2-methyl-3-sulfanylidene-1,2,4-triazinane-5,6-dione

• ChemBase ID: 146868
• Molecular Formular: C4H5N3O2S
• Molecular Mass: 159.1664
• Monoisotopic Mass: 159.01024742
• SMILES: Cn1c(=S)[nH]c(=O)c(=O)[nH]1
• Canonical SMILES: Cn1[nH]c(=O)c(=O)[nH]c1=S
• InChI: InChI=1S/C4H5N3O2S/c1-7-4(10)5-2(8)3(9)6-7/h1H3,(H,6,9)(H,5,8,10)
• InChIKey: UMWWHOXOVPIGFD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-methyl-3-sulfanylidene-1,2,4-triazinane-5,6-dione
• IUPAC Traditional name: 2-methyl-3-sulfanylidene-1,2,4-triazinane-5,6-dione
• Synonyms: Tetrahydro-2-methyl-3-thioxo-1,2,4-triazine-5,6-dione; 2-methyl-3-sulfanylidene-1,2,4-triazinane-5,6-dione; Thiotriazinone; Tetrahydro-2-methyl-3-thioxo-1,2,4-triazine-5,6-dione; Ro 11-8390; 2-Methyl-5,6-dioxo-1,2,5,6-tetrahydro-1,2,4-triazine-3-thiol; Thiotriazinone; 三嗪环

Database IDs

• CAS Number: 58909-39-0
• EC Number: 261-490-1
• MDL Number: MFCD00185756
• PubChem SID: 162241060; 24874720
• PubChem CID: 3034640

CALCULATED PROPERTIES

• Acid pKa: 6.929724
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.683835
• LogD (pH = 7.4): -1.2489572
• Log P: -0.6681894
• Molar Refractivity: 37.6132 cm^3
• Polarizability: 14.462518 Å^3
• Polar Surface Area: 61.44 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 168-171 °C(lit.); 168-171°C; 253-255°C
• Hydrophobicity(logP): -0.94

Safety Information

• Storage Condition: Refrigerator
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: 否
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P305 + P351 + P338
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: 95%; 97%; 98+%
• Empirical Formula (Hill Notation): C4H5N3O2S

DETAILS

Sigma Aldrich - 549746

Packaging
25 g in glass bottle

Toronto Research Chemicals - T375300

Reagent used in the preparation of Cefalosporins.

REFERENCES

• Alpegiani, M., et al.: J. Med. Chem., 37, 4003 (1994)