Synonym
Altinicline; 5-Ethynyl Nicotine; (-)-5-Ethynylnicotine; SIB 1508Y; SIB1508Y; SIB-1508Y;
IUPAC/Chemical Name
Pyridine, 3-ethynyl-5-((2S)-1-methyl-2-pyrrolidinyl)-
InChi Key
NUPUDYKEEJNZRG-LBPRGKRZSA-N
InChi Code
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
SMILES Code
CN1[C@H](C2=CN=CC(C#C)=C2)CCC1
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
186.26
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Cosford ND, Bleicher L, Vernier JM, Chavez-Noriega L, Rao TS, Siegel RS, Suto C, Washburn M, Lloyd GK, McDonald IA. Recombinant human receptors and functional assays in the discovery of altinicline (SIB-1508Y), a novel acetylcholine-gated ion channel (nAChR) agonist. Pharm Acta Helv. 2000 Mar;74(2-3):125-30. PubMed PMID: 10812948.
2: Rao TS, Adams PB, Correa LD, Santori EM, Sacaan AI, Reid RT, Cosford ND. Pharmacological characterization of (S)-(2)-5-ethynyl-3-(1-methyl-2-pyrrolidinyl)pyridine HCl (SIB-1508Y, Altinicline), a novel nicotinic acetylcholine receptor agonist. Brain Res. 2008 Oct 9;1234:16-24. doi: 10.1016/j.brainres.2008.07.063. Epub 2008 Jul 28. PubMed PMID: 18692487.
3: Wagner FF, Comins DL. Expedient five-step synthesis of SIB-1508Y from natural nicotine. J Org Chem. 2006 Oct 27;71(22):8673-5. PubMed PMID: 17064057.