Product Name

  • Name

    Sodium sulfadiazine

  • EINECS 208-919-0
  • CAS No. 547-32-0
  • Article Data4
  • CAS DataBase
  • Density 1.496g/cm3
  • Solubility
  • Melting Point
  • Formula C10H9N4NaO2S
  • Boiling Point 512.6oC at 760 mmHg
  • Molecular Weight 273.271
  • Flash Point 263.8oC
  • Transport Information UN 3249
  • Appearance white to off-white crystalline powder
  • Safety 22-26-36/37-45
  • Risk Codes 22-36/37/38-42/43
  • Molecular Structure Molecular Structure of 547-32-0 (Sodium sulfadiazine)
  • Hazard Symbols HarmfulXn
  • Synonyms Benzenesulfonamide,4-amino-N-2-pyrimidinyl-, monosodium salt (9CI);Sodium, (N1-2-pyrimidinylsulfanilamido)-(7CI);Sulfadiazine, sodium deriv. (6CI);Sulfanilamide, N1-2-pyrimidinyl-,monosodium salt (8CI);2-Sulfanilamidopyrimidine sodium salt;Monosodium2-sulfanilamidopyrimidine;Sodium 2-sulfanilamidopyrimidine;Sodium sulfapyrimidine;Sulfadiazine sodium;Sulfapyrimidine sodium;
  • PSA 97.56000
  • LogP 2.38040

Synthetic route

sulfadiazine
68-35-9

sulfadiazine

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water Heating;
dichloro(1,5-cyclooctadiene)platinum(ll)
12080-32-9

dichloro(1,5-cyclooctadiene)platinum(ll)

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

sodium N-methyl-N-phenyldithiocarbamate
39234-21-4

sodium N-methyl-N-phenyldithiocarbamate

[Pt(SD)(me-DTC)]

[Pt(SD)(me-DTC)]

Conditions
ConditionsYield
Stage #1: dichloro(1,5-cyclooctadiene)platinum(ll); poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)] In water for 1h; Reflux;
Stage #2: sodium N-methyl-N-phenyldithiocarbamate In water for 3h; Reflux;
97%
silver
7440-22-4

silver

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

silver sulfadiazine
22199-08-2

silver sulfadiazine

Conditions
ConditionsYield
With sodium nitrate; nitric acid In water for 0.1h; Electrochemical reaction; Green chemistry;97%
dichloro(1,5-cyclooctadiene)platinum(ll)
12080-32-9

dichloro(1,5-cyclooctadiene)platinum(ll)

(N-ethyl-N'-phenyl-dithiocarbamato) sodium
13074-29-8

(N-ethyl-N'-phenyl-dithiocarbamato) sodium

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

[Pt(SD)(et-DTC)]

[Pt(SD)(et-DTC)]

Conditions
ConditionsYield
Stage #1: dichloro(1,5-cyclooctadiene)platinum(ll); poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)] In water for 1h; Reflux;
Stage #2: (N-ethyl-N'-phenyl-dithiocarbamato) sodium In water for 3h; Reflux;
92%
6-methoxy quinoline
5263-87-6

6-methoxy quinoline

cobalt(II) sulphate heptahydrate

cobalt(II) sulphate heptahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Co(sulfadiazine)2(6-methoxyquinoline)2

Co(sulfadiazine)2(6-methoxyquinoline)2

Conditions
ConditionsYield
In methanol for 4h; Reflux;89.1%
triphenyltetrazolium chloride
298-96-4

triphenyltetrazolium chloride

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C19H15N4(1+)*C10H9N4O2S(1-)

C19H15N4(1+)*C10H9N4O2S(1-)

Conditions
ConditionsYield
In methanol; water at 20℃; for 2h;88%
zinc(II) chloride hexahydrate

zinc(II) chloride hexahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Zn(sulfadiazine)2(H2O)2
1096051-46-5

Zn(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In water aq. Zn salt added to aq. Na salt of sulfadiazine; soln. stirred at 40°C for 3 h; cooled to room temp.; filtered under vac., washed with water; dried over CaCl2; elem. anal.;87%
zinc(II) acetate tetrahydrate

zinc(II) acetate tetrahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Zn(sulfadiazine)2(H2O)2
1096051-46-5

Zn(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In water aq. Zn salt added to aq. Na salt of sulfadiazine; soln. stirred at 40°C for 3 h; cooled to room temp.; filtered under vac., washed with water; dried over CaCl2;87%
dichloro bis(acetonitrile) palladium(II)
21264-30-2, 90243-59-7, 14592-56-4

dichloro bis(acetonitrile) palladium(II)

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

sodium N-methyl-N-phenyldithiocarbamate
39234-21-4

sodium N-methyl-N-phenyldithiocarbamate

[Pd(SD)(me-DTC)]

[Pd(SD)(me-DTC)]

