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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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Properties

biological source

synthetic (Organic)

Quality Segment

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)

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[1].

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[2]. 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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1 of 1

This Item	32402	S1975600	S8626
Sigma-Aldrich S8751 Sulfaguanidine	Supelco 32402 Sulfaguanidine	S1975600 Sulfaguanidine	Sigma-Aldrich S8626 Sulfadiazine
mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action -	mode of action -	mode of action DNA synthesis \| interferes, enzyme \| inhibits
antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum -	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria, mycoplasma
form powder	form -	form -	form powder or crystals
biological source synthetic (Organic)	biological source -	biological source -	biological source -
solubility 1 M HCl: soluble 50 mg/mL	solubility -	solubility -	solubility 96% ethanol: very slightly soluble, acetone: slightly soluble, water: practically insoluble
Gene Information human ... F2(2147), PRSS1(5644)	Gene Information -	Gene Information -	Gene Information -

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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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