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S9251

Sigma-Aldrich

Sulfanilamide

≥98%

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Synonym(s):
4-aminobenzenesulfonamide, p-Aminobenzenesulfonamide
Linear Formula:
H2NC6H4SO2NH2
CAS Number:
Molecular Weight:
172.20
Beilstein:
511852
EC Number:
MDL number:
eCl@ss:
39093202
PubChem Substance ID:
NACRES:
NA.76

Quality Level

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

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

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1 of 4

This Item
3362616320041.11799
Sulfanilamide ≥98%

Sigma-Aldrich

S9251

Sulfanilamide

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

Sigma-Aldrich

33626

Sulfanilamide

Sulfanilamide United States Pharmacopeia (USP) Reference Standard

USP

1632004

Sulfanilamide

Sulfanilamide GR for analysis Reag. Ph Eur

Supelco

1.11799

Sulfanilamide

form

powder or crystals

form

solid

form

-

form

solid

color

white to off-white

color

white to faint beige

color

-

color

-

mp

164-166 °C (lit.)

mp

163-166 °C, 164-166 °C (lit.)

mp

164-166 °C (lit.)

mp

162.8 °C

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

mode of action

-

General description

Chemical structure: sulfonamide

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.

Other Notes

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

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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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
Daniela Vullo et al.
Bioorganic & medicinal chemistry letters, 15(4), 971-976 (2005-02-03)
The inhibition of a newly cloned human carbonic anhydrase (CA, EC 4.2.1.1), isozyme VII (hCA VII), has been investigated with a series of aromatic and heterocyclic sulfonamides, including some of the clinically used derivatives (acetazolamide, methazolamide, ethoxzolamide, dichlorophenamide, dorzolamide, brinzolamide

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