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Chemical Compound Review

BUTENE     but-1-ene

Synonyms: Ethylethylene, n-Butene, n-Butylene, alpha-Butene, alpha-Butylene, ...
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Disease relevance of n-Butene

  • Mutagenicity of aryl propylene and butylene oxides with salmonella [1].
  • The compounds had a slight growth inhibitory effect on colon cell carcinoma and melanoma cells in which case the butylene linker seemed to be more effective than the propylene linker [2].
  • Only two compounds with the butylene [(CH2)4] linker (10, 12) were active against non-small lung cancer cells [3].
  • High-level exposure to polybutene was lethal to three of four animals, due to pulmonary edema [4].
  • The difference in the sensitivity of various renal cell carcinomas was significant: 5 lines were not sensitive, three of them (786-0, RXF-393 and TK-10) were sensitive to only butylene-substituted phenothiazine-ureas, propylene substitution resulted in ineffective compounds [2].

High impact information on n-Butene

  • The alkylaminoethane side chain is essential for antiestrogenic activity, but the potency of the antiestrogen can be increased by para hydroxylation of the phenyl ring on carbon 1 of but-1-ene [5].
  • Cyclic dinucleotides containing a butylene nucleobase-phophotriester connection are synthesised by a tandem ring-closing metathesis and hydrogenation reaction [6].
  • A single methylene group between the receptor binding site and the half-sandwich complex gave an IC(50) of 217 nM for HT(1A), whereas a butylene linker resulted in retention of the inhibition constant with an IC(50) of 6 nM with respect to underivatized WAY [7].
  • In order to identify the compound having the most appropriate pharmacokinetic properties as a potential melanoma imaging agent, thirteen new [125I]radioiodobenzamides with a butylene amide-amine spacer and various substituents on the terminal amino group were investigated [8].
  • Cellular accumulation and retention of the technetium-99m-labelled hypoxia markers BRU59-21 and butylene amine oxime [9].

Chemical compound and disease context of n-Butene


Biological context of n-Butene


Anatomical context of n-Butene

  • The two derivatives with the butylene bridge were more effective than propylene linked compounds against the CCRP-CEM, HL60 (TB), K-562 and MOLT-4 cell lines [2].
  • Elevated numbers of pulmonary macrophages and increased macrophage vacuolization were observed after exposure to the polybutene, both mineral oils, and one alkylbenzene [4].
  • The results demonstrated that the main metabolic pathway in human liver S9 and liver microsomes involve oxidation at cyclohexane, oxidative cleavage of the butylene side chain and S-oxidation [12].

Associations of n-Butene with other chemical compounds

  • Porous poly(ethylene glycol) terephthalate:poly (butylene terephthalate) (PEGT:PBT) scaffolds with high PEG molecular weight (1000 g/mole) and PEGT content (60%) were fabricated using two different processes-paraffin templating and compression molding-for cartilage engineering applications [13].
  • Multiblock poly(ether-ester)s based on poly(ethylene glycol), butylene terephthalate, and butylene succinate segments were evaluated for their in vivo degradation and biocompatibility in order to establish a correlation with previously reported in vitro results [14].

Gene context of n-Butene

  • On the other hand, only compound 5c with an acryloyl group and a butylene chain behaved like a 5-HT1A/5-HT2A antagonist [15].


  1. Mutagenicity of aryl propylene and butylene oxides with salmonella. Rosman, L.B., Gaddamidi, V., Sinsheimer, J.E. Mutat. Res. (1987) [Pubmed]
  2. The primary in vitro anticancer activity of "half-mustard type" phenothiazines in NCI's revised anticancer screening paradigm. Wuonola, M.A., Palfreyman, M.G., Motohashi, N., Kawase, M., Gabay, S., Gupta, R.R., Molnár, J. Anticancer Res. (1998) [Pubmed]
  3. The primary in vitro antitumor screening of "half-mustard type" phenothiazines. Wuonola, M.A., Palfreyman, M.G., Motohashi, N., Kawase, M., Gabay, S., Nacsa, J., Molnár, J. Anticancer Res. (1997) [Pubmed]
  4. Subacute inhalation toxicity of mineral oils, C15-C20 alkylbenzenes, and polybutene in male rats. Skyberg, K., Skaug, V., Gylseth, B., Pedersen, J.R., Iversen, O.H. Environmental research. (1990) [Pubmed]
  5. Structure-activity relationships of nonisomerizable derivatives of tamoxifen: importance of hydroxyl group and side chain positioning for biological activity. Murphy, C.S., Parker, C.J., McCague, R., Jordan, V.C. Mol. Pharmacol. (1991) [Pubmed]
  6. Tandem ring-closing metathesis and hydrogenation towards cyclic dinucleotides. Børsting, P., Nielsen, P. Chem. Commun. (Camb.) (2002) [Pubmed]
  7. Aqueous synthesis of derivatized cyclopentadienyl complexes of technetium and rhenium directed toward radiopharmaceutical application. Bernard, J., Ortner, K., Spingler, B., Pietzsch, H.J., Alberto, R. Inorganic chemistry. (2003) [Pubmed]
  8. Synthesis, characterization and comparative biodistribution study of a new series of p-iodine-125 benzamides as potential melanoma imaging agents. Moins, N., Papon, J., Seguin, H., Gardette, D., Moreau, M.F., Labarre, P., Bayle, M., Michelot, J., Gramain, J.C., Madelmont, J.C., Veyre, A. Nucl. Med. Biol. (2001) [Pubmed]
  9. Cellular accumulation and retention of the technetium-99m-labelled hypoxia markers BRU59-21 and butylene amine oxime. Zhang, X., Melo, T., Rauth, A.M., Ballinger, J.R. Nucl. Med. Biol. (2001) [Pubmed]
  10. Production of 2,3-butylene glycol from whey by Klebsiella pneumoniae and Enterobacter aerogenes. Barrett, E.L., Collins, E.B., Hall, B.J., Matoi, S.H. J. Dairy Sci. (1983) [Pubmed]
  11. Effects of butylene and propylene glycols on body composition and fatty acid synthetase in lambs. Lane, S.F., Hogue, D.E. J. Anim. Sci. (1981) [Pubmed]
  12. In vitro metabolism of perospirone in rat, monkey and human liver microsomes. Mizuno, Y., Tani, N., Komuro, S., Kanamaru, H., Nakatsuka, I. European journal of drug metabolism and pharmacokinetics. (2003) [Pubmed]
  13. Evaluation of chondrogenesis within PEGT: PBT scaffolds with high PEG content. Mahmood, T.A., Shastri, V.P., van Blitterswijk, C.A., Langer, R., Riesle, J. Journal of biomedical materials research. Part A. (2006) [Pubmed]
  14. Biodegradable poly(ether-ester) multiblock copolymers for controlled release applications: An in vivo evaluation. van Dijkhuizen-Radersma, R., Roosma, J.R., Sohier, J., Péters, F.L., van den Doel, M., van Blitterswijk, C.A., de Groot, K., Bezemer, J.M. Journal of biomedical materials research. Part A. (2004) [Pubmed]
  15. 2-H- and 2-acyl-9- [omega-[4-(2-methoxyphenyl)piperazinyl]-alkyl]-1,2,3,4-tetrahydro-beta-carbolines as ligands of 5-HT1A and 5-HT2A receptors. Boksa, J., Mokrosz, M.J., Charakchieva-Minol, S., Tatarczyńska, E., Kłodzińska, A., Wesołowska, A., Misztal, S. Polish journal of pharmacology. (2001) [Pubmed]
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