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Revision as of 13:28, 3 December 2010 editCheMoBot (talk | contribs)Bots141,565 edits Updating {{chembox}} (no changed fields - added verified revid - updated 'UNII_Ref', 'ChemSpiderID_Ref', 'StdInChI_Ref', 'StdInChIKey_Ref') per Chem/Drugbox validation (report [[Wikipedia_talk:Wi← Previous edit Latest revision as of 20:56, 30 October 2024 edit undoChemicalBear (talk | contribs)Extended confirmed users663 edits Added linkTag: Visual edit 
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{{Short description|Chemical compound}}
{{distinguish|methyl violet|methylene blue}}
{{chembox {{chembox
| verifiedrevid = 400307025 | verifiedrevid = 400308223
| ImageFile = Methyl blue.png | ImageFile1 = Methyl blue.png
| ImageFile2 = Methyl Blue 3D.png
| ImageSize =
| ImageFileL2 = Sample of Methyl Blue.jpg
| ImageCaptionL2 = Solid methyl blue
| ImageFileR2 = Methyl Blue aqueous solution.jpg
| ImageCaptionR2 = Methyl blue aqueous solution
| IUPACName = | IUPACName =
| OtherNames = | OtherNames = Cotton blue, Helvetia blue, Acid blue 93, C.I. 42780
| Section1 = {{Chembox Identifiers |Section1={{Chembox Identifiers
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 8051359 | ChemSpiderID = 8051359
| InChI = 1/C37H29N3O9S3.2Na/c41-50(42,43)34-19-13-31(14-20-34)38-28-7-1-25(2-8-28)37(26-3-9-29(10-4-26)39-32-15-21-35(22-16-32)51(44,45)46)27-5-11-30(12-6-27)40-33-17-23-36(24-18-33)52(47,48)49;;/h1-24,38-39H,(H,41,42,43)(H,44,45,46)(H,47,48,49);;/q;2*+1/p-2 | InChI = 1/C37H29N3O9S3.2Na/c41-50(42,43)34-19-13-31(14-20-34)38-28-7-1-25(2-8-28)37(26-3-9-29(10-4-26)39-32-15-21-35(22-16-32)51(44,45)46)27-5-11-30(12-6-27)40-33-17-23-36(24-18-33)52(47,48)49;;/h1-24,38-39H,(H,41,42,43)(H,44,45,46)(H,47,48,49);;/q;2*+1/p-2
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = MCPLVIGCWWTHFH-UHFFFAOYSA-L | StdInChIKey = MCPLVIGCWWTHFH-UHFFFAOYSA-L
| CASNo_Ref = {{cascite|correct|??}}
| CASNo = 28983-56-4 | CASNo = 28983-56-4
| UNII_Ref = {{fdacite|correct|FDA}}
⚫ | PubChem = 9875677
| UNII = 9ZI2A1BMBB
⚫ | SMILES = ..S(=O)(=O)c1ccc(cc1)Nc2ccc(cc2)/C(=C\4/C=C\C(=/c3ccc(cc3)S()(=O)=O)/C=C/4)c6ccc(Nc5ccc(cc5)S()(=O)=O)cc6
⚫ | PubChem = 9875677
⚫ | SMILES = ..S(=O)(=O)c1ccc(cc1)Nc2ccc(cc2)C(=C4C=CC(=c3ccc(cc3)S()(=O)=O)C=C4)c6ccc(Nc5ccc(cc5)S()(=O)=O)cc6
}} }}
| Section2 = {{Chembox Properties |Section2={{Chembox Properties
| Formula = C<sub>37</sub>H<sub>27</sub>N<sub>3</sub>Na<sub>2</sub>O<sub>9</sub>S<sub>3</sub> | Formula = C<sub>37</sub>H<sub>27</sub>N<sub>3</sub>Na<sub>2</sub>O<sub>9</sub>S<sub>3</sub>
| MolarMass = 799.814 g/mol | MolarMass = 799.814 g/mol
| Appearance = | Appearance = red solid
| Density = | Density =
| MeltingPt = | MeltingPtC =
| BoilingPt = | BoilingPtC =
| Solubility = ~ 300 g/l (20 °C) | Solubility = Soluble in water, slightly soluble in ethanol
}} }}
| Section3 = {{Chembox Hazards |Section3={{Chembox Hazards
| MainHazards = | MainHazards =
| FlashPt = | FlashPtC =
| Autoignition = | AutoignitionPtC =
| NFPA-H = 1 | NFPA-H = 1
| NFPA-F = 1 | NFPA-F = 1
| NFPA-R = 0 | NFPA-R = 0
| NFPA-O = | NFPA-S =
}} }}
}} }}
'''Methyl blue''', also known as '''Cotton blue''', '''Helvetia blue''', '''Acid blue 93''', or '''C.I. 42780''', is a ] with the ] C<sub>37</sub>H<sub>27</sub>N<sub>3</sub>Na<sub>2</sub>O<sub>9</sub>S<sub>3</sub>. It is used as a ] in ]. Methyl blue stains ] blue in ] sections. It is soluble in water and slightly soluble in ]. It can be used in the ] ] stain and ]. It is used in ]. It can also be used to mediate electron transfer in ]s. '''Methyl blue''' is a ] with the ] C<sub>37</sub>H<sub>27</sub>N<sub>3</sub>Na<sub>2</sub>O<sub>9</sub>S<sub>3</sub>. It is used as a ] in ],<ref>{{Cite book | title = Handbook of Biological Dyes and Stains: Synthesis and Industrial Applications | author = R. W. Sabnis | publisher = John Wiley & Sons | date = 2010 | page = 24}}</ref> and stains ] blue in ] sections. It can be used in some ] techniques such as ] ] stain and ], and can be used to mediate electron transfer in ]s. Fungal cell walls are also stained by methyl blue.


