The world's first wiki where authorship really matters (Nature Genetics, 2008). Due credit and reputation for authors. Imagine a global collaborative knowledge base for original thoughts. Search thousands of articles and collaborate with scientists around the globe.

wikigene or wiki gene protein drug chemical gene disease author authorship tracking collaborative publishing evolutionary knowledge reputation system wiki2.0 global collaboration genes proteins drugs chemicals diseases compound
Hoffmann, R. A wiki for the life sciences where authorship matters. Nature Genetics (2008)
Chemical Compound Review

MOLI000721     benzamide

Synonyms: MOLI001068, AC1L9OUM
Welcome! If you are familiar with the subject of this article, you can contribute to this open access knowledge base by deleting incorrect information, restructuring or completely rewriting any text. Read more.

Disease relevance of benzamide


Psychiatry related information on benzamide


High impact information on benzamide

  • Here we show that the function of zinc fingers in the estrogen receptor DNA-binding domain (DBD) is susceptible to chemical inhibition by electrophilic disulfide benzamide and benzisothiazolone derivatives, which selectively block binding of the estrogen receptor to its responsive element and subsequent transcription [7].
  • Thus, the usefulness of 3-aminobenzamide and benzamide may be severely restricted by the difficulty of finding a dose small enough to inhibit the synthetase without producing additional metabolic effects [8].
  • Moreover, embryonic trophoblast stem cell lines established from early PARG null embryos are viable only when cultured in medium containing the poly(ADP-ribose) polymerase inhibitor benzamide [9].
  • Cell death in each condition was markedly reduced by the PARP1 inhibitor benzamide and equally reduced by the PARG inhibitors gallotannin and nobotanin B [10].
  • Synthetic benzamide derivatives were investigated for their ability to inhibit histone deacetylase (HDA) [11].

Chemical compound and disease context of benzamide


Biological context of benzamide

  • Addition of benzamide (BZ) at the onset of S phase inhibited expression of the neoplastic phenotype in human foreskin fibroblasts treated in vitro with (+/-)-7 alpha,8 beta-dihydroxy-9 beta,10 beta-epoxy-7,8,9,10-tetrahydrobenzo[a]pyrene (B[a]P diol epoxide) in early S phase [17].
  • a1-1 cells, a transformant line obtained by transfection of NIH 3T3 cells with human c-Ha-rasT24 (hc-Ha-rasT24), were converted to morphologically normal flat cells following a 2-week culture in the presence of benzamide (BA), an inhibitor of poly(ADP-ribose) polymerase [ADP-ribosyltransferase (polymerizing); EC] [18].
  • Maintenance of ATP favours apoptosis over necrosis triggered by benzamide riboside [19].
  • Treatment with benzamide to inhibit ADP-ribosylation and strand break repair increased apoptosis; splitting the dose of radiation to allow increased time for DNA repair decreased apoptosis [20].
  • The same potentiation occurred after cotreatment with benzamide (1 mM), another poly(ADP-ribosyl)ation inhibitor, under conditions which precluded direct drug interactions [21].

Anatomical context of benzamide

  • Cell cycle-dependent intervention by benzamide of carcinogen-induced neoplastic transformation and in vitro poly(ADP-ribosyl)ation of nuclear proteins in human fibroblasts [22].
  • A benzamide drug that crosses the blood-brain barrier and facilitates DL-alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptor-mediated synaptic responses was tested for its effects on memory in three behavioral tasks [23].
  • Preincubation of T cells with either nicotinamide or benzamide [corrected], both known inhibitors of ADP-ribosyltransferase, completely reversed the suppressive effects of gamma-irradiation on T cell adhesion [24].
  • Pharmacological characterization of 5-hydroxytryptamine4(5-HT4) receptors positively coupled to adenylate cyclase in adult guinea pig hippocampal membranes: effect of substituted benzamide derivatives [25].
  • In this manuscript we describe the induction of the CD71 transferrin receptor in human promyelocytic leukemia HL-60 cells following treatment with benzamide riboside [26].

