61645-34-9

Basic information

• Product Name: 2-HYDRAZINOQUINOXALINE
• Synonyms: 2-Hydrazinoquinoxaline ,97%;(Quinoxalin-2-yl)hydrazine;Quinoxaline, 2-hydrazinyl-;2-HYDRAZINOQUINOXALINE;BUTTPARK 20\04-72;QUINOXALINE-2-HYDRAZINE
• CAS NO: 61645-34-9
• Molecular Formula: C₈H₈N₄
• Molecular Weight: 160.18
• Product Categories: Quinolines, Isoquinolines & Quinoxalines
• Mol File: 61645-34-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 170-172°C
• Boiling Point: 389.7 °C at 760 mmHg
• Flash Point: 189.5 °C
• Appearance: /
• Density: 1.373 g/cm³
• Vapor Pressure: 2.79E-06mmHg at 25°C
• Refractive Index: 1.777
• PKA: 1.30±0.20(Predicted)
• CAS DataBase Reference: 2-HYDRAZINOQUINOXALINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-HYDRAZINOQUINOXALINE(61645-34-9)
• EPA Substance Registry System: 2-HYDRAZINOQUINOXALINE(61645-34-9)

Safety Data

• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39-22
• RIDADR: 2811
• Hazardous Substances Data: 61645-34-9(Hazardous Substances Data)

Usage

Chemical Properties

Pink to orange solid

InChI:InChI=1/C8H8N4/c9-12-8-5-10-6-3-1-2-4-7(6)11-8/h1-5H,9H2,(H,11,12)

Upstream product

• 1448-87-9 2-chloroquinoxaline 
• 6962-54-5 quinoxaline-2(1H)-thione 
• 1196-57-2 quinoxalin-2⁽¹⁾-one 
• 95-54-5 1,2-diamino-benzene 

Downstream Products

• 92096-85-0 N-[1-Phenyl-1-pyridin-2-yl-meth-(Z)-ylidene]-N'-quinoxalin-2-yl-hydrazine 
• 1448-87-9 2-chloroquinoxaline 
• 1196-57-2 2-hydroxyquinoxaline 
• 1421923-82-1 C₂₁H₁₃F₆N₇O 
• 1551491-98-5 (E)-2-(2-(2,6-dichlorobenzylidene)hydrazinyl)quinoxaline 
• 1551492-01-3 (E)-2-(2-(2,4-dichlorobenzylidene)hydrazinyl)quinoxaline 
• 1551492-04-6 (E)-2-(2-(3,4-dichlorobenzylidene)hydrazinyl)quinoxaline 
• 1551492-24-0 (E)-2-(2-(2-nitrobenzylidene)hydrazinyl)quinoxaline 

Relevant articles and documents

Synthesis of PJOV56, a new quinoxalinyl-hydrazone derivative able to induce autophagy and apoptosis in colorectal cancer cells, and related compounds

Quinoxaline derivatives are reported as antineoplastic agents against a variety of human cancer cell lines, with some compounds being submitted to clinical trials. In this work, we report the synthesis, characterization and cytotoxicity potential of a new series of quinoxalinyl-hydrazones. The most cytotoxic compound was (E)-2-[2-(2-pyridin-2-ylmethylene)hydrazinyl]quinoxaline (PJOV56) that presented a time-dependent effect against HCT-116 cells. After 48 h of incubation, PJOV56 was able to induce autophagy and apoptosis of HCT-116 cells, mediated by upregulation of Beclin 1, upregulation of LC3A/B II and activation of caspase 7. Apoptosis was induced along with G0/G1 cell cycle arrest at the highest concentration of PJOV56 (6.0 μM). Thus, PJOV56 showed a dose-dependent mode of action related to induction of autophagy and apoptosis in HCT-116 cells.

Design and Synthesis of Some New N-Phenyl-[1,2,4]triazolo[4,3-a]quinoxaline-1-sulfonamide Derivatives and Their Anti-Cancer Activity

Abstract: Synthesis of some new derivatives of N-phenyl-[1,2,4]triazolo [4,3-a]quinoxaline-1-sulfonamide and their in vitro anticancer activity on four human cancer lines like MCF-7 (human breast cancer cell line), HeLa (human cervical cancer cell line), A549 (human lung cancer cell line), and IMR32 (human neuroblastoma cell line) have been studied. Among the products, N-(3,5-dichloronitrophenyl)-[1,2,4] triazolo[4,3-a]quinoxaline-1-sulfonamide, is characterized by the activity higher than the standard Etoposide against the tested cancer cell lines.

Metal free [4+1] and [5+1] annulation reactions to prepare heterocycles using DMF and its derivatives as one-carbon source

1,2,4-Triazolo[3,4-a]pyridines and related heterocycles and substituted triazines were commonly discovered scaffolds in a variety of pharmaceutical and agrochemical agents. Herein, we report a highly efficient and practical method using DMF and its derivative for the [4+1] and [5+1] annulation reactions to prepare these heterocycles. This metal free reaction takes advantages of shelf stable DMF as solvent and carbon donor, imidazole chloride as a catalyst, the mild reaction condition tolerates a broad substrate range and substitutes. The prepared 3-unsubstituted 1,2,4-triazolo[3,4-a]pyridine and derivatives allow further introduction of a variety of functional group1 at 3-position.