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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:
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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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

Signal Word

Warning

Hazard Statements

H315,H317,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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
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
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
Kunihiro Kishida et al.
Journal of chromatography. A, 1028(1), 175-177 (2004-02-19)
A hazardous-chemical free method for simultaneous determination of sulfamonomethoxine (SMM), sulfadimethoxine (SDM), and their N4-acetyl metabolites in raw milk using shielded column liquid chromatography is developed. The target analytes are extracted by mixing with ethanol-acetic acid (97:3, v/v) followed by
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