Associations of benzamide with other chemical compounds


Gene context of benzamide


Analytical, diagnostic and therapeutic context of benzamide


  1. Benzamide riboside induces apoptosis independent of Cdc25A expression in human ovarian carcinoma N.1 cells. Grusch, M., Rosenberger, G., Fuhrmann, G., Braun, K., Titscher, B., Szekeres, T., Fritzer-Skekeres, M., Oberhuber, G., Krohn, K., Hengstschlaeger, M., Krupitza, G., Jayaram, H.N. Cell Death Differ. (1999) [Pubmed]
  2. Nicotinamide and nicotinamide analogues as antitumor promoters in mouse skin. Ludwig, A., Dietel, M., Schäfer, G., Müller, K., Hilz, H. Cancer Res. (1990) [Pubmed]
  3. Stimulation of poly(ADP-ribosyl)ation during Ehrlich ascites tumor cell "starvation" and suppression of concomitant DNA fragmentation by benzamide. Wielckens, K., George, E., Pless, T., Hilz, H. J. Biol. Chem. (1983) [Pubmed]
  4. Toxicity and efficacy of benzamide riboside in cancer chemotherapy models. Jayaram, H.N., Yalowitz, J.A., Arguello, F., Greene, J.F. Current medicinal chemistry. (2002) [Pubmed]
  5. Radioiodinated N-(2-diethylaminoethyl)benzamide derivatives with high melanoma uptake: structure-affinity relationships, metabolic fate, and intracellular localization. Eisenhut, M., Hull, W.E., Mohammed, A., Mier, W., Lay, D., Just, W., Gorgas, K., Lehmann, W.D., Haberkorn, U. J. Med. Chem. (2000) [Pubmed]
  6. Pharmacotoxicological aspects of levosulpiride. Rossi, F., Forgione, A. Pharmacol. Res. (1995) [Pubmed]
  7. Suppression of breast cancer by chemical modulation of vulnerable zinc fingers in estrogen receptor. Wang, L.H., Yang, X.Y., Zhang, X., Mihalic, K., Fan, Y.X., Xiao, W., Howard, O.M., Appella, E., Maynard, A.T., Farrar, W.L. Nat. Med. (2004) [Pubmed]
  8. Inhibitors of poly(adenosine diphosphate-ribose) synthesis: effect on other metabolic processes. Milam, K.M., Cleaver, J.E. Science (1984) [Pubmed]
  9. Failure to degrade poly(ADP-ribose) causes increased sensitivity to cytotoxicity and early embryonic lethality. Koh, D.W., Lawler, A.M., Poitras, M.F., Sasaki, M., Wattler, S., Nehls, M.C., Stöger, T., Poirier, G.G., Dawson, V.L., Dawson, T.M. Proc. Natl. Acad. Sci. U.S.A. (2004) [Pubmed]
  10. Poly(ADP-ribose) glycohydrolase mediates oxidative and excitotoxic neuronal death. Ying, W., Sevigny, M.B., Chen, Y., Swanson, R.A. Proc. Natl. Acad. Sci. U.S.A. (2001) [Pubmed]
  11. A synthetic inhibitor of histone deacetylase, MS-27-275, with marked in vivo antitumor activity against human tumors. Saito, A., Yamashita, T., Mariko, Y., Nosaka, Y., Tsuchiya, K., Ando, T., Suzuki, T., Tsuruo, T., Nakanishi, O. Proc. Natl. Acad. Sci. U.S.A. (1999) [Pubmed]
  12. Organic affective syndrome associated with metoclopramide: case report. Weddington, W.W., Banner, A. The Journal of clinical psychiatry. (1986) [Pubmed]
  13. Scintigraphic detection of melanoma metastases with a radiolabeled benzamide ([iodine-123]-(S)-IBZM). Maffioli, L., Mascheroni, L., Mongioj, V., Gasparini, M., Baldini, M.T., Seregni, E., Castellani, M.R., Cascinelli, N., Buraggi, G.L. J. Nucl. Med. (1994) [Pubmed]
