SULFACETAMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C8H10N2O3S
Molecular Weight	214.242
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

SMILES

CC(=O)NS(=O)(=O)C1=CC=C(N)C=C1

InChI

InChIKey=SKIVFJLNDNKQPD-UHFFFAOYSA-N

InChI=1S/C8H10N2O3S/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8/h2-5H,9H2,1H3,(H,10,11)

HIDE SMILES / InChI

Molecular Formula	C8H10N2O3S
Molecular Weight	214.242
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

Sulfacetamide is a synthetic sulfonamide antibiotic, which exerts its effect through inhibition of bacterial dihydrofolate synthetase, an enzyme responsible for the conversion of p-aminobenzoic acid into folic acid in bacterias. The topical formulation of the drug is prescribed for the treatment of acne vulgaris and the ophtalmic formulation is used in patients with eye infections.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial dihydropteroate synthase 44	Inhibitor 8,297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Eye infections 13	Curative		Approved 8,429	BLEPHAMIDE
Acne vulgaris 34	Curative		Approved 8,429	KLARON

Sourcing

Sourcing

Show entries

Vendor/Aggregator	ID	URL
ChEBI	CHEBI:63845	https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:63845
ChemicalBook	CB4264350	https://www.chemicalbook.com/ChemicalProductProperty_EN_CB4264350
MolPort	MolPort-000-900-614	https://www.molport.com/shop/molecule-link/MolPort-000-900-614
ZINC	ZINC000005179119	http://zinc15.docking.org/substances/ZINC000005179119
eMolecules	511811	https://www.emolecules.com/cgi-bin/more?vid=511811

Showing 1 to 5 of 5 entries

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PubMed

Show entries

Title	Date	PubMed
Acute infectious conjunctivitis in childhood.	2001 Jul	20084257
Spectrophotometric determination of sulphacetamide.	2002 Jul-Aug	12426820
Studies on the influence of auxiliary substances on the physico-chemical characteristics of ophthalmic drugs. Part I. Studies on the influence of auxiliary substances on the critical micellar concentration of surfactants solutions in eye drops containing sulphacetamidum natricum.	2002 Jul-Aug	12403298
Laboratory exposures to staphylococcal enterotoxin B.	2004 Sep	15498154
Molecular characterization of bifunctional hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase from Plasmodium falciparum.	2004 Sep	15279950

Showing 1 to 5 of 12 entries

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Patents

Sample Use Guides

In Vivo Use Guide

Topical: apply a thin film to affected areas twice daily. Ophtalmic suspension/ointment: two drops of suspension should be instilled into the conjunctival sac every four hours during the day and at bedtime. A small amount, approximately 1/2 inch ribbon of ointment, should be applied in the conjunctival sac three or four times daily and once or twice at night.

Route of Administration: Other

In Vitro Use Guide

P. aeruginosa, S. marcescens, St. epidermidis, C. albicans, and A. fumigatus (spores) were exposed to two ophthalmic solutions each formulated with 10% sodium sulfacetamide and a preservative. Sulfacetamide solutions preserved with thimerosal have MIC values ranging from 0.2 to 2.8 for the five test microorganisms. The solutions preserved with parabens exhibit slightly higher MIC values for Pseudomonas, Serratia, and spores of Aspergillus (1.5-6.5) and significantly higher MIC values for Staphylococcus and Candida (19.6 and 5.0, respectively).