Conditions
ConditionsYield
Stage #1: dichloro bis(acetonitrile) palladium(II); poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)] In water for 1h; Reflux;
Stage #2: sodium N-methyl-N-phenyldithiocarbamate In water for 3h; Reflux;
85%
[Fe(N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)Cl2]*H2O

[Fe(N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)Cl2]*H2O

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

[(Cl)(sulfadiazine)Fe(III)(μ-N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)2Fe(III)(sulfadiazine)(Cl)]*2H2O

[(Cl)(sulfadiazine)Fe(III)(μ-N-(2-hydroxybenzyl)-N-(2-pyridylmethyl)(3-chloro)(2-hydroxy)propylamine)2Fe(III)(sulfadiazine)(Cl)]*2H2O

Conditions
ConditionsYield
In methanol; water Reflux;85%
dichloro bis(acetonitrile) palladium(II)
21264-30-2, 90243-59-7, 14592-56-4

dichloro bis(acetonitrile) palladium(II)

(N-ethyl-N'-phenyl-dithiocarbamato) sodium
13074-29-8

(N-ethyl-N'-phenyl-dithiocarbamato) sodium

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

[Pd(SD)(et-DTC)]

[Pd(SD)(et-DTC)]

Conditions
ConditionsYield
Stage #1: dichloro bis(acetonitrile) palladium(II); poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)] In water for 1h; Reflux;
Stage #2: (N-ethyl-N'-phenyl-dithiocarbamato) sodium In water for 3h; Reflux;
84%
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C30H32N8O4RuS2

C30H32N8O4RuS2

Conditions
ConditionsYield
In methanol for 3h;84%
[2,2]bipyridinyl
366-18-7

[2,2]bipyridinyl

cobalt(II) chloride hexahydrate

cobalt(II) chloride hexahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Co(sulfadiazine)22,2′-bipyridine

Co(sulfadiazine)22,2′-bipyridine

Conditions
ConditionsYield
In ethanol at 25℃; for 1h;81.4%
copper(II) choride dihydrate

copper(II) choride dihydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Cu(sulfadiazine)2(H2O)2
1096051-43-2

Cu(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In methanol to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol; elem. anal.;80%
In water to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol;80%
copper(II) acetate dihydrate

copper(II) acetate dihydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Cu(sulfadiazine)2(H2O)2
1096051-43-2

Cu(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In methanol to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol;80%
In water to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol;80%
copper(ll) sulfate pentahydrate

copper(ll) sulfate pentahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Cu(sulfadiazine)2(H2O)2
1096051-43-2

Cu(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In methanol to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol;80%
In water to soln. of Na salt of sulfadiazine, Cu salt added dropwise; soln. stirred continuously at 40°C for 3 h; cooled to room temp.; filtered under vac.; washed with water or methanol;80%
ammonium hydroxide

ammonium hydroxide

cadmium(II) acetate
543-90-8

cadmium(II) acetate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Cd(sulfadiazinato)2*2(NH3)

Cd(sulfadiazinato)2*2(NH3)

Conditions
ConditionsYield
In water Cd(II) acetate in distd. water added dropwise with stirring; stirred (18 h, room temp.); filtered off; air dried; crystd. (NH4OH-H2O, 1:1); elem. anal.;80%
nickel(II) chloride hexahydrate

nickel(II) chloride hexahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Ni(sulfadiazine)2(H2O)2*2H2O

Ni(sulfadiazine)2(H2O)2*2H2O

Conditions
ConditionsYield
In water to aq. NiCl2*6H2O, aq. Na salt of sulfadiazine added; stirred at 40°C for 3 h; filtered under vac., washed with water; dried over CaCl2; elem. anal.;78%
vanadyl(IV) sulphate pentahydrate

vanadyl(IV) sulphate pentahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

VO(sulfadiazine)2(H2O)*H2O

VO(sulfadiazine)2(H2O)*H2O

Conditions
ConditionsYield
In water Pt compd. dissolved in water; then aq. soln. of Na salt of sulfadiazine added; mixt. stirred at 40°C for 3 h; filtered under vac., washed with water, dried over CaCl2; elem. anal.;68%
manganese(II) chloride tetrahydrate

manganese(II) chloride tetrahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Mn(sulfadiazine)2(H2O)2
1096051-49-8

Mn(sulfadiazine)2(H2O)2

Conditions
ConditionsYield
In water to aq. Na salt of sulfadiazine added aq. MnCl2*4H2O; mixt. stirred for 3h at 40°C; cooled to room temp.; filtered under vac.; washed with water; dried over CaCl2; elem. anal.;64%
methanol
67-56-1

methanol

potassium tetrachloropalladate(II)
10025-98-6

potassium tetrachloropalladate(II)

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Pd(sulfadiazine)(CH3OH)Cl
1096051-55-6

