59866-06-7

Basic information

• Product Name: 4-Chlorotetrazolo[1,5-a]quinoxaline
• Synonyms: 4-Chlorotetrazolo[1,5-a]quinoxaline
• CAS NO: 59866-06-7
• Molecular Formula: C₈H₄ClN₅
• Molecular Weight: 205.60386
• Mol File: 59866-06-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Density: 1.79g/cm³
• Refractive Index: 1.879
• CAS DataBase Reference: 4-Chlorotetrazolo[1,5-a]quinoxaline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chlorotetrazolo[1,5-a]quinoxaline(59866-06-7)
• EPA Substance Registry System: 4-Chlorotetrazolo[1,5-a]quinoxaline(59866-06-7)

Safety Data

• Hazardous Substances Data: 59866-06-7(Hazardous Substances Data)

Usage

Description

4-Chlorotetrazolo[1,5-a]quinoxaline is a heterocyclic chemical compound characterized by the molecular formula C8H4ClN5. It features a quinoxaline ring fused with a tetrazole ring, which endows it with intriguing biological activities. 4-Chlorotetrazolo[1,5-a]quinoxaline has garnered attention in the field of medicinal chemistry due to its potential antitumor and antiviral properties. Its distinctive chemical structure positions it as a promising candidate for further research and the development of novel therapeutic agents. However, additional studies are essential to elucidate its full spectrum of applications and the underlying mechanisms of action.

Uses

Used in Medicinal Chemistry:
4-Chlorotetrazolo[1,5-a]quinoxaline is utilized as a lead compound in medicinal chemistry for its potential antitumor and antiviral activities. Its unique structure and biological properties make it a valuable target for the development of new drugs, particularly in the treatment of cancer and viral infections.
Used in Anticancer Research:
In the field of oncology, 4-Chlorotetrazolo[1,5-a]quinoxaline is used as a research compound to explore its potential as an anticancer agent. Its ability to target and inhibit tumor growth and proliferation is of significant interest, and ongoing studies aim to understand its mechanisms of action in cancer cells.
Used in Antiviral Drug Development:
4-Chlorotetrazolo[1,5-a]quinoxaline is also employed in antiviral drug development, where it is studied for its capacity to inhibit viral replication and infectivity. Its potential to combat viral diseases makes it a valuable asset in the search for new antiviral therapies.
Used in Pharmaceutical Industry:
Within the pharmaceutical industry, 4-Chlorotetrazolo[1,5-a]quinoxaline is used as a chemical intermediate in the synthesis of various drug candidates. Its unique structure and biological activity provide a foundation for the development of innovative therapeutic agents targeting a range of diseases.
Used in Chemical Research:
4-Chlorotetrazolo[1,5-a]quinoxaline serves as a subject of chemical research, where scientists investigate its synthesis, properties, and potential applications. This research contributes to the broader understanding of heterocyclic compounds and their role in medicinal chemistry and drug discovery.

InChI:InChI=1/C8H4ClN5/c9-7-8-11-12-13-14(8)6-4-2-1-3-5(6)10-7/h1-4H

Upstream product

• 29067-85-4 4-hydroxytetrazolo[1,5-a]quinoxaline 
• 95-54-5 1,2-diamino-benzene 
• 15804-19-0 quinoxaline-2,3-dione 
• 2213-63-0 2,3-dichloroquinoxaline 

Downstream Products

• 75342-92-6 N-(4-Nitro-phenyl)-N'-(1,2,3,5,9b-pentaaza-cyclopenta[a]naphthalen-4-yl)-hydrazine 
• 1334551-21-1 4-[(2E)-2-(4-fluorobenzylidene)hydrazinyl]tetrazolo[1,5-a]quinoxaline 
• 1334551-22-2 4-[(2E)-2-(4-trifluoromethylbenzylidene)hydrazinyl]tetrazolo[1,5-a]quinoxaline 
• 1334551-23-3 4-[(2E)-2-(tetrazolo[1,5-a]quinoxalin-4-yl)hydrazinylidene]methylphenol 
• 1334551-24-4 4-[(2E)-2-(4-nitrobenzylidene)hydrazinyl]tetrazolo[1,5-a]quinoxaline 
• 1334551-26-6 3-chloro-4-phenyl-1-(tetrazolo[1,5-a]quinoxalin-4-yl-amino)azetidin-2-one 
• 1334551-27-7 3-chloro-4-(2-chlorophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-28-8 3-chloro-4-(2-fluorophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-29-9 3-chloro-4-(2-nitrophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-30-2 3-chloro-4-(4-chlorophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-31-3 3-chloro-4-(4-fluorophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-32-4 3-chloro-4-(4-trifluoromethylphenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-33-5 3-chloro-4-(4-hydroxyphenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 
• 1334551-34-6 3-chloro-4-(4-nitrophenyl)-1-(tetrazolo[1,5-a]quinoxalin-4-ylamino)azetidin-2-one 

Relevant articles and documents

Iron(II)-Based Metalloradical Activation: Switch from Traditional Click Chemistry to Denitrogenative Annulation

A unique concept for the intermolecular denitrogenative annulation of 1,2,3,4-tetrazoles and alkynes was discovered by using a catalytic amount of Fe(TPP)Cl and Zn dust. The reaction precludes the traditional, more favored click reaction between an organic azide and alkynes, and instead proceeds by an unprecedented metalloradical activation. The method is anticipated to advance access to the construction of important basic nitrogen heterocycles, which will in turn enable discoveries of new drug candidates.

Synthesis of some 4-substituted hydrazinotetrazolo[1,5-a]quinoxalines

Reaction of 2,3 diketoquinoxaline in presence of phosphorus pentachloride and sodium azide in methanol gives 4-hydroxy tetrazolo[1,5-a]quinoxaline 3 which on reaction with phosphorous oxychloride gives 4-chloro tetrazolo[1,5-a] quinoxaline 4. This on treatment with hydrazine hydrate in ethanol yields 4-hydrazino tetrazolo[1,5-a]quinoxaline 5, which on reaction with various aldehydes in DMF gives 4-substituted hydrazinotetrazolo [1,5-a]quinoxalines 6a-g. The structures of compounds 6a-g have been confirmed by IR and 1H NMR.

4,5-Dihydrotetrazolo(1,5-A)quinoxalines

A class of new 4,5-dihydrotetrazolo[1,5-a]quinoxalines are useful for protecting plants from foliar phytopathogens.