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Chemical Compound Review

Dimaprit     3- dimethylaminopropylsulfanylmet hanimidamide

Synonyms: Tocris-0506, CHEMBL12344, AG-K-71876, BSPBio_001045, SPBio_002946, ...
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Disease relevance of Dimaprit


High impact information on Dimaprit


Chemical compound and disease context of Dimaprit


Biological context of Dimaprit

  • Topical application of the H2-histamine receptor agonist, dimaprit (S-[4-N,N-dimethylaminopropyl]isothiourea), produced eosinophil chemotaxis into the anterior segment of rabbit eyes only when an H2-antagonist was co-administered [2].
  • No significant differences, however, were detected for the basal or FK-stimulated AC enzyme activity in the control, dimaprit-, and/or cimetidine-treated groups, which suggests no impairment of the AC catalytic subunit [3].
  • 6. The effects of histamine on synaptic transmission and PPD were mimicked by the selective H3 receptor agonist R-alpha-methylhistamine (0.1-10 microM) but not by the selective H2 receptor agonist dimaprit (10 microM) [15].
  • Histamine acted via H1 receptors to increase TOH phosphorylation; the response was blocked by the H1 antagonist mepyramine and could be mimicked by the H1 agonist thiazolylethylamine, but not by the H2 agonist dimaprit [16].
  • Indeed, the entry of these progenitors into S phase that is normally promoted by dimaprit, a specific histamine H2 receptor agonist, is abolished by a preincubation with GM-CSF [17].

Anatomical context of Dimaprit


Associations of Dimaprit with other chemical compounds


Gene context of Dimaprit

  • Furthermore, since dimaprit and IBMX stimulate gastric acid secretion independently of histamine release, sst2 receptor-mediated inhibition must occur at the level of the parietal cell itself [23].
  • 2. Gastrin (1 nM-1 microM), dimaprit (10 microM-300 microM) and isobutyl methylxanthine (IBMX, 1 microM-100 microM) all caused concentration-dependent increases in acid output [23].
  • 4. The inhibitory effect of a range of SRIF analogues on gastrin-, dimaprit- and IBMX-induced acid secretion was also studied [23].
  • The histamine H2 receptor agonist, dimaprit (10 mg kg(-1), i.v.), was also without effect on the evoked mydriasis [26].
  • The H2 receptor agonist dimaprit produced a marked relaxation [27].

