2-(methylsulfanyl)-3,4-dihydropyrimidin-4-one

• ChemBase ID: 174355
• Molecular Formular: C5H6N2OS
• Molecular Mass: 142.17894
• Monoisotopic Mass: 142.02008382
• SMILES: n1ccc(=O)[nH]c1SC
• Canonical SMILES: CSc1nccc(=O)[nH]1
• InChI: InChI=1S/C5H6N2OS/c1-9-5-6-3-2-4(8)7-5/h2-3H,1H3,(H,6,7,8)
• InChIKey: UYHSQVMHSFXUOA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(methylsulfanyl)-3,4-dihydropyrimidin-4-one
• IUPAC Traditional name: 2-(methylsulfanyl)-3H-pyrimidin-4-one
• Synonyms: 2-(Methylthio)-4(1H)-pyrimidinone; 2-(Methylthio)-4-pyrimidinol; 2-(Methylthio)-4(3H)-pyrimidinone; 2-(Methylthio)-4-pyrimidinone; 2-(Methylthio)-4-pyrimidone; 2-(Methylthio)pyrimidine-4(3H)-one; 2-Methylsulfanyl-3H-pyrimidin-4-one; 2-Methylsulfanylpyrimidin-4-ol; 2-Methylthio-3H-pyrimidin-4-one; 2-Methylthio-4-hydroxypyrimidine; 2-Methylthiouracil; 4-Hydroxy-2-(methylthio)pyrimidine; NSC 125339; NSC 165518; 2-Methylthio Uracil; 2-(Methylthio)pyrimidin-4-ol; 2-(Methylthio)pyrimidin-4(3H)-one

Database IDs

• CAS Number: 124700-70-5; 5751-20-2
• MDL Number: MFCD00047373
• PubChem SID: 164230265
• PubChem CID: 79823

CALCULATED PROPERTIES

• Acid pKa: 11.047912
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.8648328
• LogD (pH = 7.4): 0.8647501
• Log P: 0.8648367
• Molar Refractivity: 37.269 cm^3
• Polarizability: 14.02038 Å^3
• Polar Surface Area: 41.46 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethylformamide; Dimethyl Sulfoxide; Methanol
• Apperance: White Solid

Product Information

• Purity: 95+%; 98%

DETAILS

Toronto Research Chemicals - M330710

A competitive inhibitor of Nitric Oxide Synthase (NOS).

REFERENCES

• Palumbo, A. et al.: Biochem. Bioph. Res. Co. 282, 793(2001).