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Chemical Compound Review

Bromallylene     3-bromoprop-1-ene

Synonyms: Bromoallylene, ALLYL BROMIDE, HSDB 622, NSC-7596, ACMC-1BU57, ...
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Disease relevance of NSC7596

  • A dissociation of the effects of the newly synthesized quaternary ammonium narcotic antagonist, levallorphan allyl bromide (CM 32191) on morphine-induced analgesia and constipation in the mouse is reported [1].

High impact information on NSC7596

  • Mass spectrometric analysis of the tryptic fragments indicated that the sulfhydryl group of Cys(671) in the hDPD was modified with 5, 6-dihydro-5-(2-bromoethylydenyl)uracil (BEDU), a putative allyl bromide type of reactive molecule, to form a sulfide bond with loss of hydrogen bromide [2].
  • Base-promoted cyclization of tert-butyl [2-(benzylideneamino)phenyl]acetate (13a) and subsequent C3-alkylation with allyl bromide affords 3-allyl-2-phenyl-2,3-dihydro-1H-indole-3-carboxylic acid, tert-butyl ester (15b) in high yield as a single diastereomer [3].
  • Arylamines substituted with a large number of different substituents were converted via diazotizative deamination with tert-butyl nitrite in allyl bromide and acetonitrile to the corresponding allyl aromatic compounds [4].
  • Kinetic DNA-alkylation measurements revealed significant differences between the strongly alkylating allyl methanesulphonate and allyl bromide with half-life values of 1.5 h and 8.1 h, respectively and the weakly alkylating allyl chloride with a half-life value of 360 h [5].
  • Ethyl(R)-4-chloro-3-hydroxybutanoate ((R)-CHBE) are obtained by cetyltrimetylammonium bromide (CTAB) permeabilized fresh brewer's yeast whole cells bioconversion of ethyl 4-chloro-3-oxobutanoate (COBE ) in the presence of allyl bromide [6].

Associations of NSC7596 with other chemical compounds


  1. Pharmacological actions of levallorphan allyl bromide (CM 32191), a new peripheral narcotic antagonist. Bianchetti, A., Giudice, A., Picerno, N., Carminati, P. Life Sci. (1982) [Pubmed]
  2. Mechanism-based inactivation of human dihydropyrimidine dehydrogenase by (E)-5-(2-bromovinyl)uracil in the presence of NADPH. Nishiyama, T., Ogura, K., Okuda, H., Suda, K., Kato, A., Watabe, T. Mol. Pharmacol. (2000) [Pubmed]
  3. Synthesis of a spirocyclic indoline lactone. Hodges, J.C., Wang, W., Riley, F. J. Org. Chem. (2004) [Pubmed]
  4. Aromatic allylation via diazotization: metal-free C-C bond formation. Ek, F., Axelsson, O., Wistrand, L.G., Frejd, T. J. Org. Chem. (2002) [Pubmed]
  5. Allylic compounds bind directly to DNA: investigation of the binding mechanisms in vitro. Eder, E., Lutz, D., Jörns, M. Chem. Biol. Interact. (1987) [Pubmed]
  6. Bioconversion of ethyl 4-chloro-3-oxobutanoate by permeabilized fresh brewer's yeast cells in the presence of allyl bromide. Yu, M.A., Wei, Y.M., Zhao, L., Jiang, L., Zhu, X.B., Qi, W. J. Ind. Microbiol. Biotechnol. (2007) [Pubmed]
  7. Optochemical sensor for an ornidazole assay using 1-amino-4-allyloxyanthraquinone as a fluorescent indicator. Tan, S.Z., Niu, C.G., Jiang, J.H., Shen, G.L., Yu, R.Q. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry. (2005) [Pubmed]
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