59866-06-7

Usage

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

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

Downstream Products

• 75342-93-7 N-(2-Nitro-phenyl)-N'-(1,2,3,5,9b-pentaaza-cyclopenta[a]naphthalen-4-yl)-hydrazine 
• 82685-70-9 4-Benzyloxy-1,2,3,5,9b-pentaaza-cyclopenta[a]naphthalene 
• 82685-71-0 4-Cyclohexyloxy-1,2,3,5,9b-pentaaza-cyclopenta[a]naphthalene 
• 82685-69-6 4-Phenoxy-1,2,3,5,9b-pentaaza-cyclopenta[a]naphthalene 
• 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 

Relevant academic research and scientific papers

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 tetrazolo[1,5-a]quinoxaline based azetidinones & thiazolidinones as potent antibacterial & antifungal agents

4-Chlorotetrazolo[1,5-a]quinoxaline (III) was synthesized by azide (2+3) cycloaddition of 2,3-dichloroquinoxaline (II). Compound (III) on further refluxing with hydrazine hydrate furnished 4-hydrazinotetrazolo[1,5- a]quinoxaline (IV). Further refluxing of (IV) with different aromatic aldehydes in methanol yielded corresponding Schiff's bases V(a-j). Various 4-aminotetrazolo[1,5-a]quinoxaline based azetidinones VII(a-j) were synthesized by stirring the compounds V(a-j), at low temperature, with equimolar mixture of chloroacetylchloride & triethylamine in dry benzene, while 4-aminotetrazolo[1,5-a]quinoxaline based thiazolidinones VIII(a-j) were synthesized by refluxing Schiff's bases V(a-j) with thioglycolic acid in oil-bath. The structures of all the compounds were confirmed on the basis of 1H-NMR & FT-IR spectral data. All the newly synthesized compounds were screened for in-vitro antimicrobial activity against E. coli, S. aureus, K. pneumoniae & P. aeruginosa & antifungal activity against C. albicans. Few of them have exhibited the promising activity.

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.

Fused pyrazine compounds

The compound of the formula (I): wherein all the symbols are meaning the same as descriptions of the specification; and salts thereof. The compounds of the formula (I) have inhibitory activity of adhesion molecules expression, and are useful for prevention and/or treatment of inflammation, rheumatoid arthritis, allergies, asthma, atopic dermatitis, psoriasis, suppression of ischemia reperfusion injury, nephritis, hepatitis, multiple sclerosis, ulcerative colitis, adult respiratory distress syndrome (ARDS), suppression of transplant rejection, sepsis, diabetes, autoimmune diseases, tumor metastasis, arteriosclerosis and AIDS.

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.