Ciclazindol

Ciclazindol
Systematic (IUPAC) name
10-(3-chlorophenyl)-3,4-dihydro-2H-pyrimido[1,2-a]indol-10-ol
Clinical data
Pregnancy cat.  ?
Legal status  ?
Routes Oral
Pharmacokinetic data
Metabolism Renal[1]
Half-life ~32 hours[1]
Excretion Urine, Feces[1]
Identifiers
CAS number 37751-39-6
ATC code  ?
PubChem CID 37825
ChemSpider 34683
UNII Y3I9520J7P YesY
KEGG D03486
Chemical data
Formula C17H15ClN2O
Mol. mass 298.77 g/mol
SMILES eMolecules & PubChem

Ciclazindol (WY-23,409) is an antidepressant and anorectic drug of the tetracyclic chemical class that was developed in the mid to late 1970s, but was never marketed.[2][3] It acts as a norepinephrine reuptake inhibitor, and to a lesser extent as a dopamine reuptake inhibitor.[2][4] Ciclazindol has no effects on the SERT, 5-HT receptors, mACh receptors, or α-adrenergic receptors, and has only weak affinity for the H1 receptor.[4][5][6] As suggested by its local anesthetic properties,[5] ciclazindol may also inhibit sodium channels. It is known to block potassium channels as well.[7][8]

See also

References

  1. ^ a b c Swaisland AJ, Franklin RA, Southgate PJ, Coleman AJ (February 1977). "The pharmacokinetics of ciclazindol (Wy 23409) in human volunteers". British Journal of Clinical Pharmacology 4 (1): 61–5. PMC 1428987. PMID 843425. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1428987. 
  2. ^ a b Ghose K, Rama Rao VA, Bailey J, Coppen A (April 1978). "Antidepressant activity and pharmacological interactions of ciclazindol". Psychopharmacology 57 (1): 109–14. doi:10.1007/BF00426966. PMID 96461. 
  3. ^ Levine S (1979). "A controlled comparative trial of a new antidepressant, ciclazindol". The Journal of International Medical Research 7 (1): 1–6. PMID 369921. 
  4. ^ a b Oh VM, Ehsanullah RS, Leighton M, Kirby MJ (January 1979). "Influence of ciclazindol on monoamine uptake and CNS function in normal subjects". Psychopharmacology 60 (2): 177–81. doi:10.1007/BF00432290. PMID 106428. 
  5. ^ a b Waterfall JF, Smith MA, Gaston WH, Maher J, Warburton G (July 1979). "Cardiovascular and autonomic actions of ciclazindol and tricyclic antidepressants". Archives Internationales De Pharmacodynamie Et De Thérapie 240 (1): 116–36. PMID 507990. 
  6. ^ Gardner CR, Wilford AE (January 1980). "The effects of mianserine, amitriptyline, ciclazindol and viloxazine on presynaptic alpha-receptors in isolated rat atria [proceedings"]. British Journal of Pharmacology 68 (1): 184P–185P. PMC 2044122. PMID 6244029. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=2044122. 
  7. ^ Noack T, Edwards G, Deitmer P, et al. (May 1992). "The involvement of potassium channels in the action of ciclazindol in rat portal vein". British Journal of Pharmacology 106 (1): 17–24. PMC 1907450. PMID 1504725. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1907450. 
  8. ^ Lee K, Khan RN, Rowe IC, et al. (April 1996). "Ciclazindol inhibits ATP-sensitive K+ channels and stimulates insulin secretion in CR1-G1 insulin-secreting cells". Molecular Pharmacology 49 (4): 715–20. PMID 8609901. http://molpharm.aspetjournals.org/cgi/pmidlookup?view=long&pmid=8609901.