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About This Item
Linear Formula:
H2NC6H4SO2NH2
CAS Number:
Molecular Weight:
172.20
NACRES:
NA.76
PubChem Substance ID:
eCl@ss:
39093202
UNSPSC Code:
51283932
EC Number:
200-563-4
MDL number:
Beilstein/REAXYS Number:
511852
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
Gene Information
human ... CA1(759), CA2(760), CA5A(763), CA5B(11238), CA9(768)
mouse ... Car13(71934), Car5a(12352)
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.
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.
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Storage Class
11 - Combustible Solids
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
Global Trade Item Number
| SKU | GTIN |
|---|---|
| S9251-500G | 04061835549900 |
| S9251-100G | 04061835549894 |