7-chloro-2,1,3-benzoxadiazole-4-sulfonic acid amine

• ChemBase ID: 103019
• Molecular Formular: C6H6ClN3O4S
• Molecular Mass: 251.64754
• Monoisotopic Mass: 250.97675437
• SMILES: N.OS(=O)(=O)c1ccc(Cl)c2nonc12
• Canonical SMILES: Clc1ccc(c2c1non2)S(=O)(=O)O.N
• InChI: InChI=1S/C6H3ClN2O4S.H3N/c7-3-1-2-4(14(10,11)12)6-5(3)8-13-9-6;/h1-2H,(H,10,11,12);1H3
• InChIKey: QFHXPBLOMHGYOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 7-chloro-2,1,3-benzoxadiazole-4-sulfonic acid amine
• IUPAC Traditional name: 7-chloro-2,1,3-benzoxadiazole-4-sulfonic acid amine
• Synonyms: 4-Chloro-7-sulfobenzofurazan ammonium salt; SBF-Cl; 7-Chloro-4-sulfobenz-2-oxa-1,3-diazole; 4-Chloro-7-sulfobenzofurazan ammonium salt; 4-Chloro-7-sulfobenz-2-oxa-1,3-diazole ammonium salt; 7-Chloro-2,1,3-benzoxadiazole-4-sulfonic acid ammonium salt; 7-Chloro-4-benzofurazansulfonic acid ammonium salt; AMMONIUM 4-CHLORO-7-SULFOBENZOFURAZAN; SBF-Chloride; 4-氯-7-磺酸苯并-2-氧杂-1,3-二唑 铵盐; 7-氯-2,1,3-苯并二唑-4-磺酸 铵盐; 7-氯-4-苯并呋咱磺酸 铵盐; SBF-氯化物; 4-氯-7-磺酸苯并呋咱 铵盐

Database IDs

• CAS Number: 81377-14-2
• MDL Number: MFCD00038995
• Beilstein Number: 5200152
• PubChem SID: 24892366; 24855993; 162090599
• PubChem CID: 14298940

CALCULATED PROPERTIES

• Acid pKa: -2.9168935
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -1.2681785
• LogD (pH = 7.4): -1.2681789
• Log P: 1.1082199
• Molar Refractivity: 47.5621 cm^3
• Polarizability: 19.704582 Å^3
• Polar Surface Area: 93.29 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: >300 °C(lit.)
• Fluorescence: λex 360 nm; λem 410 nm (pH 8.5); λex 383 nm; λem 525 nm in 0.1 M borate pH 9.0 (after derivatization with glutathione); λex 383 nm; λem 528 nm ((Reaction product))

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• 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: ≥99.0% (TLC); 97%
• Grade: for fluorescence
• Linear Formula: C6H3ClN2O4S · NH3

DETAILS

MP Biomedicals - 02150371

Fluorescent probe specific for thiol groups, reportedly superior to NBD-Cl.
Non-mutagenic.

Sigma Aldrich - 26375

Other Notes
For the specific fluorescent determination of thiols1

REFERENCES

• Andrews, J.L., et al., Arch. Biochem. Biophys., 214: 386, (1982).