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Chemical Compound Review

Isopropylamin     propan-2-amine

Synonyms: ISOPROPYLAMINE, Isopropilamina, AGN-PC-0D1219, CHEMBL117080, HSDB 804, ...
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Disease relevance of propan-2-amine


High impact information on propan-2-amine


Chemical compound and disease context of propan-2-amine


Biological context of propan-2-amine

  • The selective photo-initiated alkylation of purines in DNA with 2-propylamine [12].
  • Its effect on the rapid Ca-release from cardiac SR was marginal but became optimal (IC50 = 200 nM) in the presence of FLA 365 ([2,6-dichloro-4-dimethyl-aminophenyl] isopropylamine) which by itself had no measurable effect [13].
  • The molecular structure of (IPA)2Pt(DBM).2CH3OH (IPA = isopropylamine; DBM = dibenzylmalonate) was determined by X-ray diffraction: space group P2(1)/n, a = 11.433 (3), b = 14.461 (4), c = 17.478 (4) A, beta = 97.25 (3) degrees, z = 4, R = 0.0437 [14].
  • Glyphosate isopropylamine was practically nontoxic, producing no mortality among tadpoles of any of the four species over 48 h, at concentrations between 503 and 684 mg/L (343 and 466 mg/L AE) [15].
  • Cell cycle phase sensitivity to cis-dichloro-bis (isopropylamine) trans-dihydroxy platinum (IV) (CHIP) [16].

Anatomical context of propan-2-amine


Associations of propan-2-amine with other chemical compounds


Gene context of propan-2-amine

  • Isopropylamine diazeniumdiolate, IPA/NO, the product of the reaction of isopropylamine and nitric oxide, NO, decomposes in a pH-dependent manner to afford nitroxyl, HNO, in the pH range of 13 to above 5, and NO below pH 7 [22].
  • The analytes and the internal standard (triazolam, TRZ) were extracted by Sep-Pak C18 SPE-cartridge and separated utilizing a 5 microm ChromSpher C8 glass column with a gradient mobile phase containing methanol and 0.125% (v/v) of isopropylamine in water [23].
  • The amines used are NH3, H2N-CH2-CH2-NH2 (ethylenediamine, en), H2N-CH2-C(CH3)2-CH2-NH2 (2,2-dimethyl-1,3-diaminopropane, dmdap), and HC(CH3)2-NH2 (isopropylamine, ipa) [24].
  • Between January, 1986 and September, 1988, the Taiwan National Poison Center recorded 97 telephone consultations (49 male, 48 female) on cases of ingestion of glyphosate-surfactant herbicide concentrate containing the isopropylamine salt of glyphosate (N-phosphonomethyl glycine, CAS 1071-83-6) and a non-ionic tallow amine surfactant [25].

