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Chemical Compound Review

THIOUREA     thiourea

Synonyms: Sulourea, Sulfourea, Sulfouren, Thiurea, Thiuronium, ...
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Disease relevance of thiourea


Psychiatry related information on thiourea

  • The optimum conditions were as follows: the molar ratio of aldehyde to alpha,beta-diketone to urea or thiourea is 1:1:1:0.5, the molar ratio of catalyst to aldehyde is 25%, and the reaction time is 4 h.Under the above conditions, the highest yield of dihydropyrimidinones was up to 95% [6].

High impact information on thiourea


Chemical compound and disease context of thiourea


Biological context of thiourea


Anatomical context of thiourea


Associations of thiourea with other chemical compounds

  • Ethylene production in the presence of lactoferrin was inhibited by the .OH scavengers mannitol, benzoate, and thiourea by 43--85, 45--94, and 76--96%, respectively [26].
  • This indicates that thiourea bond formation between H2DIDS and band 3 involves one of the two modified lysine residues [27].
  • A similar time factor was involved when cells were treated with a combination of cis-DDP and ara-C before their exposure to thiourea, but in this case thiourea was only able to prevent completely the cytotoxic effect when added simultaneously with the drug combination [28].
  • No effect of iron was observed when the incubation was performed at 4 degrees C, nor when an oxygen-radical scavenger such as thiourea, mannitol, or catalase was present in the incubation medium [29].
  • Thus, the key to the success of the catalytic enantioselective Michael addition is dual activation of the substrate by both intramolecular hydrogen bonding in the imide and intermolecular hydrogen bonding with thiourea 1a, as well as the activation of a nucleophile by the tertiary amine of the bifunctional thiourea [30].

Gene context of thiourea


Analytical, diagnostic and therapeutic context of thiourea

  • Anti-inflammatory action of topical thiocarbamide drugs: possible use in protecting skin during radiotherapy [36].
  • Glycocalix[4]arenes show the phenomenon of multivalency in their binding to specific lectins, and those bearing thiourea spacers between the calix[4]arene scaffold and the sugar units are able to bind aromatic carboxylates and phosphates, making them attractive as novel site specific drug delivery systems [37].
  • They involve thiourea as a probe of monofunctional DNA adducts of platinum (II) complexes with two leaving ligands in the trans configuration, ethidium bromide as a probe for distinguishing between monofunctional and bifunctional DNA adducts of platinum complexes and HPLC analysis of the platinated DNA enzymatically digested to nucleosides [38].
  • We demonstrate proof of this principle in a model of high permeability pulmonary oedema induced by intraperitoneal injection of thiourea (2.5 mg/kg) in C57/BL6 mice [39].
  • The mechanism of the inhibitors of these two scaffolds is confirmed to be competitive and reversible.Conclusions: The urea scaffold and the thiourea scaffold are promising leads for the development of new effective chemotherapy for trypanosomal diseases [40].


