2,5-dioxopyrrolidin-1-yl 4-(pyren-1-yl)butanoate

• ChemBase ID: 158686
• Molecular Formular: C24H19NO4
• Molecular Mass: 385.41196
• Monoisotopic Mass: 385.13140809
• SMILES: c1cc2ccc3ccc(c4c3c2c(c1)cc4)CCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: O=C(ON1C(=O)CCC1=O)CCCc1ccc2c3c1ccc1c3c(cc2)ccc1
• InChI: InChI=1S/C24H19NO4/c26-20-13-14-21(27)25(20)29-22(28)6-2-3-15-7-8-18-10-9-16-4-1-5-17-11-12-19(15)24(18)23(16)17/h1,4-5,7-12H,2-3,6,13-14H2
• InChIKey: YBNMDCCMCLUHBL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-(pyren-1-yl)butanoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-(pyren-1-yl)butanoate
• Synonyms: 1-Pyrenebutanoic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 1-[1-Oxo-4-(pyrenyl)butoxy]-2,5-pyrrolidinedione; 1-Pyrenebutanoic Acid Succinimidyl Ester; 1-Pyrenebutyric Acid N-Hydroxysuccinimide Ester; 4-(1-Pyrene)butanoic Acid Succimidyl Ester; 4-(1-Pyrene)butyric Acid N-Hydroxysuccinimide Ester; Succinimidyl 1-Pyrenebutanoate; N-Hydroxysuccinimidyl Pyrenebutanoate; 1-Pyrenebutyric acid N-hydroxysuccinimide ester

Database IDs

• CAS Number: 114932-60-4
• MDL Number: MFCD00077403
• PubChem SID: 24869278; 162252822
• PubChem CID: 130767

CALCULATED PROPERTIES

• Acid pKa: 17.709122
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.1803985
• LogD (pH = 7.4): 4.1803985
• Log P: 4.1803985
• Molar Refractivity: 107.786 cm^3
• Polarizability: 45.519215 Å^3
• Polar Surface Area: 63.68 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 132-136 °C(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• 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: 95%
• Empirical Formula (Hill Notation): C24H19NO4

DETAILS

Sigma Aldrich - 457078

Packaging
1 g in glass bottle

Toronto Research Chemicals - H953695

N-Hydroxysuccinimidyl Pyrenebutanoate is a novel fluorescent monomer used as new material for protein conjugation.

REFERENCES

• Ladaviere, C., et al.: Bioconjugate Chem., 9, 655 (1998)
• Chi, X., et al.: J. Clin. Microbiol., 43, 2345 (1998)