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Nornicotine chemical structure, C9H12N2, CAS 494-97-3
2D chemical structure

Key facts

What buyers check first

Appearance
Hygroscopic, somewhat viscous liquid
Boiling point
260 °C
Density
1.0737 at 20 °C/4 °C
Solubility
Miscible in water, Very soluble in alcohol, chloroform, ether, petr ether, kerosene, oils
HS code
293979
Category
Insecticides and acaricides
Illustrative photo, assorted laboratory chemical bottles and jars on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

What is Nornicotine?

Plain description, key identifiers and synonyms

(S)-nornicotine is a pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen. It has a role as a phytogenic insecticide, a metabolite and a nicotinic acetylcholine receptor agonist. It is a pyridine alkaloid and a pyrrolidine alkaloid. It is a conjugate base of a (S)-nornicotine(1+). It is an enantiomer of a (+)-Nornicotine. It derives from a hydride of a nicotine.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
3-[(2S)-pyrrolidin-2-yl]pyridine
CAS number
494-97-3 CAS number cross-checked
EC number
621-530-4
Molecular formula
C9H12N2
UNII
83H6L5QD8Z
MDL number
MFCD03703484
InChIKey
MYKUKUCHPMASKF-VIFPVBQESA-N
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/t9-/m0/s1
Canonical SMILES
c1cncc(C2CCCN2)c1
Isomeric SMILES
C1C[C@H](NC1)C2=CN=CC=C2

Synonyms

  • l-Nor-nicotine
  • 3-[(2S)-pyrrolidin-2-yl]pyridine
  • 1'-Demethyl nicotine
  • 1'-demethylnicotine
  • 2-(3-Pyridyl)pyrrolidine
  • Pyridine, 3-(2-pyrrolidinyl)-,(S)-
  • 3-(2-pyrrolidinyl)-(s)-pyridine
  • 3-((2S)-Pyrrolidin-2-yl)pyridine
  • Demethylnicotine
  • (R,S)-Nornicotine
  • 3-((2S)-2-Pyrrolidinyl)Pyridine
  • 3-(2-Pyrrolidinyl)pyridine
  • 3-pyrrolidin-2-ylpyridine
  • (S)-3-(Pyrrolidin-2-yl)pyridine
  • (S)-Nornicotine
  • Nornicotin
  • Nicotine EP Impurity F
  • S-(-)-Nornicotine
  • Pyridine, 3-(2S)-2-pyrrolidinyl-
  • Nornicotine, DL-(rg)
  • Nicotine, 1'-demethyl-, (S)-
  • (-)-nornicotine
  • (-)-(S)-Nornicotine
  • (S)-1'-demethylnicotine
  • 3-(2S)-2-Pyrrolidinylpyridine
Show all 37 synonyms
  • Pyridine, 3-(2-pyrrolidinyl)-, (S)-
  • (S)-2-(3-Pyridyl)pyrrolidine
  • 1''-demethyl nicotine
  • (S)-(-)-Nornicotine
  • (S)-1''-demethylnicotine
  • 5-23-06-00062 (Beilstein Handbook Reference)
  • Nicotine, 1'-demethyl-
  • US8609708, 90 Nornicotine
  • Nicotine impurity f
  • 3-[(2S)-Pyrrolidine-2| cent-yl]pyridine
  • Nicotine resinate impurity f
  • Nicotine ditartrate dihydrate impurity f

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Hygroscopic, somewhat viscous liquidexp.
Odour
Develops a slight amine odor, less pungent than that of nicotineexp.
Boiling point
260 °Cexp.
Density
1.0737 at 20 °C/4 °Cexp.
Solubility
Miscible in water, Very soluble in alcohol, chloroform, ether, petr ether, kerosene, oilsexp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
148.21 g/molcalc.
Exact mass
148.10 Dacalc.
LogP (octanol/water)
1.51calc.
Topological polar surface area
24.92 Ųcalc.
Hydrogen bond donors
1calc.
Hydrogen bond acceptors
2calc.
Rotatable bonds
1calc.
Heavy atoms
11calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.44calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1cncc(C2CCCN2)c1

c1cncc(C2CCCN2)c1

2 rings, 11 atoms, the 3-(Pyrrolidin-2-yl)pyridine ring system.

