1-(pyren-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione

• ChemBase ID: 104568
• Molecular Formular: C20H11NO2
• Molecular Mass: 297.30684
• Monoisotopic Mass: 297.0789786
• SMILES: O=C1C=CC(=O)N1c1ccc2ccc3cccc4c3c2c1cc4
• Canonical SMILES: O=C1C=CC(=O)N1c1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C20H11NO2/c22-17-10-11-18(23)21(17)16-9-7-14-5-4-12-2-1-3-13-6-8-15(16)20(14)19(12)13/h1-11H
• InChIKey: YXKWRQLPBHVBRP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(pyren-1-yl)-2,5-dihydro-1H-pyrrole-2,5-dione
• IUPAC Traditional name: 1-(pyren-1-yl)pyrrole-2,5-dione
• Synonyms: 1-(1-Pyrenyl)-1H-pyrrole-2,5-dione; N-(1-Pyrenyl)maleimide; N-(1-Pyrenyl)maleimide; N-(1-Pyrenyl) Maleimide; N-[3-Pyrenyl]maleimide; N-(1-PYRENYL)MALEIMIDE; N-(3-PYRENE)MALEEIMIDE; N-(1-芘)马来酰亚胺

Database IDs

• CAS Number: 42189-56-0
• EC Number: 255-702-1
• MDL Number: MFCD00049301
• Beilstein Number: 1542661
• PubChem SID: 24898892; 162091675
• PubChem CID: 626783

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5564125
• LogD (pH = 7.4): 3.5564132
• Log P: 3.5564132
• Molar Refractivity: 88.6903 cm^3
• Polarizability: 37.26703 Å^3
• Polar Surface Area: 37.38 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: Yellow Solid
• Melting Point: ~230 °C; 235-237 °C(lit.); 235-237°C

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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

Product Information

• Purity: ≥99.0% (HPLC)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C20H11NO2

DETAILS

MP Biomedicals - 05205206

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02156439

(N-[3-Pyrenyl]maleimide)

Sigma Aldrich - P7908

Packaging
1 g in glass bottle
500 mg in glass bottle
Application
Reactant used in synthesis of:
• Oligodeoxynucleotide derivatives1
• Polymer conjugates of immunogenic peptides2
• Modified oligonucleotides for biosensing applications3,Reactant:
• Involved in synthesis of thermally stable fluorescent maleimide/isobutene alternating copolymers4
• Used as derivitizing agent for determination of glutathione disulfide levels in biological samples5

Sigma Aldrich - 82656

Other Notes
Forms fluorescent adducts with proteins and other organic compounds with accessible thiol groups6,7
Application
Reactant used in synthesis of:
• Oligodeoxynucleotide derivatives1
• Polymer conjugates of immunogenic peptides2
• Modified oligonucleotides for biosensing applications3,Reactant:
• Involved in synthesis of thermally stable fluorescent maleimide/isobutene alternating copolymers4
• Used as derivitizing agent for determination of glutathione disulfide levels in biological samples5

Toronto Research Chemicals - P990200

A fluorescent sulfhydryl reagent that can form excited-state dimers which emit at longer wavelenghts than the lone excited fluorophore.