ethyl 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylate

• ChemBase ID: 8390
• Molecular Formular: C8H9ClN2O2S
• Molecular Mass: 232.68726
• Monoisotopic Mass: 232.00732622
• SMILES: c1(cnc(nc1Cl)SC)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cnc(nc1Cl)SC
• InChI: InChI=1S/C8H9ClN2O2S/c1-3-13-7(12)5-4-10-8(14-2)11-6(5)9/h4H,3H2,1-2H3
• InChIKey: SNNHLSHDDGJVDM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylate
• IUPAC Traditional name: ethyl 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylate
• Synonyms: 4-Chloro-5-(ethoxycarbonyl)-2-(methylthio)pyrimidine; Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate 98%; Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate; 2-Methylthio-4-chloro-5-ethoxycarbonylpyrimidine; 4-Chloro-2-(methylthio)-5-pyrimidinecarboxylic Acid Ethyl Ester; 4-Chloro-2-methane-sulfanylpyrimidine-5-carboxylic Acid Ethyl Ester; NSC 123534; Ethyl 4-chloro-2-(methylthio)pyrimidine-5-carboxylate; Ethyl 4-chloro-2-methylthio-5-pyrimidinecarboxylate; Ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate; 4-氯-2-甲硫基嘧啶-5-羧酸乙酯

Database IDs

• CAS Number: 5909-24-0
• EC Number: 227-619-0
• MDL Number: MFCD00006085
• PubChem SID: 160971697; 24848754
• PubChem CID: 80008

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.5412426
• LogD (pH = 7.4): 2.5412455
• Log P: 2.5412455
• Molar Refractivity: 58.0672 cm^3
• Polarizability: 21.775055 Å^3
• Polar Surface Area: 52.08 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Off-White Solid
• Melting Point: 59-61°C; 60-63 °C(lit.); 60-63°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: IRRITANT, KEEP COLD, STENCH; Irritant/Stench/Keep Cold
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• TSCA Listed: false
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 97%; 98%
• Empirical Formula (Hill Notation): C8H9ClN2O2S

DETAILS

Sigma Aldrich - 145963

Packaging
5, 25, 100 g in glass bottle

Toronto Research Chemicals - E902000

A pyrimidine derivative as inhibitor of Streptococcus faecium, Lactobacillus casei, and Pediococcus cerevisiae.

REFERENCES

• Coats, E.A., et al.: Eur. J. Med. Chem., 14, 261 (1979)