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Chemical Compound Review

BENZOLAMIDE     5-(phenylsulfonylamino)- 1,3,4-thiadiazole...

Synonyms: CHEMBL73962, SureCN3497931, AC1L2CTC, DNC004915, LS-150308, ...
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Disease relevance of CL 11366


High impact information on CL 11366


Chemical compound and disease context of CL 11366


Biological context of CL 11366

  • 2) Renal blood flow (RBF) was monitored for evidence that tubuloglomerular feedback (TGF) resets during 1 h of continuous activation with benzolamide [13].
  • A simulation of extracellular buffering kinetics generated recoveries from a base load consistent with the observed decay of the alkaline transient in the presence of benzolamide [14].
  • Sulthiame (1.0-2.5 mM) and acetazolamide (1.0-2.0 mM) reversibly reduced the frequency of action potentials and epileptiform bursts after 10-15 min (n = 9, n = 7), whereas benzolamide (1.0-2.0 mM) had no effect (n = 6) [15].
  • To study the role of bicarbonate reabsorption in metabolically linked proximal tubular ion transport a series of micropuncture-clearance-extraction experiments were performed comparing the effects of the carbonic anhydrase inhibitor benzolamide and of hypertonic sodium bicarbonate infusion with control conditions in the rat [16].

Anatomical context of CL 11366

  • 3. The results show that inhibition of erythrocyte carbonic anhydrase by benzolamide leads to a decrease in the slope of the normoxic CO2 response curve, and a decrease of the extrapolated arterial PCO2 at zero ventilation [17].
  • Prior work showed that the intracellular lactate-induced acidification (LIA) of astrocytes is diminished by benzolamide, a poorly permeant, nonspecific CA inhibitor [18].
  • We studied the effect on these of benzolamide (1-4 mg/kg i.v.) a carbonic anhydrase inhibitor which does not easily cross the blood-brain barrier and acetazolamide (50 mg/kg i.v.) an inhibitor which crosses the barrier more easily [19].
  • 4. In saline-perfused lungs ventilated with 5% CO2 in O2, Tris or alkalinized albumin solution injected into the pulmonary artery transiently lowered FET, CO2 and the effect was reduced by the addition of benzolamide or acetazolamide to the injectate [20].
  • 1. The effect of inhibition of erythrocyte carbonic anhydrase on the ventilatory response to CO2 was studied by administering benzolamide (70 mg kg-1, i.v.), an inhibitor which does not cross the blood-brain barrier, to carotid body denervated cats which were anaesthetized with chloralose-urethane [17].

Associations of CL 11366 with other chemical compounds


Gene context of CL 11366


Analytical, diagnostic and therapeutic context of CL 11366

  • Studies on the tubulo-glomerular feedback system in the rat. The mechanism of reduction in filtration rate with benzolamide [7].
  • Microelectrode determination of pH and PCO2 in rat proximal tubule after benzolamide: evidence for hydrogen ion secretion [29].
  • Benzolamide (less than 1/1,000 as permeable) at 4 microM (1,000 times its Ki) inhibited only approximately 17% of control CA activity by 5 min and 48% by 30 min after the start of perfusion [30].
  • By contrast, treatment of anemic dogfish with the CA inhibitors benzolamide (1.3 mg/kg) or F3500 (50 mg/kg), to selectively inhibit extracellular CA, elicited rapid and significant increases in Pa(CO(2)) of 0.68 +/- 0.17 Torr (N = 6) and 0.53 +/- 0.11 Torr (N = 7), respectively, by 30 min after treatment [31].


