CHEBI:4640 - diphenylamine

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ChEBI Name diphenylamine
ChEBI ID CHEBI:4640
Definition An aromatic amine containing two phenyl substituents. It has been used as a fungicide for the treatment of superficial scald in apples and pears, but is no longer approved for this purpose within the European Union.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H11N
Net Charge 0
Average Mass 169.22248
Monoisotopic Mass 169.08915
InChI InChI=1S/C12H11N/c1-3-7-11(8-4-1)13-12-9-5-2-6-10-12/h1-10,13H
InChIKey DMBHHRLKUKUOEG-UHFFFAOYSA-N
SMILES N(c1ccccc1)c1ccccc1
Roles Classification
Chemical Role(s): antioxidant
A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides.
radical scavenger
A role played by a substance that can react readily with, and thereby eliminate, radicals.
Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): carotogenesis inhibitor
Any inhibitor of the biosynthesis of carotenoids.
EC 1.3.99.29 [phytoene desaturase (zeta-carotene-forming)] inhibitor
An EC 1.3.99.* (oxidoreductase acting on donor CH-CH group with other acceptors) inhibitor that interferes with the action of phytoene desaturase (zeta-carotene-forming), EC 1.3.99.29, an enzyme of carotenoid biosynthesis that converts phytoene into zeta-carotene (zeta-carotene) via the symmetrical introduction of two double bonds at the C-11 and C-11' positions of phytoene.
antifungal agrochemical
Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
ferroptosis inhibitor
Any substance that inhibits the process of ferroptosis (a type of programmed cell death dependent on iron and characterized by the accumulation of lipid peroxides) in organisms.
fungicide
A substance used to destroy fungal pests.
(via bridged diphenyl fungicide )
antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
(via bridged diphenyl antifungal agent )
Application(s): antifungal agrochemical
Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
fungicide
A substance used to destroy fungal pests.
(via bridged diphenyl fungicide )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing diphenylamine (CHEBI:4640) has role antifungal agrochemical (CHEBI:86328)
diphenylamine (CHEBI:4640) has role antioxidant (CHEBI:22586)
diphenylamine (CHEBI:4640) has role carotogenesis inhibitor (CHEBI:72773)
diphenylamine (CHEBI:4640) has role EC 1.3.99.29 [phytoene desaturase (ζ-carotene-forming)] inhibitor (CHEBI:72774)
diphenylamine (CHEBI:4640) has role ferroptosis inhibitor (CHEBI:173084)
diphenylamine (CHEBI:4640) has role radical scavenger (CHEBI:48578)
diphenylamine (CHEBI:4640) is a aromatic amine (CHEBI:33860)
diphenylamine (CHEBI:4640) is a bridged diphenyl fungicide (CHEBI:87039)
diphenylamine (CHEBI:4640) is a secondary amino compound (CHEBI:50995)
Incoming 5-[2-(2-oxoethoxy)ethoxy]-diclofenac (CHEBI:61752) has functional parent diphenylamine (CHEBI:4640)
p-aminodiphenylamine (CHEBI:59038) has functional parent diphenylamine (CHEBI:4640)
amocarzine (CHEBI:38946) has functional parent diphenylamine (CHEBI:4640)
amoscanate (CHEBI:38944) has functional parent diphenylamine (CHEBI:4640)
diclofenac (CHEBI:47381) has functional parent diphenylamine (CHEBI:4640)
flufenamate (CHEBI:520819) has functional parent diphenylamine (CHEBI:4640)
flufenamic acid (CHEBI:42638) has functional parent diphenylamine (CHEBI:4640)
IUPAC Name
N-phenylaniline
Synonyms Sources
(phenylamino)benzene NIST Chemistry WebBook
anilinobenzene NIST Chemistry WebBook
C6H5‒NH‒C6H5 IUPAC
Diphenylamine KEGG COMPOUND
DPA NIST Chemistry WebBook
N,N-diphenylamine ChemIDplus
N-phenylbenzenamine ChemIDplus
Manual Xrefs Databases
1335 PPDB
C11016 KEGG COMPOUND
CPD-9937 MetaCyc
diphenylamine Alan Wood's Pesticides
Diphenylamine Wikipedia
HMDB0032562 HMDB
View more database links
Registry Numbers Types Sources
122-39-4 CAS Registry Number KEGG COMPOUND
122-39-4 CAS Registry Number NIST Chemistry WebBook
122-39-4 CAS Registry Number ChemIDplus
508755 Beilstein Registry Number Beilstein
508755 Reaxys Registry Number Reaxys
67833 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
16172927 PubMed citation Europe PMC
16336182 PubMed citation Europe PMC
23200380 PubMed citation Europe PMC
23311914 PubMed citation Europe PMC
6446435 PubMed citation Europe PMC
8192920 PubMed citation Europe PMC
Last Modified
27 May 2021