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Chemical Compound Review

HMDA     hexane-1,6-diamine

Synonyms: diaminohexane, HEX-NH2, CHEMBL303004, HSDB 189, NSC-9257, ...
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Disease relevance of HSDB 189


Psychiatry related information on HSDB 189


High impact information on HSDB 189


Biological context of HSDB 189


Anatomical context of HSDB 189

  • A series of these microcapsules with poly(hexamethyleneterephthalamide) membranes was prepared by interfacial polymerization with an 8-fold variation of hexamethylenediamine concentration in the aqueous emulsion phase [14].
  • The acute neurotoxicity of a homologous series of diamines (ethylenediamine to 1,6-diaminohexane) was tested by injection into the lateral ventricle of conscious rats, documented as changes in behavior and electroencephalogram (EEG) [15].

Associations of HSDB 189 with other chemical compounds


Gene context of HSDB 189

  • 3. The results indicate that the cell differentiating agent hexamethylene bisacetamide is converted into 1,6-diaminohexane, and its metabolism therefore involves diamine oxidase [17].
  • Incubation of serum serpin (alpha-1-antitrypsin) with 5 mM 1,6-diaminohexane causes significant loss of heterozygotic inhibitor activity [20].
  • However, both TEM and SEM data indicated structural differences when lower concentrations of hexamethylenediamine were used, there being a more uniform formation to give a distinct outer membrane layer (18-45 nm) visible on cross-section and appearing as a smooth outer surface [21].
  • Hexamethylendiamine (HMDA; CAS No. 124-09-4; 6055-52-3 for the dihydrochloride salt) is moderately toxic following acute doses/exposures with oral lethal doses in rats ranging from 750 to 1500 mg/kg [2].
  • The urinary level of HDA, in samples collected immediately after the end of the exposures, was on average 0.02 mmol/mol creatinine (range 0.01-0.03 mmol/mol creatinine) [22].

Analytical, diagnostic and therapeutic context of HSDB 189


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  9. Chromatographic determination of amines in biological fluids with special reference to the biological monitoring of isocyanates and amines. IV. Determination of 1,6-hexamethylenediamine in human urine using capillary gas chromatography and selective ion monitoring. Dalene, M., Skarping, G., Brorson, T. J. Chromatogr. (1990) [Pubmed]
  10. Cationic charge-dependent hepatic delivery of amidated serum albumin. Ma, S.F., Nishikawa, M., Katsumi, H., Yamashita, F., Hashida, M. Journal of controlled release : official journal of the Controlled Release Society. (2005) [Pubmed]
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  13. Subchronic inhalation toxicity of hexamethylenediamine in rats. Johannsen, F.R., Levinskas, G.J., Ben-Dyke, R., Hogan, G.K. Fundamental and applied toxicology : official journal of the Society of Toxicology. (1987) [Pubmed]
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  16. Biological monitoring to assess exposure from use of isocyanates in motor vehicle repair. Williams, N.R., Jones, K., Cocker, J. Occupational and environmental medicine. (1999) [Pubmed]
  17. A cyclic imine intermediate in the in vitro metabolic conversion of 1,6-diaminohexane to 6-aminohexanoic acid and caprolactam. Subramanyam, B., Callery, P.S., Geelhaar, L.A., Egorin, M.J. Xenobiotica (1989) [Pubmed]
  18. The effects of fasting on the acute oral toxicity of nine chemicals in the rat. Dashiell, O.L., Kennedy, G.L. Journal of applied toxicology : JAT. (1984) [Pubmed]
  19. Protein A immobilization and HIgG adsorption onto porous/nonporous and swellable HEMA-incorporated polyEGDMA microspheres. Ayhan, H., Kesenci, K., Pişkin, E. Journal of biomaterials science. Polymer edition. (2000) [Pubmed]
  20. Detoxification of an aliphatic amine by N-acetylation: experimental and clinical studies. Berode, M. Biochem. Int. (1991) [Pubmed]
  21. Membrane formation and characterization of semi-permeable magnetic polyhexamethyleneterephthalamide microcapsules containing polyethyleneimine (PEI) for trapping carcinogens. Povey, A.C., Nixon, J.R., O'Neill, I.K. Journal of microencapsulation. (1987) [Pubmed]
  22. Biological monitoring of isocyanates and related amines. II. Test chamber exposure of humans to 1,6-hexamethylene diisocyanate (HDI). Brorson, T., Skarping, G., Nielsen, J. International archives of occupational and environmental health. (1990) [Pubmed]
  23. Blood-brain barrier transport of cationized immunoglobulin G: enhanced delivery compared to native protein. Triguero, D., Buciak, J.B., Yang, J., Pardridge, W.M. Proc. Natl. Acad. Sci. U.S.A. (1989) [Pubmed]
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