1-[(3-isothiocyanatophenyl)methyl]-4-[5-(4-methoxyphenyl)-1,3-oxazol-2-yl]pyridin-1-ium bromide

• ChemBase ID: 153241
• Molecular Formular: C23H18BrN3O2S
• Molecular Mass: 480.37692
• Monoisotopic Mass: 479.03030983
• SMILES: COc1ccc(cc1)c1cnc(o1)c1cc[n+](cc1)Cc1cccc(c1)N=C=S.[Br-]
• Canonical SMILES: S=C=Nc1cccc(c1)C[n+]1ccc(cc1)c1ncc(o1)c1ccc(cc1)OC.[Br-]
• InChI: InChI=1S/C23H18N3O2S.BrH/c1-27-21-7-5-18(6-8-21)22-14-24-23(28-22)19-9-11-26(12-10-19)15-17-3-2-4-20(13-17)25-16-29;/h2-14H,15H2,1H3;1H/q+1;/p-1
• InChIKey: PQDSLLYIMUIMLQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(3-isothiocyanatophenyl)methyl]-4-[5-(4-methoxyphenyl)-1,3-oxazol-2-yl]pyridin-1-ium bromide
• IUPAC Traditional name: 1-[(3-isothiocyanatophenyl)methyl]-4-[5-(4-methoxyphenyl)-1,3-oxazol-2-yl]pyridin-1-ium bromide
• Synonyms: N-(3-Isothiocyanatobenzyl)-4-[5-(4-methoxyphenyl)-2-oxazolyl]pyridinium bromide

Database IDs

• CAS Number: 155862-89-8
• MDL Number: MFCD00467812
• PubChem SID: 162247380; 24851708
• PubChem CID: 11754877

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 0.9347136
• LogD (pH = 7.4): 0.93472016
• Log P: 0.9347202
• Molar Refractivity: 129.0199 cm^3
• Polarizability: 46.501163 Å^3
• Polar Surface Area: 51.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 405 nm; λem 660 nm in ethanol

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥98.0% (AT)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C23H18BrN3O2S

DETAILS

Sigma Aldrich - 19573

General description
Class of highly photostable, water soluble fluorescent labels with large Stoke′s shift, high QY in aqueous media and pH tolerance. Relatively low extinction coefficient1.