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

• ChemBase ID: 53556
• Molecular Formular: C24H20N4O
• Molecular Mass: 380.4418
• Monoisotopic Mass: 380.16371128
• SMILES: N(=N\c1c(cc(/N=N/c2c(C)cccc2)cc1)C)/c1c2c(ccc1O)cccc2
• Canonical SMILES: Cc1cc(ccc1/N=N/c1c(O)ccc2c1cccc2)/N=N/c1ccccc1C
• InChI: InChI=1S/C24H20N4O/c1-16-7-3-6-10-21(16)26-25-19-12-13-22(17(2)15-19)27-28-24-20-9-5-4-8-18(20)11-14-23(24)29/h3-15,29H,1-2H3/b26-25+,28-27+
• InChIKey: RCTGMCJBQGBLKT-PAMTUDGESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-[(E)-2-{2-methyl-4-[(E)-2-(2-methylphenyl)diazen-1-yl]phenyl}diazen-1-yl]naphthalen-2-ol; 1-(2-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}diazen-1-yl)naphthalen-2-ol
• IUPAC Systematic name: 1-(2-methyl-4-(2-methylphenyldiazenyl) phenyl) azonapthalen-2-ol
• IUPAC Traditional name: scarlet red; 1-(2-{2-methyl-4-[2-(2-methylphenyl)diazen-1-yl]phenyl}diazen-1-yl)naphthalen-2-ol
• Synonyms: C.I. Solvent Red 24, C.I. 26105, Lipid CrimsoR; Oil ReR; Oil Red BR; Fat Red R; Oil Red IR; Scarlet ReR; Scarlet Red N.R; Scarlet Red ScharlacR; Scarlet R; OIL RED 4B; Fat Ponceau R or 4; Sudan R or BB; 1-({2-Methyl-4-[(2-methylphenyl)diazenyl]-phenyl}diazenyl)-2-naphthol; 1-((2-Methyl-4-(o-tolyldiazenyl)phenyl)diazenyl)naphthalen-2-ol; Sudan IV; Fat Ponceau; Lipid Crimson; Oil Red IV; Sudan R; Scarlet Red Scharlach; Solvent Red 24; Biebrich scarlet R fat soluble; Sudan BB; SUDAN IV; C.I. 26105; 1-[2-[2-methyl-4-[2-(2-methylphenyl)diazenyl]phenyl]diazenyl]-2-naphthalenol; 1-(2'-Methyl-4'-(2''-methylphenylazo)phenylazo)-2-naphthol; 1-[4-(o-Tolylazo)-o-tolylazo]-2-naphthol; Biebrich Scarlet Red; Oil Red S; Scarlet Red; Sudan IV (>80%); 油溶红; 油红 IV; 溶剂红 24; 猩红; 脂溶性 Biebrich 猩红 R; 脂肪丽春红 R 或 4; 苏丹 R 或 BB; 苏丹 IV; 苏丹红IV

Database IDs

• CAS Number: 85-83-6
• EC Number: 201-635-8
• MDL Number: MFCD00003893
• Beilstein Number: 709018
• Merck Index: 148393
• PubChem SID: 24851862; 162058319; 24899597
• PubChem CID: 5379611
• Chemspider ID: 11252033
• KEGG ID: C19520
• Wikipedia Title: Sudan_IV
• Color Index Number: 26105

CALCULATED PROPERTIES

• Acid pKa: 11.335163
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 8.497783
• LogD (pH = 7.4): 8.497737
• Log P: 8.497787
• Molar Refractivity: 123.2095 cm^3
• Polarizability: 44.494972 Å^3
• Polar Surface Area: 69.67 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate
• Apperance: Red Solid
• Melting Point: 185-187°C; 199 °C (dec.)(lit.); 199°C (dec.); ca 185°C dec.
• Absorption Wavelength: λmax 357 nm (2nd); λmax 520 nm

Safety Information

• Storage Condition: Amber Vial, Refrigerator, Under Inert Atmosphere; Room Temperature (15-30°C)
• Storage Warning: IRRITANT
• RTECS: QL5775000
• European Hazard Symbols: Toxic (T); Irritant (Xi)
• UN Number: 3143
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 36/37/38; 36/38; R:25
• Safety Statements: 26-36; 26-37-60; R; S:28-36/37/39-45-53
• EU Classification: T2
• EU Hazard Identification Number: 6.1B
• Emergency Response Guidebook(ERG) Number: 151
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319; H315-H319-H335
• GHS Precautionary statements: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (HPLC); 95+%; Dye Content ~85%
• Grade: analytical standard, for food analysis; certified by the Biological Stain Commission; for microscopy (Bot., Hist.)
• Compostion: Dye content, ≥80%
• Empirical Formula (Hill Notation): C24H20N4O

DETAILS

MP Biomedicals - 02152648

C.I. 26105
Useful as a stain for fat in animal tissue.
Dye Content: ~ 85%

MP Biomedicals - 05201963

MP Biomedicals Rare Chemical collection

Sigma Aldrich - S4261

包装
25 g in glass bottle
Suitability
Certified as a fat staining using the Churukian variant of the Lillie-Ashburn supersaturated isopropanol method. Sudan IV is substituted for the oil red O in the procedure.

Sigma Aldrich - 198102

Packaging
25, 100 g in glass bottle

Toronto Research Chemicals - S688920

It has been used to promote wound healing. Biological stain.

REFERENCES

• Findlay, J., et al.: J. Pharm. Biomed., Anal., 21, 1249 (2000)
• Han, D., et al.: J. Agric. Food Chem., 55, 6424 (2000)
• Jiang, Z;., et al.: J. Environ. Anal. Chem., 88, 649 (2000)