CAS Number63-74-1
SynonymsEINECS 200-563-4; Sulphonamide; Sulfamine; MFCD00007939; Sulfanilamide; Sulfonylamide; 4-aminobenzene sulfonic acid amide; 4-aminobenzene sulfonamide; 4-aminobenzenesulfonamide; Bacteramid; Streptasol; p-Aminobenzenesulfonamide; para-aminobenzenesulfonamide; 4-aminophenylsulfonamide; Sulphanilamide; p-aminophenylsulfonamide
Molecular FormulaH2NC6H4SO2NH2
Molecular Weight172.20
Purity≥98%
Density1.4±0.1 g/cm3
Boiling Point400.5±47.0 °C at 760 mmHg
Melting Point164-166 °C (lit.)
Appearancepowder or crystals
EINECS200-563-4
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 63-74-1 |
| Catalog No. | 2A-9016891 |
| Chinese Name | 磺胺 |
| Synonyms | EINECS 200-563-4; Sulphonamide; Sulfamine; MFCD00007939; Sulfanilamide; Sulfonylamide; 4-aminobenzene sulfonic acid amide; 4-aminobenzene sulfonamide; 4-aminobenzenesulfonamide; Bacteramid; Streptasol; p-Aminobenzenesulfonamide; para-aminobenzenesulfonamide; 4-aminophenylsulfonamide; Sulphanilamide; p-aminophenylsulfonamide |
| Molecular Formula | H2NC6H4SO2NH2 |
| Molecular Weight | 172.20 |
| Purity | ≥98 |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 400.5±47.0 °C at 760 mmHg |
| Melting Point | 164-166 °C (lit.) |
| Appearance | powder or crystals |
| Water Solubility | 7.5 g/L at 25 ºC |
| Storage Condition | 1. Store in a cool, ventilated, dry place, protect |
| Application | Sulfanilamide is an inhibitor of bacterial dihydropteroate synthase with an IC50 of 320 μM. |
| EINECS | 200-563-4 |
| HTC | 2935009090 |
| PubChem ID | 24899829 |
| MDL Number | MFCD00007939 |
| SMILES | Nc1ccc(cc1)S(N)(=O)=O |
| InChI | 1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10) |
| InChI Key | FDDDEECHVMSUSB-UHFFFAOYSA-N |
| Beilstein/REAXYS | 511852 |
| NACRES Code | NA.76 |
| eCl@ss | 39093202 |
| UNSPSC | 51283932 |
| MSDS | msds/16891_1_63_74_1.pdf |
| Bioactivity | Sulfanilamide is a competitive inhibitor for bacterial enzyme dihydropteroate synthetase with IC50 of 320 μM.Target: dihydropteroate synthetase; AntibacterialSulfanilamide containing the sulfonamide functional group displays inhibitory activity for dihydropteroate synthetase partially purified from Escherichia coli which normally uses para-aminobenzoic acid (PABA) for synthesizing the necessary folic acid acting as a coenzyme in the synthesis of purine, pyrimidine and other amino acids, exhibiting an IC 50 of 320 μM for dihydropteroate synthetasea and Km of 2.5 uM for PABA [1]. Sulfanilamide shows IC50 of 286.8 μg/mL for recombinant S. cerevisiae strains with wild-type FOL1 genes, but the single mutation 55Trp to 55Ala or 57Pro to 57Ser within the putative active site of the fungal DHPS confers resistance to Sulfanilamide with IC50 of >800 μg/mL [2]. Administration of Sulfanilamide with the dosage of 100 mg/kg/day is effective in the prevention of P. carinii infection in the immunosuppressed rat model. When the dosage of sulfaguanidine and Sulfanilamide reduced to 10 mg/kg/day, breakthrough P. carinii infection occurs in the rats [3]. Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection References [1]. McCullough, J.L. and T.H. Maren, Inhibition of dihydropteroate synthetase from Escherichia coli by sulfones and sulfonamides. Antimicrob Agents Chemother, 1973. 3(6): p. 665-9. [2]. Meneau, I., et al., Pneumocystis jiroveci dihydropteroate synthase polymorphisms confer resistance to sulfadoxine and sulfanilamide in Saccharomyces cerevisiae. Antimicrob Agents Chemother, 2004. 48(7): p. 2610-6. [3]. Hughes, W.T. and J. Killmar, Monodrug efficacies of sulfonamides in prophylaxis for Pneumocystis carinii pneumonia. Antimicrob Agents Chemother, 1996. 40(4): p. 962-5. Chemical & Physical Properties Density 1.4±0.1 g/cm3 Boiling Point 400.5±47.0 °C at 760 mmHg Melting Point 164-166 °C(lit.) Molecular Formula C6H8N2O2S Molecular Weight 172.205 Flash Point 196.0±29.3 °C Exact Mass 172.030655 PSA 94.56000 LogP -0.72 Vapour Pressure 0.0±0.9 mmHg at 25°C Index of Refraction 1.628 InChIKey FDDDEECHVMSUSB-UHFFFAOYSA-N SMILES Nc1ccc(S(N)(=O)=O)cc1 Water Solubility 7.5 g/L at 25 ºC |
| Use of | Properties Articles207 Name sulfanilamide Synonym More Synonyms Sulfanilamide Biological Activity Related Catalog Signaling Pathways >> Anti-infection >> Bacterial Research Areas >> Infection References [1]. McCullough, J.L. and T.H. Maren, Inhibition of dihydropteroate synthetase from Escherichia coli by sulfones and sulfonamides. Antimicrob Agents Chemother, 1973. 3(6): p. 665-9. [2]. Meneau, I., et al., Pneumocystis jiroveci dihydropteroate synthase polymorphisms confer resistance to sulfadoxine and sulfanilamide in Saccharomyces cerevisiae. Antimicrob Agents Chemother, 2004. 48(7): p. 2610-6. [3]. Hughes, W.T. and J. Killmar, Monodrug efficacies of sulfonamides in prophylaxis for Pneumocystis carinii pneumonia. Antimicrob Agents Chemother, 1996. 40(4): p. 962-5. Chemical & Physical Properties Molecular Formula C6H8N2O2S Exact Mass 172.030655 PSA 94.56000 LogP -0.72 Index of Refraction 1.628 InChIKey FDDDEECHVMSUSB-UHFFFAOYSA-N |
| Tax Rebate | 9.0% |
| Supervision | None MFN tariff: 6.5% Ordinary tariff: 35.0% |
| Transport Info | Product name: Chemical name |
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