4-肼基-2-甲基喹啉 | 49612-00-2

• 物质功能分类: 有机原料 - 肼或胲的有机衍生物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 4-肼基-2-甲基喹啉
• 中文别名: 1-(2-甲基-4-喹啉)肼
• 英文名称: 4-hydrazino-2-methylquinoline
• 英文别名: 4-hydrazinyl-2-methylquinoline；2-methyl-4-hydrazinoquinolene；2-metil-4-idrazinochinolina；4-hydrazino-2-methyl-quinoline；(2-Methyl-[4]chinolyl)-hydrazin；(2-methylquinolin-4-yl)hydrazine
• CAS: 49612-00-2
• 化学式: C₁₀H₁₁N₃
• 分子量: 173.217
• InChiKey: LYPXSDQQZREXLC-UHFFFAOYSA-N

物化性质

• 熔点：
  200 °C
• 沸点：
  359.2±22.0 °C(Predicted)
• 密度：
  1.240±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  50.9
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-肼基-2-甲基喹啉 在 硫酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 3-Methyl-1-(2-methylquinolin-4-yl)-5-trifluoromethylpyrazole
  参考文献：
  名称：

  Reaction of hydrazinoquinolines with trifluoromethyl-β-diketones: structural and mechanistic studies

  摘要：

  Reaction of 2-hydrazino-4-methylquinoline with a series of trifluoromethyl-beta-diketones gives 3-substituted-5-hydroxy-1-(4-methylquinolin-2-yl)-5-trifluoromethyl-4,5-dihydropyrazoles and, in some cases, 5-substituted-1-(4-methylquinolin-2-yl)depending on the substitution of the diketone. Dehydration of the hydroxydihydropyrazoles can be effected with sulphuric acid in acetic acid to give the regioisomeric 3-substituted-1-(4-methylquinolin-2-yl)-5-trifluoromethylpyrazoles. In contrast, the reaction of two 4-hydrazinoquinolines with 1,1,1-trifluoropentane-2,4-dione afforded a different isolable intermediate, the corresponding hydrazone formed at the 4-carbonyl. Dehydration gave the 1-(substituted-quinolin-4-yl)-3-methyl-5-trifluoromethylpyrazoles. The regioisomeric identity of the pyrazoles was established using F-19 NMR. (C) Elsevier Science S.A.

  DOI：

  10.1016/s0022-1139(96)03570-1
• 作为产物：
  描述：

  4-肼基-2-甲基喹啉盐酸盐(1:1) 在 水 作用下， 以92%的产率得到4-肼基-2-甲基喹啉
  参考文献：
  名称：

  Synthesis and some transformations of 6(8)-substituted 4-hydrazino-2-methylquinolines

  摘要：

  6(8)-Substituted 4-hydrazino-2-methylquinolines were synthesized by reaction of the corresponding 4-chloro-2-methylquinolines with hydrazine hydrate. Reactions of the title compounds with ethyl acetoacetate and acetone gave 2,4-dimethyl-1H-pyrrolo[3,2-c]quinolines and 4-(5-ethoxy-3-methyl-1H-pyrazol-1-yl)-2-methylquinolines.

  DOI：

  10.1134/s107042801003022x

文献信息

• Solid-Supported Hydrazone of 4-(4′-Formyl-3′-methoxyphenoxy)butyric Acid As a New Traceless Linker for Solid-Phase Synthesis
  作者：Sergei Okorochenkov、Kristyna Burglova、Igor Popa、Jan Hlavac

  DOI：10.1021/ol5034223

  日期：2015.1.16

  derived from a backbone amide linker as a new hydrazone-based traceless linker for solid-phase organic synthesis is described. The stability of the linker was tested under various conditions, including treatment with acids, bases, and borohydrides. Final compounds can be released by selective cleavage using trimethylsilanolate. To demonstrate the versatility of the linker, the synthesis of a model compound

  描述了衍生自骨架酰胺连接基的肼作为新的基于的无痕连接基用于固相有机合成的用途。在各种条件下测试了接头的稳定性，包括用酸，碱和硼氢化物处理。最终化合物可以通过使用三甲基硅烷醇酸酯的选择性裂解来释放。为了证明接头的多功能性，在各种反应条件下进行的模型化合物的合成均获得了良好的结果。
• Aniline or phenol mustards linked to DNA-affinic molecules or water-soluble aromatic rings and their use as cancer therapeutic agents
  申请人：Su Tsann-Long

  公开号：US20080171765A1

  公开（公告）日：2008-07-17

  New aniline or phenol N-mustards linked to DNA-affinity carriers (such as 9-anilinoacridines, acridines and quinolines), aminobenzamides or aminophenol ethers by a urea, carbamic acid, carbanic acid ester, hydrazineurea, hydrazinecarbamic acid ester, phenoxyurea, phenoxycarbamic acid ester linkage with improved chemical stability and anti-tumor therapeutic efficacy are provided.

  提供了与DNA亲和载体（如9-苯胺基吖啶、吖啶和喹啉）、氨基苯甲酰胺或氨基酚醚通过脲、碳酸酯、碳酸酯、叠氮脲、叠氮碳酸酯、苯氧基脲、苯氧基碳酸酯链接的新苯胺或酚N-芥子素，具有改善的化学稳定性和抗肿瘤治疗效果。
• PHENYL N-MUSTARD LINKED TO DNA-AFFINIC MOLECULES OR WATER-SOLUBLE ARYL RINGS, METHOD AND THEIR USE AS CANCER THERAPEUTIC AGENTS
  申请人：SU Tsann-Long

  公开号：US20130178494A1

  公开（公告）日：2013-07-11

  The present disclosure relates to new DNA-directed alkylating agents and water-soluble N-mustard agents with improved chemical stability and anti-tumor therapeutic efficacy.

  本公开涉及新的DNA定向烷基化剂和具有改善化学稳定性和抗肿瘤治疗效果的水溶性N-芥子剂。
• Phenyl N-mustard linked to DNA-affinic molecules or water-soluble aryl rings, method and their use as cancer therapeutic agents
  申请人：Su Tsann-Long

  公开号：US09193687B2

  公开（公告）日：2015-11-24

  The present disclosure relates to new DNA-directed alkylating agents and water-soluble N-mustard agents with improved chemical stability and anti-tumor therapeutic efficacy.

  本公开涉及新的DNA定向烷基化剂和水溶性N-芥子剂，具有改善的化学稳定性和抗肿瘤治疗效果。
• 3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives: inhibitors of immune complex induced inflammation
  作者：Fortuna Haviv、James D. Ratajczyk、Robert W. DeNet、Francis A. Kerdesky、Roland L. Walters、Steven P. Schmidt、James H. Holms、Patrick R. Young、George W. Carter

  DOI：10.1021/jm00117a010

  日期：1988.9

  3-[1-(2-Benzoxazolyl)hydrazino]propanenitrile derivatives were evaluated in the dermal and pleural reverse passive Arthus reactions in the rat. In the pleural test these compounds were effective in reducing exudate volume and accumulation of white blood cells. This pattern of activity was similar to that of hydrocortisone and different from that of indomethacin. The structural requirements for inhibiting the Arthus reactions were studied by systematic chemical modification of 1. These structure-activity relationship studies revealed that nitrogen 1' of the hydrazino group is essential for activity and must be electron rich, whereas chemical modifications of other sites of 1 had only a modest effect on activity.