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S8751

Sulfaguanidine

Name: Sulfaguanidine
Brand: SIGMA

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:

57-67-0

Molecular Weight:

214.24

UNSPSC Code:

51283914

NACRES:

NA.85

PubChem Substance ID:

24899810

EC Number:

200-345-9

Beilstein/REAXYS Number:

2695326

MDL number:

MFCD00038136

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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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Related Categories

Antibiotics

Biochemicals

Cell Culture Supplements & Reagents

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

GHS07

signalword

Warning

hcodes

H315,H319,H335

pcodes

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

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number

0000491940

0000489845

SLCP5182

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Protease inhibitors, part 13: Specific, weakly basic thrombin inhibitors incorporating sulfonyl dicyandiamide moieties in their structure.

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

Determination of sulfonamide antibiotics in wastewater: a comparison of solid phase microextraction and solid phase extraction methods.

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

In vitro model to assess effect of antimicrobial agents on Encephalitozoon cuniculi.

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

Enhancing effect of pyrrolidone derivatives on the transdermal penetration of sulfaguanidine, aminopyrine and Sudan III.

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

Release characteristics of pectin microspheres prepared by an emulsification technique.

T W Wong et al.

Journal of microencapsulation, 19(4), 511-522 (2002-10-25)

The potential application of pectin as a matrix polymer for making microspheres by an emulsification technique was explored, and the drug release property of these pectinate microspheres containing drug cores of varying aqueous solubilities: sulphanilamide, sulphaguanidine and sulphathiazole, was investigated

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Global Trade Item Number

SKU	GTIN
S8751-100G	04061833613566
S8751-25G	04061833512937
S8751-500G	04061833624555

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