Silver sulfadiazine

Names

[ Name ]:
Silver sulfadiazine

[Synonym ]:
Benzenesulfonamide, 4-amino-N-2-pyrimidinyl-, silver(1+) salt (1:1)
MFCD00072101
Silber(1+)-[(4-aminophenyl)sulfonyl](pyrimidin-2-yl)azanid
silver sulphadiazine
Silver(I) sulfadiazine
Flammazine
FLAMAZINE
Silvadene
SULFADIAZINE SILVER
Sulfanilsaeure-pyrimidin-2-ylamid,Silber(I)-Salz
silver sulfadiazinate
Dermazin
Silverol
Thermazene
benzenesulfonamide, 4-amino-N-2-pyrimidinyl-, monosilver(1+) salt
Sulfadiazine, silver (USP)
Sulfadiazine silver salt
Silver(I) sulfadiazine,Sulfadiazine silver
Silver sulfadiazine
Silver(1+) [(4-aminophenyl)sulfonyl](2-pyrimidinyl)azanide
silver,(4-aminophenyl)sulfonyl-pyrimidin-2-ylazanide
4-amino-N-pyrimidin-2-yl-benzenesulfonamide
sulfanilic acid pyrimidin-2-ylamide,silver (I)-salt
Sulfadiazine, Silver
Silver(1+) [(4-aminophenyl)sulfonyl](pyrimidin-2-yl)azanide
EINECS 244-834-5

Biological Activity

[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[1].

[Related Catalog]:

Research Areas >> Infection

Signaling Pathways >> Cell Cycle/DNA Damage >> DNA/RNA Synthesis

Signaling Pathways >> Anti-infection >> Bacterial

[In Vitro]

Silver sulfadiazine (AgSD) is a topical antibiotic used to the research of bacterial infection in burns[2].

[References]

[1]. Strydom SJ, et al. Poly(amidoamine) dendrimer-mediated synthesis and stabilization of silver sulfonamide nanoparticles with increased antibacterial activity. Nanomedicine. 2013;9(1):85-93.

[2]. Munhoz DR, et al. Alginate films functionalized with silver sulfadiazine-loaded [Mg-Al] layered double hydroxide as antimicrobial wound dressing. Int J Biol Macromol. 2019;141:504-510.

Chemical & Physical Properties

[ Density]:
1.496g/cm3

[ Boiling Point ]:
512.6ºC at 760 mmHg

[ Melting Point ]:
285 °C (dec.)(lit.)

[ Molecular Formula ]:
C₁₀H₉AgN₄O₂S

[ Molecular Weight ]:
357.137

[ Flash Point ]:
263.8ºC

[ Exact Mass ]:
355.949707

[ PSA ]:
94.32000

[ LogP ]:
3.11490

[ Vapour Pressure ]:
1.28E-10mmHg at 25°C

[ Storage condition ]:
Hygroscopic, Refrigerator, Under Inert Atmosphere

[ Stability ]:
Stable. Incompatible with strong oxidizing agents.

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: WP1950000

CHEMICAL NAME :: Sulfanilamide, N(sup 1)-2-pyrimidinyl-, monosilver(1+) salt

CAS REGISTRY NUMBER :: 22199-08-2

LAST UPDATED :: 199712

DATA ITEMS CITED :: 34

MOLECULAR FORMULA :: C10-H10-N4-O2-S.Ag

MOLECULAR WEIGHT :: 358.17

WISWESSER LINE NOTATION :: T6N CNJ BMSWR DZ &-AG-

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 536 mg/kg/21W-I

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage)

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 126 mg/kg

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen Skin and Appendages - dermatitis, other (after systemic exposure)

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 160 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - somnolence (general depressed activity) Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 550 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 240 mg/kg/30D-C

TOXIC EFFECTS :: Endocrine - other changes Blood - changes in spleen Biochemical - Effect on specific coenzyme - not otherwise specified

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1456 mg/kg/13W-C

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 728 mg/kg/26W-C

TOXIC EFFECTS :: Liver - other changes Blood - changes in spleen Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 44 gm/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - pre-implantation mortality (e.g. reduction in number of implants per female; total number of implants per corpora lutea)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 11 gm/kg

SEX/DURATION :: male 70 day(s) pre-mating female 2 week(s) pre-mating - 7 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - post-implantation mortality (e.g. dead and/or resorbed implants per total number of implants) Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 11 gm/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 26 gm/kg

SEX/DURATION :: female 6-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

DOSE :: 6500 mg/kg

SEX/DURATION :: female 6-18 day(s) after conception

TOXIC EFFECTS :: Reproductive - Specific Developmental Abnormalities - musculoskeletal system

MUTATION DATA

TYPE OF TEST :: DNA inhibition

TEST SYSTEM :: Microorganism - not otherwise specified

DOSE/DURATION :: 2500 ug/L

REFERENCE :: AMACCQ Antimicrobial Agents and Chemotherapy. (American Soc. for Microbiology, 1913 I St., NW, Washington, DC 20006) V.1- 1972- Volume(issue)/page/year: 2,367,1972 *** REVIEWS *** ACGIH TLV-TWA 0.01 mg(Ag)/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 *** U.S. STANDARDS AND REGULATIONS *** MSHA STANDARD-air:TWA 0.01 mg(Ag)/m3 DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: 3,231,1971 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-ARAB Republic of Egypt:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-AUSTRALIA:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-BELGIUM:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-DENMARK:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-FINLAND:TWA 0.01 mg(Ag)/m3;STEL 0.03 mg(Ag)/m3;Skin JAN 1993 OEL-THE NETHERLANDS:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-THE PHILIPPINES:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-SWITZERLAND:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL-UNITED KINGDOM:TWA 0.01 mg(Ag)/m3 JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X5603 No. of Facilities: 944 (estimated) No. of Industries: 9 No. of Occupations: 10 No. of Employees: 87352 (estimated) No. of Female Employees: 71312 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P305 + P351 + P338

[ Hazard Codes ]:
Xi:Irritant

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S26-S36

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
2

[ RTECS ]:
WP1950000

[ HS Code ]:
2935001000

Preparation

Customs

[ HS Code ]: 2935001000

Articles

Silver sulfadiazine: an antibacterial agent for topical use in burns. A review of the literature.

Scand. J. Plast. Reconstr. Surg. 18(1) , 119-26, (1984)

Topical antibacterial treatment is of major importance in the burn patient. Silver sulfadiazine is an effective agent with low toxicity and few side effects. Deposition of silver in tissues, and absor...

[The use of a topical antibacterial agent (silver sulfadiazine) on soft-tissue wounds].

Minerva Chir. 45(9) , 677-81, (1990)

Reducing the quantitative level of bacterial contamination in an open, acute or chronic, soft tissue wound below the critical level of 10(5) bacteria per gram of viable tissue is essential to delayed ...

A review of the dosimetry of 1% silver sulfadiazine cream in burn wound treatment.

J. Burn Care Rehabil. 15(3) , 213-23, (1994)

A review of the periodical literature relating to burn topical antibacterial agents as listed in the Cumulated Index Medicus from January 1, 1965, through November 30, 1992, as well as bound volumes a...