PNU-22394: Difference between revisions

(22 intermediate revisions by 19 users not shown)

Line 1:

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = ~~449584896~~

| verifiedrevid = 455158813

| IUPAC_name = 6-Methyl-1,2,3,4,5,6-hexahydro-azepino[4,5-b]indole

| image = PNU-~~22394_structure~~.~~png~~

| image = PNU-22394.svg

| width = 220

| image2 = PNU-22394-3D-balls.png

Line 9:

Line 12:

| CAS_number_Ref = {{cascite|correct|??}}

| CAS_number = 15923-78-1

| PubChem = 27559

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = J7HPJ854EA

| ChEMBL_Ref = {{ebicite|changed|EBI}}

| ChEMBL = 6557

| ChemSpiderID_Ref = {{chemspidercite|changed|chemspider}}

| ChemSpiderID = 25649

| C=13 | H=16 | N=2

| molecular_weight = 200.279 g/mol

| smiles = C3CNCCc2c3c1ccccc1n2C

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 1S/C13H16N2/c1-15-12-5-3-2-4-10(12)11-6-8-14-9-7-13(11)15/h2-5,14H,6-9H2,1H3

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = ZBXDOQWPGBISAR-UHFFFAOYSA-N

}}

'''PNU-22394''' is a drug which acts as an agonist at [[serotonin]] 5-HT2 [[Receptor (biochemistry)|receptor]]s, with strongest binding affinity for [[5-HT2A receptor|5-HT2A]] and [[5-HT2C receptor|5-HT2C]] and slightly weaker at [[5-HT2B receptor|5-HT2B]], although it is only a full agonist at 5-HT2C, but partial agonist at 5-HT2A and 5-HT2B. It has [[anorectic]] effects in both animal studies and human trials, ~~although~~ it ~~has~~ ~~never~~ ~~been~~ ~~developed for medical use.<ref>~~McCall RB, Franklin SR, Hyslop DK, Knauer CS, Chio CL, Haber CL, Fitzgerald LW. PNU-22394, a 5-HT2C receptor agonist, reduced feeding in rodents and produces weight loss in humans. ~~''Soc~~ ~~Neurosci~~ ~~Abstr''~~. ~~2001;~~27,309.~~302~~.</ref><ref name="pmid19029184">{{cite journal |title=Pharmacological targeting of the serotonergic system for the treatment of obesity |journal=The Journal of Physiology |volume=587 |issue=Pt 1 |pages=49–60 |~~year=2009~~ ~~|month~~=January |pmid=19029184 |doi=10.1113/jphysiol.2008.164152 ~~|url~~= |~~author1~~=~~Garfield~~ AS |~~author2~~=~~Heisler~~ LK |~~author-separator~~=, |~~pmc~~=~~2670022~~}}</ref>

'''PNU-22394''' is a drug which acts as an agonist at [[serotonin]] 5-HT2 [[Receptor (biochemistry)|receptor]]s, with strongest binding affinity for [[5-HT2A receptor|5-HT2A]] and [[5-HT2C receptor|5-HT2C]] and slightly weaker at [[5-HT2B receptor|5-HT2B]], although it is only a full agonist at 5-HT2C, but partial agonist at 5-HT2A and 5-HT2B. It has [[anorectic]] effects in both animal studies and human trials,<ref name="McCall2001">{{cite journal | vauthors = McCall RB, Franklin SR, Hyslop DK, Knauer CS, Chio CL, Haber CL, Fitzgerald LW |title= PNU-22394, a 5-HT2C receptor agonist, reduced feeding in rodents and produces weight loss in humans |date= 2001  |others= Presentation Number 309.2 | volume = 27 | issue = 309.2 |publisher=Society for Neuroscience Abstracts |url=http://www.sfn.org/Annual-Meeting/Past-and-Future-Annual-Meetings/Abstract-Archive/Abstract-Archive-Detail?AbsYear=2001&AbsID=4715 |location= Convention Center Exhibit Hall, Poster Board TT-45, San Diego, CA |format= Online |access-date= 18 July 2014}}</ref><ref name="pmid19029184">{{cite journal | vauthors = Garfield AS, Heisler LK | title = Pharmacological targeting of the serotonergic system for the treatment of obesity | journal = The Journal of Physiology | volume = 587 | issue = 1 | pages = 49–60 | date = January 2009 | pmid = 19029184 | pmc = 2670022 | doi = 10.1113/jphysiol.2008.164152 }}</ref> along with "Pro-Cognitive Properties",<ref name="Jensen2013">{{cite journal | vauthors = Jensen AA, Plath N, Pedersen MH, Isberg V, Krall J, Wellendorph P, Stensbøl TB, Gloriam DE, Krogsgaard-Larsen P, Frølund B | display-authors = 6 | title = Design, synthesis, and pharmacological characterization of N- and O-substituted 5,6,7,8-tetrahydro-4H-isoxazolo[4,5-d]azepin-3-ol analogues: novel 5-HT(2A)/5-HT(2C) receptor agonists with pro-cognitive properties | journal = Journal of Medicinal Chemistry | volume = 56 | issue = 3 | pages = 1211–27 | date = February 2013 | pmid = 23301527 | doi = 10.1021/jm301656h | citeseerx = 10.1.1.691.154 }}</ref> although it has never been developed for medical use.

==See also==

== See also ==

* [[Lorcaserin]]

* [[Tryptoline]]

* [[PNU-181731]]

* [[PHA-57378]]

* [[Tabernanthalog]]

==References==

== References ==

[[Category:Serotonin receptor agonists]]

[[Category:Azepines]]

[[Category:~~Indoles~~]]

[[Category:Tryptamines]]