CAS 179120-92-4

3-ethynyl-5-[(2S)-1-methylpyrrolidin-2-yl]pyridine

Description:

3-Ethynyl-5-[(2S)-1-methylpyrrolidin-2-yl]pyridine is a chemical compound characterized by its unique structure, which includes a pyridine ring substituted with an ethynyl group and a chiral 1-methylpyrrolidine moiety. The presence of the ethynyl group contributes to its potential reactivity and ability to participate in various chemical reactions, such as cross-coupling and click chemistry. The chiral center in the pyrrolidine ring suggests that the compound may exhibit stereoisomerism, which can influence its biological activity and interactions with other molecules. This compound may be of interest in medicinal chemistry and drug development due to its structural features that could enhance binding affinity to biological targets. Additionally, its solubility and stability in different solvents can vary, affecting its application in synthetic processes or as a pharmaceutical agent. Overall, 3-ethynyl-5-[(2S)-1-methylpyrrolidin-2-yl]pyridine represents a versatile scaffold for further chemical exploration and potential therapeutic applications.

Formula: C₁₂H₁₄N₂

InChI: InChI=1/C12H14N2.C4H4O4/c1-3-10-7-11(9-13-8-10)12-5-4-6-14(12)2;5-3(6)1-2-4(7)8/h1,7-9,12H,4-6H2,2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-/t12-;/m0./s1

InChI key: InChIKey=NUPUDYKEEJNZRG-LBPRGKRZSA-N

SMILES: CN1[C@@H](CCC1)C=2C=C(C#C)C=NC2

Synonyms:

• 3-Ethynyl-5-[(2S)-1-methyl-2-pyrrolidinyl]pyridine
• 3-ethynyl-5-[(2S)-1-methylpyrrolidinium-2-yl]pyridinium (2Z)-but-2-enedioate
• 5-Ethynylnicotine
• Altinicline
• Pyridine, 3-ethynyl-5-(1-methyl-2-pyrrolidinyl)-, (S)-
• Sib 1508
• pyridine, 3-ethynyl-5-[(2S)-1-methyl-2-pyrrolidinyl]-
• (S)-3-Ethynyl-5-(1-methyl-2-pyrrolidinyl)pyridine
• 5-Ethynyl Nicotine
• SIB 1508Y

Pyridine, 3-ethynyl-5-[(2S)-1-methyl-2-pyrrolidinyl]-

CAS: 179120-92-4

Formula: C₁₂H₁₄N₂

Color and Shape: Liquid

Molecular weight: 186.253

Ref: IN-DA0026TE

5-Ethynyl nicotine

CAS: 179120-92-4

5-Ethynyl nicotine is a nicotinic acetylcholine receptor agonist that has been shown to produce chronic exposure effects in rats. It binds to the α7 nicotinic acetylcholine receptor and has been shown to inhibit dopamine release. 5-Ethynyl nicotine also inhibits the binding of acetylcholine to the α7 nicotinic acetylcholine receptor, with an IC50 of 6.2 μM. This compound has been shown to be a potent molecule for the treatment of schizophrenia and Parkinson's disease. 5-Ethynyl nicotine can be synthesized in an asymmetric synthesis process, which produces two enantiomers. The (S)-enantiomer is more potent than the (R)-enantiomer, but both have similar affinity for α7 nicotinic acetylcholine receptors.

Formula: C₁₂H₁₄N₂

Purity: Min. 95%

Color and Shape: Clear Liquid

Molecular weight: 186.25 g/mol

Ref: 3D-FE23180

5-Ethynyl Nicotine

Controlled Product

CAS: 179120-92-4

Applications 5-Ethynylnicotine is an intermediate of nicotinic acetylcholine receptor agonist SIB-1508Y. 5-Ethynylnicotine is used for the treatment of neurological disorders.
References Pillon, B., et al.: Neurology, 39, 762 (1989), Schneider, J., et al.: Brain Res., 519, 122 (1990), Cosford, N., et al.: J. Med. Chem., 39, 3235 (1996), Sacaan, A., et al.: J. Pharmacol. Exp. Ther., 280, 373 (1997),

Formula: C₁₂H₁₄N₂

Color and Shape: Neat

Molecular weight: 186.25

Ref: TR-E932200

Altinicline

CAS: 179120-92-4

Altinicline can bine with neuronal nicotinic acetylcholine receptors; SIB-1765F - fumarate.

Formula: C₁₂H₁₄N₂

Color and Shape: Solid

Molecular weight: 186.25

Ref: TM-T29916