:TC-1698

{{Short description|Chemical compound}}

{{Drugbox

| Verifiedfields = changed

| verifiedrevid = 449589216

| IUPAC_name = 2-pyridin-3-yl-1-azabicyclo[3.2.2]nonane

| image = TC-1698.svg

| width = 160

| tradename =

| legal_status = Legal

| routes_of_administration =

| CAS_number = 700834-58-8

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

| UNII = NF9LS47A5E

| ATC_suffix =

| PubChem = 10130417

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

| ChemSpiderID = 8305933

| DrugBank_Ref = {{drugbankcite|correct|drugbank}}

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

| ChEMBL = 2151442

| C=13 | H=18 | N=2

| smiles = c2ncccc2C1CCC3CCN1CC3

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

| StdInChI = 1S/C13H18N2/c1-2-12(10-14-7-1)13-4-3-11-5-8-15(13)9-6-11/h1-2,7,10-11,13H,3-6,8-9H2

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

| StdInChIKey = WIEWCOLOPGXZDJ-UHFFFAOYSA-N

}}

TC-1698 is a drug developed by Targacept which acts as a partial agonist for the α7 subtype of neural nicotinic acetylcholine receptors.{{cite journal | vauthors = Romanelli MN, Gratteri P, Guandalini L, Martini E, Bonaccini C, Gualtieri F | title = Central nicotinic receptors: structure, function, ligands, and therapeutic potential | journal = ChemMedChem | volume = 2 | issue = 6 | pages = 746–67 | date = June 2007 | pmid = 17295372 | doi = 10.1002/cmdc.200600207 | s2cid = 34763474 }} It has neuroprotective effects in animal studies,{{cite journal | vauthors = Marrero MB, Papke RL, Bhatti BS, Shaw S, Bencherif M | title = The neuroprotective effect of 2-(3-pyridyl)-1-azabicyclo[3.2.2]nonane (TC-1698), a novel alpha7 ligand, is prevented through angiotensin II activation of a tyrosine phosphatase | journal = The Journal of Pharmacology and Experimental Therapeutics | volume = 309 | issue = 1 | pages = 16–27 | date = April 2004 | pmid = 14722323 | doi = 10.1124/jpet.103.061655 | s2cid = 7730290 | citeseerx = 10.1.1.420.2457 }} and has been used as a lead compound to find further potent derivatives.{{cite journal | vauthors = Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, Deo N, Day CS, Caldwell WS | display-authors = 6 | title = Synthesis of 2-(pyridin-3-yl)-1-azabicyclo[3.2.2]nonane, 2-(pyridin-3-yl)-1-azabicyclo[2.2.2]octane, and 2-(pyridin-3-yl)-1-azabicyclo[3.2.1]octane, a class of potent nicotinic acetylcholine receptor-ligands | journal = The Journal of Organic Chemistry | volume = 73 | issue = 9 | pages = 3497–507 | date = May 2008 | pmid = 18363376 | doi = 10.1021/jo800028q }}