2001-93-6

Basic information

• Product Name: DITHIOURACIL
• Synonyms: Dithiouracil ,98%;2￡4-Dimercapto;Pyrimidine-2,4(1H,3H)-dithione, 2,4-Dithioxo-1,2,3,4-tetrahydropyrimidine;Dithiouracil 98%;Pyrimidine-2,4(1H,3H);PYRIMIDINE-2,4-DITHIOL;2,4-dithio-uraci;2,4-Dithioxopyrimidine
• CAS NO: 2001-93-6
• Molecular Formula: C₄H₄N₂S₂
• Molecular Weight: 144.22
• EINECS: 217-894-5
• Product Categories: PYRIMIDINE;Nucleic acids
• Mol File: 2001-93-6.mol
• Article Data: 8

Chemical Properties

• Melting Point: 279-281 °C (dec.)(lit.)
• Boiling Point: 225.6 °C at 760 mmHg
• Flash Point: 90.3 °C
• Appearance: /solid
• Density: 1.391 (estimate)
• Vapor Pressure: 0.0855mmHg at 25°C
• Refractive Index: 1.5000 (estimate)
• Storage Temp.: Store Cold
• PKA: 6.55±0.20(Predicted)
• CAS DataBase Reference: DITHIOURACIL(CAS DataBase Reference)
• NIST Chemistry Reference: DITHIOURACIL(2001-93-6)
• EPA Substance Registry System: DITHIOURACIL(2001-93-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: 24/25
• WGK Germany: 3
• RTECS: YR0175000
• Hazardous Substances Data: 2001-93-6(Hazardous Substances Data)

Usage

Description

Dithiouracil is a yellow crystalline powder with potential anticancer properties. Its redox mechanism and electronic absorption behavior have been extensively studied across a wide pH range using UV-Vis spectroscopy, cyclic voltammetry, and differential pulse voltammetry.

Uses

Used in Pharmaceutical Industry:
Dithiouracil is used as an anticancer agent for its potential to target and treat various types of cancer. Its unique redox properties and electronic absorption behavior make it a promising candidate for further research and development in cancer therapy.
Used in Research and Development:
In the field of scientific research, Dithiouracil is utilized for studying its redox mechanisms and electronic absorption behavior. This helps in understanding its potential applications in medicine and other industries, as well as contributing to the advancement of knowledge in the field of chemistry and biochemistry.

InChI:InChI=1/C4H4N2S2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)

Upstream product

• 3934-20-1 2,6-Dichloropyrimidine 
• 17356-08-0 thiourea 
• 141-90-2 2-thiouracil 
• 22536-63-6 2-chloro-4-methoxypyrimidine 
• 66-22-8 uracil 
• 91-17-8 decalin 
• 141-90-2 4-hydroxy-2-mercaptopyrimidine 

Downstream Products

• 5909-26-2 2,4-Bis(methylthio)pyrimidine 
• 89180-09-6 4-methylamino-1H-pyrimidine-2-thione 
• 333-49-3 2-thiocytosine 
• 32084-28-9 4-hydrazino-1H-pyrimidine-2-thione 
• 66-22-8 uracil 
• 2001-93-6 2,4-dimercaptopyrimidine 
• 888230-77-1 [(2,4(1H,3H)-pyrimidinedithione(-2H))(Sn(CH₂Ph)3)2] 
• 1642796-88-0 Cu₂(-μCl)(κ¹S,κ¹S-dithiouracil)(PPh₃)₄ 
• 1642796-89-1 Cu₂(μ-Br)(1S,κ¹S-2,4-dithiouracil)(PPh₃)₄ 
• 1476771-05-7 [Ag₂(μ-S,S-(2,4-dithiouracil))(μ-Br)(triphenylphosphine)₄] 
• 1476771-04-6 [Ag₂(μ-S,S-(2,4-dithiouracil))(μ-Cl)(triphenylphosphine)₄] 
• 1257414-40-6 [copper(I)(μ-S,S-2,4-dithiouracil)(PPh3)(iodide)] 
• 1257414-38-2 [copper(I)(μ-S,S-2,4-dithiouracil)(PPh3)(chloride)] 
• 1257414-39-3 [copper(I)(μ-S,S-2,4-dithiouracil)(PPh3)(bromide)] 

Relevant articles and documents

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Pyrimidine derivatives; 1. The highly regioselective 4-thionation of pyrimidine-2,4(1H,3H)-dione derivatives with Lawesson reagent

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Spectroscopic identification of 2,4-pyrimidinedithiol; an experimental matrix isolation and ab initio Hartree-Fock and density functional theory study

2,4-Pyrimidinedithiol (the dithiol form of 2,4-dithiouracil) was generated by UV (λ > 335 nm) irradiation of the dithione form of 2,4-dithiouracil isolated in low-temperature argon or nitrogen matrices. The IR and UV spectra of the photoproduct are reported. The dithiol form of 2,4-dithiouracil was identified by comparison of the experimental spectrum with the spectrum theoretically predicted for this form at the HF/6-31 (d,p) and DFT(B-3LYP)/6-31 (d,p) levels. This comparison resulted also in assignment of the bands observed in the IR spectrum of 2,4-pyrimidinedithiol to the theoretically predicted normal modes.

The Tautomeric Equilibria of Thio Analogues of Nucleic Acid Bases. Part 1. 2-Thiouracil: Background, Preparation of Model Compounds, and Gas-phase Proton Affinities

The preparation is reported of all four the monoalkyl derivatives of 2-thiouracil and four of the six possible dialkyl derivatives required as models for a study of the tautomeric equilibria by physical methods.Gas-phase proton affinities are determined using ion cyclotron resonance mass spectrometry, and are used to provide quantitative estimates of individual tautomer stabilities in the vapour state.These quantitative results agree well with qualitative deductions of predominant structures for the monoalkyl derivatives from i.r. spectroscopy.