• Corpus ID: 38542983

An active, aldehydic metabolite of the cell-differentiating agent hexamethylene bisacetamide.

@article{Subramanyam1989AnAA,
  title={An active, aldehydic metabolite of the cell-differentiating agent hexamethylene bisacetamide.},
  author={Babu Subramanyam and Patrick S. Callery and Merrill J. Egorin and Stuart W. Snyder and Barbara A. Conley},
  journal={Drug metabolism and disposition: the biological fate of chemicals},
  year={1989},
  volume={17 4},
  pages={
          398-401
        }
}

• B. Subramanyam, P. Callery, +2 authors B. Conley
• Published 1 July 1989
• Chemistry, Biology
• Drug metabolism and disposition: the biological fate of chemicals

6-Acetamidohexanal has been identified in human plasma and urine as a metabolite of the cell-differentiating agent, hexamethylene bisacetamide (HMBA). Synthesis of 6-acetamidohexanal was accomplished by oxidation of 6-acetamido-1-hexanol with pyridinium dichromate. A screen of 6-acetamidohexanal for cell-differentiating activity in HL60 human leukemia cells revealed a higher level of activity than HMBA or N-acetyl-1,6-diaminohexane, another active metabolite of HMBA. The results are consistent with a pathway which involves deacetylation of HMBA, oxidative deamination of the resulting N-acetyl-1,6-diaminohexane to yield 6-acetamidohexanal, and further oxidation to give 6-acetamidohexanoic acid.