CHEBI:87654 - basic brown 1

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ChEBI Name basic brown 1
ChEBI ID CHEBI:87654
Definition A bis(azo) compound that is 1,1'-(1,3-phenylene)bis(diazene) in which both azene hydrogens are replaced by 2,4-diaminophenyl groups. A metachromatic dye which stains acid mucins yellow. It is also a constituent of Papanicolaou's EA solutions, used for cervical, and other smears. Its dihydrochloride salt is also a biological dye known as Bismark brown Y.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C18H18N8
Net Charge 0
Average Mass 346.38910
Monoisotopic Mass 346.16544
InChI InChI=1S/C18H18N8/c19-11-4-6-17(15(21)8-11)25-23-13-2-1-3-14(10-13)24-26-18-7-5-12(20)9-16(18)22/h1-10H,19-22H2
InChIKey BDFZFGDTHFGWRQ-UHFFFAOYSA-N
SMILES Nc1ccc(N=Nc2cccc(c2)N=Nc2ccc(N)cc2N)c(N)c1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Application(s): fluorochrome
A fluorescent dye used to stain biological specimens.
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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing basic brown 1 (CHEBI:87654) has role fluorochrome (CHEBI:51217)
basic brown 1 (CHEBI:87654) has role histological dye (CHEBI:77178)
basic brown 1 (CHEBI:87654) is a azobenzenes (CHEBI:22682)
basic brown 1 (CHEBI:87654) is a bis(azo) compound (CHEBI:48960)
basic brown 1 (CHEBI:87654) is a substituted aniline (CHEBI:48975)
basic brown 1 (CHEBI:87654) is a tetramine (CHEBI:39166)
Incoming Bismark brown Y (CHEBI:53615) has part basic brown 1 (CHEBI:87654)
IUPAC Name
4,4'-[1,3-phenylenebis(diazene-2,1-diyl)]di(benzene-1,3-diamine)
Synonyms Sources
4,4'-(1,3-Phenylenebis(azo))bis(1,3-benzenediamine) ChemIDplus
Bismark brown Y free base ChEBI
C.I. Basic Brown 1 ChemIDplus
Registry Numbers Types Sources
1052-38-6 CAS Registry Number ChemIDplus
1829673 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
16298056 PubMed citation Europe PMC
17462883 PubMed citation Europe PMC
Last Modified
26 August 2015