Physicochemical Properties
| Molecular Formula | C17H15N3 |
| Molecular Weight | 261.32 |
| Exact Mass | 261.127 |
| CAS # | 131-79-3 |
| PubChem CID | 8578 |
| Appearance |
Deep red crystals from alcohol. Also reported as bright yellow needles Orange or yellow powder |
| Density | 1.15g/cm3 |
| Boiling Point | 478.7ºC at 760mmHg |
| Melting Point |
125-126 °C MP: 122-125 °C |
| Flash Point | 243.3ºC |
| Vapour Pressure | 2.51E-09mmHg at 25°C |
| Index of Refraction | 1.636 |
| LogP | 5.727 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 3 |
| Rotatable Bond Count | 2 |
| Heavy Atom Count | 20 |
| Complexity | 341 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | C1(C)C=CC=CC=1/N=N/C1C2C(=CC=CC=2)C=CC=1N |
| InChi Key | BWLVSYUUKOQICP-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C17H15N3/c1-12-6-2-5-9-16(12)19-20-17-14-8-4-3-7-13(14)10-11-15(17)18/h2-11H,18H2,1H3 |
| Chemical Name | 1-[(2-methylphenyl)diazenyl]naphthalen-2-amine |
| Synonyms | NSC 11234; C.I. Food Yellow 11; FD&C Yellow No. 4 |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| ADME/Pharmacokinetics |
Absorption, Distribution and Excretion Studies with (14)C-labelled color indicated that almost all of the yellow OB was eliminated in 48 hours: the feces contained 82% and urine 18% of the radioactivity. /Yellow OB/ accumulates in fatty tissues of the body after its sc injection and is eliminated slowly... Metabolism / Metabolites Yellow OB is converted to an imidazole derivative by reaction with aldehydes in the stomachs of rats and rabbits. 1-(ortho-Tolylazo)-6-hydroxy-2-sulphonaminonaphthalene-O-glucuronide and 1(ortho-toylazo)-2-sulphonaminonaphthalene were also present in the urine of /rats and rabbits/. Bile contained 1-(ortho-tolylazo)-6-hydroxy-2-naphthylamine-O-hydrogen sulfate N-glucuronide, 1-(ortho-tolylazo)-6-hydroxy-2-susulphonamino-naphthalene-O-glucuronide, 1-(ortho-tolylazo)-6-hydroxy-2-naphthylamine-N-glucuronide and 1-(ortho-tolylazo)-2-sulphonaminonaphtalene. As a part of studies on the participation of intestinal flora in the metabolism of food additives, some properites of azo- and nitro-reductase systems of intestinal bacteria and liver microsomes were compared. The bacterial reductase was prepared from the lyophilized cells of Escherichia coli by ultrasonic disruption. Most of azo- and nitro-reductase activity which required FMN and NADP was found in the ... (male Hartley guinea pig) liver microsomes in the reduction of water-soluble sulfonated azo dyes and p-nitrobenzoic acid. However, fat-soluble azo dyes, such as Oil Yellow AB and OB, were not reduced by either of the enzyme systems. Some difference in the substrate specificity for azo dyes was observed between the 2 enzyme systems and there was a remarkable difference in the inhibitory effect by CO, KCN, O2 and chelating agents. |
| Toxicity/Toxicokinetics |
Non-Human Toxicity Values LD50 Rat oral 120 mg/kg |
| Additional Infomation | Yellow OB is a member of azobenzenes. |
Solubility Data
| Solubility (In Vitro) | May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples |
| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples. Injection Formulations (e.g. IP/IV/IM/SC) Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] *Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Injection Formulation 5: 2-Hydroxypropyl-β-cyclodextrin : Saline = 50 : 50 (i.e. 500 μL 2-Hydroxypropyl-β-cyclodextrin → 500 μL Saline) Injection Formulation 6: DMSO : PEG300 : castor oil : Saline = 5 : 10 : 20 : 65 (i.e. 50 μL DMSO → 100 μLPEG300 → 200 μL castor oil → 650 μL Saline) Injection Formulation 7: Ethanol : Cremophor : Saline = 10： 10 : 80 (i.e. 100 μL Ethanol → 100 μL Cremophor → 800 μL Saline) Injection Formulation 8: Dissolve in Cremophor/Ethanol (50 : 50), then diluted by Saline Injection Formulation 9: EtOH : Corn oil = 10 : 90 (i.e. 100 μL EtOH → 900 μL Corn oil) Injection Formulation 10: EtOH : PEG300：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL EtOH → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Oral Formulations Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). Oral Formulation 3: Dissolved in PEG400 Oral Formulation 4: Suspend in 0.2% Carboxymethyl cellulose Oral Formulation 5: Dissolve in 0.25% Tween 80 and 0.5% Carboxymethyl cellulose Oral Formulation 6: Mixing with food powders Note: Please be aware that the above formulations are for reference only. InvivoChem strongly recommends customers to read literature methods/protocols carefully before determining which formulation you should use for in vivo studies, as different compounds have different solubility properties and have to be formulated differently. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 3.8267 mL | 19.1336 mL | 38.2673 mL | |
| 5 mM | 0.7653 mL | 3.8267 mL | 7.6535 mL | |
| 10 mM | 0.3827 mL | 1.9134 mL | 3.8267 mL |