CAS 22199-08-2 Silver sulfadiazine - Materials / Alfa Chemistry

NAVIGATION

Silver sulfadiazine

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Catalog Number

ACM22199082

CAS Number

22199-08-2

Product Name

Silver sulfadiazine

Structure

Category

Electrolytes

Synonyms

4-Amino-n-2-pyrimidinylbenzenesulfonamide monosilver salt

Description

Silver sulfadiazine (AgSD), a sulfonamide antibiotic, effects a dual inhibitory action on bacterial growth by its sulfa moiety (SD-SDZ) that prevents bacterial folate absorption and subsequent DNA synthesis. The silver that is released from Silver sulfadiazine binds and disrupts the DNA structure, precluding bacterial DNA replication.

IUPAC Name

Silver;(4-aminophenyl)sulfonyl-pyrimidin-2-ylazanide

Molecular Weight

357.14

Molecular Formula

C10H9AgN4O2S

Canonical SMILES

C1=CN=C(N=C1)[N-]S(=O)(=O)C2=CC=C(C=C2)N.[Ag+]

InChI

InChI=1S/C10H9N4O2S.Ag/c11-8-2-4-9(5-3-8)17(15,16)14-10-12-6-1-7-13-10;/h1-7H,11H2;/q-1;+1

InChI Key

UEJSSZHHYBHCEL-UHFFFAOYSA-N

Melting Point

285 °C

Purity

99%+

Appearance

White to off-white powder

Application

Silver sulfadiazine serves as an antimicrobial agent used primarily for the prevention and treatment of wound infections in patients suffering from second- and third-degree burns. As a topical antibacterial, it is effective against various Gram-negative and Gram-positive bacteria, as well as yeast, helping to prevent microbial growth on damaged skin. Due to its highly insoluble nature, it does not lead to hypochloremia, unlike silver nitrate treatments. The cream should be continuously applied to the burned area throughout the healing process or until skin grafting occurs. Special care is advised when applying over large areas, as plasma sulfadiazine levels can potentially rise to therapeutic levels causing side effects. It is particularly beneficial against Pseudomonas species, notorious for complicating burn therapy. Silver sulfadiazine is favored for its ease of use compared to other burn treatments like dilute silver nitrate solutions or mafenide ointment, offering an effective solution without significant absorption into the body fluids.

Storage

Keep in dark place,inert atmosphere,Room temperature

Complexity

327

Covalently-Bonded Unit Count

EC Number

244-834-5

Exact Mass

355.94971

Formal Charge

Heavy Atom Count

MeSH Entry Terms

Brandiazin;Dermazin;Flamazine;Flammazine;Sicazine;Silvadene;Silvederma;Silver Sulfadiazine;Silver Sulfafdiazine;SSD;SSD AF;Sulfadiazine, Silver;Sulfafdiazine, Silver;Sulfargen;Thermazene

Monoisotopic Mass

355.94971

Rotatable Bond Count

Topological Polar Surface Area

95.3 Å²

UNII

W46JY43EJR

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