50993-52-7

Usage

Uses

Used in Pharmaceutical Applications:
[5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium is used as a potential therapeutic agent for various medical conditions, including hypertension, cancer, and neurodegenerative diseases. [5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium's ability to release nitric oxide (NO) makes it a promising candidate for nitric oxide-based therapies, which can help in managing and treating these conditions.
Used in Nitric Oxide-based Therapies:
In the field of nitric oxide-based therapies, [5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium is used as a NO-releasing agent to provide potential treatment options for a range of medical conditions. [5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium's NO-releasing property can help in regulating blood pressure, fighting cancer cells, and alleviating the symptoms of neurodegenerative diseases.
Used in Research and Development:
[5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium is also used in the research and development of new and improved treatments for various medical conditions. Further investigation into the compound's properties and mechanisms of action can lead to the discovery of novel therapeutic approaches and the development of more effective drugs for treating hypertension, cancer, and neurodegenerative diseases.
Used in Drug Delivery Systems:
Similar to gallotannin, [5-(ethoxycarbonyl)-4H-imidazol-4-ylidene]diazenium could potentially be incorporated into drug delivery systems to enhance its applications and efficacy against specific medical conditions. The development of novel drug delivery systems, such as organic and metallic nanoparticles, could improve the compound's delivery, bioavailability, and therapeutic outcomes in treating various diseases.

Upstream product

• 118019-42-4 ethyl 5-aminoimidazole-4-carboxylate hydrochloride 
• 21190-16-9 5-amino-1H-imidazole-4-carboxylic acid ethyl ester 

Downstream Products

• 76182-29-1 ethyl 5-chloroimidazole-4-carboxylate 
• 308321-29-1 5-(2-hydroxy-5-methyl-phenylazo)-1H-imidazole-4-carboxylic acid ethyl ester 
• 1199942-13-6 ethyl 5-methoxyimidazole-4-carboxylate 
• 23785-21-9 ethyl 1H-imidazole-4-carboxylate 

Relevant academic research and scientific papers

Synthesis of new azolo[5,1-d][1,2,3,5]tetrazin-4-ones–analogs of antitumor agent temozolomide

Reactivity of 5-diazoimidazoles and 5-diazopyrazoles in the reactions with alkyland aryl isocyanates was studied. A number of new imidazo-and pyrazolo[5,1-d][1,2,3,5]tetrazin-4 ones were synthesized, which are analogs of temozolomide. It was shown that diazoazoles do not react with isothiocyanates under similar conditions.

Synthesis and structure of new imidazo- and pyrazolo[5,1-d][1,2,3,5] thiatriazines based on the reaction of diazoazoles with acyl isothiocyanates controlled by Sa?O interaction

5-Diazoimidazoles and 5-diazopyrazoles have been shown to react with acyl isothiocyanates yielding the imidazo- and pyrazolo[5,1-d][1,2,3,5]thiatriazines stabilized by a nonbonded Sa?O interaction. In contrast to acyl isothiocyanates, alkyl-, aryl-, and arylsulfonyl isothiocyanates do not react with 5-diazoazoles. The nature and the strength of stabilizing intramolecular interaction between non-bonded S and O atoms have been studied by X-ray analysis for mono crystals and DFT calculations for selected azolo[5,1-d][1,2,3,5] thiatriazines. The interaction was described in terms of Weinhold covalence ratio factors, NBO, and AIM schemes. The reaction discovered was used to develop an efficient approach toward the new 8-substituted 4-ethoxycarbonylimino-4- benzoyl- and 4-(3,4,5,6-tetrafluorobenzoyl)iminoimidazo(pyrazolo)[5,1-d][1,2,3, 5]thiatriazines.

Carbene reactivity of 4-diazo-4H-imidazoles toward nucleophiles and aromatic compounds

(Chemical Equation Presented) Carbenes derived from diazoimidazolecarboxylates 4 under thermal or photochemical conditions undergo O-H and N-H insertion reactions with alcohols and amines, respectively, in moderate yield, in competition with reduction in good H-donor solvents. Dichloromethane reacts to give the corresponding 4-chloroimidazole. Aromatic hydrocarbons are excellent traps for the imidazolylidene carbene and lead to a range of arylimidazole derivatives 7. Reaction with pyridine leads to the first example of a pyridinium ylide 8 formed from an imidazolylidene carbene, whereas irradiation in hexafluorobenzene gives the imidazoazocine 11, presumably by way of an initial norcaradiene intermediate.

Synthesis and properties of 5-diazoimidazoles and imidazolyl-5-diazonium salts

Diazotization of 4-R-5-aminoimidazoles (R = CONHAr, CONHAIk, morpholinocarbonyl, or piperidinocarbonyl) with sodium nitrite in aqueous solutions of mineral acids afforded the corresponding 5-diazoimidazoles, whereas the reactions in concentrated tetrafluoroboric acid produced imidazolyl-5-diazonium salts. In the solid phase, diazonium salts are transformed into the corresponding diazo compounds.

Synthesis of New 2-Azaadenines and 2-Azahypoxanthines from 4-Diazo-4H-imidazoles

5-Amino-1H-imidazole-4-carboxamide hydrochloride has been converted into a series of new, potentially biologically active N6-substituted 2-azaadenines 5 via 4-diazo-4H-imidazole-5-carbonitrile (1) which was coupled with primary amines to give 5