13300-88-4

Usage

Uses

Used in Pharmaceutical Industry:
4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is used as a key building block for the synthesis of various pharmaceuticals due to its unique chemical structure and biological activity. Its incorporation into drug molecules can enhance their therapeutic effects and pharmacological properties.
Used in Agrochemical Industry:
In the agrochemical sector, 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is utilized as a component in the development of agrochemicals, contributing to the creation of more effective and targeted pest control agents.
Used in Anticancer Research:
4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is employed as a potential anticancer agent, with ongoing research exploring its ability to target and inhibit the growth of cancer cells, offering a promising avenue for the development of novel cancer therapies.
Used in Antioxidant Applications:
4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is used as an antioxidant, leveraging its capacity to neutralize free radicals and protect cells from oxidative damage, which has implications for a variety of health and industrial applications.
Used in Antimicrobial Applications:
4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is utilized for its antimicrobial properties, serving as a potential agent in the development of new antimicrobial treatments and products to combat resistant pathogens.

InChI:InChI=1/C3H4N4O2/c4-2-1(3(5)8)6-9-7-2/h(H2,4,7)(H2,5,8)

Upstream product

• 56873-41-7 2-oxy-furazan-3,4-dicarboxylic acid diamide 
• 859076-72-5 (cyano-furazan-3-yl)-carbamic acid 
• 64-18-6 formic acid 
• 13490-32-9 4-amino-N-hydroxy-furazan-3-carboxamidine 
• 17376-63-5 ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate 
• 147085-15-2 3,6-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazine 
• 82295-76-9 4-amino-1,2,5-oxadiazole-3-carboxamide 2-oxide 
• 13490-32-9 amidoxime of 4-aminofurazan-3-carboxylic acid 
• 246048-63-5 methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate 
• 1390648-48-2 n-propyl 4-amino[1,2,5]oxadiazole-3-carboxylate 
• 163011-56-1 4-(1,2,4-oxadiazol-3-yl)furazan-3-amine 

Downstream Products

• 156463-85-3 3-amino-1,2,5-oxadiazole-4-carbonitrile 

Relevant academic research and scientific papers

4-Aminofurazan-3-hydroximic Halides

The nitrile-N-oxide formed by dehydrohalogenation of 4-aminofurazan-3-hydroximic halides cyclizes to form 1,4,2,5-dioxadiazines, isoxazoles, isoxazolines, 1,2,4-oxadiazolines, tetrazoles, and 1,3,4-thiaoxazoles.

Synthesis and crystal structure of 4,4′-(methylenediimino)bis-1,2,5- oxadiazole-3-carboxylic acid and carboxamide

4,4′-(Methylenediimino)bis-1,2,5-oxadiazole-3-carboxylic acid and 4,4′-(methylenediimino)bis-1,2,5-oxadiazole-3-carboxamide have been synthesized by the acid-catalyzed condensation of 4-amino-1,2,5-oxadiazole-3- carboxylic acid and 4-amino-1,2,5-oxadiazol

SYNTHESIS AND PROPERTIES OF 4-AMINO-3-CYANOFURAZAN

Deoximation of the amidoxime of aminofurazan-3-carboxylic acid and dehydration of 4-aminofurazan-3-carboxamide gave 4-amino-3-cyanofurazan.Reactions of the cyano and amino groups were studied.

Reduction of the furoxan ring to the furazan ring in some carbonyl-substituted furoxans

It was shown that the furoxan ring is efficiently reduced to the furazan ring in carboxyl-substituted furoxans with other functional groups by the action of the SnCl2-HCl-AcOH system. - Key words: furazans, furoxans, reduction.

Preparation method of 3-aminofurazan-4-methanamide

The invention discloses a preparation method of 3-aminofurazan-4-methanamide. The method comprises the following steps: cyanoacetamide is subjected to nitrosation and isomerization to prepare 2-oximido cyanoacetamide, 2-oximido cyanoacetamide and hydroxylamine hydrochloride and organic base are subjected to a reaction to prepare an amidoxime intermediate which is 2-oximido-3-amidoxime acetamide, and the 2-oximido-3-amidoxime acetamide is subjected to a closed loop reaction under effect of thionyl chloride to generate a target product 3-aminofurazan-4-methanamide. The method has the advantagesof simple process flow, easily available raw material, and high product yield, and is suitable for industrial product, and is the novel synthetic method for 3-aminofurazan-4-methanamide.

