1-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 156574
• Molecular Formular: C18H12N2O2S
• Molecular Mass: 320.36508
• Monoisotopic Mass: 320.06194863
• SMILES: Cc1ccc2c(c1)sc(n2)c1ccc(cc1)N1C(=O)C=CC1=O
• Canonical SMILES: Cc1ccc2c(c1)sc(n2)c1ccc(cc1)N1C(=O)C=CC1=O
• InChI: InChI=1S/C18H12N2O2S/c1-11-2-7-14-15(10-11)23-18(19-14)12-3-5-13(6-4-12)20-16(21)8-9-17(20)22/h2-10H,1H3
• InChIKey: CZQCIQYROQWOQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-[4-(6-methyl-1,3-benzothiazol-2-yl)phenyl]pyrrole-2,5-dione
• Synonyms: 1-[4-(6-Methyl-benzothiazol-2-yl)-phenyl]-pyrrole-2,5-dione; 2-(4-Maleimidophenyl)-6-methylbenzothiazole

Database IDs

• CAS Number: 19735-68-3
• MDL Number: MFCD00554973
• Beilstein Number: 1144919
• PubChem SID: 24882460; 162250711
• PubChem CID: 1268141

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.9239287
• LogD (pH = 7.4): 3.9241464
• Log P: 3.9241493
• Molar Refractivity: 99.2392 cm^3
• Polarizability: 35.319904 Å^3
• Polar Surface Area: 50.27 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohols: soluble; DMF: soluble
• Melting Point: 248 °C(lit.); 259 - 261°C
• Hydrophobicity(logP): 3.878
• Fluorescence: λex 337 nm; λem 393 nm (after derivatization with glutathione red.)

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC); 95%
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C18H12N2O2S

DETAILS

Sigma Aldrich - 63188

Other Notes
Derivatization reagent for the HPLC determination of aliphatic thiols1