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TC-1698

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Chemical compound

Pharmaceutical compound

TC-1698
Legal status

Legal status	In general: legal
Identifiers
IUPAC name 2-pyridin-3-yl-1-azabicyclo[3.2.2]nonane
CAS Number	700834-58-8
PubChemCID	10130417
ChemSpider	8305933^N
UNII	NF9LS47A5E
ChEMBL	ChEMBL2151442^N
CompTox Dashboard(EPA)	DTXSID40435998
Chemical and physical data
Formula	C₁₃H₁₈N₂
Molar mass	202.301 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c2ncccc2C1CCC3CCN1CC3
InChI InChI=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^N Key:WIEWCOLOPGXZDJ-UHFFFAOYSA-N^N
^NY (what is this?) (verify)

TC-1698 is a drug developed byTargacept which acts as apartial agonist for theα7 subtype of neuralnicotinic acetylcholine receptors.^[1] It hasneuroprotective effects in animal studies,^[2] and has been used as alead compound to find further potent derivatives.^[3]

References

[edit]

^Romanelli MN, Gratteri P, Guandalini L, Martini E, Bonaccini C, Gualtieri F (June 2007). "Central nicotinic receptors: structure, function, ligands, and therapeutic potential".ChemMedChem.2 (6):746–67.doi:10.1002/cmdc.200600207.PMID 17295372.S2CID 34763474.
^Marrero MB, Papke RL, Bhatti BS, Shaw S, Bencherif M (April 2004). "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".The Journal of Pharmacology and Experimental Therapeutics.309 (1):16–27.CiteSeerX 10.1.1.420.2457.doi:10.1124/jpet.103.061655.PMID 14722323.S2CID 7730290.
^Bhatti BS, Strachan JP, Breining SR, Miller CH, Tahiri P, Crooks PA, et al. (May 2008). "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".The Journal of Organic Chemistry.73 (9):3497–507.doi:10.1021/jo800028q.PMID 18363376.

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Piperazines	2C-B-BZP 3C-PEP BZP CM156 DBL-583 GBR-12783 GBR-12935 GBR-13069 GBR-13098 GBR-13119 JJC8-088 MeOPP MBZP oMPP Vanoxerine
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ATC code:N06B