Pd(sulfadiazine)(CH3OH)Cl

Conditions
ConditionsYield
In methanol; water Pd compd. dissolved in water; then MeOH soln. of Na salt of sulfadiazineadded; mixt. stirred at 40°C for 3 h; filtered under vac., washed with water, dried over CaCl2; elem. anal.;56%
potassium tetrachloroplatinate(II)
10025-99-7

potassium tetrachloroplatinate(II)

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

Pt(sulfadiazine)(H2O)Cl
1096051-58-9

Pt(sulfadiazine)(H2O)Cl

Conditions
ConditionsYield
In methanol; water Pt compd. dissolved in water; then MeOH soln. of Na salt of sulfadiazineadded; mixt. stirred at 40°C for 3 h; filtered under vac., washed with water, dried over CaCl2; elem. anal.;53%
[{(η5-C5Me5)RhCl(acetone)}2](CF3SO3)

[{(η5-C5Me5)RhCl(acetone)}2](CF3SO3)

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C30H33N8O4RhS2

C30H33N8O4RhS2

Conditions
ConditionsYield
In methanol; dichloromethane at 55℃; for 4h;44%
[Zinc(II)(2-hydroxybenzyl-(2-pyridylmethyl)amine)Cl2]
760147-40-8

[Zinc(II)(2-hydroxybenzyl-(2-pyridylmethyl)amine)Cl2]

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C46H44N12O6S2Zn2*4H2O

C46H44N12O6S2Zn2*4H2O

Conditions
ConditionsYield
In methanol; water38%
water
7732-18-5

water

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C20H22N8NiO6S2
1096252-90-2

C20H22N8NiO6S2

Conditions
ConditionsYield
In methanol for 3h; Reflux;35%
chloromethyl benzoate
5335-05-7

chloromethyl benzoate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

4-amino-N-benzoyloxymethyl-N-(2-pyrimidinyl)benzenesulfonamide

4-amino-N-benzoyloxymethyl-N-(2-pyrimidinyl)benzenesulfonamide

Conditions
ConditionsYield
In tetrahydrofuran Substitution;30%
zinc(II) chloride dihydrate

zinc(II) chloride dihydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

C20H21ClN8O5S2Zn

C20H21ClN8O5S2Zn

Conditions
ConditionsYield
In methanol; water18%
mercury(II) diacetate
1600-27-7

mercury(II) diacetate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

[mercury(II)(sulfadiazine(-H))2(dimethylformamide)2]

[mercury(II)(sulfadiazine(-H))2(dimethylformamide)2]

Conditions
ConditionsYield
With NH3 In methanol Na-salt of organic ligand dissolved in hot CH3OH; 2 equiv. of CH3OH soln. of Hg(CH3COO)2 added with constant stirring; stirred for 6 h; filtered; dried over silica gel in desiccator; dissolved in DMF; few drops of NH3 added; stirred for 30 min; filtered; left crystallized for a few days; elem. anal.;
poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

sulfadiazine hydrochloride
24540-82-7

sulfadiazine hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In ethanol; water at 20℃; for 72h;
zinc(II) chloride hexahydrate

zinc(II) chloride hexahydrate

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]
547-32-0

poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)]

ethylenediamine
107-15-3

ethylenediamine

2C10H9N4O2S(1-)*C6H24N6Zn(2+)*H2O

2C10H9N4O2S(1-)*C6H24N6Zn(2+)*H2O

Conditions
ConditionsYield
Stage #1: zinc(II) chloride hexahydrate; poly[{μ3-4-[(pyrimidin-2-ylazanidyl)sulfonyl]aniline}sodium(I)] In ethanol
Stage #2: ethylenediamine In ethanol

Sodium sulfadiazine Specification

This chemical is called Sulfadiazine Sodium, and its CAS registry number is 547-32-0. With the molecular formula of C10H9N4NaO2S, its classification codes are Antibacterial; Drug / Therapeutic Agent; Mutation data; Reproductive Effect. Additionally, it's used for cure sulfonamide, susceptible infections and it can also be used for T. gondii infection. However, it should be stored at 2-8°C.

Other characteristics of the Sulfadiazine Sodium can be summarised as followings: (1)#H bond acceptors: 6; (2)#H bond donors: 3; (3)#Freely Rotating Bonds: 2; (4)Polar Surface Area: 106.35 Å2.

When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. It may cause sensitization by inhalation and skin contacting. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice. 

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 1747mg/kg (1747mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 81, Pg. 17, 1944.
mouse LD50 intravenous 540mg/kg (540mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 94, Pg. 338, 1953.
mouse LD50 oral 1700mg/kg (1700mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 94, Pg. 338, 1953.
mouse LD50 subcutaneous 1408mg/kg (1408mg/kg)   Acta Medica Scandinavica, Supplement. Vol

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