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Merck
CN

M1800900

Methylthioninium chloride

European Pharmacopoeia (EP) Reference Standard

Synonym(s):

Methylene Blue hydrate

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About This Item

Empirical Formula (Hill Notation):
C16H18ClN3S · xH2O
CAS Number:
122965-43-9
Molecular Weight:
319.85 (anhydrous basis)
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329817712
MDL number:
MFCD00150006
Beilstein/REAXYS Number:
3599847

Key Documents

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Product Name

Methylthioninium chloride, European Pharmacopoeia (EP) Reference Standard

InChI key

WQVSELLRAGBDLX-UHFFFAOYSA-M

SMILES string

O.[Cl-].CN(C)c1ccc2N=C3C=C\C(C=C3Sc2c1)=[N+](/C)C

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

grade

pharmaceutical primary standard

API family

methylene blue

manufacturer/tradename

EDQM

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

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Related Categories

Application

Methylthioninium chloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.

General description

This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia.

Other Notes

Sales restrictions may apply.

Packaging

The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Pavel Rodriguez et al.
Brain imaging and behavior, 11(3), 640-648 (2016-03-11)
Methylene blue USP (MB) is a FDA-grandfathered drug used in clinics to treat methemoglobinemia, carbon monoxide poisoning and cyanide poisoning that has been shown to increase fMRI evoked blood oxygenation level dependent (BOLD) response in rodents. Low dose MB also
Methylthioninium chloride reverses cognitive deficits induced by scopolamine: comparison with rivastigmine.
Deiana S, et al.
Psychopharmacology (Psychopharmacologia), 202(1-3), 53-53 (2009)
Methaemoglobinaemia.
Bradberry S.
Medicine, 35(10), 552-553 (2007)
Asfandyar Khan et al.
Nanomaterials (Basel, Switzerland), 11(1) (2021-01-21)
Heterogeneous photo-Fenton systems offer efficient solutions for the treatment of wastewaters in the textile industry. This study investigated the fabrication and structural characterization of novel peculiar-shaped CuIIO, FeIII
Pavel Rodriguez et al.
Radiology, 281(2), 516-526 (2016-10-19)
Purpose To investigate the sustained-attention and memory-enhancing neural correlates of the oral administration of methylene blue in the healthy human brain. Materials and Methods The institutional review board approved this prospective, HIPAA-compliant, randomized, double-blinded, placebo-controlled clinical trial, and all patients
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