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Chemical Compound Review

aminothiourea     aminothiourea

Synonyms: Aminothio-urea, PubChem13594, WLN: ZMYZUS, CHEMBL256250, NSC-2213, ...
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Disease relevance of aminothiourea

  • Periodate-oxidized 3' ends of 5S, 23S, and 16S rRNAs from Escherichia coli were allowed to react with fluorescein thiosemicarbazide, then labeled rRNAs were reconstituted into active ribosomal subunits [1].
  • alpha-[5-(5-Nitro-2-furyl)-1,3,4-oxadiazol-2-ylthio]aceth ydrazide, alpha-[5-(5-nitro-2-furyl)-1,3,4-oxadiazol-2-ylthio]acetamid e, delta-allyl-1-[( 5-(5-nitro-2-furyl)-1,3,4-oxadiazol-2-ylthio]acety) thiosemicarbazide, and other related compounds have been synthesised for testing against Mycobacterium tuberculosis [2].
  • In piglet corneas, lesions produced by adenovirus type 8 were inhibited by a mean of 3.4 log CID50 by 5-(2,3,5-tribenzoyl-beta-D-ribofuranosyl)-(2H)-tetrazol and by a mean value of 3 log CID50 by 4-(2,3,5-tri-o-benzoyl-beta-D-ribofuranosyl) thiosemicarbazide [3].
  • In cockroaches excessive fluttering of wings and convulsions upon administration of thiosemicarbazide following severance of the central nerve cord between the subesophageal and prothoracic ganglions were induced [4].
  • Accordingly, 18 hydrazine and thiosemicarbazide derivatives of alpha-methylchalkone (dypnone) have been synthesized for study as potential antitumor agents in animal tumor systems against Walker 256 carcinosarcoma (intramuscular) and leukemia L-1210 and for antimalarial activity against Plasmodium berghei in experimentally infected mice [5].

Psychiatry related information on aminothiourea


High impact information on aminothiourea

  • The kinetics of interaction revealed that thiosemicarbazide was a slow binding reversible inhibitor in this phase with a k(on) of 11 M-1 s-1 and a k(off) of 5 x 10(-4) s-1 [7].
  • Yeast and E. coli tRNAPhe samples were oxidized and labeled at the 3' end with dansyl hydrazine or fluorescein thiosemicarbazide [8].
  • Alkylation of 3- and 5-amino-2-(1,3-dioxolan-2-yl)pyridines (1, 2) resulted in corresponding 3-methylamino, 5-methylamino, 3-allylamino, 5-ethylamino, 5-allylamino, 5-propylamino, and 5-butylamino derivatives (5, 6, and 11-15), which were then condensed with thiosemicarbazide to yield the respective thiosemicarbazones (7, 8, and 16-20) [9].
  • Condensation of compounds 32 and 39 with thiosemicarbazide afforded the respective 4- and 5-acetoxy(5- and 4-methyl)thiosemicarbazones 33 and 40, which were then converted to their respective 4- and 5-hydroxy derivatives 34 and 41 by acid hydrolysis [10].
  • Acetylation of the amino acetals and alkylsulfonation of the 5-amino acetal, followed by condensation with thiosemicarbazide was employed to yield amide thiosemicarbazones [11].

Chemical compound and disease context of aminothiourea


Biological context of aminothiourea


Anatomical context of aminothiourea

  • At the dermo-epidermal junction the anchoring fibrils were stained selectively after both short (45 min) and long (71 h) thiosemicarbazide incubation periods, there being no staining of the lamina densa; however, the lamina densa surrounding blood vessels was labelled [17].
  • Taken together the results indicate that SC, TSC and AAN induce osteolathyrism primarily, if not completely, by binding to the LO cofactor, thereby inhibiting proper connective tissue fiber cross-linking [18].
  • The human uterine epithelium has been studied by means of mild (0.1, 0.01% respectively) periodic acid (PA) oxidation followed by thiosemicarbazide-silver proteinate staining [19].
  • Thiosemicarbazide used after periodic acid makes methenamine silver staining of renal glomerular basement membranes faster and cleaner [20].

