4-Amino-N-(pyrimidin-2-yl)benzenesulfonamide
Based on 9 publication(s) in Google Scholar
Sulfadiazine 100 µg/mL in methanol is an orally active sulfonamide antibiotic. Sulfadiazine 100 µg/mL in methanol competitively inhibits p-aminobenzoic acid in the folic-acid-metabolism cycle, inhibiting multiplication of most Gram-positive and many Gram-negative bacteria. Sulfadiazine 100 µg/mL in methanol persists in soil long-term, and exerts selective pressure for sulfonamide-resistant microbial populations. Sulfadiazine 100 µg/mL in methanol targets Toxoplasma gondii DHPS enzyme. Sulfadiazine 100 µg/mL in methanol can be used for the research of congenital toxoplasmosis and bacterial infection.
For research use only. We do not sell to patients.
- CAS No.: 68-35-9
- Formula: C10H10N4O2S
- Molecular Weight:250.28
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Publications Citing Use of MedChemExpress (MCE) 4-Amino-N-(pyrimidin-2-yl)benzenesulfonamide
More- Cell. 2024 Feb 15;187(4):882-896.e17 [Abstract]
- Theranostics. 2022 Jan 1;12(3):1187-1203. [Abstract]
- Water Res. 2023 Jul 15:240:120110. [Abstract]
- ACS Environ Au. 2025 Aug 5;5(6):573-582. [Abstract]
- Emerg Contam. 2026 Feb 23.
- Anal Chem. 2025 Jun 3;97(21):11099-11109. [Abstract]
- Water. 2025 Jun 6.
- J Essent Oil Res. 2026 Jul 14;38(4):431-445.
- Chemosphere. 2023 Oct:338:139541. [Abstract]
All Parasite Isoforms
More
Biological Activity
Description
Cellular Effect
|
Cell Line
|
Type | Value | Description | References |
|---|---|---|---|---|
| MRC5 | IC50 |
>50 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii B1 harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly/ A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii B1 harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly/ A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
14.95 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate GRE-1995-MAE infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate GRE-1995-MAE infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
16.85 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate GRE-1998-TRA infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate GRE-1998-TRA infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
18.8 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate PSP-2005-MUP infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate PSP-2005-MUP infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
2.95 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate TOU-1998-TRI infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate TOU-1998-TRI infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
4.28 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii ENT harboring DHPS Ex2, E474D/Ex3, 156 sil Leu/Ex4, R560K/Ex5, 580 sil Gly/A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii ENT harboring DHPS Ex2, E474D/Ex3, 156 sil Leu/Ex4, R560K/Ex5, 580 sil Gly/A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
4.9 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate RMS-2003-DJO infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate RMS-2003-DJO infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
5.35 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate GUY-2003-MEL harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly/ A597E/627 sil Glu mutant gene and DHFR Ex2, 145 sil Val mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate GUY-2003-MEL harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly/ A597E/627 sil Glu mutant gene and DHFR Ex2, 145 sil Val mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
6.26 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate TRS-2004-REV infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate TRS-2004-REV infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
6.52 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii RH harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly; A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii RH harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly; A597E/627 sil Glu mutant gene and DHFR Ex3, 156 sil Leu mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
6.55 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii ME49 infected in human MRC-5 cells infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii ME49 infected in human MRC-5 cells infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
6.7 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate RMS-2005-HAG infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate RMS-2005-HAG infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
9.25 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii NED infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii NED infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| MRC5 | IC50 |
9.65 mg/L
Compound: sulfadiazine, SDZ
|
Antimicrobial activity against Toxoplasma gondii isolate RMS-1994-LEF harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly; A597E/627 sil Glu mutant gene and DHFR Ex3, 204 sil Ala mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
Antimicrobial activity against Toxoplasma gondii isolate RMS-1994-LEF harboring DHPS Ex2, E474D/Ex4, R560K/Ex5, 580 sil Gly; A597E/627 sil Glu mutant gene and DHFR Ex3, 204 sil Ala mutant gene infected in human MRC-5 cells after 72 hrs by ELISA
|
[PMID: 18212105] |
| Vero | IC50 |
0.09 mM
Compound: Sulfadiazine (SULF)
|
Compound tested on vero cells infected with Toxoplasma gondii after 24 h
Compound tested on vero cells infected with Toxoplasma gondii after 24 h
|
[PMID: 15863319] |
| Vero | IC50 |
0.1 mM
Compound: Sulfadiazine (SULF)
|
Compound tested on intracellular parasites Toxoplasma gondii in vero cells after 24 h
Compound tested on intracellular parasites Toxoplasma gondii in vero cells after 24 h
|
[PMID: 15863319] |
| Vero | IC50 |
3 mM
Compound: sulphadiazine
|
Inhibition of Toxoplasma gondii infected in african green monkey Vero cells
Inhibition of Toxoplasma gondii infected in african green monkey Vero cells
|
[PMID: 17905587] |
| Vero | IC50 |
8 mM
Compound: sulphadiazine
|
Inhibition of uninfected african green monkey Vero cells
Inhibition of uninfected african green monkey Vero cells
|
[PMID: 17905587] |
In Vitro
Sulfadiazine 100 µg/mL in methanol is associated with low sensitivity linked to the novel R265H and I347M mutations in the dhps gene of Toxoplasma gondii strains TgCTBr4 and TgCTBr17[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Animal Model:Swiss Webster (female; weighing ~25 g; 6-8 months old; infected i.p. with 104 tachyzoites of different T. gondii strain)[3]
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Dosage:10 mg/kg/d; 40 mg/kg/d; 160 mg/kg/d; 640 mg/kg/d
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Administration:p.o.; daily for 10 days
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Result:Showed the lowest treatment efficiency for TgCTBr4, the TgCTBr17 strain, whose mortality
reached 100% between 19 and 27 days at the dose of 10 mg/kg/d, 40 mg/kg/d, and160 mg/kg/d.
