Adatanserin

Adatanserin
Systematic (IUPAC) name
	N-[2-(4-pyrimidin-2-ylpiperazin-1-yl)ethyl]adamantane-1-carboxamide
Clinical data
Pregnancy cat.	?
Legal status	?
Identifiers
CAS number	127266-56-2
ATC code	None
PubChem	CID 130918
ChemSpider	115774
UNII	W5U6WQM26H
Chemical data
Formula	C21H31N5O
Mol. mass	369.50 g/mol
SMILES	eMolecules & PubChem
	InChI InChI=1S/C21H31N5O/c27-19(21-13-16-10-17(14-21)12-18(11-16)15-21)22-4-5-25-6-8-26(9-7-25)20-23-2-1-3-24-20/h1-3,16-18H,4-15H2,(H,22,27) ; Key:HPFLVTSWRFCPCV-UHFFFAOYSA-N ;
(what is this?) (verify);

Adatanserin (WY-50,324, SEB-324) is a mixed 5-HT_1A receptor partial agonist and 5-HT_2A and 5-HT_2C receptor antagonist.^[1]^[2]^[3] It was under development by Wyeth as an antidepressant but was ultimately shelved.^[3]^[4]

Adantaserin has been shown to be neuroprotective against ischemia-induced glutamatergic excitotoxicity, an effect which appears to be mediated by blockade of the 5-HT_2A receptor.^[5]

[edit] See also

Flibanserin

[edit] References

^ Singh A, Lucki I (April 1993). "Antidepressant-like activity of compounds with varying efficacy at 5-HT1A receptors". Neuropharmacology 32 (4): 331–40. doi:10.1016/0028-3908(93)90153-T. PMID 8497336.
^ Kleven MS, Koek W (February 1996). "Pharmacological characterization of in vivo properties of putative mixed 5-HT1A agonist/5-HT2A/2C antagonist anxiolytics. I. Antipunishment effects in the pigeon". The Journal of Pharmacology and Experimental Therapeutics 276 (2): 388–97. PMID 8632301. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=8632301.
^ ^a ^b Abou-Gharbia MA, Childers WE, Fletcher H, et al. (December 1999). "Synthesis and SAR of adatanserin: novel adamantyl aryl- and heteroarylpiperazines with dual serotonin 5-HT(1A) and 5-HT(2) activity as potential anxiolytic and antidepressant agents". Journal of Medicinal Chemistry 42 (25): 5077–94. doi:10.1021/jm9806704. PMID 10602693.
^ Stahl, S. M. (2000). Essential psychopharmacology: neuroscientific basis and practical application. Cambridge, UK: Cambridge University Press. ISBN 0-521-64615-4. http://books.google.com/books?id=ICztBCFFRqEC&lpg=PA262&dq=adatanserin&as_brr=3&pg=PA262#v=onepage&q=adatanserin&f=false.
^ Dawson LA, Galandak J, Djali S (March 2002). "Attenuation of ischemic efflux of endogenous amino acids by the novel 5-HT(1A)/5-HT(2) receptor ligand adatanserin". Neurochemistry International 40 (3): 203–9. doi:10.1016/S0197-0186(01)00082-1. PMID 11741003. http://linkinghub.elsevier.com/retrieve/pii/S0197018601000821.

[pmid8497336-0] Singh A, Lucki I (April 1993). "Antidepressant-like activity of compounds with varying efficacy at 5-HT1A receptors". Neuropharmacology 32 (4): 331–40. doi:10.1016/0028-3908(93)90153-T. PMID 8497336.

[pmid8632301-1] Kleven MS, Koek W (February 1996). "Pharmacological characterization of in vivo properties of putative mixed 5-HT1A agonist/5-HT2A/2C antagonist anxiolytics. I. Antipunishment effects in the pigeon". The Journal of Pharmacology and Experimental Therapeutics 276 (2): 388–97. PMID 8632301. http://jpet.aspetjournals.org/cgi/pmidlookup?view=long&pmid=8632301.

[pmid10602693-2] Abou-Gharbia MA, Childers WE, Fletcher H, et al. (December 1999). "Synthesis and SAR of adatanserin: novel adamantyl aryl- and heteroarylpiperazines with dual serotonin 5-HT(1A) and 5-HT(2) activity as potential anxiolytic and antidepressant agents". Journal of Medicinal Chemistry 42 (25): 5077–94. doi:10.1021/jm9806704. PMID 10602693.

[isbn0-521-64615-4-3] Stahl, S. M. (2000). Essential psychopharmacology: neuroscientific basis and practical application. Cambridge, UK: Cambridge University Press. ISBN 0-521-64615-4. http://books.google.com/books?id=ICztBCFFRqEC&lpg=PA262&dq=adatanserin&as_brr=3&pg=PA262#v=onepage&q=adatanserin&f=false.

[pmid11741003-4] Dawson LA, Galandak J, Djali S (March 2002). "Attenuation of ischemic efflux of endogenous amino acids by the novel 5-HT(1A)/5-HT(2) receptor ligand adatanserin". Neurochemistry International 40 (3): 203–9. doi:10.1016/S0197-0186(01)00082-1. PMID 11741003. http://linkinghub.elsevier.com/retrieve/pii/S0197018601000821.

[1]

[2]

[3]

[4]

[5]

Apr	MAY	Jun
	11
2011	2012	2013

Adatanserin

[edit] See also

[edit] References

Personal tools

Namespaces

Variants

Views

Actions

Search

Navigation

Interaction

Toolbox

Print/export