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651-06-9 molecular structure
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4-amino-N-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide

ChemBase ID: 72766
Molecular Formular: C11H12N4O3S
Molecular Mass: 280.30298
Monoisotopic Mass: 280.06301126
SMILES and InChIs

SMILES:
c1(ccc(cc1)S(=O)(=O)Nc1ncc(cn1)OC)N
Canonical SMILES:
COc1cnc(nc1)NS(=O)(=O)c1ccc(cc1)N
InChI:
InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
InChIKey:
GPTONYMQFTZPKC-UHFFFAOYSA-N

Cite this record

CBID:72766 http://www.chembase.cn/molecule-72766.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-amino-N-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide
IUPAC Traditional name
kiron
ultrax
Synonyms
Sulfameter
Sulfamethoxydiazine
Sulfametin
Sulfametorin
Sulfameter(Bayrena)
5-Methoxysulfadiazine
SULFAMETER
N1-(5-Methoxypyrimidin-2-yl)sulfanilamide
4-Amino-N-(5-methoxy-2-pyrimidinyl)benzenesulfonamide
5-Methoxysulfadazine
Sulfametin, Sulfametorine
Sulfamethoxine
AHR-857
Bayrena
Durenat
Kinecid
Kiron
Koroci
Sulla
Ultrax
5-甲氧基磺胺嘧啶
N1-(5-甲氧基嘧啶-2-基)磺胺
磺胺对甲氧嘧啶
CAS Number
651-06-9
EC Number
211-480-8
MDL Number
MFCD00006067
Beilstein Number
621130
PubChem SID
24870508
162037687
24899422
PubChem CID
5326

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 7.056921  H Acceptors
H Donor LogD (pH = 5.5) 0.2189516 
LogD (pH = 7.4) -0.17866325  Log P 0.22958954 
Molar Refractivity 70.6641 cm3 Polarizability 27.140654 Å3
Polar Surface Area 107.2 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
DMSO expand Show data source
Methanol expand Show data source
Apperance
Light Yellow Solid expand Show data source
Melting Point
214-216°C expand Show data source
Storage Condition
-20°C expand Show data source
2-8°C, Desiccate expand Show data source
Refrigerator expand Show data source
RTECS
WP0525000 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
German water hazard class
2 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Grade
VETRANAL™, analytical standard expand Show data source
Salt Data
Free Base expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source
Empirical Formula (Hill Notation)
C11H12N4O3S expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Selleck Chemicals Selleck Chemicals Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 02156708 external link
(5-Methoxysulfadiazine)
Selleck Chemicals - S1618 external link
Research Area: Infection
Biological Activity:
Sulfameter(Bayrena) is a long-acting sulfonamide antibacterial. It is used as a leprostatic agent in the treatment of urinary tract infections. [1]
Sigma Aldrich - S0383 external link
Application
Sulfameter is a sulfonamide antibiotic used as a leprostatic agent and to treat urinary tract infections1. It has been investigated as a potential therapy for chloroquine-resistant malaria during pregnancy2.
Biochem/physiol Actions
Sulfameter is a sulfonamide antibiotic. Sulfonamides block the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase. Sulfonamides are competitive inhibitors of bacterial para-aminobenzoic acid (PABA), which is required for bacterial synthesis of folic acid3. Sulfameter is a dihydrofolate reductase (DHFR) inhibitor. Sulfonamides are active against Gram positive bacteria and Gram negative bacteria. Mode of resistance is via the alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.
Sigma Aldrich - 46834 external link
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • •  http://en.wikipedia.org/wiki/Sulfametoxydiazin
  • • Horstmann, et al.: Arzneim.-Forsch., 11, 682 (1961)
  • • Hecht, G., et al.: Arzneim.-Forsch., 11, 695 (1961)
  • • Bohne, et al.: Chemotherapy, 14, 195 (1969)
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PATENTS

PATENTS

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INTERNET

INTERNET

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