Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C8H9N2O3S.Na |
| Molecular Weight | 236.223 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].CC(=O)[N-]S(=O)(=O)C1=CC=C(N)C=C1
InChI
InChIKey=PQMSFAORUFMASU-UHFFFAOYSA-M
InChI=1S/C8H10N2O3S.Na/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8;/h2-5H,9H2,1H3,(H,10,11);/q;+1/p-1
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 |
|---|---|---|---|
Target ID: CHEMBL2364668 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Curative | BLEPHAMIDE Approved UseBlephamide ophthalmic ointment is indicated for steroid-responsive inflammatory ocular conditions for which a corticosteroid is indicated and where superficial bacterial ocular infection or a risk of bacterial ocular infection exists. Ocular corticosteroids are indicated in inflammatory conditions of the palpebral and bulbar conjunctiva, cornea, and anterior segment of the globe where the inherent risk of corticosteroid use in certain infective conjunctivitides is accepted to obtain diminution in edema and inflammation. They are also indicated in chronic anterior uveitis and corneal injury from chemical, radiation or thermal burns or penetration of foreign bodies. Launch Date1961 |
|||
| Curative | KLARON Approved UseKlaron Lotion is indicated in the topical treatment of acne vulgaris. Launch Date1996 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Interaction of sulfonamide and sulfone compounds with Toxoplasma gondii dihydropteroate synthase. | 1990 Feb |
|
| [The effective antibacterial spectrum of sulfacetamide]. | 1992 Mar |
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| Acute infectious conjunctivitis in childhood. | 2001 Jul |
|
| 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 |
|
| Rosacea. An overview of diagnosis and management. | 2004 Dec |
|
| The use of sulfur in dermatology. | 2004 Jul-Aug |
|
| A double-blind comparative study of sodium sulfacetamide lotion 10% versus selenium sulfide lotion 2.5% in the treatment of pityriasis (tinea) versicolor. | 2004 Jun |
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| Investigation of radiosterilization and dosimetric features of sulfacetamide sodium. | 2004 Nov 19 |
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| Laboratory exposures to staphylococcal enterotoxin B. | 2004 Sep |
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| Molecular characterization of bifunctional hydroxymethyldihydropterin pyrophosphokinase-dihydropteroate synthase from Plasmodium falciparum. | 2004 Sep |
|
| Multiresidue determination of sulfonamides in a variety of biological matrices by supported liquid membrane with high pressure liquid chromatography-electrospray mass spectrometry detection. | 2004 Sep 8 |
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| Diagnosing and managing the patient with rosacea. | 2005 Apr |
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| Topical metronidazole combination therapy in the clinical management of rosacea. | 2005 Jul-Aug |
|
| Combination sodium sulfacetamide 10% and sulfur 5% cream with sunscreens versus metronidazole 0.75% cream for rosacea. | 2005 Jun |
|
| Adjunctive skin care in the management of rosacea: cleansers, moisturizers, and photoprotectants. | 2005 Mar |
|
| Seborrheic dermatitis. The link between facial rash and neurologic disease. | 2005 Mar |
|
| Resistant scalp folliculitis secondary to Demodex infestation. | 2005 Nov |
|
| Demodex mites as a cause of human disease. | 2005 Nov |
|
| Monitoring of five sulfonamide antibacterial residues in milk by in-tube solid-phase microextraction coupled to high-performance liquid chromatography. | 2005 Nov 2 |
|
| Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry. | 2005 Sep-Oct |
|
| Refractory Demodex folliculitis in five children with acute lymphoblastic leukemia. | 2005 Sep-Oct |
|
| Epidermal growth factor receptor (EGFR) inhibitor associated skin eruption. | 2006 Apr |
|
| Combination topical therapy in the treatment of acne. | 2006 Aug |
|
| Topical therapies for rosacea. | 2006 Jan |
|
| Copper complexes with heterocyclic sulfonamides: synthesis, spectroscopic characterization, microbiological and SOD-like activities: crystal structure of [Cu(sulfisoxazole)2(H2O)4] . 2H2O. | 2006 Jul |
|
| Broad-specificity immunoassays for sulfonamide detection: immunochemical strategy for generic antibodies and competitors. | 2006 Mar 1 |
|
| Toxicity and biodegradability of sulfonamides and products of their photocatalytic degradation in aqueous solutions. | 2006 Nov |
|
| Demodex folliculorum and Demodex brevis as a cause of chronic marginal blepharitis. | 2007 |
|
| Pilot investigation of the hydrating effects of topical acne medications. | 2007 Aug |
|
| Clinical development of 1% azithromycin in DuraSite, a topical azalide anti-infective for ocular surface therapy. | 2007 Mar |
|
| [Simultaneous determination of seven sulfonamides and metronidazole and chloramphenicol in cosmetics by high performance liquid chromatography]. | 2007 Sep |
|
| A sensitive spectrophotometric method for the determination of sulfonamides in pharmaceutical preparations. | 2007 Sep |
|
| Prescription refills and healthcare costs associated with topical metronidazole in Medicaid enrolled patients with rosacea. | 2008 |
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| Emerging topical antimicrobial options for mild-to-moderate acne: a review of the clinical evidence. | 2008 Feb |
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| N-(2,6-Dimethyl-phen-yl)-2-methyl-acetamide. | 2008 Jan 9 |
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| Comparative study of robustness between micellar electrokinetic capillary chromatography and high-performance liquid chromatography using one-variable-at-a-time and a new multi-variable-at-a-time approach. | 2008 Jul 14 |
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| Application of liquid-liquid-liquid microextraction and high-performance liquid-chromatography for the determination of sulfonamides in water. | 2008 Mar 31 |
|
| Expression profile of CREB knockdown in myeloid leukemia cells. | 2008 Sep 18 |
|
| Bioadhesive sulfacetamide sodium microspheres: evaluation of their effectiveness in the treatment of bacterial keratitis caused by Staphylococcus aureus and Pseudomonas aeruginosa in a rabbit model. | 2009 Aug |
|
| Treatment of papulopustular rosacea with sodium sulfacetamide 10%/sulfur 5% emollient foam. | 2009 Mar |
|
| Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS. | 2009 May |
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| Sulfacetamide loaded Eudragit® RL100 nanosuspension with potential for ocular delivery. | 2010 |
|
| Synthesis and biological activities of some novel triazoloquinazolines and triazinoquinazolines containing benzenesulfonamide moieties. | 2010 |
|
| An alternative purification method for human serum paraoxonase 1 and its interactions with sulfonamides. | 2010 Dec |
|
| [Rosacea: pathogenesis, clinical forms and therapy]. | 2010 Jul 25 |
|
| Curvularia keratomycosis in a dog. | 2010 Mar |
|
| Pharmacokinetic study on the mechanism of interaction of sulfacetamide sodium with bovine serum albumin: a spectroscopic method. | 2010 Mar |
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| Synthesis of novel selenium-containing sulfa drugs and their antibacterial activities. | 2010 May-Jun |
|
| Effectiveness and safety of doxycycline 40 mg (30-mg immediate-release and 10-mg delayed-release beads) once daily as add-on therapy to existing topical regimens for the treatment of papulopustular rosacea: results from a community-based trial. | 2010 Nov |
|
| Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis. | 2015 May 18 |
Patents
Sample Use Guides
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
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).
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SUB20814
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m10301
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30760ZE777
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ACTIVE MOIETY
SUBSTANCE RECORD
