1-{4-[7-(diethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]phenyl}-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 155822
• Molecular Formular: C24H22N2O4
• Molecular Mass: 402.44248
• Monoisotopic Mass: 402.15795719
• SMILES: CCN(CC)c1ccc2c(c(c(=O)oc2c1)c1ccc(cc1)N1C(=O)C=CC1=O)C
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2C)c1ccc(cc1)N1C(=O)C=CC1=O)CC
• InChI: InChI=1S/C24H22N2O4/c1-4-25(5-2)18-10-11-19-15(3)23(24(29)30-20(19)14-18)16-6-8-17(9-7-16)26-21(27)12-13-22(26)28/h6-14H,4-5H2,1-3H3
• InChIKey: YGIABALXNBVHBX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4-[7-(diethylamino)-4-methyl-2-oxo-2H-chromen-3-yl]phenyl}-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-{4-[7-(diethylamino)-4-methyl-2-oxochromen-3-yl]phenyl}pyrrole-2,5-dione
• Synonyms: 1H-Pyrrole-2,5-dione, 1-(4-(7-(diethylamino)-4-methyl-2-oxo-2H-1-benzopyran-3-yl)phenyl)-; CPM; 7-Diethylamino-3-(4-maleimidophenyl)-4-methylcoumarin

Database IDs

• CAS Number: 76877-33-3
• MDL Number: MFCD00077334
• PubChem SID: 162249960; 24892413; 24890336
• PubChem CID: 122042

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.8240104
• LogD (pH = 7.4): 3.844717
• Log P: 3.8449876
• Molar Refractivity: 116.1762 cm^3
• Polarizability: 43.358997 Å^3
• Polar Surface Area: 66.92 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: soluble; methanol: soluble
• Apperance: yellow solid
• Fluorescence: λex 391 nm; λem 472 nm in methanol: 2-mercaptoethanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥90% (HPCE); ≥95% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C24H22N2O4

DETAILS

Sigma Aldrich - 96669

Application
Fluorescence probe for glutathione for intact cells; specific advantages: only thio derivative fluoresces, high quantum yield and good Stokes shift
Biochem/physiol Actions
Used to monitor release of thiols, quantitate thiol in microplate reactions, and to distinguish proliferating cancer cells by nucleolar protein staining.

Sigma Aldrich - C1484

Biochem/physiol Actions
Used to monitor release of thiols, quantitate thiol in microplate reactions, and to distinguish proliferating cancer cells by nucleolar protein staining.