Histamine trifluoromethyl toluidide

Histamine trifluoromethyl toluidide (HTFMT) is a mixed H1/H2 histamine agonist which is significantly more potent than histamine itself.[1]

Histamine trifluoromethyl toluidide
Names
IUPAC name
6-[2-(1H-imidazol-5-yl)ethylamino]-N-[4-(trifluoromethyl)phenyl]heptanamide
Other names
HTFMT, HTMT
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
PubChem CID
InChI
  • 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) N
    Key: PMKJGGBYYNEYPA-UHFFFAOYSA-N N
  • 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
SMILES
  • FC(F)(F)c1ccc(cc1)NC(=O)CCCCC(NCCc2cnc[nH]2)C
Properties
Chemical formula
 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).
N verify (what is YN ?)
Infobox references

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. Histamine excites neonatal rat sympathetic preganglionic neurons in vitro via activation of H1 receptors. Journal of Neurophysiology. 2006 Apr;95(4):2492-500. PMID 16354729
  2. Qiu R, Melmon KL, Khan MM. Effects of histamine-trifluoromethyl-toluidide derivative (HTMT) on intracellular calcium in human lymphocytes. Journal of Pharmacology and Experimental Therapeutics. 1990 Jun;253(3):1245-52. PMID 2359026
  3. Kim DC, Lee SY, Jun DJ, Kim SH, Lee JH, Hur EM, Baek NI, Kim KT. Inhibition of store-operated calcium entry-mediated superoxide generation by histamine trifluoromethyltoluide independent of histamine receptors. Biochemical Pharmacology. 2005 Nov 25;70(11):1613-22. PMID 16219299
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