1-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]phenyl}diazen-1-yl](2H6)naphthalen-2-ol

• ChemBase ID: 177900
• Molecular Formular: C22H16N4O
• Molecular Mass: 352.38864
• Monoisotopic Mass: 352.13241115
• SMILES: c1ccc(cc1)/N=N/c1ccc(cc1)/N=N/c1c2c(ccc1O)cccc2
• Canonical SMILES: Oc1ccc2c(c1/N=N/c1ccc(cc1)/N=N/c1ccccc1)cccc2
• InChI: InChI=1S/C22H16N4O/c27-21-15-10-16-6-4-5-9-20(16)22(21)26-25-19-13-11-18(12-14-19)24-23-17-7-2-1-3-8-17/h1-15,27H/b24-23+,26-25+
• InChIKey: FHNINJWBTRXEBC-QSZPNPOGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]phenyl}diazen-1-yl](^2H₆)naphthalen-2-ol
• IUPAC Traditional name: 1-[(E)-2-{4-[(E)-2-phenyldiazen-1-yl]phenyl}diazen-1-yl](^2H₆)naphthalen-2-ol
• Synonyms: 1-[2-[4-(2-Phenyldiazenyl)phenyl]diazenyl]-2-naphthalenol-d6; 1-[[4-(Phenylazo)phenyl]azo]- 2-naphthalenol-d6; Sudan 3-d6; 1-(p-Phenylazophenylazo)-2-naphthol-d6; 111440 Red-d6; Toney Red-d6; Sudan III-d6

Database IDs

• PubChem SID: 164233810
• PubChem CID: 71752252

CALCULATED PROPERTIES

• Acid pKa: 11.335522
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 7.4709415
• LogD (pH = 7.4): 7.4708943
• Log P: 7.4709444
• Molar Refractivity: 113.1271 cm^3
• Polarizability: 40.988243 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Red Solid
• Melting Point: 197-199°C

Safety Information

• Storage Condition: Amber Vial, Refrigerator

DETAILS

Toronto Research Chemicals - S688902

Labelled Sudan III (S688900). Weakly acidic azo dye. Biological stain.

REFERENCES

• Stiborova, M., et al.: Cancer Res., 62, 5678 (2002)
• Chen, H., et al.: Microbiology, 151, 1433 (2002)
• An, Y., et al.: Mutat. Res., 627, 164 (2002)
• Wang, S., et al.: J. Agric. Food Chem., 55, 3869 (2002)