Methylene Blue trihydrate

Modify Date: 2024-01-02 09:03:19

Methylene Blue trihydrate Structure
Methylene Blue trihydrate structure
Common Name Methylene Blue trihydrate
CAS Number 7220-79-3 Molecular Weight 373.898
Density 0.98 g/mL at 25 °C Boiling Point N/A
Molecular Formula C16H24ClN3O3S Melting Point 190 °C (dec.)(lit.)
MSDS N/A Flash Point 14 °C
Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger

 Use of Methylene Blue trihydrate


Methylene blue trihydrate (C.I. Basic Blue 9 trihydrate) is a guanylyl cyclase (sGC), monoamine oxidase A (MAO-A) and NO synthase (NOS) inhibitor. Methylene blue trihydrate is a vasopressor and is often used as a dye in several medical procedures. Methylene blue trihydrate has antinociception, antimalarial, antidepressant and anxiolytic activity effects. Methylene Blue trihydrate has the potential for methemoglobinemias, neurodegenerative disorders and ifosfamide-induced encephalopathytreatment[1][2][3].

 Names

Name Methylene Blue trihydrate
Synonym More Synonyms

 Methylene Blue trihydrate Biological Activity

Description Methylene blue trihydrate (C.I. Basic Blue 9 trihydrate) is a guanylyl cyclase (sGC), monoamine oxidase A (MAO-A) and NO synthase (NOS) inhibitor. Methylene blue trihydrate is a vasopressor and is often used as a dye in several medical procedures. Methylene blue trihydrate has antinociception, antimalarial, antidepressant and anxiolytic activity effects. Methylene Blue trihydrate has the potential for methemoglobinemias, neurodegenerative disorders and ifosfamide-induced encephalopathytreatment[1][2][3].
Related Catalog
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].
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.

 Chemical & Physical Properties

Density 0.98 g/mL at 25 °C
Melting Point 190 °C (dec.)(lit.)
Molecular Formula C16H24ClN3O3S
Molecular Weight 373.898
Flash Point 14 °C
Exact Mass 373.122681
PSA 75.07000
Storage condition Store at RT.
Stability Stable. Incompatible with bases, reducing agents, strong oxidizing agents.
Water Solubility 4 g/100 mL

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
SP5740000
CHEMICAL NAME :
Phenothiazin-5-ium, 3,7-bis(dimethylamino)-, chloride, trihydrate
CAS REGISTRY NUMBER :
7220-79-3
LAST UPDATED :
199712
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H18-N3-S.Cl.3H2-O
MOLECULAR WEIGHT :
373.94

 Safety Information

Symbol GHS02 GHS07
GHS02, GHS07
Signal Word Danger
Hazard Statements H225-H319
Precautionary Statements P210-P280-P305 + P351 + P338-P337 + P313-P403 + P235
Personal Protective Equipment Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
Hazard Codes Xn:Harmful;
Risk Phrases R22
Safety Phrases S26-S36-S24/25-S16-S7
RIDADR UN 1170 3/PG 2
WGK Germany 3
RTECS SP5740000
Hazard Class 6.1

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 Synonyms

Phenothiazinium, 3,7-bis(dimethylamino)-, chloride, hydrate (1:1:3)
BASIC BLUE 9 HYDRATE
METHYLENE BLUE TS
Methylene Blue trihy
MFCD00150008
EINECS 200-515-2
3,7-Bis(dimethylamino)phenothiazin-5-ium chloride hydrate (1:1:3)
3,7-bis(dimethylamino)phenothiazin-5-ium chloride hydrate(1:1:3)
METHYLENE BLUE HYDRATE
Methylene Blue
3,7-bis(dimethylamino)phenazathionium chloride trihydrate
Methylene Blue BB
3,7-Bis(dimethylamino)phenothiazin-5-ium chloride trihydrate
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