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Inhibitor Report for: Methylene-blue

An organic cation that is phenothiazin-5-ium substituted by dimethylamino groups at positions 3 and 7. The chloride salt is the histological dye 'methylene blue'. Solutions in water or alcohol have a deep blue color. Methylene blue is used as a bacteriologic stain and as an indicator (E-numbers for permitted antioxidant food additives are from E 300 to E 324). It inhibits guanylate cyclase, and has been used to treat cyanide poisoning and to lower levels of methemoglobin. Methylthioninium chloride (INN, or methylene blue, proposed trade name Rember) is an investigational drug being developed by the University of Aberdeen and TauRx Therapeutics that has been shown in early clinical trials to be an inhibitor of Tau protein aggregation. The drug is of potential interest for the treatment of patients with Alzheimer's disease

Type Dye, Drug, Phenothiazine, anti-tau-aggregation, Multitarget, Sulfur compound
Chemical_Nomenclature [7-(dimethylamino)phenothiazin-3-ylidene]-dimethylazanium
Canonical SMILES CN(C)C1=CC2=C(C=C1)N=C3C=CC(=[N+](C)C)C=C3S2.[Cl-]
InChI InChI=1S/C16H18N3S.ClH/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/q+1;/p-1
Other name(s) Methylene Blue cation ; 3,7-bis(dimethylamino)phenothiazin-5-ium ; UNII-ZMZ79891ZH ; CHEMBL191083 ; ZMZ79891ZH ; CHEBI:43830 ; MBT ; Methylene blue ; Basic blue 9 ; Swiss Blue ; Chromosmon ; Methylthioninium chloride ; Methylene Blue N
PubChem|4139, 6099

Families | Methylene-blue ligand of proteins in family: ACHE, BCHE
Stucture | 2 structures: 5E4T, 5DLP
Protein | torca-ACHE

Search PubMed for references concerning: Methylene-blue

11 more
    Title: Binding of methylene blue to a surface cleft inhibits the oligomerization and fibrillization of prion protein
    Cavaliere P, Torrent J, Prigent S, Granata V, Pauwels K, Pastore A, Rezaei H, Zagari A
    Ref: Biochimica & Biophysica Acta, 1832:20, 2013 : PubMed


    Title: The specific interaction of the photosensitizer methylene blue with acetylcholinesterase provides a model system for studying the molecular consequences of photodynamic therapy
    Silman I, Roth E, Paz A, Triquigneaux MM, Ehrenshaft M, Xu Y, Shnyrov VL, Sussman JL, Deterding LJ and Weiner L <2 more author(s)>
    Ref: Chemico-Biological Interactions, 203:63, 2013 : PubMed


    Title: Methylene blue is a muscarinic antagonist in cardiac myocytes
    Abi-Gerges N, Eschenhagen T, Hove-Madsen L, Fischmeister R, Mery PF
    Ref: Molecular Pharmacology, 52:482, 1997 : PubMed