13300-88-4

Basic information

• Product Name: 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE
• Synonyms: 4-Aminofurazan-3-carboxamide, 3-Amino-4-carbamoyl-1,2,5-oxadiazole;4-aminofurazan-3-carboxamide;4-Aminofurazanyl-3-carboxylic acid, amide;Methanol, (4-amino-1,2,5-oxadiazol-3-yl)(imino)-;TIMTEC-BB SBB001563;4-AMINO-3-FURAZANECARBOXAMIDE;4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE;4-AMINO-FURAZAN-3-CARBOXYLIC ACID AMIDE
• CAS NO: 13300-88-4
• Molecular Formula: C₃H₄N₄O₂
• Molecular Weight: 128.09
• Mol File: 13300-88-4.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 345.5 °C at 760 mmHg
• Flash Point: 162.8 °C
• Appearance: /
• Density: 1.608g/cm³
• Vapor Pressure: 6.13E-05mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE(13300-88-4)
• EPA Substance Registry System: 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE(13300-88-4)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 13300-88-4(Hazardous Substances Data)

Usage

General Description

4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is a chemical compound with the molecular formula C3H4N4O2. It is a derivative of 1,2,5-oxadiazole and contains an amide functional group. 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE is commonly used in organic synthesis and medicinal chemistry as a building block for the preparation of various pharmaceuticals and agrochemicals. It exhibits biological activity and has been investigated for its potential as an anticancer agent. Additionally, 4-AMINO-1,2,5-OXADIAZOLE-3-CARBOXAMIDE has also been studied for its antioxidant and antimicrobial properties, making it a versatile and valuable compound in the field of science and technology.

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 
• 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 
• 246048-63-5 methyl 4-amino-1,2,5-oxadiazolyl-3-carbimidate 
• 82295-76-9 4-amino-1,2,5-oxadiazole-3-carboxamide 2-oxide 
• 13490-32-9 4-amino-N-hydroxy-furazan-3-carboxamidine 
• 147085-15-2 3,6-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazine 
• 17376-63-5 ethyl 4-amino-1,2,5-oxadiazole-3-carboxylate 
• 64-18-6 formic acid 
• 859076-72-5 (cyano-furazan-3-yl)-carbamic acid 
• 13490-32-9 amidoxime of 4-aminofurazan-3-carboxylic acid 

Downstream Products

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

Relevant articles and documents

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

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.

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.

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.