4-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-1,3-oxazol-5-yl]-1-[(3-isothiocyanatophenyl)methyl]pyridin-1-ium bromide

• ChemBase ID: 154995
• Molecular Formular: C25H20BrN3O2S
• Molecular Mass: 506.4142
• Monoisotopic Mass: 505.0459599
• SMILES: c1cc(cc(c1)N=C=S)C[n+]1ccc(cc1)c1cnc(o1)c1ccc2c(c1)CCCO2.[Br-]
• Canonical SMILES: S=C=Nc1cccc(c1)C[n+]1ccc(cc1)c1cnc(o1)c1ccc2c(c1)CCCO2.[Br-]
• InChI: InChI=1S/C25H20N3O2S.BrH/c31-17-27-22-5-1-3-18(13-22)16-28-10-8-19(9-11-28)24-15-26-25(30-24)21-6-7-23-20(14-21)4-2-12-29-23;/h1,3,5-11,13-15H,2,4,12,16H2;1H/q+1;/p-1
• InChIKey: ZLHULGGTEHEJGJ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-1,3-oxazol-5-yl]-1-[(3-isothiocyanatophenyl)methyl]pyridin-1-ium bromide
• IUPAC Traditional name: 4-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-1,3-oxazol-5-yl]-1-[(3-isothiocyanatophenyl)methyl]pyridin-1-ium bromide
• Synonyms: 1-(3-Isothiocyanatobenzyl)-4-[2-(3,4-dihydro-2H-1-benzopyran-6-yl)-5-oxazolyl]pyridinium bromide

Database IDs

• CAS Number: 155863-01-7
• MDL Number: MFCD08277012
• PubChem SID: 162249133; 24879653
• PubChem CID: 10481302

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 1.4191706
• LogD (pH = 7.4): 1.4191773
• Log P: 1.4191774
• Molar Refractivity: 136.9305 cm^3
• Polarizability: 49.37312 Å^3
• Polar Surface Area: 51.5 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 384 nm; λem 531 nm in 0.1 M phosphate pH 7.0

Safety Information

• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPCE)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C25H20BrN3O2S

DETAILS

Sigma Aldrich - 55723

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.