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S9251

Sigma-Aldrich

Sulfanilamide

≥98%

Synonyme(s) :

4-aminobenzenesulfonamide, p-Aminobenzenesulfonamide

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About This Item

Formule linéaire :
H2NC6H4SO2NH2
Numéro CAS:
63-74-1
Poids moléculaire :
172.20
Numéro Beilstein :
511852
Numéro CE :
200-563-4
Numéro MDL:
MFCD00007939
Code UNSPSC :
51283932
eCl@ss :
39093202
ID de substance PubChem :
24899829
Nomenclature NACRES :
NA.76

Niveau de qualité

200

Pureté

≥98%

Forme

powder or crystals

Couleur

white to off-white

Pf

164-166 °C (lit.)

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Chaîne 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)

Clé InChI

FDDDEECHVMSUSB-UHFFFAOYSA-N

Informations sur le gène

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

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Catégories apparentées

Description générale

Chemical structure: sulfonamide

Actions biochimiques/physiologiques

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.

Autres remarques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 1

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000388227
0000369391
0000369392
0000359051
0000369391

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2-Aminobenzenesulfonamide 98%

Sigma-Aldrich

245887

2-Aminobenzenesulfonamide

N-(1-Naphthyl)ethylenediamine dihydrochloride for determination of sulfonamide and nitrite, ACS reagent, ≥98%

Supelco

33461

N-(1-Naphthyl)ethylenediamine dihydrochloride

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
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
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
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
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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