  14. Expression of Mycobacterium smegmatis pyrazinamidase in Mycobacterium tuberculosis confers hypersensitivity to pyrazinamide and related amides. Boshoff, H.I., Mizrahi, V. J. Bacteriol. (2000) [Pubmed]
  15. Effects of tiapride in tardive dyskinesia. Pollak, P., Gaio, J.M., Hommel, M., Pellat, J., Perret, J. Psychopharmacology (Berl.) (1985) [Pubmed]
  16. Cisapride 20 mg b.d. for preventing symptoms of GERD induced by a provocative meal. The CIS-USA-89 Study Group. Castell, D., Silvers, D., Littlejohn, T., Orr, W., Napolitano, J., Oleka, N., Jokubaitis, L. Aliment. Pharmacol. Ther. (1999) [Pubmed]
  17. Preferential binding of benzo[a]pyrene diol epoxide to the linker DNA of human foreskin fibroblasts in S phase in the presence of benzamide. Kurian, P., Jeffrey, A.M., Milo, G.E. Proc. Natl. Acad. Sci. U.S.A. (1985) [Pubmed]
  18. Deletion of transfected oncogenes from NIH 3T3 transformants by inhibitors of poly(ADP-ribose) polymerase. Nakayasu, M., Shima, H., Aonuma, S., Nakagama, H., Nagao, M., Sugimura, T. Proc. Natl. Acad. Sci. U.S.A. (1988) [Pubmed]
  19. Maintenance of ATP favours apoptosis over necrosis triggered by benzamide riboside. Grusch, M., Polgar, D., Gfatter, S., Leuhuber, K., Huettenbrenner, S., Leisser, C., Fuhrmann, G., Kassie, F., Steinkellner, H., Smid, K., Peters, G.J., Jayaram, H.N., Klepal, W., Szekeres, T., Knasmüller, S., Krupitza, G. Cell Death Differ. (2002) [Pubmed]
  20. Response of postmitotic neurons to X-irradiation: implications for the role of DNA damage in neuronal apoptosis. Gobbel, G.T., Bellinzona, M., Vogt, A.R., Gupta, N., Fike, J.R., Chan, P.H. J. Neurosci. (1998) [Pubmed]
  21. Potentiation of carcinogen-induced methotrexate resistance and dihydrofolate reductase gene amplification by inhibitors of poly(adenosine diphosphate-ribose) polymerase. Bürkle, A., Heilbronn, R., zur Hausen, H. Cancer Res. (1990) [Pubmed]
  22. Cell cycle-dependent intervention by benzamide of carcinogen-induced neoplastic transformation and in vitro poly(ADP-ribosyl)ation of nuclear proteins in human fibroblasts. Kun, E., Kirsten, E., Milo, G.E., Kurian, P., Kumari, H.L. Proc. Natl. Acad. Sci. U.S.A. (1983) [Pubmed]
  23. Facilitation of glutamate receptors enhances memory. Staubli, U., Rogers, G., Lynch, G. Proc. Natl. Acad. Sci. U.S.A. (1994) [Pubmed]
  24. Impairment of lymphocyte adhesion to cultured fibroblasts and endothelial cells by gamma-irradiation. Piela-Smith, T.H., Aune, T., Aneiro, L., Nuveen, E., Korn, J.H. J. Immunol. (1992) [Pubmed]
  25. Pharmacological characterization of 5-hydroxytryptamine4(5-HT4) receptors positively coupled to adenylate cyclase in adult guinea pig hippocampal membranes: effect of substituted benzamide derivatives. Bockaert, J., Sebben, M., Dumuis, A. Mol. Pharmacol. (1990) [Pubmed]
  26. Benzamide riboside, a recent inhibitor of inosine 5'-monophosphate dehydrogenase induces transferrin receptors in cancer cells. Szekeres, T., Sedlak, J., Novotny, L. Current medicinal chemistry. (2002) [Pubmed]
