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

• ChemBase ID: 154983
• Molecular Formular: C18H16BrN3O2S
• Molecular Mass: 418.30754
• Monoisotopic Mass: 417.01465977
• SMILES: COc1ccc(cc1)c1cnc(o1)c1cc[n+](cc1)CCN=C=S.[Br-]
• Canonical SMILES: S=C=NCC[n+]1ccc(cc1)c1ncc(o1)c1ccc(cc1)OC.[Br-]
• InChI: InChI=1S/C18H16N3O2S.BrH/c1-22-16-4-2-14(3-5-16)17-12-20-18(23-17)15-6-9-21(10-7-15)11-8-19-13-24;/h2-7,9-10,12H,8,11H2,1H3;1H/q+1;/p-1
• InChIKey: SKICOJPEBUOGMX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 155862-91-2
• MDL Number: MFCD08277001
• PubChem SID: 24864710; 162249121
• PubChem CID: 10454686

CALCULATED PROPERTIES

• Acid pKa: 13.392923
• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.91345847
• LogD (pH = 7.4): -0.9134535
• Log P: -0.913453
• Molar Refractivity: 106.7045 cm^3
• Polarizability: 38.756054 Å^3
• Polar Surface Area: 51.5 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Fluorescence: λex 401 nm; λem 579 nm in 0.1 M phosphate pH 7.0

Safety Information

• European Hazard Symbols: Harmful (Xn)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H315-H319-H335
• GHS Precautionary statements: P261-P301 + P310-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C18H16BrN3O2S

DETAILS

Sigma Aldrich - 39791

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 coefficient (Ε～ >20,000 in EtOH)1.