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Fenmetozole

From Wikipedia, the free encyclopedia
Chemical compound
Pharmaceutical compound
Fenmetozole
Clinical data
ATC code
  • None
Identifiers
  • 2-[(3,4-dichlorophenoxy)methyl]-4,5-dihydro-1H-imidazole
CAS Number
PubChemCID
ChemSpider
UNII
ChEMBL
CompTox Dashboard(EPA)
Chemical and physical data
FormulaC10H10Cl2N2O
Molar mass245.10 g·mol−1
3D model (JSmol)
  • Clc2ccc(OCC/1=N/CCN\1)cc2Cl

Fenmetozole (DH-524) is adrug which was patented as anantidepressant,[1][2] but was later studied as an antagonist of the effects ofethanol, though results were poor and it even increased its effects in some cases.[3][4][5][6][7] It acts as anα2-adrenergic receptorantagonist similarly to otherimidazoles likeidazoxan.[8] It was never marketed.[2]

Fenoxazoline has the precise same formula, albeit instead of the 3',4'-dich, an ortho-isopropyl group was chosen instead.

References

[edit]
  1. ^Dictionary of organic compounds. London: Chapman & Hall. 1996.ISBN 0-412-54090-8.
  2. ^abDavid J. Triggle (1997).Dictionary of pharmacological agents. London: Chapman & Hall.ISBN 0-412-46630-9.
  3. ^McNamee HB, Mendelson JH, Korn J (June 1975). "Fenmetozole in acute alcohol intoxication in man".Clinical Pharmacology and Therapeutics.17 (6):735–7.doi:10.1002/cpt1975176735.PMID 1095283.S2CID 68796969.
  4. ^Griffis LC, Bright TP, Cerimele BJ, Forney RB (September 1978). "Combined effects of fenmetozole and ethanol".Clinical Pharmacology and Therapeutics.24 (3):350–3.doi:10.1002/cpt1978243350.PMID 357069.S2CID 9289874.
  5. ^Frye GD, Breese GR, Mailman RB, Vogel RA, Ondrusek MG, Mueller RA (1980). "An evaluation of the selectivity of fenmetozole (DH-524) reversal of ethanol-induced changes in central nervous system function".Psychopharmacology.69 (2):149–55.doi:10.1007/BF00427641.PMID 6256788.S2CID 25303633.
  6. ^Vogel RA, Frye GD, Koepke KM, Mailman RB, Mueller RA, Breese GR (1981). "Differential effects of TRH, amphetamine, naloxone, and fenmetozole on ethanol actions: attenuation of the effects of punishment and impairment of aerial righting reflex".Alcoholism: Clinical and Experimental Research.5 (3):386–92.doi:10.1111/j.1530-0277.1981.tb04921.x.PMID 6792942.
  7. ^Frye GD, Breese GR (1981). "An evaluation of the locomotor stimulating action of ethanol in rats and mice".Psychopharmacology.75 (4):372–9.doi:10.1007/BF00435856.PMID 6803283.S2CID 34953445.
  8. ^Stillings MR, England CD, Welbourn AP, Smith CF (September 1986). "Effect of methoxy substitution on the adrenergic activity of three structurally related alpha 2-adrenoreceptor antagonists".Journal of Medicinal Chemistry.29 (9):1780–3.doi:10.1021/jm00159a037.PMID 2875186.
α1
Agonists
Antagonists
α2
Agonists
Antagonists
β
Agonists
Antagonists
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