49612-12-6

Basic information

• Product Name: 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE
• Synonyms: 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE;4-Hydrazinyl-6-methoxy-2-methylquinoline
• CAS NO: 49612-12-6
• Molecular Formula: C₁₁H₁₃N₃O
• Molecular Weight: 203.24
• Mol File: 49612-12-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 208 °C
• Boiling Point: 395.7°C at 760 mmHg
• Flash Point: 193.1°C
• Appearance: /
• Density: 1.241g/cm³
• Vapor Pressure: 1.81E-06mmHg at 25°C
• Refractive Index: 1.684
• PKA: 9.14±0.50(Predicted)
• CAS DataBase Reference: 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE(49612-12-6)
• EPA Substance Registry System: 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE(49612-12-6)

Safety Data

• Hazardous Substances Data: 49612-12-6(Hazardous Substances Data)

Usage

General Description

4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE is a chemical compound with the molecular formula C11H12N4O. It is a member of the quinoline family and is characterized by its hydrazino, methoxy, and methyl functional groups. 4-HYDRAZINO-6-METHOXY-2-METHYLQUINOLINE has been studied for its potential biological and medicinal properties, including its use as a fluorescent probe for detecting metal ions and as a potential anti-cancer agent. Its unique structure and properties make it a valuable tool for research in the fields of chemistry, biology, and medicine, with potential applications in drug development and diagnostics.

InChI:InChI=1/C11H13N3O/c1-7-5-11(14-12)9-6-8(15-2)3-4-10(9)13-7/h3-6H,12H2,1-2H3,(H,13,14)

Upstream product

• 50593-73-2 4-chloro-6-methoxy-2-methylquinoline 
• 64-17-5 ethanol 
• 7803-57-8 hydrazine hydrate 
• 104-94-9 4-methoxy-aniline 
• 33240-23-2 ethyl 3-((4-methoxyphenyl)amino)but-2-enoate 
• 15644-90-3 6-methoxy-2-methylquinolin-4-ol 

Downstream Products

• 104217-23-4 2-methyl-6-methoxy-4-aminoquinoline 
• 55079-21-5 N-(6-Methoxy-2-methyl-quinolin-4-yl)-N'-[1-(3,4,5-trimethoxy-phenyl)-meth-(E)-ylidene]-hydrazine 
• 55079-20-4 N-(6-Methoxy-2-methyl-quinolin-4-yl)-N'-[1-(4-methoxy-phenyl)-meth-(E)-ylidene]-hydrazine 
• 55079-19-1 2-(3-methoxybenzylidene)-1-(6-methoxy-2-methylquinolin-4-yl)hydrazine 
• 1038623-45-8 N-{4-[bis(2-chloroethyl)amino]phenyl}-2-(6-methoxy-2-methyl-4-quinolinyl)hydrazinecarboxamide 
• 1189344-96-4 2-(4-dimethylaminobenzylidene)-1-(2-methyl-6-methoxyquinolin-4-yl)hydrazine 
• 1392812-49-5 6-methoxy-2-methyl-4-(2-(4-nitrobenzylidene)hydrazinyl)quinoline 
• 29125-41-5 6-methoxy-2-methyl-4-(2-(pyridin-3-ylmethylene)hydrazinyl)quinoline 

Relevant articles and documents

Discovery of potent 4-aminoquinoline hydrazone inhibitors of NRH:quinoneoxidoreductase-2 (NQO2)

(NRH):quinone oxidoreductase 2 (NQO2) is associated with various processes involved in cancer initiation and progression probably via the production of ROS during quinone metabolism. Thus, there is a need to develop inhibitors of NQO2 that are active in v

N1-{4-[(10S)-Dihydroartemisinin-10-oxyl]}phenylmethylene-N 2-(2-methylquinoline-4-yl)hydrazine derivatives as antiplasmodial falcipain-2 inhibitors

A series of N1-{4-[(10S)-dihydroartemisinin- 10-oxyl]}phenylmethylene-N2-(2-methylquinoline-4-yl) hydrazine derivatives 9a-9n possessing 4-quinolylhydrazone and artemisinin cores were herein synthesized and evaluated for their activities against cysteine protease falcipain- 2 of Plasmodium falciparum. The structures were clearly confirmed by elemental analysis, 1H NMR, and mass spectra. The pharmacological results indicated that all compounds showed excellent activity against recombinant falcipain-2 (IC50 = 0.15-2.28 μM). The best one of this series was compound 9d (IC50 = 0.15 μM). The molecular docking results showed that the compound 9d made close contact with the key active site of cysteine protease falcipain-2.

Microwave-assisted synthesis of 4-quinolylhydrazines followed by nickel boride reduction: a convenient approach to 4-aminoquinolines and derivatives

Nickel(II) chloride/sodium borohydride combination was employed for the reduction of 4-hydrazinoquinoline derivatives to the corresponding anilines. This reductive protocol was efficiently applied for the reductive cleavage of monosubstituted hydrazines. We described herein the microwave-assisted synthesis of 4-hydrazinoquinolines, which furnished a high yielding and rapid two-step procedure for the synthesis, under mild conditions, of 4-aminoquinolines as antimalarial precursors.