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  6. One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones using CuBr2 as Catalyst. Zhou, H., He, M., Liu, C., Jiang, H., Luo, G. Prep. Biochem. Biotechnol. (2006) [Pubmed]
  7. Estrogen receptor analysis by flow cytometry. Van, N.T., Raber, M., Barrows, G.H., Barlogie, B. Science (1984) [Pubmed]
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  9. Interaction of the Pseudomonas aeruginosa secretory products pyocyanin and pyochelin generates hydroxyl radical and causes synergistic damage to endothelial cells. Implications for Pseudomonas-associated tissue injury. Britigan, B.E., Roeder, T.L., Rasmussen, G.T., Shasby, D.M., McCormick, M.L., Cox, C.D. J. Clin. Invest. (1992) [Pubmed]
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  11. Inhibition of herpes simplex virus replication by WAY-150138: assembly of capsids depleted of the portal and terminase proteins involved in DNA encapsidation. Newcomb, W.W., Brown, J.C. J. Virol. (2002) [Pubmed]
  12. Role for oxygen radicals in self-sustained HIV-1 replication in monocyte-derived macrophages: enhanced HIV-1 replication by N-acetyl-L-cysteine. Nottet, H.S., van Asbeck, B.S., de Graaf, L., de Vos, N.M., Visser, M.R., Verhoef, J. J. Leukoc. Biol. (1994) [Pubmed]
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  16. Direct nucleophilic acylation of nitroalkenes promoted by a fluoride anion/thiourea combination. Mattson, A.E., Zuhl, A.M., Reynolds, T.E., Scheidt, K.A. J. Am. Chem. Soc. (2006) [Pubmed]
  17. A three-step mechanism of action of thyroid hormone and mesenchyme in metamorphic changes in anuran larval skin. Kawai, A., Ikeya, J., Kinoshita, T., Yoshizato, K. Dev. Biol. (1994) [Pubmed]
  18. Homogentisic acid autoxidation and oxygen radical generation: implications for the etiology of alkaptonuric arthritis. Martin, J.P., Batkoff, B. Free Radic. Biol. Med. (1987) [Pubmed]
  19. Identification of small molecule compounds that selectively inhibit varicella-zoster virus replication. Visalli, R.J., Fairhurst, J., Srinivas, S., Hu, W., Feld, B., DiGrandi, M., Curran, K., Ross, A., Bloom, J.D., van Zeijl, M., Jones, T.R., O'Connell, J., Cohen, J.I. J. Virol. (2003) [Pubmed]
  20. Mechanism-based inhibition of lactoperoxidase by thiocarbamide goitrogens. Doerge, D.R. Biochemistry (1986) [Pubmed]
  21. Responses to thyrotropin during development in Japanese quail. McNabb, F.M., Stanton, F.W., Weirich, R.T., Hughes, T.E. Endocrinology (1984) [Pubmed]
  22. The specificity of thiourea, dimethylthiourea and dimethyl sulphoxide as scavengers of hydroxyl radicals. Their protection of alpha 1-antiproteinase against inactivation by hypochlorous acid. Wasil, M., Halliwell, B., Grootveld, M., Moorhouse, C.P., Hutchison, D.C., Baum, H. Biochem. J. (1987) [Pubmed]
  23. Permeability of individual human erythrocytes to thiourea. Jay, A.W. J. Physiol. (Lond.) (1976) [Pubmed]
  24. Osmotic properties of differentiating bone marrow precursor cells: membrane permeability to non-electrolytes. Cicoria, A.D., Hempling, H.G. J. Cell. Physiol. (1980) [Pubmed]
  25. Investigation into the mechanism of gamma interferon-mediated inhibition of Toxoplasma gondii in murine astrocytes. Halonen, S.K., Weiss, L.M. Infect. Immun. (2000) [Pubmed]
  26. Lactoferrin enhances hydroxyl radical production by human neutrophils, neutrophil particulate fractions, and an enzymatic generating system. Ambruso, D.R., Johnston, R.B. J. Clin. Invest. (1981) [Pubmed]
  27. Anion transport in oocytes of Xenopus laevis induced by expression of mouse erythroid band 3 protein--encoding cRNA and of a cRNA derivative obtained by site-directed mutagenesis at the stilbene disulfonate binding site. Bartel, D., Lepke, S., Layh-Schmitt, G., Legrum, B., Passow, H. EMBO J. (1989) [Pubmed]
  28. Kinetics and mechanism of the 1-beta-D-arabinofuranosylcytosine-induced potentiation of cis-diamminedichloroplatinum(II) cytotoxicity. Vadi, H., Drewinko, B. Cancer Res. (1986) [Pubmed]
  29. Effect of iron (III) in the presence of various ligands on the phagocytic and metabolic activity of human polymorphonuclear leukocytes. van Asbeck, B.S., Marx, J.J., Struyvenberg, A., van Kats, J.H., Verhoef, J. J. Immunol. (1984) [Pubmed]
  30. 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]
  31. The inhibitory potency and selectivity of arginine substrate site nitric-oxide synthase inhibitors is solely determined by their affinity toward the different isoenzymes. Boer, R., Ulrich, W.R., Klein, T., Mirau, B., Haas, S., Baur, I. Mol. Pharmacol. (2000) [Pubmed]
  32. Role of aquaporins in alveolar fluid clearance in neonatal and adult lung, and in oedema formation following acute lung injury: studies in transgenic aquaporin null mice. Song, Y., Fukuda, N., Bai, C., Ma, T., Matthay, M.A., Verkman, A.S. J. Physiol. (Lond.) (2000) [Pubmed]
  33. Evaluation of 3-substituted arginine analogs as selective inhibitors of human nitric oxide synthase isozymes. Ijuin, R., Umezawa, N., Nagai, S., Higuchi, T. Bioorg. Med. Chem. Lett. (2005) [Pubmed]
  34. Bronchiolar expression of aquaporin-3 (AQP3) in rat lung and its dynamics in pulmonary oedema. Sato, K., Kobayashi, K., Aida, S., Tamai, S. Pflugers Arch. (2004) [Pubmed]
  35. Sequencing, expression, and characterization of cDNA expressed flavin-containing monooxygenase 2 from mouse. Karoly, E.D., Rose, R.L. J. Biochem. Mol. Toxicol. (2001) [Pubmed]
  36. Anti-inflammatory action of topical thiocarbamide drugs: possible use in protecting skin during radiotherapy. Ferguson, M.M., MacFadyen, E.E., Moseley, H., Simpson, N.B. Lancet (1985) [Pubmed]
  37. Peptido- and glycocalixarenes: playing with hydrogen bonds around hydrophobic cavities. Casnati, A., Sansone, F., Ungaro, R. Acc. Chem. Res. (2003) [Pubmed]
  38. DNA adducts of antitumor trans-[PtCl2 (E-imino ether)2]. Brabec, V., Vrána, O., Nováková, O., Kleinwächter, V., Intini, F.P., Coluccia, M., Natile, G. Nucleic Acids Res. (1996) [Pubmed]
  39. Pretreatment with cationic lipid-mediated transfer of the Na+K+-ATPase pump in a mouse model in vivo augments resolution of high permeability pulmonary oedema. Stern, M., Ulrich, K., Robinson, C., Copeland, J., Griesenbach, U., Masse, C., Cheng, S., Munkonge, F., Geddes, D., Berthiaume, Y., Alton, E. Gene Ther. (2000) [Pubmed]
  40. Aryl ureas represent a new class of anti-trypanosomal agents. Du, X., Hansell, E., Engel, J.C., Caffrey, C.R., Cohen, F.E., McKerrow, J.H. Chem. Biol. (2000) [Pubmed]
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