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Details

Stereochemistry ACHIRAL
Molecular Formula C8H9N2O3S.Na.H2O
Molecular Weight 254.239
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFACETAMIDE SODIUM

SMILES

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

InChI

InChIKey=IHCDKJZZFOUARO-UHFFFAOYSA-M
InChI=1S/C8H10N2O3S.Na.H2O/c1-6(11)10-14(12,13)8-4-2-7(9)3-5-8;;/h2-5H,9H2,1H3,(H,10,11);;1H2/q;+1;/p-1

HIDE SMILES / InChI
Molecular Formula HO
Molecular Weight 17.0073
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE
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

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

1941
158
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Approved
8429
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
Curative
Approved
8429
KLARON

Approved Use

Klaron Lotion is indicated in the topical treatment of acne vulgaris.

Launch Date

1996
Sourcing

Sourcing

Vendor/AggregatorIDURL
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
PubMed

PubMed

TitleDatePubMed
Interaction of sulfonamide and sulfone compounds with Toxoplasma gondii dihydropteroate synthase.
1990 Feb
[The effective antibacterial spectrum of sulfacetamide].
1992 Mar
Topical bactrim versus trimethoprim and sulfonamide against nocardia keratitis.
2001 Mar
Spectrophotometric determination of sulphacetamide.
2002 Jul-Aug
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
3-Aminophenol as a novel coupling agent for the spectrophotometric determination of sulfonamide derivatives.
2003 Dec
Liquid chromatography-fluorescence detection for simultaneous analysis of sulfonamide residues in honey.
2003 Jun
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 treatment of rosacea.
2004 Jan
The use of sulfur in dermatology.
2004 Jul-Aug
Sulfur/sodium sulfacetamide preparations.
2004 Mar-Apr
Rosac Cream With Sunscreens (sodium sulfacetamide 10% and sulfur 5%).
2004 Mar-Apr
Diagnosing and managing the patient with rosacea.
2005 Apr
Combination sodium sulfacetamide 10% and sulfur 5% cream with sunscreens versus metronidazole 0.75% cream for rosacea.
2005 Jun
Simultaneous determination of 16 sulfonamides in honey by liquid chromatography/tandem mass spectrometry.
2005 Sep-Oct
Combination topical therapy in the treatment of acne.
2006 Aug
Demodex folliculorum and Demodex brevis as a cause of chronic marginal blepharitis.
2007
[Determination of 12 sulfonamides in cosmetics by ultra performance liquid chromatography].
2007 Mar
N-(2,6-Dimethyl-phen-yl)-2-methyl-acetamide.
2008 Jan 9
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
Rosacea and its topical management.
2009 Feb
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
Curvularia keratomycosis in a dog.
2010 Mar
Systems pharmacological analysis of drugs inducing stevens-johnson syndrome and toxic epidermal necrolysis.
2015 May 18
Patents