Synthesis and characterization of multicyclic oxadiazoles and 1-hydroxytetrazoles as energetic materials

[Figure not available: see fulltext.] Synthesis and characterization of several multicyclic oxadiazoles, 3,5-bis(4-nitrofurazan-3-yl)-1,2,4-oxadiazole, 3,3'-bis(4-nitrofurazan-3-yl)-5,5'-bi(1,2,4-oxadiazole), 3-(4-nitrofurazan-3-yl)-1,2,4-oxadiazol-5-amine, and salts of 1-hydroxytetrazoles, ammonium 5,5'-(1,2,4-oxadiazole-3,5-diyl)bis(1H-tetrazol-1-olate) and hydroxylammonium 5,5'-{[3,3'-bi(1,2,4-oxadiazole)]-5,5'-diyl}bis(1H-tetrazol-1-olate), as energetic materials are reported. Two of the compounds, 3,5-bis(4-nitrofurazan-3-yl)-1,2,4-oxadiazole and 3,3'-bis(4-nitrofurazan-3-yl)-5,5'-bi(1,2,4-oxadiazole), have attractive single crystal densities of 1.91 and 1.94 g·cm–3 (at 20°C), respectively. The design of these materials has been based on the idea that these multicyclic compounds with a 1,2,4-oxadiazole core will have good thermal stability and high density because of their 3,5-substitution pattern and the possibility of achieving a planar conformation. The various synthetic approaches and interesting chemistry observed during the construction of these new heterocycles has been described.

A new preparative method and some chemical properties of 4-R-furazan-3-carboxylic acid amidrazones

[Figure not available: see fulltext.] An alternative method has been developed for the preparation of 4-R-furazan-3-carboxylic acid amidrazones (R = OMe, NH2, substituted amino group) by reductive opening of 1,2,4-oxadiazole ring in 4-R derivatives of (1,2,4-oxadiazol-3-yl)furazans by the action of hydrazine. The starting 1,2,4-oxadiazoles were synthesized from 4-aminofurazan-3-carboxylic acid amidoxime. Some chemical properties of the obtained compounds were studied.

Structure of the molecular complexes of 18-crown-6 with 1,2,5-oxadiazole derivatives

This paper reports on an X-ray diffraction analysis of host-guest type molecular complexes of 18-crown-6 with 1,2,5-oxadiazole derivatives: ethyl 4-amino-1,2,5-oxadiazole-3-carboxylic ether (1:1) (complex I), 4-(2-chloroethylamino)-1,2,5-oxadiazole-3-carboxylic acid hydrazide (1:2) (complex II), and 4-amino-1,2,5-oxadiazole-3-carboxylic acid amide monohydrate (1:1:1) (complex III). Crystals I are monoclinic with cell parameters a = 8.960(2), b = 18.118(4), c = 14.405(3) A, β = 106.9(3)°, space group P21/n, R = 0.054 for 4082 reflections. The 18-crown-6 and guest molecules are linked by hydrogen bonds of NH...O(crown) and CH...O(crown) types based on the "head-to-tail" principle, alternating in infinite chains along the y axis in the crystal. Crystals II are triclinic with cell parameters a = 8.615(2), b = 9.249(2), c = 10.987(2) A, α = 106.86(3), β = 95.25(3), γ = 97.74(3)°, space group P1, R = 0.046 for 3006 reflections. The guest molecules are united into dimers by N-H...O=C hydrogen bonds. The 18-crown-6 molecules and the dimer associates of the guest form chains along [110] in the crystal. Crystals III are monoclinic with cell dimensions a = 13.238(3), b = 19.004(4), c = 8.485(2) A, β = 100.75(3)°, space group Cc, R = 0.051 for 2032 reflections. The crown ether molecule is disordered over two positions. The NH...O=C and NH...N type hydrogen bonds link the guest molecules into chains. The water molecules serve to bridge the chains with crown ether molecules, forming ribbons whose axis lies along the z direction in the crystal.

Synthesis and properties of iminoester of 3-aminofurazan-4-carboxylic acid

Iminoester of 3-aminofurazan-4-carboxylic acid was synthesized for the first time. Starting with the iminoester were prepared amidrazone of 3-aminofurazan-4-carboxylic acid, 1,4-diamino-1,4-bis(3-aminofurazan-4-yl)-2,3-diaza-1,3-butadiene, 1-amino-1,4-bis(3-aminofurazan-4-yl)-4-oxo-2,3-diaza-1-butene, and 3,5-bis(3-aminofurazan-4-yl)-1H-1,2,4-triazole. The alkylation of the latter with methyl iodide gave rise to a mixture of 1- and 4-methyl-3,5-bis(3-aminofurazan-4-yl)-1,2,4-triazole containing predominantly 1-isomer.