  1. Effects of carbonic anhydrase inhibition on ventilation-perfusion matching in the dog lung. Swenson, E.R., Robertson, H.T., Hlastala, M.P. J. Clin. Invest. (1993) [Pubmed]
  2. Carbonic anhydrases and mucosal vanilloid receptors help mediate the hyperemic response to luminal CO2 in rat duodenum. Akiba, Y., Ghayouri, S., Takeuchi, T., Mizumori, M., Guth, P.H., Engel, E., Swenson, E.R., Kaunitz, J.D. Gastroenterology (2006) [Pubmed]
  3. Downstream shift in sodium pump activity along the nephron during acute hypertension. Magyar, C.E., Zhang, Y., Holstein-Rathlou, N.H., McDonough, A.A. J. Am. Soc. Nephrol. (2001) [Pubmed]
  4. Benzolamide inhibits low-threshold calcium currents in hippocampal pyramidal neurons. Gottfried, J.A., Chesler, M. J. Neurophysiol. (1995) [Pubmed]
  5. Pulmonary vasodilation by acetazolamide during hypoxia is unrelated to carbonic anhydrase inhibition. H??hne, C., Pickerodt, P.A., Francis, R.C., Boemke, W., Swenson, E.R. Am. J. Physiol. Lung Cell Mol. Physiol. (2007) [Pubmed]
  6. Temporal adjustment of the juxtaglomerular apparatus during sustained inhibition of proximal reabsorption. Thomson, S.C., Bachmann, S., Bostanjoglo, M., Ecelbarger, C.A., Peterson, O.W., Schwartz, D., Bao, D., Blantz, R.C. J. Clin. Invest. (1999) [Pubmed]
  7. Studies on the tubulo-glomerular feedback system in the rat. The mechanism of reduction in filtration rate with benzolamide. Tucker, B.J., Steiner, R.W., Gushwa, L.C., Blantz, R.C. J. Clin. Invest. (1978) [Pubmed]
  8. Carbonic anhydrase IV and XIV knockout mice: roles of the respective carbonic anhydrases in buffering the extracellular space in brain. Shah, G.N., Ulmasov, B., Waheed, A., Becker, T., Makani, S., Svichar, N., Chesler, M., Sly, W.S. Proc. Natl. Acad. Sci. U.S.A. (2005) [Pubmed]
  9. Carbonic anhydrase inhibitors. DNA cloning, characterization, and inhibition studies of the human secretory isoform VI, a new target for sulfonamide and sulfamate inhibitors. Nishimori, I., Minakuchi, T., Onishi, S., Vullo, D., Scozzafava, A., Supuran, C.T. J. Med. Chem. (2007) [Pubmed]
  10. CO2 retention as a basis for increased toxicity of salicylate with acetazolamide: avoidance of increased toxicity with benzolamide. Liddell, N.E., Maren, T.H. J. Pharmacol. Exp. Ther. (1975) [Pubmed]
  11. Roles of gill and red cell carbonic anhydrase in elasmobranch HCO3- and CO2 excretion. Swenson, E.R., Maren, T.H. Am. J. Physiol. (1987) [Pubmed]
  12. PCO2 measurements in surface proximal tubules and peritubular capillaries of the rat kidney. Gennari, F.J., Caflisch, C.R., Johns, C., Maddox, D.A., Cohen, J.J. Am. J. Physiol. (1982) [Pubmed]
  13. Early diabetes as a model for testing the regulation of juxtaglomerular NOS I. Thomson, S.C., Deng, A., Komine, N., Hammes, J.S., Blantz, R.C., Gabbai, F.B. Am. J. Physiol. Renal Physiol. (2004) [Pubmed]
  14. Kinetics of activity-evoked pH transients and extracellular pH buffering in rat hippocampal slices. Tong, C.K., Chen, K., Chesler, M. J. Neurophysiol. (2006) [Pubmed]
  15. Carbonic anhydrase inhibitor sulthiame reduces intracellular pH and epileptiform activity of hippocampal CA3 neurons. Leniger, T., Wiemann, M., Bingmann, D., Widman, G., Hufnagel, A., Bonnet, U. Epilepsia (2002) [Pubmed]
  16. Proximal tubular Na, Cl, and HCO3 reabsorption and renal oxygen consumption. Weinstein, S.W., Klose, R., Szyjewicz, J. Am. J. Physiol. (1984) [Pubmed]
  17. Carbonic anhydrase and control of breathing: different effects of benzolamide and methazolamide in the anaesthetized cat. Teppema, L., Berkenbosch, A., DeGoede, J., Olievier, C. J. Physiol. (Lond.) (1995) [Pubmed]
  18. Functional demonstration of surface carbonic anhydrase IV activity on rat astrocytes. Svichar, N., Esquenazi, S., Waheed, A., Sly, W.S., Chesler, M. Glia (2006) [Pubmed]
  19. The location of carbonic anhydrase in relation to the blood-brain barrier at the medullary chemoreceptors of the cat. Hanson, M.A., Nye, P.C., Torrance, R.W. J. Physiol. (Lond.) (1981) [Pubmed]
  20. Studies on the localization of pulmonary carbonic anhydrase in the cat. Hanson, M.A., Nye, P.C., Torrance, R.W. J. Physiol. (Lond.) (1981) [Pubmed]
  21. Surface carbonic anhydrase activity on astrocytes and neurons facilitates lactate transport. Svichar, N., Chesler, M. Glia (2003) [Pubmed]
  22. Mechanism of action of GABA on intracellular pH and on surface pH in crayfish muscle fibres. Kaila, K., Saarikoski, J., Voipio, J. J. Physiol. (Lond.) (1990) [Pubmed]
  23. Temporal adaptation of tubuloglomerular feedback: effects of COX-2. Deng, A., Wead, L.M., Blantz, R.C. Kidney Int. (2004) [Pubmed]
  24. Endogenous pH shifts facilitate spreading depression by effect on NMDA receptors. Tong, C.K., Chesler, M. J. Neurophysiol. (1999) [Pubmed]
  25. Renal carbonic anhydrase inhibition reduces high altitude sleep periodic breathing. Swenson, E.R., Leatham, K.L., Roach, R.C., Schoene, R.B., Mills, W.J., Hackett, P.H. Respiration physiology. (1991) [Pubmed]
  26. Activity-dependent pH shifts in hippocampal slices from normal and carbonic anhydrase II-deficient mice. Tong, C.K., Cammer, W., Chesler, M. Glia (2000) [Pubmed]
  27. The complex role of nitric oxide in the regulation of glomerular ultrafiltration. Blantz, R.C., Deng, A., Lortie, M., Munger, K., Vallon, V., Gabbai, F.B., Thomson, S.C. Kidney Int. (2002) [Pubmed]
  28. Benzolamide is not a membrane-impermeant carbonic anhydrase inhibitor. Supuran, C.T., Scozzafava, A. Journal of enzyme inhibition and medicinal chemistry. (2004) [Pubmed]
  29. Microelectrode determination of pH and PCO2 in rat proximal tubule after benzolamide: evidence for hydrogen ion secretion. DuBose, T.D., Pucacco, L.R., Seldin, D.W., Carter, N.W., Kokko, J.P. Kidney Int. (1979) [Pubmed]
  30. Total CA activity in isolated perfused guinea pig lung by 18O-exchange method. Nioka, S., Henry, R.P., Forster, R.E. J. Appl. Physiol. (1988) [Pubmed]
  31. Branchial membrane-associated carbonic anhydrase activity maintains CO2 excretion in severely anemic dogfish. Gilmour, K.M., Perry, S.F. Am. J. Physiol. Regul. Integr. Comp. Physiol. (2004) [Pubmed]
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