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Chemical Compound Review

Dicyanmethane     propanedinitrile

Synonyms: MALONONITRILE, Dicyanomethane, NSC-3769, ACMC-1BSLD, CCRIS 4663, ...
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Disease relevance of propanedinitrile


High impact information on propanedinitrile


Biological context of propanedinitrile


Anatomical context of propanedinitrile


Associations of propanedinitrile with other chemical compounds

  • In the second approach 6-methoxyformimidoyl purines 3, prepared in two efficient steps from 5-amino-4-cyanoformimidoyl imidazoles 1, were reacted with malononitrile and methylcyanoacetate with a mild acid catalysis (ammonium acetate or piperidinium acetate) to give 6-enaminopurines 6a, 6d, 6f, 6g and 6k in very good yields [13].
  • 1,3-Di(3-pyridyl)-2-propen-1-one (1) react with malononitrile in presence of ammonium acetate to afford 2-amino-3-cyano-4, 6-di(3-pyridyl)pyridine (2), which was converted to the nicotinamide derivative 3 by hydrolysis with alkali [14].

Gene context of propanedinitrile


Analytical, diagnostic and therapeutic context of propanedinitrile


  1. Tyrphostin 4-nitrobenzylidene malononitrile reduces chemotherapy toxicity without impairing efficacy. Novogrodsky, A., Weisspapir, M., Patya, M., Meshorer, A., Vanichkin, A. Cancer Res. (1998) [Pubmed]
  2. The 2,6-disubstituted naphthalene derivative FDDNP labeling reliably predicts Congo red birefringence of protein deposits in brain sections of selected human neurodegenerative diseases. Smid, L.M., Vovko, T.D., Popovic, M., Petric, A., Kepe, V., Barrio, J.R., Vidmar, G., Bresjanac, M. Brain Pathol. (2006) [Pubmed]
  3. Tyrphostin AG17, [(3,5-Di-tert-butyl-4-hydroxybenzylidene)- malononitrile], inhibits cell growth by disrupting mitochondria. Burger, A.M., Kaur, G., Alley, M.C., Supko, J.G., Malspeis, L., Grever, M.R., Sausville, E.A. Cancer Res. (1995) [Pubmed]
  4. 4-Nitrobenzylidene malononitrile reduces apoptosis-mediated liver injury in mice. Vanichkin, A., Patya, M., Lagovsky, I., Meshorer, A., Novogrodsky, A. J. Hepatol. (2002) [Pubmed]
  5. Multiple ligand binding sites on A beta(1-40) fibrils. LeVine, H. Amyloid (2005) [Pubmed]
  6. Synthesis, antimicrobial activity and conformational analysis of novel substituted pyridines: BF(3)-promoted reaction of hydrazine with 2-alkoxy pyridines. Goda, F.E., Abdel-Aziz, A.A., Attef, O.A. Bioorg. Med. Chem. (2004) [Pubmed]
  7. Synthesis of 2-imidazolidinylidene propanedinitrile derivatives as stimulators of gastrointestinal motility--III. Sasho, S., Obase, H., Ichikawa, S., Kitazawa, T., Nonaka, H., Yoshizaki, R., Ishii, A., Shuto, K. Bioorg. Med. Chem. (1995) [Pubmed]
  8. Glutathione conjugation of chlorobenzylidene malononitriles in vitro and the biotransformation to mercapturic acids in rats. Rietveld, E.C., Hendrikx, M.M., Seutter-Berlage, F. Arch. Toxicol. (1986) [Pubmed]
  9. The effect of O-chlorobenzylidine malononitrile on spermatogenesis in the rat. Chowdhury, A.R., Rastogi, V.K., Saigal, U., Saxena, C. Folia biologica. (1982) [Pubmed]
  10. Molecular basis of the protonophoric and uncoupling activities of the potent uncoupler SF-6847 [3,5-di-tert-butyl-4-hydroxybenzylidene)malononitrile) and derivatives. Regulation of their electronic structures by restricted intramolecular rotation. Terada, H., Kumazawa, N., Ju-Ichi, M., Yoshikawa, K. Biochim. Biophys. Acta (1984) [Pubmed]
  11. The roles of mediators, irritants and allergens in causing mucin secretion from the trachea. Richardson, P.S., Phipps, R.J., Balfre, K., Hall, R.L. Ciba Found. Symp. (1978) [Pubmed]
  12. Histological changes in thyroid of rat under the acute exposure of O-chloro-benzylidine malononitrile. Chowdhury, A.R., Deshmukh, M.B., Raghuveeran, C.D., Nashikkar, A.B., Chatterjee, A.K. Experientia (1978) [Pubmed]
  13. Synthesis of novel 6-enaminopurines. Carvalho, M.A., Zaki, M.E., Alvares, Y., Proença, M.F., Booth, B.L. Org. Biomol. Chem. (2004) [Pubmed]
  14. Azachalcones. Part 2: Reactions of 3,3-diazachalcones. Attia, A., Michael, M. Die Pharmazie. (1982) [Pubmed]
  15. Malononitrile as a new derivatizing reagent for high-sensitivity analysis of oligosaccharides by electrospray ionization mass spectrometry. Ahn, Y.H., Yoo, J.S. Rapid Commun. Mass Spectrom. (1998) [Pubmed]
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