1. GPCR/G Protein
    Neuronal Signaling
    Immunology/Inflammation
    Anti-infection
  2. Guanylate Cyclase
    Monoamine Oxidase
    NO Synthase
    Parasite
  3. Methylene Blue

Methylene Blue (Synonyms: Basic Blue 9; Methylthioninium chloride; CI-52015)

Cat. No.: HY-14536 Purity: >98.0%
Handling Instructions

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 has antinociception, antimalarial, antidepressant and anxiolytic activity effects. Methylene Blue has the potential for methemoglobinemias, neurodegenerative disorders and ifosfamide-induced encephalopathytreatment.

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Methylene Blue Chemical Structure

Methylene Blue Chemical Structure

CAS No. : 61-73-4

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Based on 3 publication(s) in Google Scholar

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Description

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 has antinociception, antimalarial, antidepressant and anxiolytic activity effects. Methylene Blue has the potential for methemoglobinemias, neurodegenerative disorders and ifosfamide-induced encephalopathytreatment[1][2][3].

IC50 & Target

Guanylyl cyclase (sGC)[1].
Monoamine oxidase A (MAO-A)[1].
NO synthase (NOS)[1]

In Vitro

By acting as an alternative electron acceptor/donor Methylene blue restores mitochondrial function, improves neuronal energy production and inhibits the formation of superoxide[1].
Methylene blue inhibits cytochrome P450 (CYP) isozymes. Methylene blue is an odorless, water soluble, dark blue-green crystalline powder, which turns blue whenever mixed in solution. Methylene blue is a vasopressor that impacts the NO synthetic pathway by inhibiting inducible NOS and inhibiting the subsequent activation of sGC. In addition, by binding to the iron heme moiety of sGC and causing enzyme inhibition, Methylene blue blocks accumulation of cyclic GMP (cGMP), competing directly with NO in its ability to activate soluble guanylyl cyclase[3].

In Vivo

Methylene Blue (1, 5, and 25 μg/rat) significantly decreases sevoflurane minimum alveolar anesthetic concentration (MAC) and brain cyclic guanosine monophosphate (cGMP) content in a dose-dependent manner in male Sprague-Dawley rats (7-week-old, 200-250 g)[2].
Methylene blue is used as a dye in chromoendoscopy, and is sprayed onto the mucosa of the gastrointestinal tract in order to identify dysplasia, or pre-cancerous lesions[2].
Methylene blue is able to restore vascular tone, normalize mean arterial pressures (MAP), and reduce vasopressor usage[3].

Clinical Trial
Molecular Weight

319.85

Formula

C₁₆H₁₈ClN₃S

CAS No.

61-73-4

SMILES

CN(C)C1=CC=C2C(SC(C(C=C/3)=N2)=CC3=[N+](C)/C)=C1.[Cl-]

Shipping

Room temperature in continental US; may vary elsewhere.

Storage
Powder -20°C 3 years
  4°C 2 years
In solvent -80°C 6 months
  -20°C 1 month
Solvent & Solubility
In Vitro: 

H2O : ≥ 50 mg/mL (156.32 mM)

*"≥" means soluble, but saturation unknown.

Preparing
Stock Solutions
Concentration Solvent Mass 1 mg 5 mg 10 mg
1 mM 3.1265 mL 15.6323 mL 31.2647 mL
5 mM 0.6253 mL 3.1265 mL 6.2529 mL
10 mM 0.3126 mL 1.5632 mL 3.1265 mL
*Please refer to the solubility information to select the appropriate solvent.
References
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Keywords:

Methylene BlueBasic Blue 9MethylthioniniumCI-52015Basic Blue9Basic Blue-9CI52015CI 52015Guanylate CyclaseMonoamine OxidaseNO SynthaseParasiteMAONitric oxide synthasesNOSsGCMAO-AvasopressordyeantinociceptionantimalarialantidepressantanxiolyticmethemoglobinemiascGMPInhibitorinhibitorinhibit

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Methylene Blue
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