64891-99-2

Basic information

• Product Name: 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione
• CAS NO: 64891-99-2
• Molecular Formula: C₁₄H₁₇N₃O₂
• Molecular Weight: 259.3037
• Mol File: 64891-99-2.mol

Chemical Properties

• Density: 1.188g/cm³
• Refractive Index: 1.568
• CAS DataBase Reference: 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione(64891-99-2)
• EPA Substance Registry System: 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione(64891-99-2)

Safety Data

• Hazardous Substances Data: 64891-99-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione is used as a potential therapeutic agent for various medical conditions due to its antitumor, antioxidant, and antimicrobial properties. 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione's unique structure and biological activities suggest that it may have significant potential in the development of new drugs and treatments.
Used in Anticancer Research:
In the field of oncology, 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione is used as a compound for investigating its potential as an anticancer agent. Its antitumor properties make it a valuable candidate for further study, with the aim of understanding its mechanisms of action and its potential to be developed into an effective treatment for various types of cancer.
Used in Antioxidant Applications:
1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione is also used as an antioxidant compound in various industries, including the pharmaceutical and cosmetic sectors. Its antioxidant properties can help protect cells from damage caused by reactive oxygen species, which can contribute to aging and various diseases.
Used in Antimicrobial Applications:
In the field of infectious diseases, 1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione is used as an antimicrobial agent. Its ability to inhibit the growth of microorganisms makes it a potential candidate for the development of new antibiotics and antifungal agents, which are urgently needed to combat the growing problem of antibiotic resistance.
Used in Chemical Synthesis:
1-(2,3-dimethylbut-3-en-2-yl)-4-phenyl-1,2,4-triazolidine-3,5-dione is used as a key intermediate in the synthesis of various complex organic compounds. Its unique structure and reactivity make it a valuable building block for the development of new molecules with potential applications in various industries, including pharmaceuticals, agrochemicals, and materials science.

Upstream product

• 67-56-1 methanol 
• 563-79-1 2,3-Dimethyl-2-butene 
• 4233-33-4 4-Phenyl-1,2,4-triazolidine-3,5-dione 

Relevant articles and documents

Enthalpy and entropy of activation and the heat effect of the ene reaction between 4-phenyl-1,2,4-triazoline-3,5-dione and 2,3-dimethyl-2-butene in solution

The rate of the fastest ene reaction between 4-phenyl-1,2,4-triazoline-3,5- dione (1) and 2,3-dimethyl-2-butene (2) is studied by means of stopped flow in solutions of benzene (k 2 = 55.6 ± 0.5 and 90.5 ± 1.3 L mol-1 s-1 a

Reactivity of 4-Phenyl-1,2,4-triazoline-3,5-dione and Diethylazocarboxylate in [4+2]-Cycloaddition and Ene Reactions: Solvent, Temperature, and High-Pressure Influence on the Reaction Rate

We have studied the solvent, temperature, and pressure influences on the reaction rates of cyclic and acyclic N=N bonds in the Diels-Alder and ene reactions. The transfer from N-phenylmaleimide (9) to a structural analogue, 4-phenyl-1,2,4-triazoline-3,5-dione (2), is accompanied by the rate increase in five to six orders of magnitude in the Diels-Alder reactions with cyclopentadiene (4) and 9,10-dimethylanthracene (5), whereas the transfer from dimethyl fumarate (10) to diethyl azodicarboxylate (1) increases only in one to two orders of magnitude. The ratio of the reaction rate constants (2 + 4)/(1 + 4) is very large (5.2 × 107) and almost the same (5.3 × 107) as in the ene reactions with tetramethylethylene (7), (2 + 7)/(1 + 7). It has been observed that the N=N bond in reagent 2 has strong electrophilic, and its N-N moiety in the transition state has nucleophilic properties, which results from the analysis of the solvation enthalpy transfer of reagents, activated complex, and adduct in the Diels-Alder reaction of 2 with anthracene 22.

4-Phenyl-1,2,4-triazoline-3,5-dione in the ene reactions with cyclohexene, 1-hexene and 2,3-dimethyl-2-butene. the heat of reaction and the influence of temperature and pressure on the reaction rate

The values of the enthalpy (53.3; 51.3; 20.0 kJ mol-1), entropy (-106; -122; -144 J mol-1K-1), and volume of activation (-29.1; -31.0; -cm3 mol-1), the reaction volume (-25.0; -26.6; -cm3 m

Reaction of a triazolinedione with simple alkenes. Isolation and characterization of hydration products

The reaction of N-phenyltriazolinedione with three simple alkyl-substituted alkenes in water/alcohol or water/acetone solution was found to give a mixture of the corresponding ene and water addition products. The new hydration products were characterized

Triazolinedione Additons to Alkenes in Protic Solvents. A Remarkable Temperature Dependence of the Competing Reaction Paths.

The reactivity of the ene and MeOH-adduct reactions from N-Phenyl-1,2,4-triazoline-3,5-dione with tetramethylethylene (TME) shows a remarkable temperature dependence.These results are consonant with the formation of a common intermediate between the two competing reaction paths.Key words: Triazolinedione; methanol trapping, aziridinium imide intermediate; activation parameters.

Reaction of Electrophiles with Unsaturated Systems: Triazolinedione-Olefin Reactions

Mechanism of the reaction of 1,2,4-triazolinediones (4-RTAD, R = phenyl and methyl) with some olefins have been examined.The principal products are those of an ene reaction (eq 1) and diazetidine formation (overall, (2 + 2) addition, eq 2 and 3).The diaze

Ene Reaction of Triazolinediones with Alkenes. 1. Structure and Properties of Products

The structures of ene products from reaction of triazolinediones with alkenes and polyisoprene were studied by using (1)H NMR.The pKa values of the ene products were measured.The reactivity and stability of the ene products were also studied.