SULFACETAMIDE

First approved in 1941

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

Structure Search

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

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

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019931s019lbl.pdf | https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c68ebddc-dcb5-4695-a66b-d03a65a110f6

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 Target ID: CHEMBL2364668 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019931s019lbl.pdf	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Eye infections 13 Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=c68ebddc-dcb5-4695-a66b-d03a65a110f6	Curative		Approved 8583	BLEPHAMIDE Approved Use Blephamide 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 Date 1961
Acne vulgaris 34 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2010/019931s019lbl.pdf	Curative		Approved 8583	KLARON Approved Use Klaron Lotion is indicated in the topical treatment of acne vulgaris. Launch Date 1996

C_max

Value	Dose	Co-administered	Analyte	Population
99.2 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6663474/	750 mg single, oral dose: 750 mg route of administration: Oral experiment type: SINGLE co-administered:		SULFACETAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
1803 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6663474/	750 mg single, oral dose: 750 mg route of administration: Oral experiment type: SINGLE co-administered:		SULFACETAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
10.3 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6663474/	750 mg single, oral dose: 750 mg route of administration: Oral experiment type: SINGLE co-administered:		SULFACETAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED
13 h REVIEW https://sci-hub.st/https://www.sciencedirect.com/science/article/pii/S0099542808606103	single, ocular		SULFACETAMIDE plasma	Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

F_unbound

Value	Dose	Co-administered	Analyte	Population
82% REVIEW https://sci-hub.st/https://www.sciencedirect.com/science/article/pii/S0099542808606103	single, ocular		SULFACETAMIDE plasma	Homo sapiens population: UNKNOWN age: ADULT sex: UNKNOWN food status: UNKNOWN

Sourcing

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
eMolecules	511811	https://www.emolecules.com/cgi-bin/more?vid=511811
MolPort	MolPort-000-900-614	https://www.molport.com/shop/molecule-link/MolPort-000-900-614
ZINC	ZINC000005179119	http://zinc15.docking.org/substances/ZINC000005179119