725 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS06: Acute toxicity (severe)
Acute toxicity (severe)
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H301Toxic if swallowed.
  • H311Toxic in contact with skin.
  • H315Causes skin irritation.
  • H319Causes serious eye irritation.
  • H331Toxic if inhaled.
  • H335May cause respiratory irritation.
Precautionary statements (22)
  • P261Avoid breathing dust, fume, gas, mist, vapours or spray.
  • P262Do not get in eyes, on skin, or on clothing.
  • P264Wash skin thoroughly after handling.
  • P264 + P265Wash skin thoroughly after handling. Do not touch eyes.
  • P270Do not eat, drink or smoke when using this product.
  • P271Use only outdoors or in a well-ventilated area.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P301 + P316If swallowed: Get emergency medical help immediately.
  • P302 + P352If on skin: Wash with plenty of water.
  • P304 + P340If inhaled: Remove person to fresh air and keep comfortable for breathing.
  • P305 + P351 + P338If in eyes: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
  • P316Get emergency medical help immediately.
  • P319Get medical help if you feel unwell.
  • P321Specific treatment (see supplemental first aid instructions on the label).
  • P330Rinse mouth.
  • P332 + P317If skin irritation occurs: Get medical help.
  • P337 + P317If eye irritation persists: Get medical help.
  • P361 + P364Take off immediately all contaminated clothing. And wash it before reuse.
  • P362 + P364Take off contaminated clothing. And wash it before reuse.
  • P403 + P233Store in a well-ventilated place. Keep container tightly closed.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Nornicotine suppliers

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Nornicotine price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Insecticide.

Agricultural or horticultural insecticide.

Pharmacological actions

  • Insecticides

Roles

  • cholinergic agonist
  • cholinergic drug
  • insecticide
  • metabolite
  • neurotransmitter agent
  • nicotinic acetylcholine receptor agonist
  • pesticide
  • pharmaceutical
  • phytogenic insecticide

Pharmacology

Nornicotine is a demethylated form of the plant alkaloid nicotine. Nornicotine is found in tobacco and is also a nicotine metabolite which acts as a nicotinic acetylcholine receptor agonist. Nornicotine can be metabolized to form the carcinogen N-nitrosonornicotine (NNN).

Regulatory status

Inventories, regulations and trade controls that list this substance

No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Nornicotine is traded under.

HS 2939.79Indicative HS code

Alkaloids of vegetal origin, other than cocaine, ecgonine, salts, esters and other derivatives, not elsewhere…

World exports in 2024
$701M
+18.9% vs 2023, imports $830M
2019 to 2024
Top exporters
  1. Switzerland * partner reported25.3%
  2. Germany21.4%
  3. India * partner reported14.9%
Top importers
  1. United States20.9%
  2. Germany14.7%
  3. Italy14.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

The HS code shown for Nornicotine is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Nornicotine, based on the data on this page

What is Nornicotine?

(S)-nornicotine is a pyridine alkaloid that is nicotine lacking the methyl group on the pyrrolidine nitrogen. It has a role as a phytogenic insecticide, a metabolite and a nicotinic acetylcholine receptor agonist. It is a pyridine alkaloid and a pyrrolidine alkaloid. It is a conjugate base of a (S)-nornicotine(1+).

What is the CAS number of Nornicotine?

The CAS registry number of Nornicotine is 494-97-3.

What is the molecular formula and weight of Nornicotine?

The molecular formula of Nornicotine is C9H12N2 and its molar mass is 148.21 g/mol.

What is Nornicotine used for?

Insecticide. Agricultural or horticultural insecticide.

Is Nornicotine hazardous?

Nornicotine carries the GHS signal word "Danger". Main hazards: toxic if swallowed, toxic in contact with skin, causes skin irritation. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Nornicotine?

Nornicotine is usually classified under HS code 293979 (Alkaloids, natural or reproduced by synthesis, and their salts, ethers, esters and other…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Nornicotine?

CompoundList lists 13 suppliers of Nornicotine in China, United States, India, Czech Republic and 2 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Nornicotine in India?

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What is the price of Nornicotine?

Suppliers quote Nornicotine on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Nornicotine

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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