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Methylene blue trihydrate (CI Basic Blue 9 trihydrate)

Cat No.:V34730 Purity: ≥98%
Methylene blue trihydrate (CI Basic Blue 9 trihydrate) is an inhibitor (blocker/antagonist) of guanylate cyclase (sGC), monoamine oxidase A (MAO-A) and NO synthase (NOS).
Methylene blue trihydrate (CI Basic Blue 9 trihydrate)
Methylene blue trihydrate (CI Basic Blue 9 trihydrate) Chemical Structure CAS No.: 7220-79-3
Product category: Parasite
This product is for research use only, not for human use. We do not sell to patients.
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Product Description
Methylene blue trihydrate (CI Basic Blue 9 trihydrate) is an inhibitor (blocker/antagonist) of guanylate cyclase (sGC), monoamine oxidase A (MAO-A) and NO synthase (NOS). Methylene blue trihydrate is a vasopressor extensively used as a dye in medicine. Methylene blue trihydrate has antinociceptive, antimalarial, antidepressant and anxiolytic effects and may be utilized in the study of methemoglobinemia, neurodegenerative diseases and ifosfamide-induced encephalopathy.
Biological Activity I Assay Protocols (From Reference)
Targets
Plasmodium
ln Vitro
Methylene blue functions as a substitute electron acceptor/donor, which helps to repair mitochondria, enhances neural energy generation, and prevents superoxide from forming[1]. Cytochrome P450 (CYP) isozymes are inhibited by methylene blue. When combined with water, methylene blue, an odorless, water-soluble, dark blue-green crystalline powder, turns blue. A vasopressor called methylene blue inhibits inducible NOS, which in turn inhibits the activation of sGC, which is how it affects the NO synthesis pathway. Methylene blue also inhibits the buildup of cyclic GMP (cGMP) by attaching to the iron heme moiety of sGC and directly competing with NO for the ability to activate soluble guanylyl cyclase[3].
ln Vivo
In male Sprague-Dawley rats (7-week-old, 200-250 g), methylene blue (1, 5, and 25 μg/rat) dramatically reduces brain cyclic guanosine monophosphate (cGMP) content and sevoflurane minimum alveolar anesthetic concentration (MAC) in a dose-dependent manner[2]. Methylene blue is sprayed into the gastrointestinal tract mucosa during chromoendoscopy as a dye to detect dysplasia, or precancerous lesions[2]. Mean arterial pressures (MAP) can be normalized, vascular tone can be restored, and the need for vasopressors can be decreased with methylene blue[3].
References
[1]. Delport A, et al. Methylene blue and its analogues as antidepressant compounds. Metab Brain Dis. 2017 Oct;32(5):1357-1382.
[2]. Masaki E, et al. Methylene blue, a soluble guanylyl cyclase inhibitor, reduces the sevoflurane minimum alveolar anesthetic concentration and decreases the brain cyclic guanosine monophosphate content in rats. Anesth Analg. 1999 Aug;89(2):484-9.
[3]. McCartney SL, et al. Intraoperative vasoplegia: methylene blue to the rescue! Curr Opin Anaesthesiol. 2018 Feb;31(1):43-49.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H24CLN3O3S
Molecular Weight
373.90
CAS #
7220-79-3
Appearance
Typically exists as solids (or liquids in special cases) at room temperature
SMILES
[Cl-].S1C2C([H])=C(C([H])=C([H])C=2N=C2C([H])=C([H])/C(/C([H])=C12)=[N+](/C([H])([H])[H])\C([H])([H])[H])N(C([H])([H])[H])C([H])([H])[H].O([H])[H].O([H])[H].O([H])[H]
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : 100 mg/mL (267.45 mM)
Solubility (In Vivo)
10% DMSO+ 40% PEG300+ 5% Tween-80+ 45% saline : ≥ 2.5 mg/mL (6.69 mM) (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.6745 mL 13.3726 mL 26.7451 mL
5 mM 0.5349 mL 2.6745 mL 5.3490 mL
10 mM 0.2675 mL 1.3373 mL 2.6745 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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