2-(Methylthio)pyrimidin-4-ol

Base Information

• Chemical Name: 2-(Methylthio)pyrimidin-4-ol
• CAS No.: 5751-20-2
• Molecular Formula: C5H6N2OS
• Molecular Weight: 142.181
• Hs Code.: 29335990
• European Community (EC) Number: 227-274-6
• NSC Number: 165518,125339
• DSSTox Substance ID: DTXSID30206119
• Nikkaji Number: J101.277K
• Wikidata: Q63395339
• Mol file: 5751-20-2.mol

Synonyms:5751-20-2;2-(methylthio)pyrimidin-4-ol;2-Methylthiopyrimidin-4-ol;124700-70-5;2-(methylthio)pyrimidin-4(3H)-one;2-Methylthio-4-pyrimidone;2-Methylthio-4-pyrimidinol;2-(methylthio)-4-pyrimidinol;2-Methylthiouracil;2-(methylsulfanyl)pyrimidin-4-ol;4(1H)-Pyrimidinone, 2-(methylthio)-;2-methylsulfanyl-1H-pyrimidin-6-one;2-Methylsulfanyl-3H-pyrimidin-4-one;2-Methylthio-4-hydroxypyrimidine;124700-69-2;2-(Methylthio)-4-pyrimidone;2-(Methylthio)-4-pyrimidinone;2-Methylsulfanyl-pyrimidin-4-ol;4-Hydroxy-2-methylthiopyrimidine;2-(Methylthio)-1H-pyrimidin-4-one;2-(Methylthio)-4(1H)-pyrimidinone;4(3H)-Pyrimidinone, 2-(methylthio)- (9CI);2-Methylsulfanylpyrimidin-4-ol;2-Methylsulfanyl-4-oxopyrimidine;2-(METHYLSULFANYL)-3,4-DIHYDROPYRIMIDIN-4-ONE;4-Pyrimidinol, 2-(methylthio)- (9CI);4-Pyrimidinol, 2-(methylthio)-;EINECS 227-274-6;MFCD00047373;MFCD00955672;2-Methylthio-3H-pyrimidin-4-one;2-Methylsulfanylpyrimidin-4(3H)-one;NSC125339;2-(Methylthio)pyrimidine-4(3H)-one;NSC 125339;NSC 165518;4-Pyrimidinol,2-(methylthio)- (9CI);S(C)c1nccc(O)n1;S-Methyl-2-thiouracil;2-Methylthiopyrimidon(4);2-methylthiopyrimidin-4-one;SCHEMBL578880;2-(methyl-thio)pyrimidin-4-ol;1-Propene, 3-(methylsulfonyl);2-methylthio-3H-pyrimid-4-one;DTXSID30206119;2-Methylthio-4(3H)-pyrimidinone;2-methylthiopyrimidin-4(1H)-one;4-hydroxy-2-methylthio-pyrimidine;CHEBI:140197;4-Hydroxy-2-methylthio pyrimidine;2-METHYLTHIO-4-PYRIMIDINONE;CS-D0927;2-(Methylsulfanyl)-4-pyrimidinol #;2-(methylthio)pyrimidin-4(1H)-one;NSC165518;2-Methylsulfanyl-1H-pyrimidin-4-one;2-methylsulphanyl-1H-pyrimidin-4-one;AKOS000369959;AKOS002261866;AKOS028109006;2-(methyl-thio)pyrimidine-4(3H)-one;DS-0508;NSC-125339;NSC-165518;PB24697;SB10357;SB57445;SS-3370;2-(methylsulfanyl)pyrimidin-4 (3H)-one;SY021276;2-methylthio-1,4-dihydro-4-oxopyrimidine;A8200;AM20100410;CS-0173395;FT-0635836;FT-0719851;FT-0768849;M2355;EN300-94701;2-(methylsulfanyl)-1,4-dihydropyrimidin-4-one;2-(METHYLSULFANYL)-4(3H)-PYRIMIDINONE;AB-323/25048187;J-506489;W-105462;Q63395339;Z54178262;F3096-2985

Chemical Property of 2-(Methylthio)pyrimidin-4-ol

Chemical Property:

• Vapor Pressure: 0.000597mmHg at 25°C
• Melting Point: 200.0 to 204.0 °C
• Refractive Index: 1.638
• Boiling Point: 301.2 °C at 760 mmHg
• PKA: 7.80±0.40(Predicted)
• Flash Point: 136 °C
• PSA: 71.05000
• Density: 1.35 g/cm³
• LogP: 0.49180
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.02008399
• Heavy Atom Count: 9
• Complexity: 185

Purity/Quality:

98% ^*data from raw suppliers

2-MethylthioUracil ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CSC1=NC=CC(=O)N1
• Uses: A competitive inhibitor of Nitric Oxide Synthase (NOS).

Technology Process of 2-(Methylthio)pyrimidin-4-ol

There total 30 articles about 2-(Methylthio)pyrimidin-4-ol 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%

2-thiouracil (141-90-2,156-82-1) + methyl iodide (74-88-4) → 2-Methylthiouracil (5751-20-2,124700-69-2)

Guidance literature:

2-thiouracil; methyl iodide; With sodium hydroxide; In water; at 20 ℃; for 16h;

With acetic acid; In water;

Reference yield: 97.0%

n-propyl formylacetate + carbamimidothioic acid methyl ester (2986-19-8) → 2-Methylthiouracil (5751-20-2,124700-69-2)

Guidance literature:

In isopropyl alcohol; at 35 ℃;

Reference yield: 96.0%

methyl 3-oxopropionate (63857-17-0) + carbamimidothioic acid methyl ester (2986-19-8) → 2-Methylthiouracil (5751-20-2,124700-69-2)

Guidance literature:

In ethanol; at 10 ℃;

upstream raw materials:

2-thiouracil

methyl iodide

trimethyl phosphite

2-(methylsulfanyl)pyrimidin-4-ol

Downstream raw materials:

2-(methylthio)-3-(benzyloxymethyl)pyrimidin-4-one

4-(2,3-Dichlorophenyl)-3-(ethoxycarbonyl)-5-(methoxycarbonyl)-6-methyl-2-<<2-<(3,4-dihydro-4-oxopyrimidin-2-yl)amino>ethoxy>methyl>-1,4-dihydropyridine

2-methylthio-3-benzylpyrimidin-4-one

1-benzyl-2-methylthiopyrimidin-4-one

Refernces

• 1、 Chen, Fen-Er,Li, Ting-Ting,Pannecouque, Christophe,Zhuang, Chun-Lin,de Clercq, Erik. "Scaffold hopping in discovery of HIV-1 non-nucleoside reverse transcriptase inhibitors: From CH(CN)-DABOs to CH(CN)-dapys". . . Retrieved 2020/04/10.
• 2、 Li, Shuting,Yang, Wanfeng,Ji, Min,Cai, Jin,Chen, Junqing. "A new and efficient protocol for the synthesis of the key intermediate of palbociclib". . p. 14 - 19. Retrieved 2019/06/21.