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57-67-0 molecular structure
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1-(4-aminobenzenesulfonyl)guanidine

ChemBase ID: 23546
Molecular Formular: C7H10N4O2S
Molecular Mass: 214.2449
Monoisotopic Mass: 214.05244658
SMILES and InChIs

SMILES:
S(=O)(=O)(NC(=N)N)c1ccc(N)cc1
Canonical SMILES:
NC(=N)NS(=O)(=O)c1ccc(cc1)N
InChI:
InChI=1S/C7H10N4O2S/c8-5-1-3-6(4-2-5)14(12,13)11-7(9)10/h1-4H,8H2,(H4,9,10,11)
InChIKey:
BRBKOPJOKNSWSG-UHFFFAOYSA-N

Cite this record

CBID:23546 http://www.chembase.cn/molecule-23546.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
1-(4-aminobenzenesulfonyl)guanidine
IUPAC Traditional name
1-(4-aminobenzenesulfonyl)guanidine
aterian
Synonyms
Sulfaguanidine
4-Amino-N-(aminoiminomethyl)benzenesulfonamide
4-Amino-N-guanylbenzenesulfonamide
SULFAGUANIDINE
{[Amino(imino)methyl]amino}(4-aminophenyl)dioxo-lambda~6~-sulfane
Sulfaguanidine solution
4-氨基-N-(氨基亚氨基甲基)苯磺酰胺
4-氨基-N-脒基苯磺酰胺
磺胺脒
CAS Number
57-67-0
EC Number
200-345-9
MDL Number
MFCD00038136
Beilstein Number
2695326
5659891
PubChem SID
24899810
160986853
PubChem CID
5324

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 10.53171  H Acceptors
H Donor LogD (pH = 5.5) -0.94775057 
LogD (pH = 7.4) -0.5340124  Log P -0.5247584 
Molar Refractivity 63.753 cm3 Polarizability 20.519138 Å3
Polar Surface Area 122.06 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Pharmacology Properties Product Information Bioassay(PubChem)
Melting Point
185-189 °C expand Show data source
190-193°C expand Show data source
Storage Condition
Room Temperature (15-30°C) expand Show data source
Storage Warning
IRRITANT expand Show data source
RTECS
WO8575000 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
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 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-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
Target
Others expand Show data source
Gene Information
human ... F2(2147), PRSS1(5644) expand Show data source
Purity
≥98.0% (TLC) expand Show data source
Concentration
1 mg/mL in H2O expand Show data source
Grade
purum expand Show data source
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
Impurities
≤10% water expand Show data source
Empirical Formula (Hill Notation)
C7H10N4O2S expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05209379 external link
MP Biomedicals Rare Chemical collection
MP Biomedicals - 02102984 external link
Crystalline
Sigma Aldrich - S8751 external link
Application
Sulfaguanidine is used to block the synthesis of folic acid. It is used to study its effect on microsporidial growth and host cell viability2.
Biochem/physiol Actions
Sulfaguanidine 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 acid1. Sulfaguanidine 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 - 00186 external link
Application
The addition of sulfaguanidine to the diet lowered cholesterol in the rat model1. It′s effectiveness has been studied against Encephalitozoon cuniculi2 and it has been used to study In vitro displacement of bilirubin in newborns3 .
Biochem/physiol Actions
Sulfaguanidine is a sulfonamide antibiotice. Sulfonamides have a similar structure to para-aminobenzoic acid (PABA) and interfere with DNA synthesis by blocking the coversion of PABA to the co-enzyme dihydrofolic acid, a reduced form of folic acid. Their actions are primarily bacteriostatic, but can be bactericidal when concentrations of thymine are low in the surrounding medium.
Sigma Aldrich - 32402 external link
Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

REFERENCES

REFERENCES

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PATENTS

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