S0508

Sigma-Aldrich

Sulfamonomethoxine

Synonym(s):
4-Methoxy-6-sulfanilamidopyrimidine, N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide, 4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide, SMM
Empirical Formula (Hill Notation):
C11H12N4O3S
CAS Number:
Molecular Weight:
280.30
Beilstein/REAXYS Number:
621128
MDL number:
PubChem Substance ID:
NACRES:
NA.85

form

powder

Quality Level

color

white to yellow-white

solubility

methanol: soluble 10 mg/mL

Mode of action

DNA synthesis | interferes
enzyme | inhibits

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
parasites

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 a long acting sulfonamide antibacterial agent. It 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.

Packaging

1 g in glass bottle
250 mg in glass bottle

Biochem/physiol Actions

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

Other Notes

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

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Target Organs

Respiratory system

Personal Protective Equipment

dust mask type N95 (US),Eyeshields,Gloves

RIDADR

NONH for all modes of transport

WGK Germany

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis
Certificate of Origin
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...
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...
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...
G Zhang et al.
Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment, 25(4), 413-423 (2008-03-19)
A rapid lateral flow immunoassay screening method has been developed for the determination of sulfamonomethoxine (SMM) residues in swine urine. For this purpose, a specific monoclonal antibody (mAb), SMM4B9 for SMM, was generated and characterized. The mAb showed low cross-reactivity...
Depletion rate of N4-acetylsulphamonomethoxine in tissues of laying hens.
N Furusawa
Veterinary journal (London, England : 1997), 157(1), 103-105 (1999-02-25)

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