4-肼基喹啉盐酸盐 | 68500-41-4

• 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-肼基喹啉盐酸盐
• 中文别名: 2-氨基-4-苯氨-1,3,5-三嗪盐酸盐
• 英文名称: 4-hydrazinoquinoline hydrochloride
• 英文别名: Hydron;quinolin-4-ylhydrazine;chloride
• CAS: 68500-41-4
• 化学式: C₉H₉N₃*ClH
• 分子量: 195.651
• InChiKey: WRAUKLFJWHVIGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.94
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  50.9
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 危险品标志：
  Xi
• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-肼基喹啉盐酸盐 、 3-甲氧基苯甲醛 以 乙醇 为溶剂， 以77%的产率得到4-(3-methoxybenzylidenehydrazinyl)quinoline hydrochloride
  参考文献：
  名称：

  A new and potent class of quinoline derivatives against cancer

  摘要：

  A new class of 4-quinolinylhydrazone derivatives has been synthesized and evaluated for their cytotoxic potential against three cancer cell lines using the MTT assay. Compounds displaying more than 90 % of growth inhibition were evaluated for in vitro anticancer activities against four human cancer cell lines. The results were expressed as the concentrations that induce 50 % inhibition of cell growth (IC50) in mu g/cm(3). These compounds exhibited good cytotoxic activity against at least three cancer cell lines, with IC50 values between 0.314 and 4.65 mu g/cm(3). These derivatives are useful starting points for further study for new anticancer drugs and confirm the potential of quinoline derivatives as lead compounds in anticancer drug discovery.

  DOI：

  10.1007/s00706-015-1570-0
• 作为产物：
  描述：

  7-氯-4-甲氧基喹啉 在 palladium 10% on activated carbon 、 氢气 、 一水合肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 4-肼基喹啉盐酸盐
  参考文献：
  名称：

  A new and potent class of quinoline derivatives against cancer

  摘要：

  A new class of 4-quinolinylhydrazone derivatives has been synthesized and evaluated for their cytotoxic potential against three cancer cell lines using the MTT assay. Compounds displaying more than 90 % of growth inhibition were evaluated for in vitro anticancer activities against four human cancer cell lines. The results were expressed as the concentrations that induce 50 % inhibition of cell growth (IC50) in mu g/cm(3). These compounds exhibited good cytotoxic activity against at least three cancer cell lines, with IC50 values between 0.314 and 4.65 mu g/cm(3). These derivatives are useful starting points for further study for new anticancer drugs and confirm the potential of quinoline derivatives as lead compounds in anticancer drug discovery.

  DOI：

  10.1007/s00706-015-1570-0
• 作为试剂：
  描述：

  (2S,4R)-1-(3-oxo-thiobutyryl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic acid methyl ester 、 4-肼基喹啉盐酸盐 在 4-肼基喹啉盐酸盐 作用下， 反应 192.0h， 以68500-41-4) to give the title compound as orange oil的产率得到(2S,4R)-1-(5-Methyl-2-quinolin-4-yl-2H-pyrazol-3-yl)-4-(2-trifluoromethyl-benzenesulfonyl)-pyrrolidine-2-carboxylic Acid Methyl Ester
  参考文献：
  名称：

  Proline derivatives

  摘要：

  本发明涉及一种式为(I)的化合物，其中A，R1-R6在说明书和权利要求书中定义。式(I)化合物可用作药物。

  公开号：

  US08163793B2

文献信息

• NOVEL PROLINE DERIVATIVES
  申请人：Sánchez Rubén Alvarez

  公开号：US20100267722A1

  公开（公告）日：2010-10-21

  The invention relates to a compound of formula (I) wherein A, R 1 -R 6 are as defined in the description and in the claims. The compound of formula (I) can be used as a medicament.

  这项发明涉及一种化合物，其化学式为（I），其中A，R1-R6如描述和权利要求中所定义。化合物的化学式（I）可用作药物。
• Structures of Two Rotamers of the HCl Salt of 4-Methyl-2-[(1E)-[2-(quinolin-4-yl)hydrazin-1-ylidene]methyl]phenol: Different Supramolecular Arrays
  作者：Marcelle de Lima Ferreira、Bruce F. Milne、Marcus V. N. de Souza、Edward R. T. Tiekink、James L. Wardell、Solange M. S. V. Wardell

  DOI：10.1007/s10870-013-0481-3

  日期：2014.1

  Crystallography reveals the rotomer in the salt isolated from EtOH solution has an anti disposition of the OH and imine-NH hydrogen atoms while that from EtOCH2CH2OH solution has a syn disposition. Both molecules have an E configuration about the C=N bond and are essentially planar (dihedral angles between aromatic groups = 2.4 (3)° and 6.42 (9)°, respectively). The anti-rotomer crystallizes in the monoclinic space group P21/n with a = 10.8795 (10) Å, b = 10.7730 (11) Å, c = 13.1257 (7) Å, λ = 104.806 (5)°, and Z = 4. The syn-rotomer crystallizes in the monoclinic space group C2/c with a = 14.4610 (5) Å, b = 11.3073 (5) Å, c = 17.8849 (7) Å, β = 91.904 (2)°, and Z = 8. Planar anti- and syn-rotomers of the title compound feature intramolecular O–H···N or intermolecular O–H···Cl hydrogen bonds, respectively, and two- and three-dimensional supramolecular architectures, respectively.

  晶体学揭示，从乙醇溶液中分离出的盐中的旋转体具有反式构型，羟基和亚胺-NH氢原子呈反式构型，而乙醇溶液中的旋转体具有顺式构型。两种分子在C=N键附近都具有E构型，并且基本上是平面的（芳香族基团之间的二面角分别为2.4 (3)°和6.42 (9)°）。反式旋转体在单斜晶系P21/n中结晶，晶格常数为a=10.8795 (10)Å、b=10.7730 (11)Å、c=13.1257 (7)Å、λ=104.806 (5)°和Z=4。顺式旋转体在单斜晶系C2/c中结晶，晶格常数为a=14.4610 (5)Å、b=11.3073 (5)Å、c=17.8849 (7)Å、β=91.904 (2)°和Z=8。标题化合物的平面反式和顺式旋转体分别具有分子内O-H·N或分子间O-H·Cl氢键，以及二维和三维超分子结构。
• Transition metal catalyzed synthesis of 2H-indazoles
  申请人：HALLAND Nis

  公开号：US20100234601A1

  公开（公告）日：2010-09-16

  The present invention relates to a process for the regioselective synthesis of compounds of the formula I, wherein R0; R1; R2; R3; R4; R5; A1; A2; A3; A4, Q and J have the meanings indicated in the claims. The present invention provides a direct transition metal catalyzed process to a wide variety of multifunctional 2H-indazoles or 2H-azaindazoles of the formula (I) from 2-halo-phenylacetylenes or (2-sulfonato)phenylacetylenes and monosubstituted hydrazines.

  本发明涉及一种合成式I化合物的区域选择性合成方法，其中R0; R1; R2; R3; R4; R5; A1; A2; A3; A4，Q和J具有所述权利要求中指定的含义。本发明提供了一种直接的过渡金属催化方法，从2-卤代苯乙炔或（2-磺酸酯）苯乙炔和单取代肼中合成广泛的多功能2H-吲哚或2H-杂吲哚式（I）化合物。
• WO2019241796A5
  申请人：——

  公开号：WO2019241796A5

  公开（公告）日：2022-06-22
• WO2009/411
  申请人：——

  公开号：——

  公开（公告）日：——