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S0508

Sigma-Aldrich

Sulfamonomethoxine

Synonym(s):

4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide, 4-Methoxy-6-sulfanilamidopyrimidine, N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide, SMM

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About This Item

Empirical Formula (Hill Notation):
C11H12N4O3S
CAS Number:
1220-83-3
Molecular Weight:
280.30
Beilstein/REAXYS Number:
621128
MDL number:
MFCD00063466
UNSPSC Code:
51283946
PubChem Substance ID:
24899439
NACRES:
NA.85

form

powder

Quality Level

200

color

white to yellow-white

solubility

methanol: soluble 10 mg/mL

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
parasites

mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

COc1cc(NS(=O)(=O)c2ccc(N)cc2)ncn1

InChI

1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)

InChI key

WMPXPUYPYQKQCX-UHFFFAOYSA-N

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Related Categories

General description

Chemical structure: sulfonamide

Application

Sulfamonomethoxine is used to study degradation by Fe3O4 magnetic nanoparticles. It is used in blood kinetic studies and is used to study capsule formation of Bordetella bronchiseptica.

Biochem/physiol Actions

Sulfamonomethoxine is a competitive inhibitor of dihydropteroate synthetase used to block the synthesis of folic acid.

Other Notes

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

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, 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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A Kuwano
Zentralblatt fur Veterinarmedizin. Reihe B. Journal of veterinary medicine. Series B, 38(9), 685-688 (1991-11-01)
Bordetella bronchiseptica phase I organism possesses a capsule and has the ability to agglutinate with K antiserum, although phase III organism lacks both. The present study examines the effect of sulfamonomethoxine (SMMX) on capsule formation of B. bronchiseptica. I also
C Girardi et al.
Pharmacological research, 22(2), 79-86 (1990-03-01)
Intrauterine administration was performed in six Friesan cows with a disposable spray preparation containing 3 g of sulfamonomethoxine and 3 g of oxytetracycline, in order to investigate their serum kinetics. Sulfamonomethoxine levels were determined by a reversed-phase HPLC method, whilst
Thomas Trolle et al.
Bioinformatics (Oxford, England), 31(13), 2174-2181 (2015-02-27)
Numerous in silico methods predicting peptide binding to major histocompatibility complex (MHC) class I molecules have been developed over the last decades. However, the multitude of available prediction tools makes it non-trivial for the end-user to select which tool to
Jingchun Yan et al.
Journal of hazardous materials, 186(2-3), 1398-1404 (2011-01-18)
Iron oxide magnetic nanoparticles (Fe(3)O(4) MNPs) can effectively activate persulfate anions (S(2)O(8)(2-)) to produce sulfate free radicals (SO(4)(-)), which are a powerful oxidant with promising applications to degrade organic contaminants. The kinetics of sulfamonomethoxine (SMM) degradation was studied in the
Hiromi Ito et al.
Carbohydrate research, 338(16), 1621-1639 (2003-07-23)
Systematic synthesis and myelin-associated glycoprotein (MAG)-binding activity of novel sulfated GM1b analogues structurally related to Chol-1 (alpha-series) gangliosides, high-affinity ligands for neural siglecs, are described. The suitably protected gangliotriose derivatives, 2-(trimethylsilyl)ethyl 2-acetamido-2-deoxy-6-O-levulinoyl-beta-D-galactopyranosyl-(1-->4)-2,3,6-tri-O-benzyl-beta-D-galactopyranosyl-(1-->4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside and 2-(trimethylsilyl)ethyl 2-acetamido-2-deoxy-6-O-levulinoyl-beta-D-galactopyranosyl-(1-->4)-2,6-di-O-benzyl-3-O-levulinoyl-beta-D-galactopyranosyl-(1-->4)-2,3,6-tri-O-benzyl-beta-D-glucopyranoside were each glycosylated with alpha-NeuAc-(2-->3)-galactose
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