5-Mercaptomethyluracil

Base Information

• Chemical Name: 5-Mercaptomethyluracil
• CAS No.: 4874-36-6
• Molecular Formula: C5H6 N2 O2 S
• Molecular Weight: 158.181
• Hs Code.: 2933599090
• European Community (EC) Number: 225-482-1
• NSC Number: 306748
• UNII: S896M7X4Y7
• DSSTox Substance ID: DTXSID00197601
• Nikkaji Number: J262.507E
• Wikidata: Q83070427
• Mol file: 4874-36-6.mol

Synonyms:5-mercaptomethyluracil;5-MMU

Chemical Property of 5-Mercaptomethyluracil

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 104.52000
• Density: 1.341g/cm³
• LogP: -0.50700
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 158.01499861
• Heavy Atom Count: 10
• Complexity: 212

Purity/Quality:

99% ^*data from raw suppliers

5-(Mercaptomethyl)pyrimidine-2,4(1H,3H)-dione 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=C(C(=O)NC(=O)N1)CS

Technology Process of 5-Mercaptomethyluracil

There total 4 articles about 5-Mercaptomethyluracil 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: 90.0%

thioacetimidic acid 2,4-dioxo-1,2,3,4-tetrahydro-pyrimidin-5-ylmethyl ester; hydrochloride → 5-mercaptomethyl-uracil (4874-36-6)

Guidance literature:

In methanol; for 2h; Heating;

DOI:10.1021/ol0478382

Reference yield:

5-chloromethyluracil (3590-48-5) → 5-mercaptomethyl-uracil (4874-36-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / dimethylformamide / 1 h / 70 °C

2: 90 percent / methanol / 2 h / Heating

In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol0478382

Reference yield:

5-hydroxymethyl uracil (4433-40-3) → 5-mercaptomethyl-uracil (4874-36-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / HCl / 2 h / 20 °C

2: 88 percent / dimethylformamide / 1 h / 70 °C

3: 90 percent / methanol / 2 h / Heating

With hydrogenchloride; In methanol; N,N-dimethyl-formamide;

DOI:10.1021/ol0478382

upstream raw materials:

5-chloromethyluracil

5-hydroxymethyl uracil

Refernces

• 1、 -. "Compounds inhibiting the aggregation of superoxide dismutase-1". Page/Page column 22; sheet 14. . Retrieved 2008/06/13.