dapsone (CHEBI:4325)

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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

Average Mass

248.30100

Monoisotopic Mass

248.06195

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.

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

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

Last Modified

16 January 2018