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S8751

Sigma-Aldrich

Sulfaguanidine

Sinónimos:

4-Amino-N-(aminoiminomethyl)benzenesulfonamide, 4-Amino-N-guanylbenzenesulfonamide

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About This Item

Fórmula empírica (notación de Hill):
C7H10N4O2S
Número de CAS:
57-67-0
Peso molecular:
214.24
Beilstein/REAXYS Number:
2695326
EC Number:
200-345-9
MDL number:
MFCD00038136
UNSPSC Code:
51283914
PubChem Substance ID:
24899810
NACRES:
NA.85

biological source

synthetic (Organic)

Quality Level

200

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)

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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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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
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
B Beauvais et al.
Antimicrobial agents and chemotherapy, 38(10), 2440-2448 (1994-10-01)
We have developed a new micromethod to study the effect of drugs on microsporidia, using MRC5 fibroblasts infected by 10(5) spores of Encephalitozoon cuniculi. After 3 days of incubation with various concentrations of drugs, parasitic foci were counted in stained
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
Alan D Gift et al.
Journal of pharmaceutical sciences, 98(12), 4670-4683 (2009-05-21)
Active pharmaceutical ingredients (API) can undergo an anhydrate to hydrate transformation during wet granulation and this transformation may either result in mixed crystalline forms or an unwanted form in the final drug product. Previous studies have shown that it may
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