Patents

05908858
5
JP2006022101A
3

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 Fri Dec 15 15:07:52 GMT 2023
Edited
by admin
on Fri Dec 15 15:07:52 GMT 2023
Record UNII
4NRT660KJQ
Record Status Validated (UNII)
Record Version
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Name Type Language
SULFACETAMIDE SODIUM
EP   II   MART.   ORANGE BOOK   USP   USP-RS   VANDF   WHO-IP  
Common Name English
SODIUM SULFACETAMIDE
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF PREDSULFAIR
Common Name English
PREDSULFAIR COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACETAMIDE SODIUM [ORANGE BOOK]
Common Name English
SULFACETAMIDE SODIUM [WHO-IP]
Common Name English
PREDAMIDE COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACETAMIDE SODIUM [USP MONOGRAPH]
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF BLEPHAMIDE S.O.P.
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF SULPHRIN
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF SULSTER
Common Name English
SULFACETAMIDE SODIUM [VANDF]
Common Name English
BLEPHAMIDE COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACETAMIDE SODIUM [EP IMPURITY]
Common Name English
SULFACETAMIDE SODIUM [EP MONOGRAPH]
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF BLEPHAMIDE
Common Name English
SULSTER COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACEL
Brand Name English
SULPHRIN COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF PREDAMIDE
Common Name English
SODIUM N-SULFANILYLACETAMIDE MONOHYDRATE
Systematic Name English
NSC-625324
Code English
FML-S COMPONENT SULFACETAMIDE SODIUM
Common Name English
SODIUM SULAMYD
Brand Name English
SULFACETAMIDE SODIUM COMPONENT OF METIMYD
Common Name English
SULFACETAMIDE SODIUM SALT MONOHYDRATE [MI]
Common Name English
METIMYD COMPONENT SULFACETAMIDE SODIUM
Common Name English
ACETAMIDE, N-((4-AMINOPHENYL)SULFONYL)-, MONOSODIUM SALT, MONOHYDRATE
Common Name English
SULFACETAMIDE SODIUM [MART.]
Common Name English
OCUSULF
Brand Name English
BLEPH
Brand Name English
CETAPRED COMPONENT SULFACETAMIDE SODIUM
Common Name English
KLARON
Brand Name English
SULFACETAMIDE SODIUM COMPONENT OF ISOPTO CETAPRED
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF FML-S
Common Name English
SULFACETAMIDE SODIUM [USP-RS]
Common Name English
SULFACETAMIDUM NATRICUM [WHO-IP LATIN]
Common Name English
FLAMMAZINE
Common Name English
BLEPHAMIDE S.O.P. COMPONENT SULFACETAMIDE SODIUM
Common Name English
N-Sulfanilylacetamide monosodium salt monohydrate
Common Name English
SULFACETAMIDE SODIUM [II]
Common Name English
ISOPTO CETAPRED COMPONENT SULFACETAMIDE SODIUM
Common Name English
SULFACETAMIDE SODIUM COMPONENT OF CETAPRED
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
Code System Code Type Description
CAS
6209-17-2
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
EVMPD
SUB04620MIG
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
PUBCHEM
6419954
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
EPA CompTox
DTXSID50211129
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
FDA UNII
4NRT660KJQ
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
SMS_ID
100000085048
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
ChEMBL
CHEMBL455
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
SULFACETAMIDE SODIUM
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY Description: A white or yellowish white, crystalline powder; odourless. Solubility: Soluble in 1.5 parts of water; slightly soluble in ethanol (~750 g/l) TS; practically insoluble in ether R. Category: Antiinfective agent. Storage: Sulfacetamide sodium should be kept in a well-closed container, protected from light. Additional information: Even in the absence of light, Sulfacetamide sodium is gradually degraded on exposure to a humid atmosphere, the decomposition being faster at higher temperatures. Definition: Sulfacetamide sodium contains not less than 99.0% and not more than 101.0% of C8H9N2NaO3S, calculated with reference to the anhydrous substance.
MERCK INDEX
m10301
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
RS_ITEM_NUM
1624006
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
NSC
625324
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
CHEBI
9327
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
DAILYMED
4NRT660KJQ
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
RXCUI
82101
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY RxNorm
DRUG BANK
DBSALT000986
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
CHEBI
63858
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
NCI_THESAURUS
C29467
Created by admin on Fri Dec 15 15:07:52 GMT 2023 , Edited by admin on Fri Dec 15 15:07:52 GMT 2023
PRIMARY
Related Record Type Details
Structure of SULFACETAMIDE
PARENT -> SALT/SOLVATE
Related Record Type Details
Structure of DAPSONE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of SULFANILAMIDE
IMPURITY -> PARENT
correction factor: for the calculation of the content, multiply the peak area of impurity A by 0.5
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of N4-ACETYLSULFANILAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Structure of N-((4-(ACETYLAMINO)PHENYL)SULFONYL)ACETAMIDE
IMPURITY -> PARENT
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
Related Record Type Details
Structure of SULFACETAMIDE
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