Associations of aminothiourea with other chemical compounds


Gene context of aminothiourea


Analytical, diagnostic and therapeutic context of aminothiourea


  1. Localization of 3' ends of 5S and 23S rRNAs in reconstituted subunits of Escherichia coli ribosomes. Stöffler-Meilicke, M., Stöffler, G., Odom, O.W., Zinn, A., Kramer, G., Hardesty, B. Proc. Natl. Acad. Sci. U.S.A. (1981) [Pubmed]
  2. Antituberculosis agents. V: Alpha-[5-(5-nitro-2-furyl)-1,3,4-oxadiazol-2-ylthio]acethydrazide and related compounds. Mir, I., Siddiqui, M.T., Comrie, A.M. Journal of pharmaceutical sciences. (1991) [Pubmed]
  3. Animal corneas as tools for the testing of antiviral compounds. Likar, M., Japelj, M. Ann. N. Y. Acad. Sci. (1977) [Pubmed]
  4. Action site of antagonists of vitamin B6 in the central nervous system of the frogs and cockroaches. Yamashita, Y. J. Nutr. Sci. Vitaminol. (1975) [Pubmed]
  5. Thiosemicarbazones and hydrazones of alpha-methylchalkone as potential chemotherapeutic agents. Prescott, B. International journal of clinical pharmacology and biopharmacy. (1975) [Pubmed]
  6. Antiseizure activity of gamma-acetylenic gamma-aminobutyric acid: a catalytic irreversible inhibitor of gamma-aminobutyric acid transaminase. Schechter, P.J., Tranier, Y., Jung, M.J., Sjoerdsma, A. J. Pharmacol. Exp. Ther. (1977) [Pubmed]
  7. A novel intermediate in the interaction of thiosemicarbazide with sheep liver serine hydroxymethyltransferase. Acharya, J.K., Rao, N.A. J. Biol. Chem. (1992) [Pubmed]
  8. Ribosome binding by tRNAs with fluorescent labeled 3' termini. Wells, B.D., Cantor, C.R. Nucleic Acids Res. (1980) [Pubmed]
  9. Synthesis and biological activity of 3- and 5-amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. Liu, M.C., Lin, T.S., Cory, J.G., Cory, A.H., Sartorelli, A.C. J. Med. Chem. (1996) [Pubmed]
  10. Synthesis and antitumor activity of 4- and 5-substituted derivatives of isoquinoline-1-carboxaldehyde thiosemicarbazone. Liu, M.C., Lin, T.S., Penketh, P., Sartorelli, A.C. J. Med. Chem. (1995) [Pubmed]
  11. Synthesis and antitumor activity of amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone. Liu, M.C., Lin, T.S., Sartorelli, A.C. J. Med. Chem. (1992) [Pubmed]
  12. Anticonvulsant activity of milacemide. van Dorsser, W., Barris, D., Cordi, A., Roba, J. Archives internationales de pharmacodynamie et de thérapie. (1983) [Pubmed]
  13. Thiosemicarbazide-induced osteolathyrism in metamorphosing Xenopus laevis. Newman, S.M., Dumont, J.N. J. Exp. Zool. (1983) [Pubmed]
  14. Synthesis, characterization and antiamoebic activity of 1-(thiazolo[4,5-b]quinoxaline-2-yl)-3-phenyl-2-pyrazoline derivatives. Abid, M., Azam, A. Bioorg. Med. Chem. Lett. (2006) [Pubmed]
  15. Structure-activity relationships for osteolathyrism. III. Substituted thiosemicarbazides. Dawson, D.A., Schultz, T.W., Baker, L.L., Mannar, A. Journal of applied toxicology : JAT. (1990) [Pubmed]
  16. Inhibition of chick embryo lysyl oxidase by various lathyrogens and the antagonistic effect of pyridoxal. Levene, C.I., Sharman, D.F., Callingham, B.A. International journal of experimental pathology. (1992) [Pubmed]
  17. Periodate-labile structures at the normal human cutaneous basement membrane zone. Nanchahal, J., Riches, D.J. Br. J. Dermatol. (1983) [Pubmed]
  18. Biochemical and toxicological evaluation of agent-cofactor reactivity as a mechanism of action for osteolathyrism. Dawson, D.A., Rinaldi, A.C., Pöch, G. Toxicology (2002) [Pubmed]
  19. Use of mild periodic acid-thiosemicarbazide-silver proteinate staining for ultrahistochemical demonstration of glycoconjugates in the human uterine epithelium. Martínek, J., Cerný, V. Acta Histochem. (1993) [Pubmed]
  20. Thiosemicarbazide used after periodic acid makes methenamine silver staining of renal glomerular basement membranes faster and cleaner. Hayashi, I., Tome, Y., Shimosato, Y. Stain technology. (1989) [Pubmed]
  21. Potential antitumor agents. 14. 4-Substituted 2-formylpyridine thiosemicarbazones. Agrawal, K.C., Booth, B.A., DeNuzzo, S., Sartorelli, n.u.l.l. J. Med. Chem. (1976) [Pubmed]
  22. Anticonvulsant effects of caerulein, cholecystokinin octapeptide (CCK-8) and diazepam against seizures produced in mice by harman, thiosemicarbazide and isoniazid. Zetler, G. Neurosci. Lett. (1981) [Pubmed]
  23. Substrate-specific selenoprotein B of glycine reductase from Eubacterium acidaminophilum. Biochemical and molecular analysis. Wagner, M., Sonntag, D., Grimm, R., Pich, A., Eckerskorn, C., Söhling, B., Andreesen, J.R. Eur. J. Biochem. (1999) [Pubmed]
  24. Light microscopic detection of PAS-positive substances with thiosemicarbazide in freeze-substituted ovaries of Paspalum longifolium before pollination. Chao, C. Histochemistry (1977) [Pubmed]
  25. Electron microscopic demonstration of polysaccharides in central and peripheral myelin by thiosemicarbazide-protein-silver staining. Tabira, T. J. Neurocytol. (1985) [Pubmed]
  26. Synthesis and some pharmacological properties of 3-(4-phenyl-5-oxo-1,2,4-triazolin-1-ylmethyl)-1,2,4-triazolin-5-thione derivatives. Dobosz, M., Struga, M., Chodkowska, A., Jagiełło-Wójtowicz, E., Stepniak, K., Kozioł, A.E. Acta poloniae pharmaceutica. (2002) [Pubmed]
  27. GABAergic agents modify imipramine analgesia. Ballal, P.M., Mandhane, S.N., Chopde, C.T., Muthal, A.V. Indian J. Physiol. Pharmacol. (1996) [Pubmed]
  28. Characterization of Fonsecaea pedrosoi melanin. Alviano, C.S., Farbiarz, S.R., De Souza, W., Angluster, J., Travassos, L.R. J. Gen. Microbiol. (1991) [Pubmed]
  29. Expression of anti-neuroexcitation peptide (ANEP) of scorpion Buthus martensii Karsch in Escherichia coli. Zhang, J.H., Hua, Z.C., Xu, Z., Zheng, W.J., Zhu, D.X. Prep. Biochem. Biotechnol. (2001) [Pubmed]
  30. Colorimetric determination of caffeic acid in plant materials. Bajaj, K.L., Arora, Y.K. Journal - Association of Official Analytical Chemists. (1979) [Pubmed]
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