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Details

Stereochemistry ACHIRAL
Molecular Formula C13H12N2O3S
Molecular Weight 276.311
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFABENZAMIDE

SMILES

NC1=CC=C(C=C1)S(=O)(=O)NC(=O)C2=CC=CC=C2

InChI

InChIKey=PBCZLFBEBARBBI-UHFFFAOYSA-N
InChI=1S/C13H12N2O3S/c14-11-6-8-12(9-7-11)19(17,18)15-13(16)10-4-2-1-3-5-10/h1-9H,14H2,(H,15,16)

HIDE SMILES / InChI

Molecular Formula C13H12N2O3S
Molecular Weight 276.311
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Sulfabenzamide is an antibacterial/antimicrobial. Often used in conjunction with sulfathiazole and sulfacetamide (trade name - Sultrin) as a topical, intravaginal antibacterial preparation against Haemophilus (Gardnerella) vaginalis bacteria. The mode of action of SULTRIN is not completely known. Indirect effects, such as lowering the vaginal pH, may be equally important mechanisms.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
SULTRIN

Cmax

ValueDoseCo-administeredAnalytePopulation
99.2 μg/mL
750 mg single, oral
SULFACETAMIDE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
1803 μg × h/mL
750 mg single, oral
SULFACETAMIDE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
10.3 h
750 mg single, oral
SULFACETAMIDE plasma
Homo sapiens
13 h
single, ocular
SULFACETAMIDE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
82%
single, ocular
SULFACETAMIDE plasma
Homo sapiens

Doses

AEs

OverviewOther

Other InhibitorOther SubstrateOther Inducer






Drug as perpetrator​

Tox targets

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Other
In Vitro Use Guide
The MTT assay was used to evaluate the viability of Epithelial tumor cell line, T-47D incubated with different concentrations of sulfabenzamide (0.0-20 mM). The 50% growth inhibition (LC50) concentration for sulfabenzamide after 48 h, were calculated as 10.8 mM. Cells incubated with sulfabenzamide exhibited negligible levels of apoptosis, necrosis and cell cycle arrest when compared to untreated cells. Despite negligible detection of DNA fragmentation, a considerable increase in caspase-3 activity was observed in cells incubated with sulfabenzamide. line incubated with different concentrations of sulfabenzamide (0.0-20 mM) after 24, 48 and 72 h
Substance Class Chemical
Record UNII
G58F8OPL4I
Record Status Validated (UNII)
Record Version