Significantly reduced the number of brain cysts in mice infected with other T. gondii (TgCTBr) strains, such as TgCTBr1, TgCTBr9, TgCTBr13, TgCTBr17 and TgCTBr25.
Chemical Information
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CAS No. 68-35-9
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Appearance Solid
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Molecular Weight 250.28
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Formula C10H10N4O2S
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Color White to off-white
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SMILES
O=S(NC1=NC=CC=N1)(C2=CC=C(C=C2)N)=O
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Shipping
Room temperature in continental US; may vary elsewhere.
-
Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Publications (9)
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Journal Impact Factor
-
Most Recent
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Cell
Streptococcus anginosus promotes gastric inflammation, atrophy, and tumorigenesis in mice. [Abstract]2024 Feb 15;187(4):882-896.e17 PMID: 38295787 -
Theranostics
Antibiotic Azithromycin inhibits brown/beige fat functionality and promotes obesity in human and rodents. [Abstract]2022 Jan 1;12(3):1187-1203. PMID: 35154482 -
Water Res
Quantifying community-wide antibiotic usage via urban water fingerprinting: Focus on contrasting resource settings in South Africa. [Abstract]2023 Jul 15:240:120110. PMID: 37247434 -
ACS Environ Au
Machine Learning-Assisted Recognition of Environmental Sulfur-Containing Chemicals in Nontargeted Mass Spectrometry Analysis of Inadequate Mass Resolution. [Abstract]2025 Aug 5;5(6):573-582. PMID: 41277996 -
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Anal Chem
Exposome-Scale Investigation of Cl-/Br-Containing Chemicals Using High-Resolution Mass Spectrometry, Multistage Machine Learning, and Cloud Computing. [Abstract]2025 Jun 3;97(21):11099-11109. PMID: 40401576 -
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Chemosphere
Toxicity evolution and control for the UV/H2O2 degradation of nitrogen-containing heterocyclic compounds: SDZ and PMM. [Abstract]2023 Oct:338:139541. PMID: 37467855
Purity & Documentation
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Data Sheet (283 KB)
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SDS (761 KB)
- English - EN (761 KB)
- Français - FR (761 KB)
- Deutsch - DE (761 KB)
- Norwegian - NO (761 KB)
- Español - ES (761 KB)
- Swedish - SV (761 KB)
- Italian - IT (761 KB)
- Korean - KR (761 KB)
- Portuguese - PT (761 KB)
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Handling Instructions (2659 KB)
References
[2]. Yang JF, et al. Degradation behavior of sulfadiazine in soils under different conditions. J Environ Sci Health B. 2009 Mar;44(3):241-8. [Content Brief]
[3]. Silva LA, et al. Efficacy of sulfadiazine and pyrimetamine for treatment of experimental toxoplasmosis with strains obtained from human cases of congenital disease in Brazil. Exp Parasitol. 2019;202:7-14. [Content Brief]
[4]. Kopmann C, et al. Abundance and transferability of antibiotic resistance as related to the fate of sulfadiazine in maize rhizosphere and bulk soil. FEMS Microbiol Ecol. 2013;83(1):125-134. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Keywords
- 4-Amino-N-(pyrimidin-2-yl)benzenesulfonamide
- 68-35-9
- Parasite
- Bacterial
- Environmental Pollutants
- Gram-positive bacteria
- plasmid-carrying bacteria
- p-aminobenzoic acid
- Gram-negative bacteria
- sulfonamide-resistance gene
- dihydropteroate synthase
- denitrifying bacteria
- Toxoplasma gondii
- folic-acid-metabolism cycle
- ammonia-oxidizing bacteria
- Inhibitor
- inhibitor
- inhibit