S0508

Sulfamonomethoxine

Name: Sulfamonomethoxine
Brand: SIGMA

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

UNSPSC Code:

51283946

NACRES:

NA.85

PubChem Substance ID:

24899439

MDL number:

MFCD00063466

Beilstein/REAXYS Number:

621128

Key Documents

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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)

SMILES string

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

InChI key

WMPXPUYPYQKQCX-UHFFFAOYSA-N

form

powder

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

Quality Level

200

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This Item	S6256	32091	S5637
Sigma-Aldrich S0508 Sulfamonomethoxine	Sigma-Aldrich S6256 Sulfamethazine	Supelco 32091 Sulfamonomethoxine	Sigma-Aldrich S5637 Sulfamethazine sodium salt
antibiotic activity spectrum Gram-negative bacteria, parasites, Gram-positive bacteria	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria	antibiotic activity spectrum -	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria
mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action -	mode of action DNA synthesis \| interferes, enzyme \| inhibits
Quality Level 200	Quality Level 200	Quality Level 100	Quality Level 200
form powder	form powder or crystals	form -	form powder
solubility methanol: soluble 10 mg/mL	solubility -	solubility -	solubility H₂O: soluble 50 mg/mL
color white to yellow-white	color white to off-white	color -	color white to off-white

General description

Chemical structure: sulfonamide

Application

Sulfamonomethoxine is used to study degradation by Fe³O⁴ magnetic nanoparticles[1]. It is used in blood kinetic studies and is used to study capsule formation of Bordetella bronchiseptica[2][3].

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

GHS07

signalword

Warning

hcodes

H315,H317,H319,H335

pcodes

P280 - P302 + P352 - P305 + P351 + P338

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Blood kinetics of sulfamonomethoxine and oxytetracycline following intrauterine spray injection in dairy cows.

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

Inhibitory effect of sulfamonomethoxine on capsule formation of Bordetella bronchiseptica.

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

Automated benchmarking of peptide-MHC class I binding predictions.

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

Depletion rate of N4-acetylsulphamonomethoxine in tissues of laying hens.

N Furusawa

Veterinary journal (London, England : 1997), 157(1), 103-105 (1999-02-25)

Development of a lateral flow immunoassay strip for screening of sulfamonomethoxine residues.

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

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