1-ethenylpyrrolidin-2-one; diiodane

• ChemBase ID: 155308
• Molecular Formular: C6H9I2NO
• Molecular Mass: 364.9507
• Monoisotopic Mass: 364.87735991
• SMILES: C=CN1CCCC1=O.II
• Canonical SMILES: C=CN1CCCC1=O.II
• InChI: InChI=1S/C6H9NO.I2/c1-2-7-5-3-4-6(7)8;1-2/h2H,1,3-5H2
• InChIKey: CPKVUHPKYQGHMW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-ethenylpyrrolidin-2-one; diiodane
• IUPAC Traditional name: N-vinylpyrrolidone; iodine
• Synonyms: PVP-I; Povadyne® antiseptic; Poly(vinylpyrrolidone)-Iodine complex

Database IDs

• CAS Number: 25655-41-8
• MDL Number: MFCD00084483
• PubChem SID: 162249446; 24899316
• PubChem CID: 410087

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.14874117
• LogD (pH = 7.4): 0.14874117
• Log P: 0.14874117
• Molar Refractivity: 30.8468 cm^3
• Polarizability: 12.020745 Å^3
• Polar Surface Area: 20.31 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: TR1579600
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

DETAILS

Sigma Aldrich - PVP1

Biochem/physiol Actions
Use as a slow iodine release formulation that iodinates lipids and oxidizes cell compounds such as tyrosine sidechains. Use as a carbon nanotube coating agent to improve water solubility.
Other Notes
An iodophor; "tamed iodine."
Application
Poly(vinylpyrrolidone)-Iodine complex, or PVP-I, has been used to study microbial decontamination of human donor eyes1 and the inactivation of infectious hematopoietic necrosis virus2. It is used as a slow iodine release formulation that iodinates lipids and oxidizes cell compounds such as tyrosine sidechains and is used as a carbon nanotube coating agent to improve water solubility.
Legal Information
Povadyne is a registered trademark of National Patent Development Corp.