4-肼基-5-甲基-2(1H)-吡啶酮 | 106689-40-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-肼基-5-甲基-2(1H)-吡啶酮
• 英文名称: 4-hydrazino-5-methyl-1H-pyridin-2-one
• 英文别名: 4-hydrazino-5-methyl-1H-pyrid-2-one；hydrazino-4 methyl-5-1H-pyridone-2；1,2-dihydro-4-hydrazino-5-methyl-2-oxopyridine；4-hydrazinyl-5-methyl-1H-pyridin-2-one
• CAS: 106689-40-1
• 化学式: C₆H₉N₃O
• mdl: MFCD18427784
• 分子量: 139.157
• InChiKey: VPHJPQZQIVUQSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  67.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-肼基-5-甲基-2(1H)-吡啶酮 在 palladium on activated charcoal 作用下， 以 二苯醚 、 乙醇 为溶剂， 反应 5.92h， 生成 methyl-4-2H-5H-pyrido<3',4':4,5>pyrrolo<3,2-c>pyridone-1
  参考文献：
  名称：

  Autre voie d'acces aux 5h-pyrido ¦3',4':4,5¦pyrrolo ¦3,2-c¦pyridines et leur transformation en derives n-5 et n-8 substitues

  摘要：

  DOI：

  10.1016/s0040-4020(01)90610-6
• 作为产物：
  描述：

  4-羟基-5-甲基-2(1H)-吡啶酮 在 一水合肼 作用下， 以 乙二醇甲醚 为溶剂， 反应 96.0h， 以76%的产率得到4-肼基-5-甲基-2(1H)-吡啶酮
  参考文献：
  名称：

  Autre voie d'acces aux 5h-pyrido ¦3',4':4,5¦pyrrolo ¦3,2-c¦pyridines et leur transformation en derives n-5 et n-8 substitues

  摘要：

  DOI：

  10.1016/s0040-4020(01)90610-6

文献信息

• Synthesis and antitumor activity of 1-[[(dialkylamino)alkyl]amino]-4-methyl-5H-pyrido[4,3-b]benzo[e]- and -benzo[g])indoles. A new class of antineoplastic agents
  作者：Nguyen Chi Hung、Jean Marc Lhoste、Francois Lavelle、Marie Christine Bissery、Emile Bisagni

  DOI：10.1021/jm00167a037

  日期：1990.5

  aromatization, these compounds were transformed by phosphorus oxychloride, giving 1-chloro-4-methyl-5H-pyrido[4,3- b]benzo[e]- and -benzo[g]indoles which were substituted by [(dialkylamino)alkyl]amines. The resulting 1-[[(dialkylamino)alkyl]amino]-4-methyl-5H-pyrido- [4,3-b]benzo[e]- and -benzo[g]indoles, as well as hydroxy derivatives obtained by demethylation of methoxylated compounds with hydrobromic

  4-肼基-5-甲基-1H-吡啶-2-一和各种β-和α-四氢萘酮生成的hydr的热费歇尔吲哚化反应生成4-甲基-6,7-二氢-2H，5H-吡啶[4分别是，3-3-b]苯并[e]吲哚-1-酮和4-甲基-11-二氢-2H，5H-吡啶基[4，3-b]苯并[g]吲哚-1-酮。芳香化后，将这些化合物用三氯氧化磷转化，得到1-氯-4-甲基-5H-吡啶并[4,3-b]苯并[e]-和-苯并[g]吲哚，它们被[（二烷基氨基）]取代烷基]胺。所得的1-[[[（二烷基氨基）烷基]氨基] -4-甲基-5H-吡啶-[4,3-b]苯并[e]-和-苯并[g]吲哚以及通过脱甲基化获得的羟基衍生物甲氧基化的化合物与氢溴酸，使用标准NCI方案在各种实验性肿瘤模型上测试了体外（白血病和实体瘤细胞）和体内的抗肿瘤活性。1-[[[3-（二烷基氨基）丙基]-氨基] -4-甲基-9-羟基-5H-吡啶基[4,3-b]苯并[e]吲哚似乎是有前途的新型抗肿瘤药。
• Condensed pyridine derivatives useful as potent inhibitors of the protein kinase CK2
  申请人：Commissariat à l'Énergie Atomique et aux Énergies Alternatives

  公开号：EP2280011A1

  公开（公告）日：2011-02-02

  The invention relates to the use of specific compounds of formula (I) and their pharmaceutically-acceptable salts: as a new family of protein kinase CK2 inhibitors; the invention also relates to the use of compounds of formula (I) for the preparation of pharmaceutical compositions for the prevention and/or treatment of disorders and/or diseases chosen amongst cancers; autoimmune and inflammatory diseases; infectious diseases; diabetes angiogenesis related disorders; retinopathies and cardiac hypertrophy.

  本发明涉及式 (I) 特定化合物及其药学上可接受的盐类的用途： 本发明还涉及使用式（I）化合物制备药物组合物，用于预防和/或治疗癌症、自身免疫性和炎症性疾病、传染性疾病、糖尿病血管生成相关疾病、视网膜病变和心肌肥大等疾病。
• 1-Amino-substituted 4-methyl-5H-pyrido[4,3-b]indoles (.gamma.-carbolines) as tricyclic analogs of ellipticines: a new class of antineoplastic agents
  作者：Emile Bisagni、Nguyen Chi Hung、Alain Pierre、Odile Pepin、Paul De Cointet、Pierre Gros

  DOI：10.1021/jm00397a023

  日期：1988.2

  A series of 1-amino-substituted 4-methyl-5H-pyrido[4,3-b]indoles that are structurally related to ellipticines by deletion of a ring have been synthesized in order to evaluate their DNA affinity, their in vitro cytotoxicity on L1210 cultured cells, and their in vivo antitumor activity. Among 24 derivatives that have been prepared and studied for the structure-activity relationship in this new class of antineoplastic agents, those that have a NH(CH2)3N(R)2 side chain (R = CH3 or C2H5) at their 1-position, a 4-methyl group, and an 8-OH substituent, either with a 5-NH or with a 5-NCH3 group, show the most potent cytotoxicities on L1210 cultured cells and in vivo antitumor properties in P388 and L1210 leukemia systems. In vivo antineoplastic activity of the most potent products was confirmed in P388 and L1210 leukemia systems. In vivo antineoplastic activity of the most potent products was confirmed on other mouse experimental tumors from the standard NCI screening:B16 melanoma and C38 adenocarcinoma.
• J. Med. Chem. 1990, 33, 1519-1528
  作者：

  DOI：——

  日期：——
• NGUYEN, CHI HUNG;LHOSTE, JEAN-MARC;LAVELLE, FRANCOIS;BISSERY, MARIE-CHRIS+, J. MED. CHEM., 33,(1990) N, C. 1519-1528
  作者：NGUYEN, CHI HUNG、LHOSTE, JEAN-MARC、LAVELLE, FRANCOIS、BISSERY, MARIE-CHRIS+

  DOI：——

  日期：——