2-(diethoxyphosphoryl)-2-(2-phenylethyl)-3,4-dihydro-2H-pyrrol-1-ium-1-olate

• ChemBase ID: 167272
• Molecular Formular: C16H24NO4P
• Molecular Mass: 325.339821
• Monoisotopic Mass: 325.14429488
• SMILES: C1=[N+](C(CC1)(P(=O)(OCC)OCC)CCc1ccccc1)[O-]
• Canonical SMILES: CCOP(=O)(C1(CCc2ccccc2)CCC=[N+]1[O-])OCC
• InChI: InChI=1S/C16H24NO4P/c1-3-20-22(19,21-4-2)16(12-8-14-17(16)18)13-11-15-9-6-5-7-10-15/h5-7,9-10,14H,3-4,8,11-13H2,1-2H3
• InChIKey: YXULNBGZSYFARI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(diethoxyphosphoryl)-2-(2-phenylethyl)-3,4-dihydro-2H-pyrrol-1-ium-1-olate
• IUPAC Traditional name: 2-(diethoxyphosphoryl)-2-(2-phenylethyl)-3,4-dihydropyrrol-1-ium-1-olate
• Synonyms: [3,4-Dihydro-1-oxido-2-(2-phenylethyl)-2H-pyrrol-2-yl]phosphonic Acid Diethyl Ester; DEPPEPO; 2-(Diethoxyphosphoryl)-2-phenethyl-3,4-dihydro-2H-pyrrole 1-Oxide

Database IDs

• CAS Number: 436099-08-0
• PubChem SID: 162261405
• PubChem CID: 3504416

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 2.3000147
• LogD (pH = 7.4): 2.3000147
• Log P: 2.3000147
• Molar Refractivity: 88.1013 cm^3
• Polarizability: 33.912903 Å^3
• Polar Surface Area: 64.28 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 59-63°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D442070

A spin trap useful as a probe for free radical formation during myocardial ischemia/reperfusion injury. An analogue of DMPO.

REFERENCES

• Xu, Y-K., et al.: J. Org. Chem., 67, 7624 (2992)