Analytical, diagnostic and therapeutic context of Dimaprit


  1. Isoliquiritigenin selectively inhibits H(2) histamine receptor signaling. Kim, D.C., Choi, S.Y., Kim, S.H., Yun, B.S., Yoo, I.D., Reddy, N.R., Yoon, H.S., Kim, K.T. Mol. Pharmacol. (2006) [Pubmed]
  2. Eosinophil chemotaxis and anterior uveitis from topical dimaprit and nordimaprit. Mindel, J.S., Friedman, A.H., Haimov, T., Kharlamb, A.B., Freilich, J.M. Invest. Ophthalmol. Vis. Sci. (1986) [Pubmed]
  3. Effect of dimaprit and cimetidine on the somatostatinergic system in the rat frontoparietal cortex. Puebla, L., Arilla, E. Neuropsychopharmacology (1996) [Pubmed]
  4. Evidence for an inhibitory role of central histamine on carrageenin-induced hyperalgesia. Netti, C., Sibilia, V., Guidobono, F., Villani, P., Pecile, A., Braga, P.C. Neuropharmacology (1994) [Pubmed]
  5. Analeptic effect of centrally administered histamine H2-receptor agonist dimaprit but not impromidine in urethane-anesthetized rats. Paakkari, I., Karppanen, H. Neuropharmacology (1982) [Pubmed]
  6. Defective angiogenesis in the inflammatory granulation tissue in histidine decarboxylase-deficient mice but not in mast cell-deficient mice. Ghosh, A.K., Hirasawa, N., Ohtsu, H., Watanabe, T., Ohuchi, K. J. Exp. Med. (2002) [Pubmed]
  7. Modulation by cytokines of induction of oral tolerance to type II collagen. Thorbecke, G.J., Schwarcz, R., Leu, J., Huang, C., Simmons, W.J. Arthritis Rheum. (1999) [Pubmed]
  8. Histamine-induced production of interleukin-1 alpha from murine bone marrow stromal cells and its inhibition by H2 blockers. Tasaka, K., Mio, M., Shimazawa, M., Nakaya, N. Mol. Pharmacol. (1993) [Pubmed]
  9. New activation model for the histamine H2 receptor, explaining the activity of the different classes of histamine H2 receptor agonists. Eriks, J.C., van der Goot, H., Timmerman, H. Mol. Pharmacol. (1993) [Pubmed]
  10. Antiproliferative and depigmenting effects of the histamine (H2) agonist dimaprit and its derivatives on human melanoma cells. Fechner, G.A., Parsons, P.G., McEwan, M.T., Jacobs, J.J., Takahashi, H. Biochem. Pharmacol. (1992) [Pubmed]
  11. The antianaphylactic action of histamine H2-receptor agonists in the guinea-pig isolated heart. Blandina, P., Brunelleschi, S., Fantozzi, R., Giannella, E., Mannaioni, P.F., Masini, E. Br. J. Pharmacol. (1987) [Pubmed]
  12. Modification of formalin-induced nociception by different histamine receptor agonists and antagonists. Farzin, D., Nosrati, F. European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology (2007) [Pubmed]
  13. The effect of the new H2-receptor antagonist mifentidine on gastric secretion, gastric emptying and experimental gastric and duodenal ulcers in the rat: comparison with cimetidine and ranitidine. Scarpignato, C., Tangwa, M., Tramacere, R., Del Soldato, P. Digestion (1986) [Pubmed]
  14. Antiulcerogenic and antisecretory effects of a novel diphenylmethane derivative and antiestrogen binding site ligand. Glavin, G.B., Brandes, L.J. Can. J. Physiol. Pharmacol. (1988) [Pubmed]
  15. Histamine H3 receptor-mediated depression of synaptic transmission in the dentate gyrus of the rat in vitro. Brown, R.E., Reymann, K.G. J. Physiol. (Lond.) (1996) [Pubmed]
  16. Protein phosphorylation in bovine adrenal medullary chromaffin cells: histamine-stimulated phosphorylation of tyrosine hydroxylase. Bunn, S.J., Harrison, S.M., Dunkley, P.R. J. Neurochem. (1992) [Pubmed]
  17. GM-CSF in association with IL-1 triggers day-8 CFU-S into cell cycle: role of histamine. Piquet-Pellorce, C., Schneider, E., Dy, M. J. Cell. Physiol. (1991) [Pubmed]
  18. Conformational requirements for histamine H2-receptor inhibitors: a structure-activity study of phenylene analogues related to cimetidine and tiotidine. Hoffman, J.M., Pietruszkiewicz, A.M., Habecker, C.N., Phillips, B.T., Bolhofer, W.A., Cragoe, E.J., Torchiana, M.L., Lumma, W.C., Baldwin, J.J. J. Med. Chem. (1983) [Pubmed]
  19. Inotropic and electrophysiological effects of histamine on human ventricular heart muscle. Eckel, L., Gristwood, R.W., Nawrath, H., Owen, D.A., Satter, P. J. Physiol. (Lond.) (1982) [Pubmed]
  20. New role for histamine in interleukin-3-induced proliferation of hematopoietic stem cells. Schneider, E., Piquet-Pellorce, C., Dy, M. J. Cell. Physiol. (1990) [Pubmed]
  21. Stimulatory effect of histamine on cyclic AMP formation in chick pineal gland. Nowak, J.Z., Sek, B. J. Neurochem. (1994) [Pubmed]
  22. Cardiovascular studies with SK&F 93319, an antagonist of histamine at both H1- and H2-receptors. Harvey, C.A., Owen, D.A. Br. J. Pharmacol. (1984) [Pubmed]
  23. Somatostatin sst2 receptor-mediated inhibition of parietal cell function in rat isolated gastric mucosa. Wyatt, M.A., Jarvie, E., Feniuk, W., Humphrey, P.P. Br. J. Pharmacol. (1996) [Pubmed]
  24. Histamine H2 receptor desensitization in HL-60 human promyelocytic leukemia cells. Sawutz, D.G., Kalinyak, K., Whitsett, J.A., Johnson, C.L. J. Pharmacol. Exp. Ther. (1984) [Pubmed]
  25. The cardiovascular response to dimaprit, a selective histamine H2-receptor agonist. Flynn, S.B., Johnston, B.M., Owen, D.A. Br. J. Pharmacol. (1977) [Pubmed]
  26. Histamine H3 receptor-mediated inhibition of sympathetically evoked mydriasis in rats. Yu, Y., Kawarai, M., Koss, M.C. Eur. J. Pharmacol. (2001) [Pubmed]
  27. Endothelium-independent relaxation induced by histamine in human dorsal penile artery. Martínez, A.C., Prieto, D., Raposo, R., Delgado, J.A., Resel, L., García-Sacristán, A., Benedito, S. Clin. Exp. Pharmacol. Physiol. (2000) [Pubmed]
  28. H1- and H2-receptor characterization in the tracheal circulation of sheep. Webber, S.E., Salonen, R.O., Widdicombe, J.G. Br. J. Pharmacol. (1988) [Pubmed]
  29. Effects of histamine on the contractile and electrical activity in isolated lymphatic vessels of the guinea-pig mesentery. Fox, J.L., von der Weid, P.Y. Br. J. Pharmacol. (2002) [Pubmed]
  30. Bronchodilator activity of dimaprit in the guinea pig in vitro and in vivo. Drazen, J.M., Schneider, M.W., Venugopalan, C.S. Eur. J. Pharmacol. (1979) [Pubmed]
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