23950-04-1

Basic information

• Product Name: o-Nicotine
• Synonyms: 2-(1-Methylpyrrolidin-2-yl)pyridine;2-(1-Methyl-2-pyrrolidinyl)pyridine;ortho-Nicotine
• CAS NO: 23950-04-1
• Molecular Formula: C₁₀H₁₄N₂
• Molecular Weight: 162.23
• Product Categories: Nicotine Derivatives;Intermediates & Fine Chemicals;Neurochemicals;Pharmaceuticals
• Mol File: 23950-04-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 102-104°C at 36mHg
• Flash Point: 102.6°C
• Appearance: /
• Density: 1.032g/cm³
• Vapor Pressure: 0.0278mmHg at 25°C
• Refractive Index: 1.539
• PKA: 8.93±0.40(Predicted)
• CAS DataBase Reference: o-Nicotine(CAS DataBase Reference)
• NIST Chemistry Reference: o-Nicotine(23950-04-1)
• EPA Substance Registry System: o-Nicotine(23950-04-1)

Safety Data

• Hazardous Substances Data: 23950-04-1(Hazardous Substances Data)

Usage

Chemical Properties

Clear Oil

Uses

o-Nicotine is a Nicotine analog (N412420). o-Nicotine has high affinity for nicotinic receptor, and its ability to elicit neurotransmitter secretions make it a good candidate for treating cholinergic neurodegenerative diseases.

InChI:InChI=1/C10H14N2/c1-12-8-4-6-10(12)9-5-2-3-7-11-9/h2-3,5,7,10H,4,6,8H2,1H3

Upstream product

• 120-94-5 1-Methylpyrrolidine 
• 109-09-1 2-chloropyridine 
• 104936-77-8 N'-tert-Butyl-N-methyl-N-pyridin-2-ylmethyl-formamidine 
• 42182-32-1 2-(N-Methyl-N-formyl-aminomethyl)-pyridin 
• 21035-59-6 N-methyl-2-pyridinemethanamine 
• 56625-03-7 N-((pyridin-2-yl)methyl)formamide 
• 3731-51-9 2-(Aminomethyl)pyridine 
• 77-78-1 dimethyl sulfate 
• 68582-51-4 2-nicotine 
• 50-00-0 formaldehyd 
• 77790-61-5 2-(pyrrolidin-2-yl)pyridine 
• 525-75-7 2-(1-methyl-1H-pyrrol-2-yl)pyridine 

Relevant articles and documents

tert-Butoxy-Radical-Promoted α-Arylation of Alkylamines with Aryl Halides

In the presence of a tert-butoxy radical precursor, the reaction of alkylamines with aryl halides was found to give α-arylated alkylamines through homolytic aromatic substitution of the halogen atoms.

(2S)-1-(arylacetyl)-2-(aminomethyl)piperidine derivatives: Novel, highly selective κ opioid analgesics

This paper describes the synthesis and structure-activity relationships as κ opioid analgesics of a novel class of 1-(arylacetyl)-2-(aminomethyl)piperidine derivatives (8). The active conformation of the pharmacophore, with a torsional angle (N1C2C7N8) of 60°, was defined with computational studies and 1H NMR. A quantitative structure-activity relationship study of the arylacetic moiety substitution indicated that the presence of an electron-withdrawing and lipophilic substituent in para and/or meta positions is required for good analgesic activity and κ affinity. The lead compounds (2S)-1-[(3,4-dichlorophenyl)acetyl]-2-(pyrrolidin-1-ylmethyl) piperidine hydrochloride (14) and (2S)-1-[[4-(trifluoromethyl)phenyl]acetyl]-2-(pyrrolidin-1- ylmethyl)piperidine hydrochloride (21) are the most κ/μ selective (respectively 6500:1 and 4100:1) and among the most potent (K(i) κ 0.24 and 0.57 nM, respectively) κ ligands identified so far. In the mouse tail flick model of antinociception, compound 14 (ED50 = 0.05 mg/kg sc) was 25 times more potent than morphine and 16 times more potent than the standard κ ligand U-50488.

Formamidines as α-amino carbanion precursors. The synthesis of 2-arylpiperidines, -pyrrolidines, and nicotine analogs

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