34874-03-8

Basic information

• Product Name: 1,4-diphenyl-1,2,4-triazolidine-3,5-dione
• CAS NO: 34874-03-8
• Molecular Formula: C₁₄H₁₁N₃O₂
• Molecular Weight: 253.256
• Mol File: 34874-03-8.mol
• Article Data: 4

Chemical Properties

• Density: 1.345g/cm³
• Refractive Index: 1.652
• CAS DataBase Reference: 1,4-diphenyl-1,2,4-triazolidine-3,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-diphenyl-1,2,4-triazolidine-3,5-dione(34874-03-8)
• EPA Substance Registry System: 1,4-diphenyl-1,2,4-triazolidine-3,5-dione(34874-03-8)

Safety Data

• Hazardous Substances Data: 34874-03-8(Hazardous Substances Data)

Upstream product

• 201024-81-9 C,N-diphenylnitrone 
• 103-71-9 phenyl isocyanate 
• 62-53-3 aniline 
• 133846-86-3 benzyl-β-phenyl thiocarbazinate 
• 100-63-0 phenylhydrazine 
• 40887-05-6 N¹-benzyloxycarbonyl-N²-phenylhydrazide 
• 473724-36-6 C₂₁H₁₉N₃O₃ 
• 7693-46-1 4-Nitrophenyl chloroformate 
• 214001-07-7 C₃₀H₂₂N₆O₄ 
• 133846-92-1 3-phenyl-3-phenylcarbamoyl-thiocarbazic acid S-benzyl ester 
• 117371-70-7 1,1'-carbonyl-bis-pyridinium; dichloride 
• 621-12-5 1,4-diphenylsemicarbazide 
• 75-44-5 phosgene 
• 612-02-2 2,4-diphenyl semicarbazide 

Downstream Products

• 92-52-4 biphenyl 
• 34874-11-8 1,4-diphenyl-2-methylurazole 
• 603-54-3 N,N-diphenylurea 
• 621-12-5 1,4-diphenylsemicarbazide 
• 52353-62-5 4-anilino-1-phenyl-1,2,4-triazolidine-3,5-dione 

Relevant articles and documents

1-Methyl-4-aryl-urazole (MAUra) labels tyrosine in proximity to ruthenium photocatalysts

We designed and synthesised peptides conjugated with proline linkers and ruthenium photocatalysts. These peptides were used as substrates to evaluate the photocatalyst-proximity dependences of candidates for tyrosine labelling reagents. The 1-methyl-4-aryl-urazole (MAUra) structure was found to be a novel tyrosyl radical trapping agent to label tyrosine residues effectively under the conditions where the ruthenium photocatalyst and tyrosine were in close proximity. Using a ruthenium photocatalyst conjugated to a carbonic anhydrase ligand, the target protein in a complex protein mixture was labelled with remarkable target selectivity by azide- or desthiobiotin-conjugated MAUra derivatives.

Spin adducts from the reaction between N-phenyl-α-tert-butylnitrone (PBN) and activated olefins. A facile pathway converting PBN into 2-methyl-2-nitrosopropane (MNP)

N-Phenyl-α-tert-butylnitrone (PBN) reacts with activated olefins RCH=CHR, such as maleimides, maleic anhydride or diethyl maleate, with formation of two types of persistent spin adducts giving characteristic EPR spectra, denoted types A and B. Spin adducts with type A spectrum were formed photochemically and identified as reductive coupling products between the olefin and PBN, RCH2CH(R)-PBN.. Spin adducts with type B spectra were formed photochemically and/or thermally and were identified as reductive coupling products RCH2CH(R)-N(O.)But between the olefin and a degradation product of PBN, 2-methyl-2-nitrosopropane (MNP, t-BuNO). The conversion of PBN to t-BuNO was studied for a compound with an exceedingly reactive nitrogen-nitrogen double-bond, namely 4-phenyl-4H-1,2,4-triazoline-3,5-dione (PTAD). In this case, a 74% yield of t-BuNO was obtained in a short period of time; α,N-diphenylnitrone reacted similarly to give nitrosobenzene. The reaction between PBN and an activated olefin was assumed to occur analogously, either via the initial formation of a 1,3-dipolar cycloadduct or some parallel reaction involving attack of the electrophilic olefin at the PBN α-carbon. The 1,3-dipolar cycloadduct between PBN and N-phenylmaleimide exhibited favourable initiator properties for living polymerization of styrene. A new type of spin adduct, RCH(But)CH(R)-N(O.)But, was prepared by the photochemical reaction between an activated olefin and t-BuNO. This reaction presumably proceeds by photocleavage of t-BuNO to NO and t-Bu., the latter reacting with the activated olefin to give a transient radical, RCH(But)CH.(R), which is trapped by t-BuNO. Acta Chemica Scandinavica 1998.