5,6-Dimethyl-2-thiouracil

Base Information

• Chemical Name: 5,6-Dimethyl-2-thiouracil
• CAS No.: 28456-54-4
• Molecular Formula: C6H8 N2 O S
• Molecular Weight: 156.208
• Hs Code.: 2933599090
• European Community (EC) Number: 625-291-7
• NSC Number: 60687
• DSSTox Substance ID: DTXSID00182653
• Nikkaji Number: J96.658D
• Mol file: 28456-54-4.mol

Synonyms:5,6-Dimethyl-2-thiouracil;28456-54-4;5,6-dimethyl-2-thioxo-2,3-dihydropyrimidin-4(1H)-one;5,6-dimethyl-2-sulfanylpyrimidin-4-ol;5,6-Dimethylthiouracil;2-mercapto-5,6-dimethylpyrimidin-4(3H)-one;5,6-dimethyl-2-sulfanylidene-1H-pyrimidin-4-one;Uracil, 5,6-dimethyl-2-thio-;NSC 60687;BRN 0118811;5-24-07-00238 (Beilstein Handbook Reference);NSC60687;5,6-Dimethyl-4-hydroxy-2-mercaptopyrimidine;SCHEMBL3534627;SCHEMBL10516814;4(1H)-Pyrimidinone, 2,3-dihydro-5,6-dimethyl-2-thioxo-;DTXSID00182653;MEAKRQUSGACTFV-UHFFFAOYSA-N;KUC108897N;5,6-Dimethyl-2-thiouracil, 97%;BBL025695;MFCD00269435;MFCD00278872;NSC-60687;STL102655;STL303769;AKOS005173398;AKOS005207027;AKOS005716925;BS-3861;KSC-27-031;SB56408;5,6-dimethyl-2-sulfanyl-4-pyrimidinol;AM803635;PD126547;LS-158671;BB 0242508;FT-0676595;5,6-Dimethyl-2-thiouracil, analytical standard;EN300-127072;W10296;J-017089;5,6-dimethyl-2-sulfanyl-1,4-dihydropyrimidin-4-one;F1967-0824;F2135-0898;Z1603778708;5,6-Dimethyl-2-thioxo-2,3-dihydro-1H-pyrimi din-4-one;5,6-dimethyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidin-4-one

Chemical Property of 5,6-Dimethyl-2-thiouracil

Chemical Property:

• Vapor Pressure: 2.7E-05mmHg at 25°C
• Melting Point: 284-288 °C(lit.)
• Refractive Index: 1.6490 (estimate)
• Boiling Point: 347.3°Cat760mmHg
• PKA: 7.88±0.25(Predicted)
• Flash Point: 163.9°C
• PSA: 84.81000
• Density: 1.29g/cm³
• LogP: 1.08770
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)
• Water Solubility.: 1.373g/L(25 oC)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 156.03573406
• Heavy Atom Count: 10
• Complexity: 232

Purity/Quality:

98%,99%, ^*data from raw suppliers

5,6-Dimethylthiouracil ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=C(NC(=S)NC1=O)C
• Description: 5,6-dimethyl-2-Thiouracil is a heterocyclic building block that has been used in the synthesis of anti-HIV-1 pyrimidinones. It has also been used as an internal standard for the quantification of thyreostats, including 2-thiouracil, in bovine plasma.
• Uses: 5,6-Dimethylthiouracil is a heterocyclic building block.

Technology Process of 5,6-Dimethyl-2-thiouracil

There total 6 articles about 5,6-Dimethyl-2-thiouracil 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: 78.5%

2-acetylpropanoic acid ethyl ester (609-14-3) + thiourea (17356-08-0) → 5,6-dimethyl-2-thiouracil (28456-54-4)

Guidance literature:

With potassium tert-butylate; In ethanol; for 0.25h; Reflux;

Reference yield:

2-acetylpropanoic acid ethyl ester (609-14-3) + thiourea (17356-08-0) → C6H8N2OS (28456-54-4)

Guidance literature:

With sodium ethanolate; In ethanol; N,N-dimethyl-formamide; at 130 ℃; for 0.5h; Microwave irradiation;

DOI:10.1021/cc900176x

Reference yield:

→ 5,6-dimethyl-2-thiouracil (28456-54-4)

Guidance literature:

With hydrogenchloride; tin; at 50 - 55 ℃;

upstream raw materials:

2-acetylpropanoic acid ethyl ester

thiourea

2-methyl-acetoacetic acid methyl ester

Downstream raw materials:

diethyl 2-(cyclohexylamino)-6,7-dimethyl-8-oxo-4,8-dihydropyrimido[2,1-b][1,3]thiazine-3,4-dicarboxylate

C₁₃H₁₃BrN₂OS

2-(4-fluoro-benzylsulfanyl)-5,6-dimethyl-1H-pyrimidin-4-one

2,3-dimethylpyrimido[1,2-a]benzimidazol-4(10H)-one

Refernces

• 1、 -. "BRD4-KINASE INHIBITORS AS CANCER THERAPEUTICS". Page/Page column 252. . Retrieved 2017/05/02.
• 2、 Piechowicz, Katarzyna A.,Truong, Eric C.,Javed, Kashif M.,Chaney, Rachelle R.,Wu, Johnny Y.,Phuan, Puay W.,Verkman, Alan S.,Anderson, Marc O.. "Synthesis and evaluation of 5,6-disubstituted thiopyrimidine aryl aminothiazoles as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1". . p. 1362 - 1368. Retrieved 2016/10/09.