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Sulfamethazine sodium salt

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Sulfamethazine sodium salt Basic information

Product Name:
Sulfamethazine sodium salt
Synonyms:
  • (n(sup1)-(4,6-dimethyl-2-pyrimidinyl)sulfanilamido)-sodiu
  • 4-amino-n-(4,6-dimethyl-2-pyrimidinyl)-benzenesulfonamidmonosodiumsalt
  • sodiumsulphamezathine
  • sulfamethazinesodium
  • sulmet
  • vesadin
  • 4-AMINO-N-[4,6-DIMETHYL-2-PYRIMIDINYL]BENZENE-SULFONAMIDE SODIUM SALT
  • SULFADIMIDINE SODIUM
CAS:
1981-58-4
MF:
C12H15N4NaO2S
MW:
302.33
EINECS:
217-840-0
Product Categories:
  • Animal medication
  • Inhibitors
  • API
  • sulfonamides
  • Pharmaceutical intermediate
  • Antibiotics for Research and Experimental Use
  • Biochemistry
  • Sulfonamides (Antibiotics for Research and Experimental Use)
  • 1981-58-4
Mol File:
1981-58-4.mol
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Sulfamethazine sodium salt Chemical Properties

Melting point:
>288°C (dec.)
storage temp. 
Keep in dark place,Inert atmosphere,2-8°C
solubility 
H2O: soluble50mg/mL
form 
powder
color 
white to off-white
Water Solubility 
H2O: soluble 50mg/mL
Merck 
14,8915
Stability:
Hygroscopic
InChI
InChI=1S/C12H14N4O2S.Na.H/c1-8-7-9(2)15-12(14-8)16-19(17,18)11-5-3-10(13)4-6-11;;/h3-7H,13H2,1-2H3,(H,14,15,16);;
InChIKey
WIVZAHIZHZEEOX-UHFFFAOYSA-N
SMILES
S(C1C=CC(N)=CC=1)(=O)(=O)NC1=NC(C)=CC(C)=N1.[NaH]
CAS DataBase Reference
1981-58-4
EPA Substance Registry System
Benzenesulfonamide, 4-amino-N-(4,6-dimethyl-2-pyrimidinyl)-, monosodium salt (1981-58-4)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
36
WGK Germany 
3
RTECS 
WO9300000
HS Code 
2933.59.8000

MSDS

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Sulfamethazine sodium salt Usage And Synthesis

Chemical Properties

White or milky white crystalline powder, odorless or almost odorless, easily soluble in water, slightly soluble in ethanol.

Uses

Antibacterial;Inhibitor of folic acid synthesis

Biological Activity

Sulfamethazine is an antimicrobial sulfur drug th at blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfamethazine is a competitive inhibitor of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. It induces CYP3A4 expression and is acetylated by N-acetyltransferase. It exhibits sex dependent pharmacokinetics, metabolized by the male specific isoform CYP2C11. Sulfamethazine is bacteriostatic.

in vivo

Sulfamethazine (80 mg/kg; intravenous injection; healthy female pigs) treatment significantly reduces α, β and AUC0->∞, significantly increases t1/2α, Vd and CIB, and upon a single intramuscular administration of 80 mg/kg of Sulfamethazine the absolute bioavailability in pigs is 1.01[1].

Animal Model:19 healthy female pigs (6-week-old, 4.5-6.2 kg)[1]
Dosage:80 mg/kg
Administration:Intravenous injection (Pharmacokinetic study)
Result:The half-life in distribution phase is 0.23 h and half-lifes in eliminations phase is 9.8 h. α, β and the AUC0->∞ were significantly decreased and t1/2α, Vd and CIB were significantly increased, and the absolute bioavailability in pigs is 1.01.

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