⚫ Methyl blue is also available in mixture with ], under name ], Aniline blue, China blue, or Soluble blue; and in a solution of ], ], and ] under the name ] (LPCB), which is used for microscopic visualization of fungi.
Methyl blue is also used to stain fungal cell walls.
⚫ Methyl blue is also available in mixture with ], under name ], Aniline blue, China blue, or Soluble blue.


== Chemistry ==
Methyl blue should not be confused with ] or ], two other stains.
Methyl blue (phenyl]methylene]-2,5-cyclohexadien-1-ylidene]amino]-benzenesulfonic acid disodium salt) is distinctly different to ] (-dimethylazanium;chloride) in structure, function and uses, and must not be confused.<ref>{{cite web|title=Methyl Blue | website=sigmaaldrich.com | url=https://www.sigmaaldrich.com/US/en/substance/methylblue7998028983564 | access-date=11 September 2023}}</ref>


Its uses include staining histology samples for collagen,<ref>{{cite web | url=https://www.abcam.com/methyl-blue-sodium-salt-histology-stain-for-collagen-ab146271.html | title=Methyl blue sodium salt, Histology stain for collagen (CAS 28983-56-4) (Ab146271) }}</ref> and for fungal structures.<ref>{{Cite web |url=https://www.sigmaaldrich.com/content/dam/sigma-aldrich/docs/Sigma-Aldrich/Datasheet/1/61335dat.pdf |title=Archived copy |access-date=2020-08-29 |archive-date=2021-01-12 |archive-url=https://web.archive.org/web/20210112034259/https://www.sigmaaldrich.com/content/dam/sigma-aldrich/docs/Sigma-Aldrich/Datasheet/1/61335dat.pdf |url-status=dead }}</ref>
Methyl blue is also used to treat ] poisoning. It binds to the thallium.


==See also== ==See also==
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==References== ==References==
{{reflist}}
{{Unreferenced|date=October 2007}}


{{Stains}} {{Stains}}
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