(R,S)-Nornicotine

CAS: 5746-86-1

Ref. TR-N757000

Product Information

• Name: (R,S)-Nornicotine
• Synonyms: Nornicotine, Pyridine, 3-(2-pyrrolidinyl)-, (RS)-Nornicotine, 2-(3-Pyridinyl)pyrrolidine, 3-(Pyrrolidin-2-yl)pyridine, rac-Nornicotine, Nicotine, 1'-demethyl-, (±)- (8CI), Pyridine, 3-(2-pyrrolidinyl)-, (±)-, (±)-1'-Demethylnicotine
• Brand: TRC

Description

Impurity Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine)
Stability Light Sensitive
Applications (RS)-Nornicotine is a tobacco alkaloid and the major Nicotine (N412420) metabolite in brain. Nornicotine appears to activate different nAChR subtypes, has a better pharmacokinetic profile, and produces less toxicity than Nicotine. Nornicotine shows a significant analgesic activity. Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine).
References Hecht, S., et al.: Carcinogenesis, 9, 875 (1988), Rivenson, A., et al.: Cancer Res., 48, 6912 (1988), Hoffmann, D., et al.: Chem. Res. Toxicol., 14, 767 (2001), Kool, J., et al.: J. Med. Chem., 49, 3287 (2006), Kool, J., et al.: Drug Metab. Dispos., 35, 640 (2007),

Chemical properties

• Molecular weight: 148.2
• Formula: C₉H₁₂N₂
• Color/Form: Neat
• InChI: InChI=1S/C9H12N2/c1-3-8(7-10-5-1)9-4-2-6-11-9/h1,3,5,7,9,11H,2,4,6H2
• InChI key: InChIKey=MYKUKUCHPMASKF-UHFFFAOYSA-N
• SMILES: c1cncc(C2CCCN2)c1