3-[(5-fluoro-2,4-dinitrophenyl)amino]-2,2,5,5-tetramethylpyrrolidin-1-ol

• ChemBase ID: 169111
• Molecular Formular: C14H19FN4O5
• Molecular Mass: 342.3228632
• Monoisotopic Mass: 342.13394795
• SMILES: c1(cc(c(cc1[N+](=O)[O-])[N+](=O)[O-])NC1CC(N(C1(C)C)O)(C)C)F
• Canonical SMILES: ON1C(C)(C)CC(C1(C)C)Nc1cc(F)c(cc1[N+](=O)[O-])[N+](=O)[O-]
• InChI: InChI=1S/C14H19FN4O5/c1-13(2)7-12(14(3,4)19(13)24)16-9-5-8(15)10(17(20)21)6-11(9)18(22)23/h5-6,12,16,24H,7H2,1-4H3
• InChIKey: DGKVCGWEHRKMEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(5-fluoro-2,4-dinitrophenyl)amino]-2,2,5,5-tetramethylpyrrolidin-1-ol
• IUPAC Traditional name: 3-[(5-fluoro-2,4-dinitrophenyl)amino]-2,2,5,5-tetramethylpyrrolidin-1-ol
• Synonyms: 3-[(5-Fluoro-2,4-dinitrophenyl)amino]-2,2,5,5-tetramethyl-1-pyrrolidinyloxy; FDNASL; 3-(5-Fluoro-2,4-dinitroanilino)-2,2,5,5,-tetramethyl-1-pyrrolidinyloxy

Database IDs

• CAS Number: 73784-45-9
• PubChem SID: 162263243
• PubChem CID: 2724326

CALCULATED PROPERTIES

• Acid pKa: 11.202296
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): 2.7149262
• LogD (pH = 7.4): 2.714883
• Log P: 2.7149484
• Molar Refractivity: 86.2872 cm^3
• Polarizability: 31.239153 Å^3
• Polar Surface Area: 127.14 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Dark Yellow Solid
• Melting Point: 205-208°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - F591500

A spin label compound for stimulating hair growth; a stable free radical.

REFERENCES

• Shapiro, et al.: J. Clin. Endocrinol. Metab., 51, 429 (1980)
• Palmer., et al.: Nature, 327, 524 (1980)
• Samuni, et al.: Biochemistry, 30, 555 (1980)