6217-61-4

Basic information

• Product Name: (5-methyl)dithiouracil
• Synonyms: (5-methyl)dithiouracil;2-Mercapto-5-methylpyrimidine-4(3H)-thione;4-Mercapto-5-methylpyrimidine-2(1H)-thione;5-Methyl-2,4(1H,3H)-pyrimidinedithione;5-Methylpyrimidine-2,4(1H,3H)-dithione;5-Methylpyrimidine-2,4-bisthiol;Dithiothymine;2,4(1H,3H)-Pyrimidinedithione, 5-methyl-
• CAS NO: 6217-61-4
• Molecular Formula: C₅H₆N₂S₂
• Molecular Weight: 158.24454
• EINECS: 228-286-4
• Mol File: 6217-61-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 281 °C
• Boiling Point: 236°C at 760 mmHg
• Flash Point: 96.5°C
• Appearance: /
• Density: 1.41g/cm³
• Vapor Pressure: 0.0486mmHg at 25°C
• Refractive Index: 1.722
• PKA: 6.59±0.40(Predicted)
• CAS DataBase Reference: (5-methyl)dithiouracil(CAS DataBase Reference)
• NIST Chemistry Reference: (5-methyl)dithiouracil(6217-61-4)
• EPA Substance Registry System: (5-methyl)dithiouracil(6217-61-4)

Safety Data

• Hazardous Substances Data: 6217-61-4(Hazardous Substances Data)

Usage

Description

(5-methyl)dithiouracil, a derivative of uracil with the molecular formula C5H6N2S2, is a chemical compound that features a methyl group and two thiol groups. It has garnered attention in pharmaceutical research, particularly for its potential role in the development of antithyroid drugs due to its ability to inhibit thyroid hormone production. (5-methyl)dithiouracil's antioxidant and anti-inflammatory properties also suggest its potential in creating new therapeutic agents, although further research is necessary to explore its full range of applications and mechanisms of action.

Uses

Used in Pharmaceutical Research:
(5-methyl)dithiouracil is used as a precursor in the development of antithyroid drugs for its capacity to inhibit the production of thyroid hormones, offering a potential treatment for hyperthyroidism.
Used in Antioxidant and Anti-inflammatory Therapies:
(5-methyl)dithiouracil is utilized in research for its antioxidant and anti-inflammatory properties, which may contribute to the development of new therapeutic agents for various conditions where oxidative stress and inflammation are implicated.
Used in Drug Development:
(5-methyl)dithiouracil is employed as a compound of interest in drug development, with ongoing studies aimed at understanding its potential uses and mechanisms of action to fully harness its therapeutic potential.

InChI:InChI=1/C5H6N2S2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)

Upstream product

• 65-71-4 thymin 
• 636-26-0 5-methyl-2-thiouracil 

Downstream Products

• 7390-56-9 4-amino-5-methyl-1H-pyrimidine-2-thione 
• 83991-19-9 (4-amino-5-methyl-pyrimidin-2-ylmercapto)-acetic acid 
• 554-01-8 5-methylcytosin 

Relevant articles and documents

Compounds

Pyrimidone compounds of formula (I): are inhibitors of the enzyme Lp-PLA2 and are of use in treating atherosclerosis.

A thionation process and a thionating agent

A process for transforming a group >C=O (I) in a compound into a group >C=S (II) or into a tautomeric form of group (II) in a reaction giving a thionated reaction product, by use of crystalline P2S5·2 C5H5N as a thionating agent. A thionating agent which is crystalline P2S5·2 C5H5N.

A Rapid and Efficient Synthesis of Sulfur Analogues of Pyrimidine Bases

An improved procedure for thionation of some natural pyrimidine bases with tetraphosphorus decasulfide/sodium hydrogen carbonate is reported.Some substituted uracils and 2-thiouracils were converted into a series of analogues in which the oxygen at position 4 was replaced by sulfur atom.The advantage of this method of thionation over the older procedures is based on the tetraphosphorus decasulfide/sodium hydrogen carbonate mixture giving rise to excellent yields and simplified isolation of the desired pure products.