Histamine trifluoromethyl toluidide

Last updated
Histamine trifluoromethyl toluidide
Histamine trifluoromethyl toluidide.svg
Names
IUPAC name
6-[2-(1H-imidazol-5-yl)ethylamino]-N-[4-(trifluoromethyl)phenyl]heptanamide
Other names
HTFMT, HTMT
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • InChI=1S/C19H25F3N4O/c1-14(24-11-10-17-12-23-13-25-17)4-2-3-5-18(27)26-16-8-6-15(7-9-16)19(20,21)22/h6-9,12-14,24H,2-5,10-11H2,1H3,(H,23,25)(H,26,27) X mark.svgN
    Key: PMKJGGBYYNEYPA-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C19H25F3N4O/c1-14(24-11-10-17-12-23-13-25-17)4-2-3-5-18(27)26-16-8-6-15(7-9-16)19(20,21)22/h6-9,12-14,24H,2-5,10-11H2,1H3,(H,23,25)(H,26,27)
    Key: PMKJGGBYYNEYPA-UHFFFAOYAA
  • FC(F)(F)c1ccc(cc1)NC(=O)CCCCC(NCCc2cnc[nH]2)C
Properties
C19H25F3N4O
Molar mass 382.42321
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Histamine trifluoromethyl toluidide (HTFMT) is a mixed H1/H2 histamine agonist which is significantly more potent than histamine itself. [1]

It also produces additional actions which appear to be independent of histamine receptors. [2] [3]

References

  1. ↑ Whyment, AD; Blanks, AM; Lee, K; Renaud, LP; Spanswick, D (Apr 2006). "Histamine excites neonatal rat sympathetic preganglionic neurons in vitro via activation of H1 receptors". Journal of Neurophysiology. 95 (4): 2492–500. doi:10.1152/jn.01135.2004. PMID   16354729.
  2. ↑ Qiu, R; Melmon, KL; Khan, MM (Jun 1990). "Effects of histamine-trifluoromethyl-toluidide derivative (HTMT) on intracellular calcium in human lymphocytes". Journal of Pharmacology and Experimental Therapeutics. 253 (3): 1245–52. doi:10.1016/S0022-3565(25)13228-X. PMID   2359026.
  3. ↑ Kim, DC; Lee, SY; Jun, DJ; Kim, SH; Lee, JH; Hur, EM; Baek, NI; Kim, KT (Nov 2005). "Inhibition of store-operated calcium entry-mediated superoxide generation by histamine trifluoromethyltoluide independent of histamine receptors". Biochemical Pharmacology . 70 (11): 1613–22. doi:10.1016/j.bcp.2005.09.001. PMID   16219299.
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