CHEBI:87639 - azure B

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ChEBI Name azure B
ChEBI ID CHEBI:87639
Definition An organic chloride salt having 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium as the counterion. It is used in making azure eosin stains for blood smear staining and is an active metabolite of methylene blue.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C15H16ClN3S
Net Charge 0
Average Mass 305.82600
Monoisotopic Mass 305.075
InChI InChI=1S/C15H16N3S.ClH/c1-16-10-4-6-12-14(8-10)19-15-9-11(18(2)3)5-7-13(15)17-12;/h4-9,16H,1-3H3;1H/q+1;/p-1
InChIKey KFZNPGQYVZZSNV-UHFFFAOYSA-M
SMILES [Cl-].CNc1ccc2nc3ccc(cc3[s+]c2c1)N(C)C
Metabolite of Species Details
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): drug metabolite

EC 3.1.1.8 (cholinesterase) inhibitor
An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of cholinesterase (EC 3.1.1.8).
EC 1.4.3.4 (monoamine oxidase) inhibitor
An EC 1.4.3.* (oxidoreductase acting on donor CH-NH2 group, oxygen as acceptor) inhibitor that interferes with the action of monoamine oxidase (EC 1.4.3.4).
Application(s): histological dye
A dye used in microscopic or electron microscopic examination of cells and tissues to give contrast and to highlight particular features of interest, such as nuclei and cytoplasm.
fluorochrome
A fluorescent dye used to stain biological specimens.
cardioprotective agent
Any protective agent that is able to prevent damage to the heart.
antidepressant
Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing azure B (CHEBI:87639) has part 3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium (CHEBI:87640)
azure B (CHEBI:87639) has role antidepressant (CHEBI:35469)
azure B (CHEBI:87639) has role cardioprotective agent (CHEBI:77307)
azure B (CHEBI:87639) has role drug metabolite (CHEBI:49103)
azure B (CHEBI:87639) has role EC 1.4.3.4 (monoamine oxidase) inhibitor (CHEBI:38623)
azure B (CHEBI:87639) has role EC 3.1.1.8 (cholinesterase) inhibitor (CHEBI:37733)
azure B (CHEBI:87639) has role fluorochrome (CHEBI:51217)
azure B (CHEBI:87639) has role histological dye (CHEBI:77178)
azure B (CHEBI:87639) is a organic chloride salt (CHEBI:36094)
IUPAC Name
3-(dimethylamino)-7-(methylamino)phenothiazin-5-ium chloride
Synonyms Sources
3-(Dimethylamino)-7-(methylimino)-3H-phenothiazine hydrochloride ChemIDplus
3-Methylamino-7-dimethylaminophenzathonium chloride ChemIDplus
C.I. 52010 ChEBI
methylene azure B ChEBI
Trimethylthionine chloride ChemIDplus
Registry Numbers Types Sources
3922630 Reaxys Registry Number Reaxys
531-55-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
24122875 PubMed citation Europe PMC
24161345 PubMed citation Europe PMC
24682678 PubMed citation Europe PMC
24953877 PubMed citation Europe PMC
25162947 PubMed citation Europe PMC
25445435 PubMed citation Europe PMC
25613051 PubMed citation Europe PMC
25965774 PubMed citation Europe PMC
26241827 PubMed citation Europe PMC
Last Modified
24 August 2015