CHEBI:4325 - dapsone

ChEBI IDCHEBI:4325
ChEBI Namedapsone
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:226356
Last Modified16 January 2018
DownloadsMolfile
FormulaC12H12N2O2S
Net Charge0
Average Mass248.307
Monoisotopic Mass248.06195
SMILESNc1ccc(S(=O)(=O)c2ccc(N)cc2)cc1
InChIInChI=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
InChIKeyMQJKPEGWNLWLTK-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
antiviral agent  A substance that destroys or inhibits replication of viruses.
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
anti-HIV agent  An antiviral agent that destroys or inhibits the replication of the human immunodeficiency virus.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
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.
Applications:
dermatologic drug  A drug used to treat or prevent skin disorders or for the routine care of skin.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
anti-inflammatory drug  A substance that reduces or suppresses inflammation.
antifibrotic agent  Any agent which acts to reduce fibrosis.
antiinfective agent  A substance used in the prophylaxis or therapy of infectious diseases.
leprostatic drug  A substance that suppresses Mycobacterium leprae, ameliorates the clinical manifestations of leprosy, and/or reduces the incidence and severity of leprous reactions.
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.
ChEBI Ontology
Outgoing Relation(s)
dapsone (CHEBI:4325) has functional parent diphenyl sulfone (CHEBI:78360)
dapsone (CHEBI:4325) has role anti-HIV agent (CHEBI:64946)
dapsone (CHEBI:4325) has role anti-inflammatory drug (CHEBI:35472)
dapsone (CHEBI:4325) has role antifibrotic agent (CHEBI:233423)
dapsone (CHEBI:4325) has role antifungal agent (CHEBI:35718)
dapsone (CHEBI:4325) has role antiinfective agent (CHEBI:35441)
dapsone (CHEBI:4325) has role antimalarial (CHEBI:38068)
dapsone (CHEBI:4325) has role antineoplastic agent (CHEBI:35610)
dapsone (CHEBI:4325) has role antiviral agent (CHEBI:22587)
dapsone (CHEBI:4325) has role dermatologic drug (CHEBI:50177)
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 Relation(s)
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  Source
dapsonaChemIDplus
dapsoneChEBI
dapsonumChemIDplus
Synonyms  Source
1,1'-sulfonylbis(4-aminobenzene)ChemIDplus
4-(4-amino-benzenesulfonyl)-phenylamineChEMBL
4-(4-aminophenylsulfonyl)anilineChEMBL
4-(4-aminophenylsulfonyl)benzenamineChEMBL
4,4'-dapsoneChemIDplus
4,4'-diaminodiphenyl sulfoneChemIDplus
Brand Name  Source
AczoneChEMBL
Manual XrefsDatabases
782DrugCentral
C07666KEGG COMPOUND
D00592KEGG DRUG
DapsoneWikipedia
DB00250DrugBank
FR829926Patent
HMDB0014395HMDB
LSM-5714LINCS
Registry NumbersSources
Reaxys:788055Reaxys
CAS:80-08-0NIST Chemistry WebBook
CAS:80-08-0KEGG COMPOUND
CAS:80-08-0ChemIDplus
Citations