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1220-83-3 molecular structure
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4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide

ChemBase ID: 53487
Molecular Formular: C11H12N4O3S
Molecular Mass: 280.30298
Monoisotopic Mass: 280.06301126
SMILES and InChIs

SMILES:
S(=O)(=O)(Nc1ncnc(c1)OC)c1ccc(N)cc1
Canonical SMILES:
COc1ncnc(c1)NS(=O)(=O)c1ccc(cc1)N
InChI:
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)
InChIKey:
WMPXPUYPYQKQCX-UHFFFAOYSA-N

Cite this record

CBID:53487 http://www.chembase.cn/molecule-53487.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide
IUPAC Traditional name
4-amino-N-(6-methoxypyrimidin-4-yl)benzene-1-sulfonamide
sulfamonomethoxine
Synonyms
4-Amino-N-(6-methoxy-4-pyrimidinyl)-benzenesulfonamide
4-Amino-N-[6-methoxy-4-pyrimidinyl]benzenesulfonamide
SULFAMONOMETHOXINE
4-Methoxy-6-sulfanilamidopyrimidine
4-Amino-N-(6-methoxy-4-pyrimidinyl)benzenesulfonamide
N1-(6-Methoxy-4-pyrimidinyl)sulfanilamide
SMM
Sulfamonomethoxine
4-Amino-N-(6-methoxy-pyrimidin-4-yl)benzenesulfonamide
4-Sulfanilamido-6-methoxypyrimidine
6-Methoxy-4-sulfanilamidopyrimidine
DJ 1550
DS 36
Daimeton
ICI 32525
Ro 4-3476
Sulfamonomethoxin
CAS Number
1220-83-3
MDL Number
MFCD00063466
Beilstein Number
621128
PubChem SID
24899439
162058250
PubChem CID
5332

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.148648  H Acceptors
H Donor LogD (pH = 5.5) 0.73055434 
LogD (pH = 7.4) 0.37544724  Log P 0.73971856 
Molar Refractivity 71.3451 cm3 Polarizability 27.135805 Å3
Polar Surface Area 107.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Ethanol expand Show data source
Methanol expand Show data source
Apperance
White To Off-White Solid expand Show data source
Melting Point
203-206°C expand Show data source
Storage Condition
Refrigerator expand Show data source
Room Temperature (15-30°C) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
WP0550000 expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
2 expand Show data source
Risk Statements
36/37/38-43 expand Show data source
Safety Statements
26-36 expand Show data source
TSCA Listed
false expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H317-H319-H335 expand Show data source
GHS Precautionary statements
P261-P280-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Faceshields, Gloves expand Show data source
Mechanism of Action
Dihydrofolate reductase inhibitor expand Show data source
Dihydrofolate synthesis inhibitor; expand Show data source
Folate antagonist expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Application(s)
Antibacterial agent (depot sulfonamide) expand Show data source
Antiseptic expand Show data source
Empirical Formula (Hill Notation)
C11H12N4O3S expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich TRC TRC
Sigma Aldrich - S0508 external link
Application
Sulfamonomethoxine is a long acting sulfonamide antibacterial agent. It is used to study degradation by Fe3O4 magnetic nanoparticles1. It is used in blood kinetic studies and is used to study capsule formation of Bordetella bronchiseptica2,3.
Biochem/physiol Actions
Sulfamonomethoxine is a competitive inhibitor of dihydropteroate synthetase used to block the synthesis of folic acid.
Toronto Research Chemicals - S699145 external link
Protein binding. Inhibitor of enzyme. Sulfamonomethoxine and Trimethoprim are used for treating porcine unknown hyperpyrexia.

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Redin, G.E. and McCoy, M.E., Chemotherapia , 4 : 386, (1962).
  • • Bridges, et al.: Biochem. J., et al.: 96, 829 (1965)
  • • Hong, Y.-L., et al.: Antimicrob. Agents Chemother., 39, 1756 (1995)
  • • Clarkson, R. et al., Nature (London), 1961, 192, 523, (pharmacol)
  • • Rieder, J., Arzneim.-Forsch., 1963, 13, 81, (phys props, pharmacol)
  • • Tanaka, Y. et al., Chem. Pharm. Bull., 1965, 13, 399, (ir)
  • • Zasosov, V.A. et al., Khim.-Farm. Zh., 1974, 8, 28, (synth)
  • • Nose, N. et al., J. Chromatogr., 1976, 123, 167, (glc)
  • • Vree, T.B. et al., Drug Metab. Dispos., 1990, 18, 852, (pharmacokinet, metab, human)
  • • Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 205
  • • Uno, K. et al., J. Chromatogr., B: Biomed. Appl., 1995, 663, 177, (hplc)
  • • Lewis, R.J., Sax's Dangerous Properties of Industrial Materials, 8th edn., Van Nostrand Reinhold, 1992, SNL800
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PATENTS

PATENTS

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INTERNET

INTERNET

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