Analytical, diagnostic and therapeutic context of propan-2-amine


  1. Transformation of isopropylamine to L-alaninol by Pseudomonas sp. strain KIE171 involves N-glutamylated intermediates. de Azevedo Wäsch, S.I., van der Ploeg, J.R., Maire, T., Lebreton, A., Kiener, A., Leisinger, T. Appl. Environ. Microbiol. (2002) [Pubmed]
  2. Criteria for the selection of second-generation platinum compounds. Shepherd, R., Kusnierczyk, H., Jones, M., Harrap, K.R. Br. J. Cancer (1980) [Pubmed]
  3. Nicotinic-like effects and tissue disposition of isopropylamine. Privitera, P.J., Walle, T., Gaffney, T.E. J. Pharmacol. Exp. Ther. (1982) [Pubmed]
  4. An in vitro study comparing the cytotoxicity of three platinum complexes with regard to the effect of thiol depletion. Smith, E., Brock, A.P. Br. J. Cancer (1988) [Pubmed]
  5. A free radical initiator, 2,2'-azobis (2-aminopropane) dihydrochloride enhances hyperthermia-induced apoptosis in human uterine cervical cancer cell lines. Yuki, H., Kondo, T., Zhao, Q.L., Fujiwara, Y., Tanabe, K., Ogawa, R., Nakashima, A., Fushiki, H., Fujimura, M., Saito, S. Free Radic. Res. (2003) [Pubmed]
  6. The mipafox-inhibited catalytic domain of human neuropathy target esterase ages by reversible proton loss. Kropp, T.J., Glynn, P., Richardson, R.J. Biochemistry (2004) [Pubmed]
  7. Synthesis of 4'-hydroxypropranolol sulfate, a major non-beta-blocking propranolol metabolite in man. Oatis, J.E., Walle, T., Daniell, H.B., Gaffney, T.E., Knapp, D.R. J. Med. Chem. (1985) [Pubmed]
  8. Ring-hydroxylated propranolol: synthesis and beta-receptor antagonist and vasodilating activities of the seven isomers. Oatis, J.E., Russell, M.P., Knapp, D.R., Walle, T. J. Med. Chem. (1981) [Pubmed]
  9. The mode of action of cis dichloro-bis (isopropylamine) trans dihydroxy platinum IV (CHIP) studied by the analysis of chromosome aberration production. Bocian, E., Laverick, M., Nias, A.H. Br. J. Cancer (1983) [Pubmed]
  10. Sister chromatid exchanges induced by two radiosensitizing platinum compounds (cis-dichloro-bis isopropylamine trans dihydroxy platinum IV (CHIP) and cis platinum metronidazole2Cl2(FLAP] in CHO cells in vitro. Bocian, E., Laverick, M., Nias, A.H. Br. J. Cancer (1983) [Pubmed]
  11. Genotoxicity testing of the herbicide Roundup and its active ingredient glyphosate isopropylamine using the mouse bone marrow micronucleus test, Salmonella mutagenicity test, and Allium anaphase-telophase test. Rank, J., Jensen, A.G., Skov, B., Pedersen, L.H., Jensen, K. Mutat. Res. (1993) [Pubmed]
  12. The selective photo-initiated alkylation of purines in DNA with 2-propylamine. Lorberbaum, Z., Sperling, J., Elad, D. Photochem. Photobiol. (1976) [Pubmed]
  13. Inhibition of rapid Ca-release from isolated skeletal and cardiac sarcoplasmic reticulum (SR) membranes. Chiesi, M., Schwaller, R., Calviello, G. Biochem. Biophys. Res. Commun. (1988) [Pubmed]
  14. Synthesis and antitumor activity of (diamine)platinum(II) complexes of benzylmalonate derivatives. Lee, Y.A., Chung, Y.K., Sohn, Y.S. J. Inorg. Biochem. (1997) [Pubmed]
  15. The toxicity of glyphosate and several glyphosate formulations to four species of southwestern Australian frogs. Mann, R.M., Bidwell, J.R. Arch. Environ. Contam. Toxicol. (1999) [Pubmed]
  16. Cell cycle phase sensitivity to cis-dichloro-bis (isopropylamine) trans-dihydroxy platinum (IV) (CHIP). Edwards, P.G., Nias, A.H. Cell and tissue kinetics. (1986) [Pubmed]
  17. Nitroreduction is not involved in the genotoxicity of 2-nitropropane in cultured mammalian cells. Haas-Jobelius, M., Ziegler-Skylakakis, K., Andrae, U. Mutagenesis (1991) [Pubmed]
  18. Separation of the sticky peptides from membrane proteins by high-performance liquid chromatography in a normal-phase system. Lerro, K.A., Orlando, R., Zhang, H., Usherwood, P.N., Nakanishi, K. Anal. Biochem. (1993) [Pubmed]
  19. The photolysis of NH3 in the presence of substituted acetylenes: a possible source of oligomers and HCN on Jupiter. Ferris, J.P., Jacobson, R.R., Guillemin, J.C. Icarus. (1992) [Pubmed]
  20. Determination of aliphatic amines in water by liquid chromatography using solid-phase extraction cartridges for preconcentration and derivatization. Verdú-Andrés, J., Campíns-Falcó, P., Herráez-Hernández, R. The Analyst. (2001) [Pubmed]
  21. Apoptosis induction and inhibition of H-ras overexpression by novel trans-[PtCl2(isopropylamine)(amine')] complexes. Pérez, J.M., Montero, E.I., González, A.M., Alvarez-Valdés, A., Alonso, C., Navarro-Ranninger, C. J. Inorg. Biochem. (1999) [Pubmed]
  22. Mechanism of pH-dependent decomposition of monoalkylamine diazeniumdiolates to form HNO and NO, deduced from the model compound methylamine diazeniumdiolate, density functional theory, and CBS-QB3 calculations. Dutton, A.S., Suhrada, C.P., Miranda, K.M., Wink, D.A., Fukuto, J.M., Houk, K.N. Inorganic chemistry. (2006) [Pubmed]
  23. Simultaneous determination of flunitrazepam and its metabolites in plasma and urine by HPLC/DAD after solid phase extraction. He, W., Parissis, N. Journal of pharmaceutical and biomedical analysis. (1997) [Pubmed]
  24. Reaction products from platinum(IV) amine compounds and 5'-GMP are mainly bis(5'-GMP)platinum(II) amine adducts. van der Veer, J.L., Peters, A.R., Reedijk, J. J. Inorg. Biochem. (1986) [Pubmed]
  25. Taiwan National Poison Center survey of glyphosate--surfactant herbicide ingestions. Tominack, R.L., Yang, G.Y., Tsai, W.J., Chung, H.M., Deng, J.F. J. Toxicol. Clin. Toxicol. (1991) [Pubmed]
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