PubMed

Title	Date	PubMed
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.	2015-05-18	25811541
An alternative purification method for human serum paraoxonase 1 and its interactions with sulfonamides.	2010-12	21040495
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.	2010-11	21229827
[Rosacea: pathogenesis, clinical forms and therapy].	2010-07-25	20650811
Synthesis of novel selenium-containing sulfa drugs and their antibacterial activities.	2010-07-21	20644596
Curvularia keratomycosis in a dog.	2010-03	20447033
The multifunctionality of 10% sodium sulfacetamide, 5% sulfur emollient foam in the treatment of inflammatory facial dermatoses.	2010-03	20232584
Pharmacokinetic study on the mechanism of interaction of sulfacetamide sodium with bovine serum albumin: a spectroscopic method.	2010-03	20073032
Sulfacetamide loaded Eudragit® RL100 nanosuspension with potential for ocular delivery.	2010	21486528
Synthesis and biological activities of some novel triazoloquinazolines and triazinoquinazolines containing benzenesulfonamide moieties.	2010	20329657
A new and simple method to determine trace levels of sulfonamides in honey by high performance liquid chromatography with fluorescence detection.	2009-10-23	19505691
Updates on the pathophysiology and management of acne rosacea.	2009-09	19820288
Interaction of topical sulfacetamide and topical dapsone with benzoyl peroxide.	2009-09	19770443
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.	2009-08	19223014
Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS.	2009-05	19384986
Treatment of papulopustular rosacea with sodium sulfacetamide 10%/sulfur 5% emollient foam.	2009-03	19271381
Rosacea and its topical management.	2009-02	19330270
Expression profile of CREB knockdown in myeloid leukemia cells.	2008-09-18	18801183
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.	2008-07-14	18558136
Ocular myasis and associated mucopurulent conjuctivitis acquired occupationally: A case study.	2008-04	20040993
Optimal conditions for determination of zinc bacitracin, polymyxin B, oxytetracycline and sulfacetamide in animal feed by micellar electrokinetic capillary chromatography.	2008-04	18348041
Application of liquid-liquid-liquid microextraction and high-performance liquid-chromatography for the determination of sulfonamides in water.	2008-03-31	18331856
Emerging topical antimicrobial options for mild-to-moderate acne: a review of the clinical evidence.	2008-02	18404864
N-(2,6-Dimethyl-phen-yl)-2-methyl-acetamide.	2008-01-09	21201410
Prescription refills and healthcare costs associated with topical metronidazole in Medicaid enrolled patients with rosacea.	2008	19160531
Researches concerning the synthesis and antituberculosis action of some new sulphacetamide derivatives.	2007-09-07	17802961
[Simultaneous determination of seven sulfonamides and metronidazole and chloramphenicol in cosmetics by high performance liquid chromatography].	2007-09	18161331
A sensitive spectrophotometric method for the determination of sulfonamides in pharmaceutical preparations.	2007-09	17878112
Pilot investigation of the hydrating effects of topical acne medications.	2007-08	17763612
Simultaneous determination of 17 sulfonamides and the potentiators ormetoprim and trimethoprim in salmon muscle by liquid chromatography with tandem mass spectrometry detection.	2007-03-22	17373466
Clinical development of 1% azithromycin in DuraSite, a topical azalide anti-infective for ocular surface therapy.	2007-03	19668461
[Determination of 12 sulfonamides in cosmetics by ultra performance liquid chromatography].	2007-03	17580695
Demodex folliculorum and Demodex brevis as a cause of chronic marginal blepharitis.	2007	18561612
Toxicity and biodegradability of sulfonamides and products of their photocatalytic degradation in aqueous solutions.	2006-11	16750553
Determination of sulfonamide antibiotics in wastewater: a comparison of solid phase microextraction and solid phase extraction methods.	2006-10-27	16879830
Combination topical therapy in the treatment of acne.	2006-08	17966494
Copper complexes with heterocyclic sulfonamides: synthesis, spectroscopic characterization, microbiological and SOD-like activities: crystal structure of [Cu(sulfisoxazole)2(H2O)4] . 2H2O.	2006-07	16584779
Epidermal growth factor receptor (EGFR) inhibitor associated skin eruption.	2006-04	16673807
Broad-specificity immunoassays for sulfonamide detection: immunochemical strategy for generic antibodies and competitors.	2006-03-01	16503608
Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry.	2006-01-03	16385979
Topical therapies for rosacea.	2006-01	16468288
Monitoring of five sulfonamide antibacterial residues in milk by in-tube solid-phase microextraction coupled to high-performance liquid chromatography.	2005-11-02	16248539
Resistant scalp folliculitis secondary to Demodex infestation.	2005-11	16422467
Demodex mites as a cause of human disease.	2005-11	16422462
Refractory Demodex folliculitis in five children with acute lymphoblastic leukemia.	2005-09-30	16190988
Topical metronidazole combination therapy in the clinical management of rosacea.	2005-07-12	16004021
Combination sodium sulfacetamide 10% and sulfur 5% cream with sunscreens versus metronidazole 0.75% cream for rosacea.	2005-06	16047874
Multiresidue determination of sulfonamides in a variety of biological matrices by supported liquid membrane with high pressure liquid chromatography-electrospray mass spectrometry detection.	2004-09-08	18969572
Acute infectious conjunctivitis in childhood.	2001-07	20084257
Interaction of sulfonamide and sulfone compounds with Toxoplasma gondii dihydropteroate synthase.	1990-02	2298911

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).

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:45:30 GMT 2025` Edited by `admin` on `Mon Mar 31 18:45:30 GMT 2025`
Record UNII	4965G3J0F5
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GYNE-SULF COMPONENT SULFACETAMIDE

Preferred Name

English

SULFACETAMIDE

Official Name

English

SULFACETAMIDE [ORANGE BOOK]

Common Name

English

TRYSUL COMPONENT SULFACETAMIDE

Common Name

English

SULFACETAMIDE [USP IMPURITY]

Common Name

English

SULTRIN COMPONENT SULFACETAMIDE

Common Name

English

SULFACETAMIDE [MART.]

Common Name

English

SULPHACETAMIDE

Common Name

English

SULFACETAMIDUM [WHO-IP LATIN]

Common Name

English

Sulfacetamide [WHO-DD]

Common Name

English

NSC-63871

Code

English

UROSULFON

Common Name

English

TRIPLE SULFA (SULFACETAMIDE)

Common Name

English

sulfacetamide [INN]

Common Name

English

N-((4-AMINOPHENYL)SULFONYL)ACETAMIDE [WHO-IP]

Systematic Name

English

TRIPLE SULFA (SULFACETAMIDE) [ORANGE BOOK]

Common Name

English

SULFADIMIDINE IMPURITY E [EP IMPURITY]

Common Name

English

VAGILIA COMPONENT SULFACETAMIDE

Common Name

English

SULFACETAMIDE [VANDF]

Common Name

English

SULFACETAMIDE [MI]

Common Name

English

SULFACETAMIDE [WHO-IP]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QJ01EQ21