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CHEBI:87639 - azure B

Default Structure
ChEBI IDCHEBI:87639
ChEBI Nameazure B
Stars
DefinitionAn 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.
Last Modified24 August 2015
SubmitterSteve
DownloadsMolfile
FormulaC15H16N3S.Cl
Net Charge0
Average Mass305.834
Monoisotopic Mass305.07535
SMILESCNc1ccc2nc3ccc(N(C)C)cc3[s+]c2c1.[Cl-]
InChIInChI=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
InChIKeyKFZNPGQYVZZSNV-UHFFFAOYSA-M
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - PubMed (24161345)
Roles Classification
Biological Roles:
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).
Applications:
cardioprotective agent  Any protective agent that is able to prevent damage to the heart.
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.
antidepressant  Antidepressants are mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions.
ChEBI Ontology
Outgoing Relation(s)
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  Source
3-(Dimethylamino)-7-(methylimino)-3H-phenothiazine hydrochlorideChemIDplus
3-Methylamino-7-dimethylaminophenzathonium chlorideChemIDplus
C.I. 52010ChEBI
methylene azure BChEBI
Trimethylthionine chlorideChemIDplus
Registry NumbersSources
Reaxys:3922630Reaxys
CAS:531-55-5ChemIDplus
Citations