S8751

Sulfaguanidine

• Synonym(s): 4-Amino-N-(aminoiminomethyl)benzenesulfonamide, 4-Amino-N-guanylbenzenesulfonamide
• Empirical Formula (Hill Notation): C₇H₁₀N₄O₂S
• CAS Number: 57-67-0
• Molecular Weight: 214.24
• Beilstein: 2695326
• EC Number: 200-345-9
• MDL number: MFCD00038136
• UNSPSC Code: 51283914
• PubChem Substance ID: 24899810
• NACRES: NA.85

Properties

• biological source: synthetic (Organic)
• form: powder
• color: white to off-white
• solubility: 1 M HCl: soluble 50 mg/mL
• antibiotic activity spectrum: Gram-negative bacteria; Gram-positive bacteria
• Mode of action: DNA synthesis | interferes; enzyme | inhibits
• SMILES string: NC(=N)NS(=O)(=O)c1ccc(N)cc1
• InChI: 1S/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11)
• InChI key: BRBKOPJOKNSWSG-UHFFFAOYSA-N
• Gene Information: human ... F2(2147) , PRSS1(5644)

Description

General description

Chemical structure: sulfonamide

Application

Sulfaguanidine is used to block the synthesis of folic acid. It is used to study its effect on microsporidial growth and host cell viability.

Biochem/physiol Actions

Sulfaguanidine is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid. Sulfaguanidine is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): Non Combustible Solids

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H315,H319,H335
• Precautionary Statements: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Target Organs: Respiratory system
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves