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Sulfadiazine

Sulfadiazine Structure
CAS No.
68-35-9
Chemical Name:
Sulfadiazine
Synonyms
SULPHADIAZINE;Sulfadiazine,(S);SULFADIAZIN;Sulfose;Terfonyl;Diazolone;Neotrizine;Sulfadiazene;SULPHADIAZINE BP;-AMino-N-2-pyriMidinylbenzenesulfonaMide
CBNumber:
CB4166214
Molecular Formula:
C10H10N4O2S
Molecular Weight:
250.28
MOL File:
68-35-9.mol
MSDS File:
SDS
Modify Date:
2024/8/21 22:41:43

Sulfadiazine Properties

Melting point 253 °C (dec.) (lit.)
Boiling point 512.6±52.0 °C(Predicted)
Density 1.3780 (rough estimate)
refractive index 1.6440 (estimate)
storage temp. 2-8°C
solubility Soluble in dimethyl sulfoxide.
pka pKa 2.21(H2O t = 25 I = 0.5 (NaCl)) (Uncertain)
form powder
color white
Water Solubility 67.13mg/L(25 ºC)
Merck 14,8903
BRN 6733588
BCS Class 4/3
CAS DataBase Reference 68-35-9(CAS DataBase Reference)
NIST Chemistry Reference Sulfadiazine(68-35-9)
EPA Substance Registry System Benzenesulfonamide, 4-amino-N-2-pyrimidinyl- (68-35-9)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07,GHS08,GHS09
Signal word  Warning
Hazard statements  H302-H361d-H362-H411
Precautionary statements  P202-P260-P263-P273-P301+P312-P308+P313
Hazard Codes  Xn,Xi
Risk Statements  22-36/37/38-42/43-43-42
Safety Statements  26-36
RIDADR  3249
WGK Germany  3
RTECS  WP1925000
10
TSCA  Yes
HazardClass  6.1(b)
PackingGroup  III
HS Code  29335990
Toxicity LD50 oral in mouse: 1500mg/kg
NFPA 704
1
2 0

Sulfadiazine price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) S8626 Sulfadiazine 99.0-101.0% 68-35-9 25G ₹2392.33 2022-06-14 Buy
Sigma-Aldrich(India) S8626 Sulfadiazine 99.0-101.0% 68-35-9 50G ₹3074.3 2022-06-14 Buy
Sigma-Aldrich(India) S8626 Sulfadiazine 99.0-101.0% 68-35-9 100G ₹3810.4 2022-06-14 Buy
Sigma-Aldrich(India) S8626 Sulfadiazine 99.0-101.0% 68-35-9 500G ₹14646.23 2022-06-14 Buy
Sigma-Aldrich(India) PHR1343 Sulfadiazine Pharmaceutical Secondary Standard; Certified Reference Material 68-35-9 500MG ₹8919.8 2022-06-14 Buy
Product number Packaging Price Buy
S8626 25G ₹2392.33 Buy
S8626 50G ₹3074.3 Buy
S8626 100G ₹3810.4 Buy
S8626 500G ₹14646.23 Buy
PHR1343 500MG ₹8919.8 Buy

Sulfadiazine Chemical Properties,Uses,Production

Chemical Properties

White to slightly yellow crystalline pow

Uses

It is used in the form of silver salts (sulfadiazine silver) as an external antibacterial agent, primarily for treating burns. It is believed that the presence of the silver ion in the molecule facilitates increased antimicrobial and wound-healing action.

Definition

ChEBI: A sulfonamide consisting of pyrimidine with a 4-aminobenzenesulfonamido group at the 2-position.

Antimicrobial activity

Sulfadiazine is somewhat more active than other sulphonamides.

General Description

Sulfadiazine’s plasma half-life is 17 hours. It is a white,odorless crystalline powder soluble in water to the extentof 1:8,100 at 37°C and 1:13,000 at 25°C, in human serumto the extent of 1:620 at 37°C, and sparingly soluble in alcoholand acetone. It is readily soluble in dilute mineralacids and bases. Its pKa is 6.3.

