6939-12-4

Basic information

• Product Name: 3-Methyl-5-oxylato-1,2,3-oxadiazole-3-ium
• Synonyms: 3-Methyl-5-oxylato-1,2,3-oxadiazole-3-ium;3-Methylsydnone;3-methyl-3H-1lambda4,2,3-oxadiazol-1-ylium-5-olate
• CAS NO: 6939-12-4
• Molecular Formula: C₃H₄N₂O₂
• Molecular Weight: 100.08
• Mol File: 6939-12-4.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-Methyl-5-oxylato-1,2,3-oxadiazole-3-ium(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Methyl-5-oxylato-1,2,3-oxadiazole-3-ium(6939-12-4)
• EPA Substance Registry System: 3-Methyl-5-oxylato-1,2,3-oxadiazole-3-ium(6939-12-4)

Safety Data

• Hazardous Substances Data: 6939-12-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C3H4N2O2/c1-5-2-3(6)7-4-5/h2H,1H3/p+1

Upstream product

• 13256-22-9 N-nitrososarcosine 
• 107-97-1 sarcosine 
• 17590-38-4 3-methyl-N-nitroso-5-sydnone imine 
• 108-24-7 acetic anhydride 

Downstream Products

• 1002334-06-6 1-methyl-3-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole 
• 1315168-19-4 C₁₁H₈N₂O₂ 
• 3463-26-1 1-methyl-3-phenyl-1H-pyrazole 
• 1173658-38-2 3-methyl-4-(1-phenylvinyl)sydnone 
• 62102-92-5 (Z)-3-methyl-4-styrylsydnone 
• 1146143-79-4 4-(4-methoxyphenyl)-3-methylsydnone 
• 1146143-76-1 3-methyl-4-(3-nitrophenyl)sydnone 
• 35431-71-1 3-methyl-4-phenylsydnone 
• 93029-87-9 3-methyl-4-(4-nitrophenyl)sydnone 
• 1005788-16-8 N-(5-hydroxy-2-methylphenyl)-1,4-dimethyl-4,5-dihydro-1H-pyrazole-3-carboxamide 
• 197226-81-6 ethyl 1-methyl-4-(trifluoromethyl)-1H-pyrazole-3-carboxylate 
• 111493-74-4 ethyl 3-(trifluoromethyl)-1-methyl-1H-pyrazole-4-carboxylate 
• 85302-22-3 (1-methyl-3-phenyl-1H-pyrazol-4-yl)phenylmethanone 
• 105592-62-9 3-benzoyl-4-phenyl-1-methylpyrazole 

Relevant articles and documents

Formation of Liquid-Crystal Phases in the Binary System Cetylpyridinium Bromide/N-Methylsydnone Studied by Light Microscopy and Small-Angle X-ray Diffraction

Liquid-crystal phases were detected in the binary system cetylpyridinium bromide/N-methylsydnone by optical microscopy and small-angle X-ray diffraction.Surfactant self-aggregation can thus occur in aprotic solvents.Hydrogen bonding in solvents is thus not an essential requirement for molecular aggregation.

Visible-light induced photo-click and release strategy between monoarylsydnone and phenoxylfumarate

We report a visible-light induced photo-click and release platform between monoarylsydnone (MASyd) and phenoxylfumarates. The pyrazoline produced by the cycloaddition undergoes a photo-aromatization to form a fluorescent pyrazole. Meanwhile, the photo-aro

Bioorthogonal Click and Release Reaction of Iminosydnones with Cycloalkynes

We report the discovery of a new bioorthogonal click-and-release reaction involving iminosydnones and strained alkynes. This transformation leads to two products resulting from the ligation and fragmentation of iminosydnones under physiological conditions. Optimized iminosydnones were successfully used to design innovative cleavable linkers for protein modification, thus opening up new areas in the fields of drug release and target-fishing applications. This click-and-release technology offers the possibility of exchanging tags on proteins for functionalized cyclooctynes under mild and bioorthogonal conditions.

4-Halogeno-sydnones for fast strain promoted cycloaddition with bicyclo-[6.1.0]-nonyne

New sydnone derivatives have been synthesized and screened for their capacity to undergo fast copper-free cycloaddition reaction with bicyclo-[6.1.0]-nonyne. The influences of substitution in positions N-3 and C-4 of sydnones have been particularly studied leading to the identification of highly reactive partners for bio-orthogonal ligation reactions.