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S8751

Sigma-Aldrich

Sulfaguanidine

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C7H10N4O2S
Numéro CAS:
57-67-0
Poids moléculaire :
214.24
Numéro Beilstein :
2695326
Numéro CE :
200-345-9
Numéro MDL:
MFCD00038136
Code UNSPSC :
51283914
ID de substance PubChem :
24899810
Nomenclature NACRES :
NA.85

Source biologique

synthetic (Organic)

Forme

powder

Couleur

white to off-white

Solubilité

1 M HCl: soluble 50 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Chaîne SMILES 

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)

Clé InChI

BRBKOPJOKNSWSG-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

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.

Actions biochimiques/physiologiques

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.

Autres remarques

Keep container tightly closed in a dry and well-ventilated place.Keep in a dry place.Storage class (TRGS 510): Non Combustible Solids

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

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

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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R F Cross et al.
Journal of chromatography. A, 929(1-2), 113-121 (2001-10-12)
Two electrically neutral analytes previously observed to be separated from the neutral marker in capillary zone electrophoresis (CZE) experiments [sulphanilamide (SAA) and sulphaguanidine (SGW)] have been examined to determine the basis for separation. The degree of separation increases markedly with
L S Wan et al.
Journal of microencapsulation, 12(4), 417-423 (1995-07-01)
Microspheres were formed when a solution of cellulose phthalate was extruded into 30% glacial acetic acid solution. Sulphonamides entrapped in such microspheres leached into the hardening solution because they dissolved freely in the acetic acid solution. This resulted in poor
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
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
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
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