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Details

Stereochemistry ACHIRAL
Molecular Formula C6H7N2O2S.Na
Molecular Weight 194.187
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFANILAMIDE SODIUM

SMILES

[Na+].NC1=CC=C(C=C1)S([NH-])(=O)=O

InChI

InChIKey=CGRKCGWEOIQFRD-UHFFFAOYSA-N
InChI=1S/C6H7N2O2S.Na/c7-5-1-3-6(4-2-5)11(8,9)10;/h1-4H,7H2,(H-,8,9,10);/q-1;+1

HIDE SMILES / InChI

Molecular Formula C6H8N2O2S
Molecular Weight 172.205
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.98976928
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Sulfanilamide is an anibiotic drug, which has been used for decades for the treatment of vulvovaginal candidiasis. The drug blocks folic acid synthesis in bacterias by inhibitin the enzyme dihydropteroate synthase.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
43.7 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
AVC

Approved Use

For the treatment of vulvovaginitis caused by Candida albicans.

Launch Date

1965
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
63.35 h
1000 mg single, oral
dose: 1000 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SULFANILAMIDE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Funbound

Funbound

ValueDoseCo-administeredAnalytePopulation
27.37%
1000 mg single, oral
dose: 1000 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
SULFANILAMIDE plasma
Homo sapiens
population: UNKNOWN
age: ADULT
sex: UNKNOWN
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
15 % 1 times / day steady, topical
Recommended
Dose: 15 %, 1 times / day
Route: topical
Route: steady
Dose: 15 %, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: F
Sources:
Other AEs: Local reaction...
AEs

AEs

AESignificanceDosePopulation
Local reaction 0.2%
15 % 1 times / day steady, topical
Recommended
Dose: 15 %, 1 times / day
Route: topical
Route: steady
Dose: 15 %, 1 times / day
Sources:
unhealthy, adult
Health Status: unhealthy
Age Group: adult
Sex: F
Sources:
PubMed

PubMed

TitleDatePubMed
Use of antibiotics to treat bacteriuria of pregnancy in the Nordic countries. Which antibiotics are appropriate to treat bacteriuria of pregnancy?
2001 Apr
Molecular and crystal structures of N-arylglycopyranosylamines formed by reaction between sulfanilamide and D-ribose, D-arabinose and D-mannose.
2001 Apr 12
Persistence of sulphonamide resistance in Escherichia coli in the UK despite national prescribing restriction.
2001 Apr 28
5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides.
2001 Feb
Primary prevention with cotrimoxazole for HIV-1-infected adults: results of the pilot study in Dakar, Senegal.
2001 Feb 1
Characterisation of carbonic anhydrase in Plasmodium falciparum.
2001 May 15
E7070, a novel sulphonamide agent with potent antitumour activity in vitro and in vivo.
2001 Nov
Epidemiological analysis of Salmonella enteritidis isolates in Singapore.
2001 Oct
Salt effects in capillary zone electrophoresis. V. Adsorption and retention of electrically neutral analytes.
2001 Sep 21
[Clinico-immunologic effect of immunomodulin and bactim in duodenal ulcer under environmental pollution conditions].
2002
Antimicrobial resistance and plasmid profiles of Campylobacter jejuni and Campylobacter coli from human and animal sources.
2002
Tandem vicarious nucleophilic substitution of hydrogen/intramolecular Diels-Alder reaction of 1,2,4-triazines into functionalized cycloalkenopyridines.
2002 Apr
Sulphonamide residues in eggs following drug administration via the drinking water.
2002 Apr
Pneumocystis pneumonia.
2002 Dec
Improving broad specificity hapten recognition with protein engineering.
2002 Jul 17
Release characteristics of pectin microspheres prepared by an emulsification technique.
2002 Jul-Aug
'In vitro' study of chemotherapeutic activity of sulphimidazole on some sensitive and metronidazole-resistant Trichomonas vaginalis strains.
2002 Nov
Exposure to receptor-activator of NFkappaB ligand renders pre-osteoclasts resistant to IFN-gamma by inducing terminal differentiation.
2003
[Treatment of patients with acute pneumonia].
2003 Apr-Jun
[Treatment of sulfanilamide production wastewater by resin adsorption technique].
2003 Nov
Drug-induced bilateral transient myopia with the sulphonamide sulphasalazine.
2003 Nov
Investigation of structural and dynamic features of the radicals produced in gamma irradiated sulfanilamide: an ESR study.
2003 Nov 28
Validated HPLC method for the determination of ranitidine in plasma.
2003 Oct
Carbonic anhydrase inhibitors: inhibition of human and murine mitochondrial isozymes V with anions.
2003 Sep 1
High-performance liquid chromatography/inductively coupled plasma mass spectrometry and tandem mass spectrometry for the detection of carbon-containing compounds.
2004
Integron analysis and genetic mapping of antimicrobial resistance genes in Salmonella enterica serotype Typhimurium.
2004
Simultaneous determination of cefatrizine and clavulanic acid in dog plasma by HPLC.
2004 Apr 1
Quantitative analysis of twelve sulfonamides in honey after acidic hydrolysis by high-performance liquid chromatography with post-column derivatization and fluorescence detection.
2004 Aug 20
A new method for purification of carbonic anhydrase isozymes by affinity chromatography.
2004 Feb
Carbonic anhydrase inhibitors: the first selective, membrane-impermeant inhibitors targeting the tumor-associated isozyme IX.
2004 Feb 23
Carbonic anhydrase inhibitors. Inhibition of mitochondrial isozyme V with aromatic and heterocyclic sulfonamides.
2004 Feb 26
Carbonic anhydrase inhibitors. Inhibition of cytosolic isozyme XIII with aromatic and heterocyclic sulfonamides: a novel target for the drug design.
2004 Jul 16
Plasmodium falciparum carbonic anhydrase is a possible target for malaria chemotherapy.
2004 Jun
Emerging issues in infective endocarditis.
2004 Jun
Contamination of honey by the herbicide asulam and its antibacterial active metabolite sulfanilamide.
2004 Jun
Enhancement of host fitness by the sul2-coding plasmid p9123 in the absence of selective pressure.
2004 Jun
[Preparation of monoclonal antibody against sulfadiazine and development of an ELISA kit].
2004 Mar
Drug interaction with T-cell receptors: T-cell receptor density determines degree of cross-reactivity.
2004 Mar
An experimental animal model of aseptic loosening of hip prostheses in sheep to study early biochemical changes at the interface membrane.
2004 Mar 3
Defective DNA repair as a potential mechanism for the rapid development of drug resistance in Plasmodium falciparum.
2004 May 4
Carbonic anhydrase inhibitors: synthesis and inhibition of cytosolic/tumor-associated carbonic anhydrase isozymes I, II, and IX with sulfonamides incorporating 1,2,4-triazine moieties.
2004 Nov 1
Drinking-water nitrate, methemoglobinemia, and global burden of disease: a discussion.
2004 Oct
Pharmacokinetics of the nonsteroidal steroid sulphatase inhibitor 667 COUMATE and its sequestration into red blood cells in rats.
2004 Oct 4
Molecular characterization of bifunctional hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase from Plasmodium falciparum.
2004 Sep
Patents

Sample Use Guides

One applicatorful (about 6g) intravaginally once or twice daily. Improvements in symptoms should occur within a few days, but treatment should be continued for a period of 30 days.
Route of Administration: Vaginal
Antimicrobial activity of sulfanilamide was tested with different bacterial and yeast strains. MIC values were 8 ug/ml for Listeria innocua, Escherishia coli and Pseudomonas aeruginosa; 16 ug/ml for Staphylococcus aureu and Candida albicans; 100 ug/ml for Botrytis cinerea and Fusarium oxysporum culmorum.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:46:16 GMT 2025
Edited
by admin
on Mon Mar 31 17:46:16 GMT 2025
Record UNII
4ZB6W6B524
Record Status Validated (UNII)
Record Version
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Name Type Language
SULFANILAMIDE SODIUM
Systematic Name English
SULFANILAMIDE, MONOSODIUM SALT
Preferred Name English
SODIUM SULFANILAMIDE
Systematic Name English
SULFANILAMIDE MONOSODIUM
Systematic Name English
Code System Code Type Description
FDA UNII
4ZB6W6B524
Created by admin on Mon Mar 31 17:46:16 GMT 2025 , Edited by admin on Mon Mar 31 17:46:16 GMT 2025
PRIMARY
EPA CompTox
DTXSID00143688
Created by admin on Mon Mar 31 17:46:16 GMT 2025 , Edited by admin on Mon Mar 31 17:46:16 GMT 2025
PRIMARY
PUBCHEM
12226950
Created by admin on Mon Mar 31 17:46:16 GMT 2025 , Edited by admin on Mon Mar 31 17:46:16 GMT 2025
PRIMARY
CAS
10103-15-8
Created by admin on Mon Mar 31 17:46:16 GMT 2025 , Edited by admin on Mon Mar 31 17:46:16 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY