2,2-difluoro-8-(4-isothiocyanatophenyl)-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: 162671
• Molecular Formular: C20H18BF2N3S
• Molecular Mass: 381.2498264
• Monoisotopic Mass: 381.12825543
• SMILES: c12c(cc(n1[B-]([N+]1=C(C=C(C1=C2c1ccc(cc1)N=C=S)C)C)(F)F)C)C
• Canonical SMILES: S=C=Nc1ccc(cc1)C1=C2C(=CC(=[N+]2[B-](n2c1c(C)cc2C)(F)F)C)C
• InChI: InChI=1S/C20H18BF2N3S/c1-12-9-14(3)25-19(12)18(16-5-7-17(8-6-16)24-11-27)20-13(2)10-15(4)26(20)21(25,22)23/h5-10H,1-4H3
• InChIKey: DXAAJJOOBZTXQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,2-difluoro-8-(4-isothiocyanatophenyl)-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: 2,2-difluoro-8-(4-isothiocyanatophenyl)-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: 4,4-Difluro-8-(4-isothiocyanatophenyl)-1,3,5,7-tetramethyl-2,6-diethyl-4-bora-3a,4a-diaza-5-indacene; Bodipy Isothiocyanate

Database IDs

• CAS Number: 1349031-04-4
• PubChem SID: 162256806
• PubChem CID: 45038425

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 0.5360247
• LogD (pH = 7.4): 0.5360258
• Log P: 0.5360258
• Molar Refractivity: 122.8667 cm^3
• Polarizability: 40.577206 Å^3
• Polar Surface Area: 20.3 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Orange Solid
• Melting Point: 208-210°C

Safety Information

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

DETAILS

Toronto Research Chemicals - B674840

Reacts specifically and rapidly with thiols to form mixed disulfides. Used to probe the structures of the ACh receptor channel of the GABA receptor channel and of lactose permease.