Sulfacetamide
Systematic (IUPAC) name
N-[(4-aminophenyl)sulfonyl]acetamide
Clinical data
Trade names Bleph-10
AHFS/Drugs.com
MedlinePlus
Pharmacokinetic data
Biological half-life 7 to 12.8 hours
Identifiers
CAS Registry Number  YesY
ATC code D10 S01, QJ01
PubChem CID:
DrugBank  YesY
ChemSpider  YesY
UNII  YesY
KEGG  YesY
ChEMBL  YesY
Chemical data
Formula C8H10N2O3S
Molecular mass 214.243 g/mol
 YesY   
Pure Sulfacetamide sodium salt is a white or slightly yellow crystalline powder

Sulfacetamide is a sulfonamide antibiotic.

Uses

Sulfacetamide 10% topical lotion, sold under the brand name Klaron or Ovace, is approved for the treatment of acne and seborrheic dermatitis.[1] When combined with sulfur, it is sold under the brand names Plexion, Clenia, Prascion, and Avar, which contain 10% sulfacetamide and 5% sulfur.[2][3][4][5]

Sulfacetamide has been investigated for use in the treatment of pityriasis versicolor[6] and rosacea.[7] It also has anti-inflammatory properties when used to treat blepharitis or conjunctivitis (in eye-drop solution). It is believed to work by limiting the presence of folic acid which bacteria need to survive. It has been suggested that sulfacetamide may also serve as a treatment for mild forms of hidradenitis suppurativa. Sulfacetamide has antibacterial activity and is used to control acne. Products containing sulfacetamide and sulfur (a keratolytic) are commonly promoted for the treatment of acne rosacea (rosacea with papules, pustules, or both). There are several prescription topical products containing sulfacetamide, such as foams, shampoos, cream and washes.

Some research indicates that sulfacetamide derivatives may act as antifungals by an CYP51A1-independent mechanism.[8]

Synthesis

Sulfacetamide synthesis: U.S. Patent 2,411,495 [9]

Sulfacetamide is synthesized either by direct alkylation of acetamide with 4-aminobenzenesulfonyl chloride, or by reacting 4-aminobenzenesulfonamide with acetic anhydride and subsequent selective, reductive deacylation of the resultant acetamide using a system of zinc-sodium hydroxide.

Adverse effects

The most common side effects of sulfacetamide/sulfur combination products are local irritation and contact dermatitis. Sulfacetamide should not be used by individuals who have a sensitivity to sulfur or sulfa.

References

  1. ^ Klaron medical facts from Drugs.com
  2. ^ Avar Cream Facts and Comparisons at Drugs.com
  3. ^ Plexion medical facts from Drugs.com
  4. ^ http://www.walgreens.com/marketing/library/finddrug/druginfo1.html;jsessionid=PbrFt7xeQx07A7CTF6HcFA**.p_dotcom34?particularDrug=Prascion&id=645494
  5. ^ Clenia Cream Official FDA information, side effects and uses
  6. ^
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