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CAS 5746-86-1

:

(±)-Nornicotine

Description:
(±)-Nornicotine, with the CAS number 5746-86-1, is an alkaloid derived from the tobacco plant, Nicotiana tabacum. It is a minor metabolite of nicotine, characterized by its structural similarity to nicotine but lacking the methyl group at the nitrogen atom. This compound exists as a racemic mixture, meaning it contains equal parts of its two enantiomers, which can exhibit different biological activities. (±)-Nornicotine is known to interact with nicotinic acetylcholine receptors, influencing neurotransmission and potentially affecting behaviors related to addiction and cognition. It is a colorless to pale yellow liquid with a characteristic odor and is soluble in water and organic solvents. The substance has garnered interest in pharmacological research due to its potential effects on the central nervous system and its role in tobacco-related studies. Safety data indicate that it should be handled with care, as it can be toxic in high doses, similar to other nicotine-related compounds.
Formula:C9H12N2
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:C1(CCCN1)C=2C=CC=NC2
Synonyms:
  • (2S)-2-pyridin-3-ylpyrrolidinium
  • (RS)-Nornicotine
  • (±)-1′-Demethylnicotine
  • 1-Hexopyranuronosyl-3-(1-Methyl-5-Oxopyrrolidin-2-Yl)Pyridinium
  • 2-(3-Pyridinyl)pyrrolidine
  • 3-(2-Pyrrolidinyl)Pyridine
  • 3-(Pyrrolidin-2-Yl)Pyridine
  • Nicotine, 1′-demethyl-, (±)-
  • Pyridine, 3-(2-pyrrolidinyl)-
  • (R,S)-Nornicotine
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Found 15 products.
  • (±)-Nornicotine

    CAS:
    Formula:C9H12N2
    Purity:>98.0%(GC)
    Color and Shape:Colorless to Light yellow clear liquid
    Molecular weight:148.21

    Ref: 3B-N1222

    250mg
    66.00€
  • Nicotine Related Compound F (3-(pyrrolidin-2-yl)pyridine)

    CAS:
    Vegetable alkaloids, natural or reproduced by synthesis, their salts and other derivatives, nesoi
    Formula:C9H12N2
    Color and Shape:Colorless Translucent Oily Liquid
    Molecular weight:148.10005
  • 3-(2-Pyrrolidinyl)Pyridine

    CAS:
    Formula:C9H12N2
    Purity:95%
    Color and Shape:Liquid
    Molecular weight:148.2050

    Ref: IN-DA00IA8O

    1g
    47.00€
    5g
    114.00€
    10g
    165.00€
    25g
    305.00€
    100mg
    22.00€
    250mg
    30.00€
  • (±)-Nornicotine

    CAS:
    Formula:C9H12N2
    Molecular weight:148.21

    Ref: 7W-GL0958

    ne
    To inquire
  • Nicotine USP Related Compound F (rac-Nicotine EP Impurity F)

    CAS:
    Formula:C9H12N2
    Color and Shape:Colorless Liquid
    Molecular weight:148.21

    Ref: 4Z-N-0625

    5mg
    To inquire
    10mg
    444.00€
    25mg
    635.00€
    50mg
    825.00€
    100mg
    To inquire
  • (±)-Nornicotine-2,3',3',4,5,6-d6

    CAS:
    Purity:96 atom % D
    Molecular weight:154.24

    Ref: 3U-D8117

    50mg
    613.00€
    100mg
    1,018.00€
  • (±)-Nornicotine-2,2',3',3',4,5,6-d7

    CAS:
    Purity:98 atom % D
    Molecular weight:155.25

    Ref: 3U-D8149

    50mg
    425.00€
    100mg
    720.00€
  • 3-[(2RS)-Pyrrolidin-2-yl]pyridine ((RS)-Nornicotine)

    Controlled Product
    CAS:
    Formula:C9H12N2
    Color and Shape:Neat
    Molecular weight:148.20

    Ref: 86-MM0517.13

    100mg
    814.00€
  • (R,S)-Nornicotine

    CAS:
    Formula:C9H12N2
    Color and Shape:Neat
    Molecular weight:148.20

    Ref: 04-C15651700

    100mg
    95.00€
  • 3-(Pyrrolidin-2-yl)pyridine

    CAS:
    3-(Pyrrolidin-2-yl)pyridine
    Formula:C9H12N2
    Purity:98%
    Color and Shape: clear. faint yellow liquid
    Molecular weight:148.20498g/mol

    Ref: 54-OR12516

    1g
    32.00€
    5g
    135.00€
    25g
    428.00€
    100g
    1,383.00€
  • Nicotine USP Related Compound F

    CAS:
    Formula:C9H12N2
    Molecular weight:148.21

    Ref: ST-EA-CP-N8009

    10mg
    To inquire
    25mg
    To inquire
    50mg
    To inquire
    100mg
    To inquire
  • (R,S)-Nornicotine

    Controlled Product
    CAS:
    <p>Impurity Nicotine USP Related Compound F (3-(pyrrolidine-2-yl)pyridine)<br>Stability Light Sensitive<br>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).<br>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),<br></p>
    Formula:C9H12N2
    Color and Shape:Colourless To Light Yellow
    Molecular weight:148.20

    Ref: TR-N757000

    25mg
    179.00€
    50mg
    234.00€
    100mg
    253.00€
  • (R,S)-Nornicotine (1 mg/mL in Methanol)

    Controlled Product
    CAS:
    Formula:C9H12N2
    Color and Shape:Colourless
    Molecular weight:148.20

    Ref: TR-KIT0560

    1x1ml
    125.00€
    5x1ml
    257.00€
  • (R,S)-Nornicotine

    CAS:
    (R,S)-Nornicotine is an enantiomeric mixture of nornicotine, which is an alkaloid compound. It is derived from tobacco plants, specifically as a metabolite of nicotine during the curing and fermentation processes. This compound is known for its interactions with nicotinic acetylcholine receptors (nAChRs) in the brain. It acts by binding to these receptors and modulating neural activity, influencing neurotransmitter release and synaptic plasticity.
    Formula:C9H12N2
    Purity:Min. 95%
    Color and Shape:Colorless Powder
    Molecular weight:148.21 g/mol

    Ref: 3D-FN26467

    1g
    182.00€
    2g
    291.00€
    5g
    410.00€
    10g
    607.00€
    25g
    806.00€
  • 3-(Pyrrolidin-2-yl)pyridine

    CAS:
    Formula:C9H12N2
    Purity:95%
    Color and Shape:Liquid
    Molecular weight:148.209

    Ref: 10-F077422

    1g
    34.00€
    5g
    124.00€
    10g
    206.00€
    25g
    353.00€
    100mg
    13.00€
    250mg
    16.00€