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Methylene Blue (Standard)

CAT: 0804-HY-14536R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-14536R-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Methylene Blue (Standard) is the analytical standard of Methylene Blue. This product is intended for research and analytical applications. Methylene blue (Basic Blue 9) is a guanylyl cyclase (sGC), monoamine oxidase A (MAO-A) and NO synthase (NOS) inhibitor. Methylene blue is a vasopressor and is often used as a dye in several medical procedures. Methylene blue through the nitric oxide syntase/guanylate cyclase signalling pathway to reduce prepulse inhibition. Methylene blue is a REDOX cycling compound and able to cross the blood-brain barrier. Methylene blue is a Tau aggregation inhibitor. Methylene blue reduces cerebral edema, attenuated microglial activation and reduced neuroinflammation[1][2][3].
CAS Number
61-73-4
Product Name Alternative
Basic Blue 9 (Standard) ; CI-52015 (Standard) ; Methylthioninium (chloride) (Standard)
UNSPSC
12352005
Target
Guanylate Cyclase; Microtubule/Tubulin; Monoamine Oxidase; NO Synthase; Reference Standards
Type
Reference Standards
Related Pathways
Cell Cycle/DNA Damage; Cytoskeleton; GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling; Others
Field of Research
Cancer; Infection; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/methylene-blue-standard.html
Smiles
CN(C)C1=CC=C2C(SC(C(C=C/3)=N2)=CC3=[N+](C)/C)=C1.[Cl-]
Molecular Formula
C16H18ClN3S
Molecular Weight
319.85
References & Citations
[1]Klamer D, et, al. Phencyclidine-induced behaviour in mice prevented by methylene blue. Basic Clin Pharmacol Toxicol. 2004 Feb;94 (2) :65-72. |[2]Hochgräfe K, et, al. Preventive methylene blue treatment preserves cognition in mice expressing full-length pro-aggregant human Tau. Acta Neuropathol Commun. 2015 May 10;3:25.|[3]Fenn AM, et, al. Methylene blue attenuates traumatic brain injury-associated neuroinflammation and acute depressive-like behavior in mice. J Neurotrauma. 2015 Jan 15;32 (2) :127-38.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Methylene Blue

Methylene blue is an organic chloride salt having 3,7-bis(dimethylamino)phenothiazin-5-ium as the counterion. A commonly used dye that also exhibits antioxidant, antimalarial, antidepressant and cardioprotective properties. It has a role as an antioxidant, an antimicrobial agent, a physical tracer, an antidepressant, an EC 3.1.1.8 (cholinesterase) inhibitor, an antimalarial, an EC 1.4.3.4 (monoamine oxidase) inhibitor, an acid-base indicator, a fluorochrome, a neuroprotective agent, a histological dye, a cardioprotective agent and an EC 4.6.1.2 (guanylate cyclase) inhibitor. It contains a 3,7-bis(dimethylamino)phenothiazin-5-ium.

CAS Number61-73-4
PubChem CID6099
IUPAC Name[7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium chloride
Molecular FormulaC16H18ClN3S
Molecular Weight319.9
Topological Polar Surface Area43.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Heavy Atom Count21
Formal Charge0
Complexity483
SMILES
CN(C)C1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.[Cl-]
InChI
InChI=1S/C16H18N3S.ClH/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/q+1;/p-1
InChIKey
CXKWCBBOMKCUKX-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of Methylene Blue
CAS: 61-73-4
CID: 6099
Formula: C16H18ClN3S
MW: 319.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight319.9
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count1
Exact Mass319.0909965
Monoisotopic Mass319.0909965
Topological Polar Surface Area43.9 Ų
Heavy Atom Count21
Formal Charge0
Complexity483
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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