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Methylene blue (hydrate)

CAT: 0804-HY-D0958-01Size: 25 gDry Ice: NoHazardous: No
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CAT#:0804-HY-D0958-01Size:25 g
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Description
Methylene blue (Basic Blue 9) hydrate 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 hydrate through the nitric oxide syntase/guanylate cyclase signalling pathway to reduce prepulse inhibition. Methylene blue hydrate is a REDOX cycling compound and able to cross the blood-brain barrier. Methylene blue hydrate is a Tau aggregation inhibitor. Methylene blue hydrate reduces cerebral edema, attenuated microglial activation and reduced neuroinflammation[1][2][3].
CAS Number
122965-43-9
Product Name Alternative
Basic Blue 9 (hydrate) ; CI-52015 (hydrate) ; Methylthioninium (chloride hydrate)
UNSPSC
12352005
Hazard Statement
H302
Target
Guanylate Cyclase; Microtubule/Tubulin; Monoamine Oxidase; NO Synthase
Type
Reference compound
Related Pathways
Cell Cycle/DNA Damage; Cytoskeleton; GPCR/G Protein; Immunology/Inflammation; Neuronal Signaling
Field of Research
Cancer; Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/methylene-blue-hydrate.html
Solubility
H2O : 2 mg/mL (ultrasonic; warming; heat to 60°C)
Smiles
CN(C1=CC2=[S+]C3=C(C=CC(N(C)C)=C3)N=C2C=C1)C.[x].[Cl-].O
Molecular Formula
C16H18N3S.Cl.xH2O
Precautions
H302
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
Storage Conditions
4°C (Powder, sealed storage, away from moisture and light)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

(7-(Dimethylamino)phenothiazin-3-ylidene)-dimethylazanium;chloride;hydrate
CAS Number122965-43-9
PubChem CID16211647
IUPAC Name[7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium;chloride;hydrate
Molecular FormulaC16H20ClN3OS
Molecular Weight337.9
Topological Polar Surface Area44.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Heavy Atom Count22
Formal Charge0
Complexity483
SMILES
CN(C)C1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.O.[Cl-]
InChI
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
InChIKey
WQVSELLRAGBDLX-UHFFFAOYSA-M
Chemical Structure
2D Structure
2D structure of (7-(Dimethylamino)phenothiazin-3-ylidene)-dimethylazanium;chloride;hydrate
CAS: 122965-43-9
CID: 16211647
Formula: C16H20ClN3OS
MW: 337.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight337.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass337.1015611
Monoisotopic Mass337.1015611
Topological Polar Surface Area44.9 Ų
Heavy Atom Count22
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 Count3
Compound Is CanonicalizedYes

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