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S8752

Sigma-Aldrich

Succinylsulfathiazole

≥98%

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About This Item

Empirical Formula (Hill Notation):
C13H13N3O5S2
CAS Number:
116-43-8
Molecular Weight:
355.39
Beilstein/REAXYS Number:
349989
EC Number:
204-141-0
MDL number:
MFCD00022437
UNSPSC Code:
51283905
PubChem Substance ID:
24899811

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[1]. It is used to suppress folate production by bacteria in the intestine[2].

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
GHS07

signalword

Warning

hcodes

H317

Hazard Classifications

Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCF9448
MKBX8996V
MKBQ6079V
SLBG9886V
SLBC2864V

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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
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
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
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)
C S Chiao et al.
Pharmaceutical research, 6(6), 517-520 (1989-06-01)
A three-phase suspension process was used for the preparation of gelatin beadlets containing succinylsulfathiazole. When the beadlets were hardened with 10% formalin at 5 degrees C for varying periods of time up to 24 hr, the 6-hr hardening time gave
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