Pharmaceutical Applications

Sulfadiazine is almost insoluble in water and unstable on exposure to light. It is administered orally or, as the sodium salt, by intravenous injection. It is a component of several multi-ingredient preparations. Its low solubility in urine led to its general replacement by other compounds. The intravenous solution is highly alkaline and should not be given by any other route.

Pharmacokinetics

Oral absorption: Very good
Cmax 3 g oral: c. 50 mg/L after 3–4 h
Plasma half-life :7–12 h
Volume of distribution: 0.36 L/kg
Plasma protein binding: c. 40%
Absorption and distribution
Adequate blood concentrations are easily achieved and maintained after oral administration. It is well distributed and penetrates in therapeutic concentrations into the CSF, but because of resistance it is no longer the drug of choice in meningitis. It crosses the placenta and enters breast milk to achieve concentrations around 20% of plasma levels.
Metabolism and excretion
Sulfadiazine is subject to acetylation in the liver. The acetyl derivative lacks antibacterial activity and is excreted more slowly (half-life 8–18 h). Parent compound and metabolite are both excreted mainly by glomerular filtration.

Clinical Use

Urinary tract infection
Nocardiasis
Chancroid
Toxoplasmosis (in combination with pyrimethamine)
Meningococcal infections
Prophylaxis of rheumatic fever

Side effects

In addition to side effects common to the group, sulfadiazine inhibits the metabolism of phenytoin. The risk of crystalluria can be reduced by high fluid intake and alkalization of the urine.

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion and intraperitoneal routes. Human systemic effects by ingestion: hematuria, anuria, general anesthesia, gastrointestinal effects. Experimental teratogenic and reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and SOx.

Global( 516)Suppliers
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Triveni chemicals 08048762458 New Delhi, India 6093 58 Inquiry
4-amino-N-2-pyrimidinyl 4-Amino-N-(2-pyrimidinyl)benzenesulfonamide, N1-(Pyrimidin-2-yl)sulfanilamide Sulfadiazine zinc salt Eksadiazine 4-azanyl-N-pyrimidin-2-yl-benzenesulfonamide Sulfadiazine Base & Sodium Sulfadiazine,4-Amino-N-(2-pyrimidinyl)benzenesulfonamide, N1-(Pyrimidin-2-yl)sulfanilamide Sulfadiazine (200 mg) 2-sulfanilamidopyrimidin 2-sulfanilamido-pyrimidin 2-Sulfanilylaminopyrimidine 2-Sulfapyrimidine 4-Amino-N-2-pyrimidinylbenaenesulfonamide 4-amino-n-2-pyrimidinyl-benzenesulfonamid a306 A-306 Adiazin Benzenesulfonamide, 4-amino-N-2-pyrimidinyl- benzenesulfonamide,4-amino-N-2-pyrimidinyl- Coco-Diazine Codiazine Pyrimidine, 2-sulfanilamido- Quadetts Quadramoid RP 2616 rp2616 S. N. 112 s.n.112 Sanodiazine SD-Na Spofadrizine Sulfacombin Sulfadiazinezinesalt Sulfanilamide, N1-2-pyrimidinyl- sulfanilamide,n(sup1)-2(1h)-pyrimidinylidene 4-Amino-N-(2-pyrimidinyl)benzenesulfonamide N-(2-Pyrimidinyl)sulfanilamide SULFADIAZINE BP sulfadiazine solution SULFADIAZINE,POWDER,USP SULFADIAZINE(SD) (NDC:55631-2004) Sulphadiazine/Sulfadiazine SULFADIAZINE USP SULFADIAZINE (SULPHADIAZINE) N-(2-Pyrimidinyl)sulfanilamide 4-Amino-N-(2-pyrimidinyl)benzenesulphonamide sulfadiazine Solution, 100ppm Sulfadiazine for identification of impurity F PYRIMAL N1-(PYRIMIDIN-2-YL)SULFANILAMIDE N1-2-PYRIMIDINYLSULFANILAMIDE SULFADIAZINE STERAZINE TIMTEC-BB SBB007604 DIAZYL DEBENAL LABOTEST-BB LT00452028 2-(4-Aminobenzenesulfonamido)pyrimidine Cremodiazine