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Merck

S8751

Sulfaguanidine

Sinónimos:

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

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

BRBKOPJOKNSWSG-UHFFFAOYSA-N

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)

SMILES string

NC(=N)NS(=O)(=O)c1ccc(N)cc1

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

Quality Level

Gene Information

human ... F2(2147), PRSS1(5644)

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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.

General description

Chemical structure: sulfonamide

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

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
K Nakanishi et al.
Journal of pharmacobio-dynamics, 13(12), 760-765 (1990-12-01)
The influence of suppository bases and adjuvants on the release rate of drugs and the absorption of non-absorbable drugs such as sulfanilic acid (SA) and sulfaguanidine (SG), was investigated following the rectal administration of suppositories. The suppository bases used were
Alan D Gift et al.
Journal of pharmaceutical and biomedical analysis, 43(1), 14-23 (2006-08-03)
A moisture sorption gravimetric analyzer has been combined with a Raman spectrometer to better understand the various modes of water-solid interactions relevant to pharmaceutical systems. A commercial automated moisture sorption balance was modified to allow non-contact monitoring of the sample
Erythema multiforme from sulfaguanidine.
Consolación de Frutos et al.
Contact dermatitis, 46(3), 186-187 (2002-05-10)
Carmen M Sharaby
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 62(1-3), 326-334 (2005-11-01)
Novel hexachlorocyclodiphosph(V)azane of sulfaguanidine, H(4)L, l,3-[N'-amidino-sulfanilamide]-2,2,2,4,4,4-hexachlorocyclodiphosph(V)azane was prepared and its coordination behaviour towards the transition metal ions Fe(III), Fe(II), Co(II), Ni(II), Cu(II), Zn(II), Cd(II) and UO(2)(II) was studied. The structures of the isolated products are proposed based on elemental analyses

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