8-(4-aminophenyl)-2,2-difluoro-4,6,10,12-tetramethyl-1λ5,3-diaza-2-boratricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide

• ChemBase ID: 160710
• Molecular Formular: C19H20BF2N3
• Molecular Mass: 339.1900064
• Monoisotopic Mass: 339.1718345
• SMILES: c12c(cc(n1[B-]([N+]1=C(C=C(C1=C2c1ccc(cc1)N)C)C)(F)F)C)C
• Canonical SMILES: Nc1ccc(cc1)C1=C2C(=CC(=[N+]2[B-](n2c1c(C)cc2C)(F)F)C)C
• InChI: InChI=1S/C19H20BF2N3/c1-11-9-13(3)24-18(11)17(15-5-7-16(23)8-6-15)19-12(2)10-14(4)25(19)20(24,21)22/h5-10H,23H2,1-4H3
• InChIKey: ZYJKXDGIHNXYKQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 8-(4-aminophenyl)-2,2-difluoro-4,6,10,12-tetramethyl-1λ^5,3-diaza-2-boratricyclo[7.3.0.0^3,^7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide
• IUPAC Traditional name: 8-(4-aminophenyl)-2,2-difluoro-4,6,10,12-tetramethyl-1λ^5,3-diaza-2-boratricyclo[7.3.0.0^3,^7]dodeca-1(12),4,6,8,10-pentaen-1-ylium-2-uide
• Synonyms: (T-4)-[4-[(3,5-Dimethyl-1H-pyrrol-2-yl-κN)(3,5-dimethyl-2H-pyrrol-2-ylidene-κN)methyl]benzenaminato]difluoroboron; 8-(4-Anilino) Bodipy

Database IDs

• CAS Number: 321895-93-6
• PubChem SID: 162254845
• PubChem CID: 46780412

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -1.5006541
• LogD (pH = 7.4): -1.495836
• Log P: -1.4957741
• Molar Refractivity: 110.5042 cm^3
• Polarizability: 36.0257 Å^3
• Polar Surface Area: 33.96 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Dark Yellow Solid

DETAILS

Toronto Research Chemicals - A663730

A BODIPY derivative, used to synthesize fluorescent probes.

REFERENCES

• Koutaka, H., et al.: Chem. Pharm. Bull., 52, 700 (2004)
• Ting, R., et al.: J. Fluor. Chem., 129, 349 (2004)