CHEBI:4325 - dapsone

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ChEBI Name dapsone
ChEBI ID CHEBI:4325
Definition A sulfone that is diphenylsulfone in which the hydrogen atom at the 4 position of each of the phenyl groups is substituted by an amino group. It is active against a wide range of bacteria, but is mainly employed for its actions against Mycobacterium leprae, being used as part of multidrug regimens in the treatment of all forms of leprosy.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:226356
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Formula C12H12N2O2S
Net Charge 0
Average Mass 248.30100
Monoisotopic Mass 248.062
InChI InChI=1S/C12H12N2O2S/c13-9-1-5-11(6-2-9)17(15,16)12-7-3-10(14)4-8-12/h1-8H,13-14H2
InChIKey MQJKPEGWNLWLTK-UHFFFAOYSA-N
SMILES Nc1ccc(cc1)S(=O)(=O)c1ccc(N)cc1
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
leprostatic drug
A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
Application(s): antimalarial
A drug used in the treatment of malaria. Antimalarials are usually classified on the basis of their action against Plasmodia at different stages in their life cycle in the human.
leprostatic drug
A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
antiinfective agent
A substance used in the prophylaxis or therapy of infectious diseases.
anti-inflammatory drug
A substance that reduces or suppresses inflammation.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing dapsone (CHEBI:4325) has functional parent diphenyl sulfone (CHEBI:78360)
dapsone (CHEBI:4325) has role anti-inflammatory drug (CHEBI:35472)
dapsone (CHEBI:4325) has role antiinfective agent (CHEBI:35441)
dapsone (CHEBI:4325) has role antimalarial (CHEBI:38068)
dapsone (CHEBI:4325) has role leprostatic drug (CHEBI:35816)
dapsone (CHEBI:4325) is a substituted aniline (CHEBI:48975)
dapsone (CHEBI:4325) is a sulfone (CHEBI:35850)
Incoming acedapsone (CHEBI:139474) has functional parent dapsone (CHEBI:4325)
monoacetyldapsone (CHEBI:139473) has functional parent dapsone (CHEBI:4325)
nitroso-dapsone (CHEBI:139466) has functional parent dapsone (CHEBI:4325)
IUPAC Name
4,4'-sulfonyldianiline
INNs Sources
dapsona ChemIDplus
dapsone ChEBI
dapsonum ChemIDplus
Synonyms Sources
1,1'-sulfonylbis(4-aminobenzene) ChemIDplus
4,4'-dapsone ChemIDplus
4,4'-diaminodiphenyl sulfone ChemIDplus
4,4'-sulfonylbisaniline ChemIDplus
4,4'-Sulfonylbisbenzenamine KEGG COMPOUND
4-(4-amino-benzenesulfonyl)-phenylamine ChEMBL
4-(4-aminophenylsulfonyl)aniline ChEMBL
4-(4-aminophenylsulfonyl)benzenamine ChEMBL
4-aminophenyl sulfone ChemIDplus
bis(4-aminophenyl)sulfone ChEMBL
Bis(p-aminophenyl) sulfone ChemIDplus
DADPS ChEBI
DAPSONE ChEMBL
Dapsone KEGG COMPOUND
DDS ChEBI
DIAPHENYLSULFONE ChEMBL
Diaphenylsulfone KEGG COMPOUND
p,p'-diaminodiphenyl sulfone NIST Chemistry WebBook
p,p-sulphonylbisbenzamine NIST Chemistry WebBook
p,p-sulphonylbisbenzenamine NIST Chemistry WebBook
p-aminophenyl sulfone NIST Chemistry WebBook
Manual Xrefs Databases
782 DrugCentral
C07666 KEGG COMPOUND
D00592 KEGG DRUG
Dapsone Wikipedia
DB00250 DrugBank
FR829926 Patent
HMDB0014395 HMDB
LSM-5714 LINCS
View more database links
Registry Numbers Types Sources
788055 Beilstein Registry Number Beilstein
788055 Reaxys Registry Number Reaxys
80-08-0 CAS Registry Number ChemIDplus
80-08-0 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
16361748 PubMed citation Europe PMC
18035772 PubMed citation Europe PMC
24232126 PubMed citation Europe PMC
24512442 PubMed citation Europe PMC
28434260 PubMed citation Europe PMC
28699887 PubMed citation Europe PMC
28732451 PubMed citation Europe PMC
29045131 PubMed citation Europe PMC
29192974 PubMed citation Europe PMC
29192999 PubMed citation Europe PMC
29233746 PubMed citation Europe PMC
29280553 PubMed citation Europe PMC
Last Modified
16 January 2018