Altiniklin

Altiniklin
IUPAC ime
	(2S)-3-etinil-5-(1-metilpirolidin-2-il)piridin
Identifikatori
CAS broj	179120-92-4
ATC kod	None
PubChem	CID 3036156
ChemSpider	2300234
UNII	RJ9V9V09VM
ChEMBL	CHEMBL111659
Hemijski podaci
Formula	C12H14N2
Molarna masa	186.252
	SMILES c2ncc(C#C)cc2C1CCCN1C; ;
	InChI InChI=1S/C12H14N2/c1-3-10-7-11(9-13-8-10)12-5-4-6-14(12)2/h1,7-9,12H,4-6H2,2H3/t12-/m0/s1 ; Key:NUPUDYKEEJNZRG-LBPRGKRZSA-N ;

Altiniklin (SIB-1508Y) je lek koji deluje kao agonist na neuronskim nikotinskim acetilholinskim receptorima. On je visoko selektivan za α4β2 receptor.^[1]^[2] Ovaj ligand stimuliše oslobađanje dopamina i acetilholina u mozgu kod glodara i primata.^[3] On je izučavan do Faze II kliničkih ispitivanja za Parkinsonovu bolest.^[4]

Hemija

Jedan od sintetičkih puteva je:^[5]

^ Cosford, N. D.; Bleicher, L.; Vernier, J. M.; Chavez-Noriega, L.; Rao, T. S.; Siegel, R. S.; Suto, C.; Washburn, M.; Lloyd, G. K. (2000). „Recombinant human receptors and functional assays in the discovery of altinicline (SIB-1508Y), a novel acetylcholine-gated ion channel (nAChR) agonist”. Pharmaceutica acta Helvetiae. 74 (2–3): 125—130. PMID 10812948. doi:10.1016/S0031-6865(99)00024-2.
^ Wagner, F.; Comins, D. (2006). „Expedient five-step synthesis of SIB-1508Y from natural nicotine”. The Journal of Organic Chemistry. 71 (22): 8673—8675. PMID 17064057. doi:10.1021/jo0616052.
^ Rao, T.; Adams, P.; Correa, L.; Santori, E.; Sacaan, A.; Reid, R.; Cosford, N. (2008). „Pharmacological characterization of (S)-(2)-5-ethynyl-3-(1-methyl-2-pyrrolidinyl)pyridine HCl (SIB-1508Y, Altinicline), a novel nicotinic acetylcholine receptor agonist”. Brain Research. 1234: 16—24. PMID 18692487. doi:10.1016/j.brainres.2008.07.063.
^ The Parkinson Study Group (2006). „Randomized placebo-controlled study of the nicotinic agonist SIB-1508Y in Parkinson disease”. Neurology. 66: 408—410. doi:10.1212/01.wnl.0000196466.99381.5c.
^ Wagner, Florence F.; Comins, Daniel L. (2006). „Expedient Five-Step Synthesis of SIB-1508Y from Natural Nicotine”. The Journal of Organic Chemistry. 71 (22): 8673. PMID 17064057. doi:10.1021/jo0616052.