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S8752

Sigma-Aldrich

Succinylsulfathiazole

≥98%

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Empirical Formula (Hill Notation):
C13H13N3O5S2
CAS Number:
Molecular Weight:
355.39
Beilstein:
349989
EC Number:
MDL number:
UNSPSC Code:
51101500
PubChem Substance ID:

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

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Succinylsulfathiazole in the nutrition of the rat.
L D WRIGHT et al.
The American journal of the medical sciences, 212(3), 312-314 (1946-09-01)
E O Uthus et al.
Biological trace element research, 58(1-2), 25-33 (1997-07-01)
A previous experiment using rats indicated that dietary nickel (Ni), folic acid, and their interaction affected variables associated with one-carbon metabolism. That study used diets that produced only mild folate deficiency. Thus, an experiment was performed to determine the effect
A G Fogg et al.
Journal of clinical pharmacy and therapeutics, 17(2), 107-109 (1992-04-01)
Ethylenediaminetetraacetic acid (EDTA) was shown to be effective in stabilizing pharmaceutical compounds, which contain acetamido groups, from degradation by light, e.g. paracetamol. Its addition is particularly effective in stabilizing such compounds from the action of ascorbic acid in the light
R L Walzem et al.
The Journal of nutrition, 118(11), 1343-1348 (1988-11-01)
Thiamin absorption and excretion were assessed in rats with severe folate deficiency (FD) by determining the fate of oral 3H-labeled and intravenous 14C-labeled thiamin over a 6-h test period. Thiamin status was evaluated in these same rats by measuring transketolase

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