CHEBI:45373 - sulfanilamide

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ChEBI Name sulfanilamide
ChEBI ID CHEBI:45373
Definition A sulfonamide in which the sulfamoyl functional group is attached to aniline at the 4-position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:45370, CHEBI:9333
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Formula C6H8N2O2S
Net Charge 0
Average Mass 172.20600
Monoisotopic Mass 172.031
InChI InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)
InChIKey FDDDEECHVMSUSB-UHFFFAOYSA-N
SMILES Nc1ccc(cc1)S(N)(=O)=O
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): EC 4.2.1.1 (carbonic anhydrase) inhibitor
An EC 4.2.1.* (hydro-lyases) inhibitor that interferes with the action of carbonic anhydrase (EC 4.2.1.1). Such compounds reduce the secretion of H+ ions by the proximal kidney tubule.
antibacterial agent
A substance that kills or slows the growth of bacteria.
antimicrobial agent
A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
(via sulfonamide antibiotic )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing sulfanilamide (CHEBI:45373) has role antibacterial agent (CHEBI:33282)
sulfanilamide (CHEBI:45373) has role EC 4.2.1.1 (carbonic anhydrase) inhibitor (CHEBI:23018)
sulfanilamide (CHEBI:45373) is a substituted aniline (CHEBI:48975)
sulfanilamide (CHEBI:45373) is a sulfonamide (CHEBI:35358)
sulfanilamide (CHEBI:45373) is a sulfonamide antibiotic (CHEBI:87228)
Incoming 4-sulfanilamidobenzoic acid (CHEBI:53237) has functional parent sulfanilamide (CHEBI:45373)
N-acetylsulfamethoxazole (CHEBI:31169) has functional parent sulfanilamide (CHEBI:45373)
fosamprenavir (CHEBI:82941) has functional parent sulfanilamide (CHEBI:45373)
nitrososulfadiazine (CHEBI:61018) has functional parent sulfanilamide (CHEBI:45373)
nitrososulfamethoxazole (CHEBI:53017) has functional parent sulfanilamide (CHEBI:45373)
nitrososulfapyridine (CHEBI:61023) has functional parent sulfanilamide (CHEBI:45373)
prontosil (CHEBI:8464) has functional parent sulfanilamide (CHEBI:45373)
sulfacetamide (CHEBI:63845) has functional parent sulfanilamide (CHEBI:45373)
sulfadiazine (CHEBI:9328) has functional parent sulfanilamide (CHEBI:45373)
sulfadiazine hydroxylamine (CHEBI:61017) has functional parent sulfanilamide (CHEBI:45373)
sulfadimethoxine (CHEBI:32161) has functional parent sulfanilamide (CHEBI:45373)
sulfamerazine (CHEBI:102130) has functional parent sulfanilamide (CHEBI:45373)
sulfamethazine (CHEBI:102265) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxazole (CHEBI:9332) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxazole hydroxylamine (CHEBI:53016) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxydiazine (CHEBI:53727) has functional parent sulfanilamide (CHEBI:45373)
sulfamethoxypyridazine (CHEBI:102516) has functional parent sulfanilamide (CHEBI:45373)
sulfapyridine (CHEBI:132842) has functional parent sulfanilamide (CHEBI:45373)
sulfapyridine hydroxylamine (CHEBI:61021) has functional parent sulfanilamide (CHEBI:45373)
sulfasalazine (CHEBI:9334) has functional parent sulfanilamide (CHEBI:45373)
sulfathiazole (CHEBI:9337) has functional parent sulfanilamide (CHEBI:45373)
sulfathiourea (CHEBI:131723) has functional parent sulfanilamide (CHEBI:45373)
sulfisomidine (CHEBI:32166) has functional parent sulfanilamide (CHEBI:45373)
sulfisoxazole (CHEBI:102484) has functional parent sulfanilamide (CHEBI:45373)
IUPAC Name
4-aminobenzenesulfonamide
Synonyms Sources
4-aminobenzene sulfonic acid amide ChEBI
4-azanylbenzenesulfonamide IUPAC
p-aminobenzenesulfamide NIST Chemistry WebBook
p-aminobenzenesulfonamide NIST Chemistry WebBook
para-aminobenzenesulfonamide ChEBI
Prontosil album KEGG COMPOUND
SA ChEBI
Streptocide NIST Chemistry WebBook
Sulfamine KEGG COMPOUND
sulfamine NIST Chemistry WebBook
Sulfanilamide KEGG COMPOUND
SULFANILAMIDE PDBeChem
sulphanilamide ChEBI
Manual Xrefs Databases
1924 VSDB
2521 DrugCentral
C07458 KEGG COMPOUND
D08543 KEGG DRUG
DB00259 DrugBank
HMDB0014404 HMDB
LSM-6524 LINCS
SAN PDBeChem
Sulfanilamide Wikipedia
View more database links
Registry Numbers Types Sources
511852 Beilstein Registry Number Beilstein
511852 Reaxys Registry Number Reaxys
63-74-1 CAS Registry Number NIST Chemistry WebBook
63-74-1 CAS Registry Number ChemIDplus
83068 Gmelin Registry Number Gmelin
Citations Waiting for Citations Types Sources
22214209 PubMed citation Europe PMC
22342371 PubMed citation Europe PMC
22974493 PubMed citation Europe PMC
23061287 PubMed citation Europe PMC
23065453 PubMed citation Europe PMC
23122138 PubMed citation Europe PMC
23294218 PubMed citation Europe PMC
23476893 PubMed citation Europe PMC
23561569 PubMed citation Europe PMC
2420897 PubMed citation Europe PMC
9639594 PubMed citation Europe PMC
Last Modified
22 February 2017