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Merck
CN

S8752

Sigma-Aldrich

Succinylsulfathiazole

≥98%

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About This Item

Empirical Formula (Hill Notation):
C13H13N3O5S2
CAS Number:
Molecular Weight:
355.39
Beilstein:
349989
EC Number:
MDL number:
UNSPSC Code:
51283905
PubChem Substance ID:
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Assay

≥98%

form

powder

color

white to off-white

solubility

1 M NaOH: soluble 50 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

OC(=O)CCC(=O)Nc1ccc(cc1)S(=O)(=O)Nc2nccs2

InChI

1S/C13H13N3O5S2/c17-11(5-6-12(18)19)15-9-1-3-10(4-2-9)23(20,21)16-13-14-7-8-22-13/h1-4,7-8H,5-6H2,(H,14,16)(H,15,17)(H,18,19)

InChI key

SKVLYVHULOWXTD-UHFFFAOYSA-N

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General description

Chemical structure: sulfonamide

Application

Succinylsulfathiazole is used to block the synthesis of folic acid. It is used to study folate deficiency. It is used to suppress folate production by bacteria in the intestine.

Biochem/physiol Actions

Succinylsulfathiazole is a competitive inhibitor of dihydropteroate synthetase. It is a dihydrofolate reductase (DHFR) inhibitor.

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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F M Veronese et al.
Biomaterials, 20(1), 91-98 (1999-01-23)
Membranes or microcapsules made from polyphosphazenes bearing amino acid side groups are proposed for the treatment of periodontal diseases. Polyphosphazene membranes, prepared with alanine ethyl ester and imidazole in the molar ratio of 80:20 as phosphorus substituents, gave a degradation
M S Dar et al.
General pharmacology, 16(6), 557-560 (1985-01-01)
The metabolism of methylamine has been investigated in the rat in order to elucidate the role of monoamine oxidase (MAO; EC 1.4.3.4) and intestinal bacteria in the metabolism of the compound. In a series of experiments in which short- and
Toshimori Kitami et al.
Physiological genomics, 35(2), 182-190 (2008-08-14)
Dietary folate supplementation can dramatically reduce the severity and incidence of several common birth defects and adult diseases that are associated with anomalies in homocysteine and folate metabolism. The common polymorphisms that adversely affect these metabolic pathways do not fully
Rodrigue Yossa et al.
Zebrafish, 8(4), 221-227 (2011-10-13)
A study was conducted to preliminarily assess the contribution of the intestinal microflora to biotin supply in zebrafish. Biotin and avidin were added to three isonitrogenous and isocaloric purified diets to provide molar avidin: biotin ratios of 0:0 (basal diet)
Ki-Yeon Yoo et al.
Genes & nutrition, 2(4), 331-336 (2008-10-14)
Folate deficiency increases stroke risk. We examined whether folate deficiency affects platelet endothelial cell adhesion molecule-1 (PECAM-1), which is an immunoglobulin-associated cell adhesion molecule and mediates the final common pathway of neutrophil transendothelial migration, in blood vessels in the gerbil

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