

  日期：2000.11

  This paper presents the methoxylation of 4,5-dichloro-2-methyl-6-nitropyridazin-3-one with potassium carbonate/methanol.

  本文提出了碳酸钾/甲醇对4,5-二氯-2-甲基-6-硝基哒嗪-3-酮的甲氧基化作用。