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Deramciclane
Systematic (IUPAC) name
N,N-dimethyl-2-([(1R,4R,6S)-1,7,7-trimethyl-6-phenyl-6-bicyclo[2.2.1]heptanyl]oxy)ethanamine
Identifiers
CAS number 120444-72-6
ATC code none
PubChem 119590
Chemical data
Formula C 20H31NO 
Mol. mass 301.466 g/mol
SMILES eMolecules & PubChem
Synonyms Deramciclane
Pharmacokinetic data
Bioavailability  ?
Metabolism  ?
Half life  ?
Excretion  ?
Therapeutic considerations
Pregnancy cat.  ?
Legal status
Routes  ?

Deramciclane (EGIS-3886) is a drug which acts as an antagonist at the 5HT2A receptor[1] an inverse agonist at the 5HT2C receptor,[2] and a GABA reuptake inhibitor.[3] It has anticonvulsant and anxiolytic effects, and has proceeded through to Phase III clinical trials in humans,[4] although development and further trials are still underway and it has not yet been approved for clinical use. Results to date suggest that it is effective and well tolerated for the treatment of anxiety, with the only significant side effect being headaches.[5]

Chemistry

Deramciclane would appear to be made using camphor as the starting material.

References

  1. ^ Kanerva, H; Vilkman; Någren; Kilkku; Kuoppamäki; Syvälahti; Hietala (1999). "Brain 5-HT2A receptor occupancy of deramciclane in humans after a single oral administration--a positron emission tomography study". Psychopharmacology 145 (1): 76–81. PMID 10445375.   edit
  2. ^ Pälvimäki, EP; Majasuo; Kuoppamäki; Männistö; Syvälahti; Hietala (1998). "Deramciclane, a putative anxiolytic drug, is a serotonin 5-HT2C receptor inverse agonist but fails to induce 5-HT2C receptor down-regulation". Psychopharmacology 136 (2): 99–104. PMID 9551765.   edit
  3. ^ Kovács, I; Maksay; Simonyi (1989). "Inhibition of high-affinity synaptosomal uptake of gamma-aminobutyric acid by a bicyclo-heptane derivative". Arzneimittel-Forschung 39 (3): 295–7. PMID 2502985.   edit
  4. ^ Kõks, S; Vasar (2002). "Deramciclane (Egis)". Current opinion in investigational drugs (London, England : 2000) 3 (2): 289–94. PMID 12020062.   edit
  5. ^ Naukkarinen, H.; Raassina, R.; Penttinen, J.; Ahokas, A.; Jokinen, R.; Koponen, H.; Lepola, U.; Kanerva, H. et al. (2005). "Deramciclane in the treatment of generalized anxiety disorder: a placebo-controlled, double-blind, dose-finding study". European neuropsychopharmacology : the journal of the European College of Neuropsychopharmacology 15 (6): 617–623. doi:10.1016/j.euroneuro.2005.03.002. PMID 15949921.   edit
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