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Merck

S9251

Sulfanilamide

≥98%

Sinónimos:

4-aminobenzenesulfonamide, p-Aminobenzenesulfonamide

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About This Item

Fórmula lineal:
H2NC6H4SO2NH2
Número CAS:
63-74-1
Peso molecular:
172.20
NACRES:
NA.76
PubChem Substance ID:
24899829
eCl@ss:
39093202
UNSPSC Code:
51283932
EC Number:
200-563-4
MDL number:
MFCD00007939
Beilstein/REAXYS Number:
511852

Nombre del producto

Sulfanilamide, ≥98%

InChI

1S/C6H8N2O2S/c7-5-1-3-6(4-2-5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)

SMILES string

Nc1ccc(cc1)S(N)(=O)=O

InChI key

FDDDEECHVMSUSB-UHFFFAOYSA-N

assay

≥98%

form

powder or crystals

color

white to off-white

mp

164-166 °C (lit.)

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

DNA synthesis | interferes
enzyme | inhibits

Quality Level

200

Gene Information

human ... CA1(759), CA2(760), CA5A(763), CA5B(11238), CA9(768)
mouse ... Car13(71934), Car5a(12352)

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Biochem/physiol Actions

Sulfonamide antibiotic that blocks the synthesis of dihydrofolic acid by inhibiting the enzyme dihydropteroate synthase.
Mode of Action: A competitive inhibitor of dihydropteroate synthestase to block the synthesis of folic acid.
Anti-microbial Spectrum: Gram positive, Gram negative, Chlamydia
Mode of Resistance: Alteration of dihydropteroate synthase or alternative pathway for folic acid synthesis.

General description

Chemical structure: sulfonamide

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificados de análisis (COA)

Lot/Batch Number
0000511781
0000396933
0000396933
0000464503
0000464503

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I Meneau et al.
Antimicrobial agents and chemotherapy, 48(7), 2610-2616 (2004-06-25)
Failure of anti-Pneumocystis jiroveci prophylaxis with sulfa drugs is associated with mutations within the putative active site of the fungal dihydropteroate synthase (DHPS), an enzyme encoded by the multidomain FAS gene. This enzyme is involved in the essential biosynthesis of
Claudia Temperini et al.
Journal of medicinal chemistry, 53(2), 850-854 (2009-12-24)
Coumarins constitute a general and totally new class of inhibitors of the zinc enzyme carbonic anhydrase (CA, EC 4.2.1.1), binding at the entrance of the active site cavity. We report here that the coumarin-binding site in CAs may interact with
Rajwinder Singh et al.
Biomedical optics express, 11(7), 3733-3752 (2020-10-06)
In pregnancy during an inflammatory condition, macrophages present at the feto-maternal junction release an increased amount of nitric oxide (NO) and pro-inflammatory cytokines such as TNF-α and INF-γ, which can disturb the trophoblast functions and pregnancy outcome. Measurement of the
Edward E Knaus et al.
Bioorganic & medicinal chemistry letters, 21(19), 5892-5896 (2011-08-20)
A series of compounds incorporating regioisomeric phenylethynylbenzenesulfonamide moieties has been investigated for the inhibition of four human carbonic anhydrase (hCA, EC 4.2.1.1) isoforms, hCA I, II, IX and XII. Inhibition between the low nanomolar to the milliomolar range has been
Penghua Wang et al.
Water research, 45(16), 5015-5026 (2011-08-02)
A novel carbon-sensitized and nitrogen-doped TiO2 (C/N-TiO2) was synthesized by a facile sol-gel method using titanium butoxide as both titanium precursor and carbon source, and nitric acid as nitrogen source. The calcination temperature had a great effect on the crystal
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