| Identification | Back Directory | [Name]
Benzolamide | [CAS]
3368-13-6 | [Synonyms]
W 1803
W-1803
Benzolamide
2-benzenesulfonamido-1,3,4-thiadiazole-5-sulfonamide
5-(Phenylsulfonamido)-1,3,4-thiadiazole-2-sulfonamide
5-(phenylsulfonylamino)-1,3,4-thiadiazole-2-sulfonamide
1,3,4-Thiadiazole-2-sulfonamide, 5-[(phenylsulfonyl)amino]-
Benzolamide,Inhibitor,Carbonate dehydratase,seizures,CAS3,glaucoma,inhibit,Carbonic Anhydrase | [Molecular Formula]
C8H8N4O4S3 | [MDL Number]
MFCD01750412 | [MOL File]
3368-13-6.mol | [Molecular Weight]
320.37 |
| Chemical Properties | Back Directory | [Melting point ]
239.5°C (rough estimate) | [Boiling point ]
585.9±33.0 °C(Predicted) | [density ]
1.6772 (rough estimate) | [refractive index ]
1.5690 (estimate) | [storage temp. ]
4°C, protect from light | [solubility ]
DMSO : 250 mg/mL (780.35 mM; Need ultrasonic) | [form ]
Solid | [pka]
4.42±0.40(Predicted) | [color ]
White to light yellow | [Water Solubility ]
384.4mg/L(25 ºC) |
| Hazard Information | Back Directory | [Uses]
Benzolamide (CL11366) is a potent carbonic anhydrase (CA) inhibitor, with Kis of 15 nM, 9 nM, 94 nM and 78 nM for hCA I, hCA II, EcoCAγ and VchCAγ, respectively. Benzolamide also inhibits CAS3, with a Ki of 54 nM. Benzolamide can be used for the research of glaucoma and seizures[1][2][3]. | [in vivo]
Benzolamide (90 μmol/kg; i.p.) decreases brain pH and suppresses electrographic post-asphyxia seizures in rats[3].
| Animal Model: | Male and female Wistar Han rats (11-day-old)[3] | | Dosage: | 90 μmol/kg | | Administration: | A single i.p. | | Result: | Induced a fast brain acidosis of a comparable magnitude.
Suppressed electrographic seizures after asphyxia by slowing down the recovery of brain pH. |
| [IC 50]
CA Ⅱ | [storage]
4°C, protect from light | [References]
[1] Prete SD, et, al. Escherichia coli γ-carbonic anhydrase: characterisation and effects of simple aromatic/heterocyclic sulphonamide inhibitors. J Enzyme Inhib Med Chem. 2020 Dec;35(1):1545-1554. DOI:10.1080/14756366.2020.1800670
[2] Vullo D, et, al. Sulfonamide Inhibition Studies of the β-Class Carbonic Anhydrase CAS3 from the Filamentous Ascomycete Sordaria macrospora. Molecules. 2020 Feb 25;25(5):1036. DOI:10.3390/molecules25051036
[3] Pospelov AS, et, al. Carbonic anhydrase inhibitors suppress seizures in a rat model of birth asphyxia. Epilepsia. 2021 Jun 27. DOI:10.1111/epi.16963 |
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