  27. The histone deacetylase inhibitor MS-275 interacts synergistically with fludarabine to induce apoptosis in human leukemia cells. Maggio, S.C., Rosato, R.R., Kramer, L.B., Dai, Y., Rahmani, M., Paik, D.S., Czarnik, A.C., Payne, S.G., Spiegel, S., Grant, S. Cancer Res. (2004) [Pubmed]
  28. Mechanism of c-fos induction by active oxygen. Amstad, P.A., Krupitza, G., Cerutti, P.A. Cancer Res. (1992) [Pubmed]
  29. Thiourea-catalyzed asymmetric michael addition of activated methylene compounds to alpha,beta-unsaturated imides: dual activation of imide by intra- and intermolecular hydrogen bonding. Inokuma, T., Hoashi, Y., Takemoto, Y. J. Am. Chem. Soc. (2006) [Pubmed]
  30. Role of human nucleoside transporters in the cellular uptake of two inhibitors of IMP dehydrogenase, tiazofurin and benzamide riboside. Damaraju, V.L., Visser, F., Zhang, J., Mowles, D., Ng, A.M., Young, J.D., Jayaram, H.N., Cass, C.E. Mol. Pharmacol. (2005) [Pubmed]
  31. Transformation of NIH/3T3 to anchorage independence by H-ras is accompanied by loss of suppressor activity. Tolsma, S.S., Cohen, J.D., Ehrlich, L.S., Bouck, N.P. Exp. Cell Res. (1993) [Pubmed]
  32. The benzamide M344, a novel histone deacetylase inhibitor, significantly increases SMN2 RNA/protein levels in spinal muscular atrophy cells. Riessland, M., Brichta, L., Hahnen, E., Wirth, B. Hum. Genet. (2006) [Pubmed]
  33. Novel and selective small molecule stimulators of osteoprotegerin expression inhibit bone resorption. Onyia, J.E., Galvin, R.J., Ma, Y.L., Halladay, D.L., Miles, R.R., Yang, X., Fuson, T., Cain, R.L., Zeng, Q.Q., Chandrasekhar, S., Emkey, R., Xu, Y., Thirunavukkarasu, K., Bryant, H.U., Martin, T.J. J. Pharmacol. Exp. Ther. (2004) [Pubmed]
  34. Benzamide and 4-amino 1,8 naphthalimide treatment inhibit telomerase activity by down-regulating the expression of telomerase associated protein and inhibiting the poly(ADP-ribosyl)ation of telomerase reverse transcriptase in cultured cells. Ghosh, U., Bhattacharyya, N.P. FEBS J. (2005) [Pubmed]
  35. Inhibitors of histone deacetylase as new anticancer agents. Jung, M. Current medicinal chemistry. (2001) [Pubmed]
  36. Dosimetry of iodine-123-epidepride: a dopamine D2 receptor ligand. Votaw, J.R., Ansari, M.S., Mason, N.S., Schmidt, D., de Paulis, T., Holburn, G., Clanton, J.A., Votaw, D.B., Manning, R.G., Kessler, R.M. J. Nucl. Med. (1995) [Pubmed]
  37. Airborne chemistry coupled to Raman spectroscopy. Santesson, S., Johansson, J., Taylor, L.S., Levander, I.a., Fox, S., Sepaniak, M., Nilsson, S. Anal. Chem. (2003) [Pubmed]
  38. Blocking Na(+)/H(+) exchange reduces [Na(+)](i) and [Ca(2+)](i) load after ischemia and improves function in intact hearts. An, J., Varadarajan, S.G., Camara, A., Chen, Q., Novalija, E., Gross, G.J., Stowe, D.F. Am. J. Physiol. Heart Circ. Physiol. (2001) [Pubmed]
  39. N-(2-diethylaminoethyl)-4-[123I]iodobenzamide as a tracer for the detection of malignant melanoma: simple synthesis, improved labelling technique and first clinical results. Brandau, W., Kirchner, B., Bartenstein, P., Sciuk, J., Kamanabrou, D., Schober, O. European journal of nuclear medicine. (1993) [Pubmed]
WikiGenes - Universities