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33626

Sigma-Aldrich

Sulfanilamide

puriss. p.a., ≥98% (calc. to the dried substance)

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Synonym(s):
p-Aminobenzenesulfonamide
Linear Formula:
H2NC6H4SO2NH2
CAS Number:
63-74-1
Molecular Weight:
172.20
Beilstein:
511852
EC Number:
200-563-4
MDL number:
MFCD00007939
UNSPSC Code:
12352100
eCl@ss:
39093202
PubChem Substance ID:
57648871
NACRES:
NA.21

grade

puriss. p.a.

Quality Level

100

Assay

≥98% (calc. to the dried substance)

form

solid

impurities

≤0.002% heavy metals (as Pb)

ign. residue

≤0.1% (as SO4)

loss

≤0.5% loss on drying, 105 °C

color

white to faint beige

mp

163-166 °C
164-166 °C (lit.)

anion traces

chloride (Cl-): ≤100 mg/kg
sulfate (SO42-): ≤200 mg/kg

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

SMILES string

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

Gene Information

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

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General description

Chemical structure: sulfonamide
Sulfanilamide (p-Aminobenzenesulfonamide) is a para-amino substituted benzenesulfonamide. Its ortho-mono and diiodo derivatives have been synthesized.

Application

  • Study of new azo-azomethine derivatives of sulfanilamide: synthesis, characterization, spectroscopic, antimicrobial, antioxidant and anticancer activity: This study explores new derivatives of sulfanilamide synthesized through diazonium salt reactions and coupling with 2-hydroxy-3-methoxybenzaldehyde, providing insights into their potential antimicrobial, antioxidant, and anticancer activities (HS Al-Atbi, IJ Al-Assadi, et al., 2020).

Packaging

33626-100G; 33626-6X100G

Other Notes

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

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Traci L Ness et al.
Journal of immunology (Baltimore, Md. : 1950), 173(11), 6938-6948 (2004-11-24)
CCR1 has previously been shown to play important roles in leukocyte trafficking, pathogen clearance, and the type 1/type 2 cytokine balance, although very little is known about its role in the host response during sepsis. In a cecal ligation and
Caroline A Dobbin et al.
Journal of immunology (Baltimore, Md. : 1950), 169(2), 958-965 (2002-07-05)
We propose that the 70-kDa heat shock protein (HSP70) protects virulent Toxoplasma gondii from the effects of the host by immunomodulation. This hypothesis was tested using quercetin and antisense oligonucleotides targeting the start codon of the virulent T. gondii HSP70
Joseph A Hollenbaugh et al.
Journal of immunology (Baltimore, Md. : 1950), 177(5), 3004-3011 (2006-08-22)
We previously reported that IFN-gamma secreted by donor cytotoxic T cell 1 (Tc1) cells was the most important factor in promoting EG7 (an OVA transfection the EL4 thymoma) rejection in mice. In this study, we show that the ability of
The Iodination of p-Aminobenzenesulfonamide and Some Symmetrical Azobenzenesulfonamides.
Scudi JV.
Journal of the American Chemical Society, 59(8), 1480-1483 (1937)
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
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