S8751
Sulfaguanidine
Synonym(s):
4-Amino-N-(aminoiminomethyl)benzenesulfonamide, 4-Amino-N-guanylbenzenesulfonamide
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About This Item
Empirical Formula (Hill Notation):
C7H10N4O2S
CAS Number:
Molecular Weight:
214.24
UNSPSC Code:
51283914
NACRES:
NA.85
PubChem Substance ID:
EC Number:
200-345-9
Beilstein/REAXYS Number:
2695326
MDL number:
biological source
synthetic (Organic)
Quality Level
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)
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
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Vimal K Balakrishnan et al.
Journal of chromatography. A, 1131(1-2), 1-10 (2006-08-02)
In recent years, pharmaceutical and personal care products (PPCPs) have been detected in diverse environments (including groundwater, river water, and municipal wastewater). In order to evaluate their environmental impact, PPCPs must first be accurately determined. In this study, we focused
B W Clare et al.
Journal of enzyme inhibition, 16(1), 1-13 (2001-08-11)
A series of compounds has been prepared by reaction of dicyandiamide with alkyl/arylsulfonyl halides as well as arylsulfonylisocyanates to locate a lead for obtaining weakly basic thrombin inhibitors with sulfonyldicyandiamide moieties as the S1 anchoring group. The detected lead was
H Sasaki et al.
Journal of pharmacobio-dynamics, 13(3), 200-205 (1990-03-01)
The enhancing effect of pyrrolidone derivatives on the percutaneous penetration of sulfaguanidine, aminopyrine and sudan III was investigated using in vitro technique and excised rat skin. 1-Methyl (MP), 1-hexyl (HP) and 1-lauryl-2-pyrrolidone (LP) were used as penetration enhancers. Aminopyrine showed