SULFANILAMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H8N2O2S
Molecular Weight	172.205
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

NC1=CC=C(C=C1)S(N)(=O)=O

InChI

InChIKey=FDDDEECHVMSUSB-UHFFFAOYSA-N

InChI=1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)

HIDE SMILES / InChI

Molecular Formula	C6H8N2O2S
Molecular Weight	172.205
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial dihydropteroate synthase 44	Inhibitor 8,504		43.7 µM [Ki]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Vulvovaginal candidiasis 13	Curative		Approved 8,583	AVC

T_1/2

Value	Dose	Co-administered	Analyte	Population
63.35 h	1000 mg single, oral		SULFANILAMIDE plasma	Homo sapiens

F_unbound

Value	Dose	Co-administered	Analyte	Population
27.37%	1000 mg single, oral		SULFANILAMIDE plasma	Homo sapiens

Doses

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Dose	Population	Adverse events
15 % 1 times / day steady, topical Recommended	unhealthy, adult	Other AEs: Local reaction...

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AEs

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AE	Significance	Dose	Population
Local reaction	0.2%	15 % 1 times / day steady, topical Recommended	unhealthy, adult

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Sourcing

Sourcing

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Vendor/Aggregator	ID	URL
ChEBI	CHEBI:45373	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:45373
ChemicalBook	CB6212562	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB6212562
eMolecules	474316	https://www.emolecules.com/cgi-bin/more?vid=474316
MolPort	MolPort-000-871-476	https://www.molport.com/shop/molecule-link/MolPort-000-871-476
Selleck Chemicals	Sulfanilamide	http://www.selleckchem.com/products/Sulfanilamide.html

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PubMed

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Title	Date	PubMed
Carbonic anhydrase inhibitors: metal complexes of a sulfanilamide derived Schiff base and their interaction with isozymes I, II and IV.	2001 Dec	12164389
[Clinico-immunologic effect of immunomodulin and bactim in duodenal ulcer under environmental pollution conditions].	2002	12619576
Trichinella britovi in domestic pig--a case report.	2002	12173503
Molecular epidemiology of cystic fibrosis-linked Burkholderia cepacia complex isolates from three national referral centres in Ireland.	2002	11972706
Effects of anion and cation inhibitors and carbonic anhydrase inhibitors upon the activity of the gypsy moth (Lepidoptera: Lymantriidae) nucleo-polyhedrovirus.	2002 Apr	12019995

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Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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.