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Sigma-Aldrich

Safranin O

for microscopy (Bact., Bot., Hist.), indicator (pH 0.3-1.0)

Synonym(s):

Basic Red 2, Cotton Red, Gossypimine, Safranin T, Safranin Y or A

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About This Item

Empirical Formula (Hill Notation):
C20H19ClN4
CAS Number:
477-73-6
Molecular Weight:
350.84
Colour Index Number:
50240
Beilstein/REAXYS Number:
3924099
EC Number:
207-518-8
MDL number:
MFCD00011759
UNSPSC Code:
12171500
PubChem Substance ID:
329769290
NACRES:
NA.47

grade

for microscopy (Bact., Bot., Hist.)
indicator (pH 0.3-1.0)

Quality Level

200

form

powder or crystals

technique(s)

titration: suitable

pH

10 (20 °C, 10 g/L)

solubility

methanol: 0.01 g/10 mL, red

εmax

≥1000 at 525-535 nm in 50% ethanol

application(s)

diagnostic assay manufacturing
hematology
histology
microbiology

storage temp.

room temp

SMILES string

[Cl-].Cc1cc2nc3cc(C)c(N)cc3[n+](-c4ccccc4)c2cc1N

InChI

1S/C20H18N4.ClH/c1-12-8-17-19(10-15(12)21)24(14-6-4-3-5-7-14)20-11-16(22)13(2)9-18(20)23-17;/h3-11H,1-2H3,(H3,21,22);1H

InChI key

OARRHUQTFTUEOS-UHFFFAOYSA-N

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General description

Safranin O, also known as Basic Red 2, is a basic, cationic, and metachromatic azine dye used as a biological stain. The characteristic azine chromophore contains the phenazine, a planar, tricyclic dibenzopyrazine, which consists of two non-planar benzene rings linked by two nitrogen atoms. A delocalized positive charge, an alternation of aromatic and quinonoid structures, and diazotizable amine groups constitute the chromophoric system. c-Methylation makes this dye of moderate overall size. The trimethyl cationic form of safranine is lipophilic, whereas the dimethyl forms are weakly hydrophilic. The dye is commercially available as a chloride.

Application

  • Safranin O is widely employed as a microbiological stain, especially as a counterstain in Gram staining to distinguish Gram-positive from Gram-negative micro-organisms, and for staining bacterial spores.
  • It is used to demonstrate glycosaminoglycans in human and animal histological specimens and nuclei.
  • It is a component of Benda′s polychrome stain.
  • It is a component of various polychromes and lignin stains for botanical staining applications.
  • It has also been applied for the demonstration of mast cells in cytospin preparations and staining surgical frozen sections.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H318

Hazard Classifications

Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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