6-Methyluracil

Base Information

• Chemical Name: 6-Methyluracil
• CAS No.: 626-48-2
• Deprecated CAS: 15985-99-6,78334-35-7,78334-35-7
• Molecular Formula: C5H6N2O2
• Molecular Weight: 126.115
• Hs Code.: 29335995
• European Community (EC) Number: 210-949-4
• NSC Number: 9456
• UNII: 5O052W0G6I
• DSSTox Substance ID: DTXSID8052308
• Nikkaji Number: J39.643E
• Wikidata: Q4161980
• Metabolomics Workbench ID: 87091
• ChEMBL ID: CHEMBL1650614
• Mol file: 626-48-2.mol

Synonyms:6-methyluracil;6-methyluracil, 14C-labeled;AWD 23-15;AWD-23-15;methacil;methyluracil;pseudothymine

Chemical Property of 6-Methyluracil

Chemical Property:

• Appearance/Colour: white to off-white crystalline solid
• Vapor Pressure: 1.16E-07mmHg at 25°C
• Melting Point: 318 °C (dec.)(lit.)
• Refractive Index: 1.489
• Boiling Point: 420.4 °C at 760 mmHg
• PKA: pK1:9.52 (25°C)
• Flash Point: 208 °C
• PSA: 65.72000
• Density: 1.226 g/cm³
• LogP: -0.62840
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• Water Solubility.: 7 g/L (22 ºC)
• XLogP3: -0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 126.042927438
• Heavy Atom Count: 9
• Complexity: 195

Purity/Quality:

99% ^*data from raw suppliers

6-Methyluracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 62-63
• Safety Statements: 36/37/39-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=O)NC(=O)N1
• General Description: 6-Methyluracil is a pyrimidine derivative that serves as a key scaffold in the synthesis of biologically active compounds, particularly in medicinal chemistry. Its derivatives, such as 1-substituted-6-methyluracils, are explored for their therapeutic potential, including antineoplastic, antihypertensive, anti-inflammatory, antiviral, and reverse transcriptase inhibitory properties. 6-Methyluracil's versatility allows for structural modifications, enabling the development of novel pharmacophores with diverse biological activities.

Technology Process of 6-Methyluracil

There total 112 articles about 6-Methyluracil which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

6-methyl-2-thiouracil (56-04-2,91795-77-6) → 6-Methyluracil (626-48-2)

Guidance literature:

With sodium hydroxide; methyloxirane; In water; at 20 ℃;

DOI:10.1007/s11178-005-0211-1

Reference yield: 100.0%

[1-(4-isopropoxy-6-methylpyrimidin-2-yl)-piperidin-2-yl]-methanol (879499-39-5) → 6-Methyluracil (626-48-2)

Guidance literature:

With hydrogenchloride; In water; at 90 ℃; for 0.333333h;

DOI:10.1016/j.tet.2005.11.014

Reference yield: 98.0%

→ 6-Methyluracil (626-48-2)

Guidance literature:

With oxone; In 1,4-dioxane; water; Heating;

DOI:10.1016/S0040-4039(02)02380-8

upstream raw materials:

pyridine

5-bromo-6-methyl-dihydro-pyrimidine-2,4-dione

4-methyleneoxetan-2-one

urea

Downstream raw materials:

5-hydroxymethyl-6-methyluracil

5-(4-methoxy-phenylazo)-6-methyl-1H-pyrimidine-2,4-dione

5-(chloromethyl)-6-methyluracil

6-methyl-5-phenylazo-1H-pyrimidine-2,4-dione

Refernces

Synthesis of 1-substituted-6-methyluracils.

10.1248/cpb.51.1025

The study focuses on the design and synthesis of uracil-based heterocyclic compounds, which are significant in organic and medicinal chemistry due to their therapeutic potential and presence in natural products with strategic biological functions. The researchers synthesized various 6-methyluracil derivatives with different substituents at the 1-position, aiming to create new biologically active compounds. Key chemicals used include substituted ureas, diketene, and piperazine derivatives, which serve as starting materials and building blocks for the synthesis of the target uracil derivatives. The purpose of these chemicals is to create a range of compounds with potential pharmacological actions, such as antineoplastic, antihypertensive, anti-inflammatory, antiviral, and reverse transcriptase inhibitory effects. The study also details the synthetic strategies and confirms the structures of the synthesized compounds through analytical and spectroscopic data.