Name | Janus Green B |
Synonyms | Janu C.I. 11050 Janus Green B Janus Green B, Pure Janus Green B chloride Janus green B (CI x 11050) JANUS GREEN (C.I. 11050) FOR MICROSCOPY Janus Green B, high purity biological stain Janus Green B,pure,high purity biological stain 3-(diethylamino)-7-{(E)-[4-(dimethylamino)phenyl]diazenyl}-5-phenylphenazin-5-ium chloride |
CAS | 2869-83-2 |
EINECS | 220-695-6 |
InChI | InChI=1/C30H31N6.ClH/c1-5-35(6-2)26-17-19-28-30(21-26)36(25-10-8-7-9-11-25)29-20-23(14-18-27(29)31-28)33-32-22-12-15-24(16-13-22)34(3)4;/h7-21H,5-6H2,1-4H3;1H/q+1;/p-1 |
InChIKey | XXACTDWGHQXLGW-UHFFFAOYSA-M |
Molecular Formula | C30H31N6.Cl |
Molar Mass | 511.07 |
Melting Point | 160°C (dec.)(lit.) |
Water Solubility | Soluble in water (20 mg/ml at 20°C), ethanol, and slightly soluble in alcohol. |
Solubility | H2O: 1M hot, clear, colorless |
Vapor Presure | 2.6 mm Hg ( 20 °C) |
Appearance | Green powder |
Color | ≤10(APHA) |
Maximum wavelength(λmax) | ['660nm, 395nm'] |
Merck | 14,5255 |
Storage Condition | Room Temprature |
Stability | Stable. Incompatible with strong oxidizing agents. |
MDL | MFCD00011758 |
Physical and Chemical Properties | Brown is dark brown crystalline powder. Water-soluble blue, slightly soluble in alcohol. |
Use | It is used for mitochondrial in vivo staining, fungal and protozoal staining, embryo section staining, and as a redox indicator and plating additive for copper. |
Risk Codes | R60 - May impair fertility R40 - Limited evidence of a carcinogenic effect |
Safety Description | S22 - Do not breathe dust. S24/25 - Avoid contact with skin and eyes. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
RTECS | SG1633000 |
TSCA | Yes |
HS Code | 32041900 |
color index | 11050 |
biological field application | Antimalarialagents; diagnosis of diseases related to amyloid accumulation; diagnostic assays; detecting fungi; nucleic acids; sugars |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
overview | kinna green B(JanusgreenB) is a living cell dye of specific mitochondria, which can make mitochondria appear blue-green, while cytoplasm is close to colorless, so as to observe the distribution and morphology of mitochondria under a high power microscope. After previous literature review, it was found that the synthesis method of the key intermediate methylene violet 3RAX was not reported in the literature, and there was no large-scale production in China, mainly relying on imports. There are studies and references to the synthesis method of phenylphenazine compounds, combined with the simulation method in the pharmaceutical process route design, designed the full synthesis route of Jiana Green B, and successfully prepared Jiana Green B. |
application | Jian Na green B contains azazine chromophore, which can be used as an effective probe for structure, a functional probe for biological macromolecules and a research model for some biological processes as an organic dye. In recent years, dye-protein interactions have also attracted great interest in protein chemistry and supramolecular chemistry. In addition, due to its positive charge, Kina Green B has gradually highlighted its application value in electroplating materials. |
preparation | 1) preparation of methylene violet 3RAX: first dissolve 5g(46.3mmol) of p-phenylenediamine and 6.9g(46.3mmol) of N,N-diethylaniline in 12 mL6mol/L hydrochloric acid, drop 200mL acetic acid-sodium acetate buffer solution (pH5.1) solution, add 16.0g potassium dichromate, stir at 20 ℃ for 5 hours. Then 4.3g(46.3mmol) of aniline was added, the temperature was raised to 100 ℃, the reaction was continued for 4 hours, the filter cake was washed with 200mL of water, the filtrate was combined, the filtrate was concentrated to 50mL under reduced pressure, and salted out to obtain 3.8g of purple powder with 94.9% purity (HPLC). Yield 29.9%,MS(ESI +):343[M-Cl]+. 2) Under the synthetic ice bath of Jian Na Green B, methylene violet 3 RAX3g(7.9mmol) is dissolved in 20 mL6mol/L hydrochloric acid, and 10mL aqueous solution containing 0.7g sodium nitrite is slowly added dropwise. After the solution changes from purple to dark blue, continue stirring for 1h. Add N,N-dimethylaniline 1.0g(7.9mmol) to continue the reaction for 8 hours. Decompressed to dry, the residue is dispersed in saturated brine, filtered, and the filter cake is dried to obtain 3.3g of dark green solid powder with 82.1% yield and 83.3% purity (HPLC). MS(ESI+):476[M-Cl]+. |
use | biochemical research. Used for mitochondrial staining, fungal and protozoa staining, embryo section staining, and as a redox indicator and copper electroplating additive |
Production method | The red color of N,N-diethylphenol is diazotized and coupled with N,N-dimethylaniline. |