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Merck

S9251

Sulfanilamide

≥98%

Synonym(s):

4-aminobenzenesulfonamide, p-Aminobenzenesulfonamide

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About This Item

Linear Formula:
H2NC6H4SO2NH2
CAS Number:
63-74-1
Molecular Weight:
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

Key Documents

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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.

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

S9251-VAR: + S9251-500G: + S9251-100G: + S9251-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
SLCC4508
SLCB7799
SLCB1821
SLBX8231
SLBW9311

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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
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
Daniela Vullo et al.
Bioorganic & medicinal chemistry letters, 20(7), 2178-2182 (2010-03-10)
A beta-carbonic anhydrase (CA, EC 4.2.1.1) from the bacterial pathogen Brucella suis, bsCA 1, has been cloned, purified characterized kinetically and for inhibition with a series of water soluble glycosylated sulfanilamides. bsCA 1 has appreciable activity as catalyst for the
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
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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