Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: Methylene Blue trihydrate
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DC Chemicals Limited
China
Product Name: Methylthioninium Chloride
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Dayang Chem (Hangzhou) Co., Ltd.
China
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Henan Tianfu Chemical Co., Ltd.
China
Product Name: Methylene Blue trihydrate
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7220-79-3

7220-79-3 structure

Name: Methylene Blue trihydrate
Chemical Name: Methylene Blue trihydrate
CAS Number: 7220-79-3
Molecular Formula: C₁₆H₂₄ClN₃O₃S
Molecular Weight: 373.898
Catalog: API Special medicine Antidote
Create Date: 2018-02-04 08:00:00
Modify Date: 2024-01-02 09:03:19
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].

Name	Methylene Blue trihydrate
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

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	Research Areas >> Cancer Research Areas >> Infection Signaling Pathways >> Immunology/Inflammation >> NO Synthase Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease Signaling Pathways >> GPCR/G Protein >> Guanylate Cyclase
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.

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

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

Symbol	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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