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M9140

Sigma-Aldrich

Methylene blue

certified by the Biological Stain Commission

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Synonym(s):
Basic Blue 9, 3,7-bis(Dimethylamino)phenazathionium chloride, Tetramethylthionine chloride
Empirical Formula (Hill Notation):
C16H18ClN3S · xH2O
CAS Number:
Molecular Weight:
319.85 (anhydrous basis)
Colour Index Number:
52015
Beilstein/REAXYS Number:
3599847
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

grade

certified by the Biological Stain Commission

Quality Level

form

powder

composition

Dye content, ≥82%

color

dark green

solubility

H2O: 4mg/4ml

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)C1=CC=C2C(SC(C3=N2)=CC(C=C3)=[N+](C)C)=C1.[H]O[H].[Cl-]

InChI

1S/C16H18N3S.ClH.H2O/c1-18(2)11-5-7-13-15(9-11)20-16-10-12(19(3)4)6-8-14(16)17-13;;/h5-10H,1-4H3;1H;1H2/q+1;;/p-1

InChI key

WQVSELLRAGBDLX-UHFFFAOYSA-M

Gene Information

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1 of 4

This Item
9529028514M5528
vibrant-m

M9140

Methylene blue

vibrant-m

95290

Methyl Blue

vibrant-m

28514

Methylene Blue hydrate

vibrant-m

M5528

Methyl Blue

grade

certified by the Biological Stain Commission

grade

for microscopy (Bot., Hist.), indicator (pH 9.4-14.0)

grade

-

grade

certified by the Biological Stain Commission

form

powder

form

powder or crystals

form

powder

form

powder

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

diagnostic assay manufacturing
hematology
histology

solubility

H2O: 4mg/4ml

solubility

water: 0.01 g/10 mL, blue to very deep blue

solubility

ethanol: insoluble ≤1%

solubility

-

Quality Level

200

Quality Level

200

Quality Level

200

Quality Level

200

General description

Methylene blue is a compound that occurs as crystals or crystalline powder, having a bronze-like luster. It is soluble in water, chloroform and partially soluble in alcohol. It is a photoactive dye, which is a member of phenothiazine family.

Application

Methylene blue has been used:
  • to stain vaginal cells
  • for the preparation of protein aqueous ink
  • to evaluate cell survival by staining

Biochem/physiol Actions

Methylene blue is used as a bacteriologic stain or dye and indicator. It mediates the inactivation of enveloped viruses in plasma, when exposed to visible light. It is an inhibitor of nitric oxide synthase and guanylate cyclase. It also plays a key role in medicine as an antimalarial agent, reducing agent in methemoglobinemia and inducer of apoptosis in cancer cells.

Suitability

Certified for use in Mallory′s phloxine-methylene blue stain; Levine & Black stain for bacteria in milk; Wright stain for blood smears.

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Petrov VM and Karam JD
Nucleic Acids Research, 30, 3341-3341 (2002)
Methylene blue: revisited
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Articles

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

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